diff --git a/cmd/kube-scheduler/app/options/options_test.go b/cmd/kube-scheduler/app/options/options_test.go
index 07988f013a5..c6af802e5fe 100644
--- a/cmd/kube-scheduler/app/options/options_test.go
+++ b/cmd/kube-scheduler/app/options/options_test.go
@@ -82,7 +82,7 @@ func TestSchedulerOptions(t *testing.T) {
 apiVersion: kubescheduler.config.k8s.io/v1
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 leaderElection:
   leaderElect: true`, configKubeconfig)), os.FileMode(0600)); err != nil {
 		t.Fatal(err)
@@ -114,7 +114,7 @@ users:
 apiVersion: componentconfig/v1alpha1
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 leaderElection:
   leaderElect: true`, configKubeconfig)), os.FileMode(0600)); err != nil {
 		t.Fatal(err)
@@ -125,7 +125,7 @@ leaderElection:
 apiVersion: kubescheduler.config.k8s.io/v1beta3
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 leaderElection:
   leaderElect: true`, configKubeconfig)), os.FileMode(0600)); err != nil {
 		t.Fatal(err)
@@ -136,7 +136,7 @@ leaderElection:
 apiVersion: kubescheduler.config.k8s.io/v1beta2
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 leaderElection:
   leaderElect: true`, configKubeconfig)), os.FileMode(0600)); err != nil {
 		t.Fatal(err)
@@ -147,7 +147,7 @@ leaderElection:
 apiVersion: kubescheduler.config.k8s.io/unknown
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 leaderElection:
   leaderElect: true`, configKubeconfig)), os.FileMode(0600)); err != nil {
 		t.Fatal(err)
@@ -157,7 +157,7 @@ leaderElection:
 	if err := os.WriteFile(noVersionConfig, []byte(fmt.Sprintf(`
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 leaderElection:
   leaderElect: true`, configKubeconfig)), os.FileMode(0600)); err != nil {
 		t.Fatal(err)
@@ -168,7 +168,7 @@ leaderElection:
 apiVersion: kubescheduler.config.k8s.io/v1
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 leaderElection:
   leaderElect: true
 foo: bar`, configKubeconfig)), os.FileMode(0600)); err != nil {
@@ -180,7 +180,7 @@ foo: bar`, configKubeconfig)), os.FileMode(0600)); err != nil {
 apiVersion: kubescheduler.config.k8s.io/v1
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 leaderElection:
   leaderElect: true
   leaderElect: false`, configKubeconfig)), os.FileMode(0600)); err != nil {
@@ -217,7 +217,7 @@ users:
 apiVersion: kubescheduler.config.k8s.io/v1
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 profiles:
 - plugins:
     reserve:
@@ -248,7 +248,7 @@ profiles:
 apiVersion: kubescheduler.config.k8s.io/v1beta3
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 profiles:
 - plugins:
     reserve:
@@ -279,7 +279,7 @@ profiles:
 apiVersion: kubescheduler.config.k8s.io/v1beta2
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 profiles:
 - plugins:
     reserve:
@@ -310,7 +310,7 @@ profiles:
 apiVersion: kubescheduler.config.k8s.io/v1
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 profiles:
 - schedulerName: "foo-profile"
   plugins:
@@ -337,7 +337,7 @@ profiles:
 apiVersion: kubescheduler.config.k8s.io/v1beta3
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 profiles:
 - schedulerName: "foo-profile"
   plugins:
@@ -364,7 +364,7 @@ profiles:
 apiVersion: kubescheduler.config.k8s.io/v1beta2
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 profiles:
 - schedulerName: "foo-profile"
   plugins:
diff --git a/cmd/kube-scheduler/app/server_test.go b/cmd/kube-scheduler/app/server_test.go
index a0ef12e05cf..82970edbf2c 100644
--- a/cmd/kube-scheduler/app/server_test.go
+++ b/cmd/kube-scheduler/app/server_test.go
@@ -88,7 +88,7 @@ users:
 apiVersion: kubescheduler.config.k8s.io/v1
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 profiles:
 - plugins:
     multiPoint:
@@ -126,7 +126,7 @@ profiles:
 apiVersion: kubescheduler.config.k8s.io/v1beta3
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 profiles:
 - plugins:
     multiPoint:
@@ -164,7 +164,7 @@ profiles:
 apiVersion: kubescheduler.config.k8s.io/v1beta2
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 profiles:
 - plugins:
     preFilter:
@@ -201,7 +201,7 @@ profiles:
 apiVersion: kubescheduler.config.k8s.io/v1beta3
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 profiles:
 - plugins:
     preFilter:
@@ -220,7 +220,7 @@ profiles:
 apiVersion: kubescheduler.config.k8s.io/v1beta3
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 profiles:
 - plugins:
     preFilter:
@@ -239,7 +239,7 @@ profiles:
 apiVersion: kubescheduler.config.k8s.io/v1beta2
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 profiles:
 - plugins:
     preFilter:
@@ -258,7 +258,7 @@ profiles:
 apiVersion: kubescheduler.config.k8s.io/v1
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 profiles:
 - schedulerName: "profile-default-plugins"
 - schedulerName: "profile-disable-all-filter-and-score-plugins"
@@ -288,7 +288,7 @@ profiles:
 apiVersion: kubescheduler.config.k8s.io/v1
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 `, configKubeconfig)), os.FileMode(0600)); err != nil {
 		t.Fatal(err)
 	}
@@ -299,7 +299,7 @@ clientConnection:
 apiVersion: kubescheduler.config.k8s.io/v1
 kind: KubeSchedulerConfiguration
 clientConnection:
-  kubeconfig: "%s"
+  kubeconfig: '%s'
 leaderElection:
   leaseDuration: 1h
 `, configKubeconfig)), os.FileMode(0600)); err != nil {
diff --git a/cmd/kubeadm/app/apis/kubeadm/validation/util_unix.go b/cmd/kubeadm/app/apis/kubeadm/validation/util_unix.go
new file mode 100644
index 00000000000..fbaac20ab33
--- /dev/null
+++ b/cmd/kubeadm/app/apis/kubeadm/validation/util_unix.go
@@ -0,0 +1,28 @@
+//go:build !windows
+// +build !windows
+
+/*
+Copyright 2022 The Kubernetes Authors.
+
+Licensed under the Apache License, Version 2.0 (the "License");
+you may not use this file except in compliance with the License.
+You may obtain a copy of the License at
+
+    http://www.apache.org/licenses/LICENSE-2.0
+
+Unless required by applicable law or agreed to in writing, software
+distributed under the License is distributed on an "AS IS" BASIS,
+WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+See the License for the specific language governing permissions and
+limitations under the License.
+*/
+
+package validation
+
+import (
+	"path/filepath"
+)
+
+func isAbs(path string) bool {
+	return filepath.IsAbs(path)
+}
diff --git a/cmd/kubeadm/app/apis/kubeadm/validation/util_windows.go b/cmd/kubeadm/app/apis/kubeadm/validation/util_windows.go
new file mode 100644
index 00000000000..86abd92642c
--- /dev/null
+++ b/cmd/kubeadm/app/apis/kubeadm/validation/util_windows.go
@@ -0,0 +1,30 @@
+//go:build windows
+// +build windows
+
+/*
+Copyright 2022 The Kubernetes Authors.
+
+Licensed under the Apache License, Version 2.0 (the "License");
+you may not use this file except in compliance with the License.
+You may obtain a copy of the License at
+
+    http://www.apache.org/licenses/LICENSE-2.0
+
+Unless required by applicable law or agreed to in writing, software
+distributed under the License is distributed on an "AS IS" BASIS,
+WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+See the License for the specific language governing permissions and
+limitations under the License.
+*/
+
+package validation
+
+import (
+	"path/filepath"
+)
+
+func isAbs(path string) bool {
+	// on Windows, filepath.IsAbs will not return True for paths prefixed with a slash, even
+	// though they can be used as absolute paths (https://docs.microsoft.com/en-us/dotnet/standard/io/file-path-formats).
+	return filepath.IsAbs(path) || (len(path) > 0 && (path[0] == '\\' || path[0] == '/'))
+}
diff --git a/cmd/kubeadm/app/apis/kubeadm/validation/validation.go b/cmd/kubeadm/app/apis/kubeadm/validation/validation.go
index d2e6e692b57..20ed91cb1fa 100644
--- a/cmd/kubeadm/app/apis/kubeadm/validation/validation.go
+++ b/cmd/kubeadm/app/apis/kubeadm/validation/validation.go
@@ -21,7 +21,6 @@ import (
 	"net"
 	"net/url"
 	"os"
-	"path/filepath"
 	"strconv"
 	"strings"
 
@@ -86,7 +85,7 @@ func ValidateJoinConfiguration(c *kubeadm.JoinConfiguration) field.ErrorList {
 	allErrs = append(allErrs, ValidateNodeRegistrationOptions(&c.NodeRegistration, field.NewPath("nodeRegistration"))...)
 	allErrs = append(allErrs, ValidateJoinControlPlane(c.ControlPlane, field.NewPath("controlPlane"))...)
 
-	if !filepath.IsAbs(c.CACertPath) || !strings.HasSuffix(c.CACertPath, ".crt") {
+	if !isAbs(c.CACertPath) || !strings.HasSuffix(c.CACertPath, ".crt") {
 		allErrs = append(allErrs, field.Invalid(field.NewPath("caCertPath"), c.CACertPath, "the ca certificate path must be an absolute path"))
 	}
 	return allErrs
@@ -525,7 +524,7 @@ func ValidateNetworking(c *kubeadm.ClusterConfiguration, fldPath *field.Path) fi
 // ValidateAbsolutePath validates whether provided path is absolute or not
 func ValidateAbsolutePath(path string, fldPath *field.Path) field.ErrorList {
 	allErrs := field.ErrorList{}
-	if !filepath.IsAbs(path) {
+	if !isAbs(path) {
 		allErrs = append(allErrs, field.Invalid(fldPath, path, "path is not absolute"))
 	}
 	return allErrs
diff --git a/cmd/kubeadm/app/apis/kubeadm/validation/validation_test.go b/cmd/kubeadm/app/apis/kubeadm/validation/validation_test.go
index 77840ba2572..b931e6fcecd 100644
--- a/cmd/kubeadm/app/apis/kubeadm/validation/validation_test.go
+++ b/cmd/kubeadm/app/apis/kubeadm/validation/validation_test.go
@@ -17,6 +17,7 @@ limitations under the License.
 package validation
 
 import (
+	"fmt"
 	"os"
 	"strings"
 	"testing"
@@ -110,8 +111,9 @@ func TestValidateNodeRegistrationOptions(t *testing.T) {
 		{"valid-nodename", false},   // supported
 		// test cases for criSocket are covered in TestValidateSocketPath
 	}
+	criPath := fmt.Sprintf("%s:///some/path", kubeadmapiv1.DefaultContainerRuntimeURLScheme)
 	for _, rt := range tests {
-		nro := kubeadmapi.NodeRegistrationOptions{Name: rt.nodeName, CRISocket: "unix:///some/path"}
+		nro := kubeadmapi.NodeRegistrationOptions{Name: rt.nodeName, CRISocket: criPath}
 		actual := ValidateNodeRegistrationOptions(&nro, field.NewPath("nodeRegistration"))
 		actualErrors := len(actual) > 0
 		if actualErrors != rt.expectedErrors {
@@ -456,6 +458,7 @@ func TestValidateAPIEndpoint(t *testing.T) {
 // TODO: Create a separated test for ValidateClusterConfiguration
 func TestValidateInitConfiguration(t *testing.T) {
 	nodename := "valid-nodename"
+	criPath := fmt.Sprintf("%s:///some/path", kubeadmapiv1.DefaultContainerRuntimeURLScheme)
 	var tests = []struct {
 		name     string
 		s        *kubeadmapi.InitConfiguration
@@ -476,7 +479,7 @@ func TestValidateInitConfiguration(t *testing.T) {
 					},
 					CertificatesDir: "/some/cert/dir",
 				},
-				NodeRegistration: kubeadmapi.NodeRegistrationOptions{Name: nodename, CRISocket: "unix:///some/path"},
+				NodeRegistration: kubeadmapi.NodeRegistrationOptions{Name: nodename, CRISocket: criPath},
 			}, false},
 		{"invalid missing token with IPv6 service subnet",
 			&kubeadmapi.InitConfiguration{
@@ -491,7 +494,7 @@ func TestValidateInitConfiguration(t *testing.T) {
 					},
 					CertificatesDir: "/some/cert/dir",
 				},
-				NodeRegistration: kubeadmapi.NodeRegistrationOptions{Name: nodename, CRISocket: "unix:///some/path"},
+				NodeRegistration: kubeadmapi.NodeRegistrationOptions{Name: nodename, CRISocket: criPath},
 			}, false},
 		{"invalid missing node name",
 			&kubeadmapi.InitConfiguration{
@@ -521,7 +524,7 @@ func TestValidateInitConfiguration(t *testing.T) {
 					},
 					CertificatesDir: "/some/other/cert/dir",
 				},
-				NodeRegistration: kubeadmapi.NodeRegistrationOptions{Name: nodename, CRISocket: "unix:///some/path"},
+				NodeRegistration: kubeadmapi.NodeRegistrationOptions{Name: nodename, CRISocket: criPath},
 			}, false},
 		{"valid InitConfiguration with IPv4 service subnet",
 			&kubeadmapi.InitConfiguration{
@@ -542,7 +545,7 @@ func TestValidateInitConfiguration(t *testing.T) {
 					},
 					CertificatesDir: "/some/other/cert/dir",
 				},
-				NodeRegistration: kubeadmapi.NodeRegistrationOptions{Name: nodename, CRISocket: "unix:///some/path"},
+				NodeRegistration: kubeadmapi.NodeRegistrationOptions{Name: nodename, CRISocket: criPath},
 			}, true},
 		{"valid InitConfiguration using IPv6 service subnet",
 			&kubeadmapi.InitConfiguration{
@@ -562,7 +565,7 @@ func TestValidateInitConfiguration(t *testing.T) {
 					},
 					CertificatesDir: "/some/other/cert/dir",
 				},
-				NodeRegistration: kubeadmapi.NodeRegistrationOptions{Name: nodename, CRISocket: "unix:///some/path"},
+				NodeRegistration: kubeadmapi.NodeRegistrationOptions{Name: nodename, CRISocket: criPath},
 			}, true},
 	}
 	for _, rt := range tests {
@@ -579,6 +582,7 @@ func TestValidateInitConfiguration(t *testing.T) {
 }
 
 func TestValidateJoinConfiguration(t *testing.T) {
+	criPath := fmt.Sprintf("%s:///var/run/containerd/containerd.sock", kubeadmapiv1.DefaultContainerRuntimeURLScheme)
 	var tests = []struct {
 		s        *kubeadmapi.JoinConfiguration
 		expected bool
@@ -607,7 +611,7 @@ func TestValidateJoinConfiguration(t *testing.T) {
 			},
 			NodeRegistration: kubeadmapi.NodeRegistrationOptions{
 				Name:      "aaa",
-				CRISocket: "unix:///var/run/containerd/containerd.sock",
+				CRISocket: criPath,
 			},
 		}, true},
 		{&kubeadmapi.JoinConfiguration{ // Pass with JoinControlPlane
@@ -622,7 +626,7 @@ func TestValidateJoinConfiguration(t *testing.T) {
 			},
 			NodeRegistration: kubeadmapi.NodeRegistrationOptions{
 				Name:      "aaa",
-				CRISocket: "unix:///var/run/containerd/containerd.sock",
+				CRISocket: criPath,
 			},
 			ControlPlane: &kubeadmapi.JoinControlPlane{
 				LocalAPIEndpoint: kubeadmapi.APIEndpoint{
@@ -643,7 +647,7 @@ func TestValidateJoinConfiguration(t *testing.T) {
 			},
 			NodeRegistration: kubeadmapi.NodeRegistrationOptions{
 				Name:      "aaa",
-				CRISocket: "unix:///var/run/containerd/containerd.sock",
+				CRISocket: criPath,
 			},
 			ControlPlane: &kubeadmapi.JoinControlPlane{
 				LocalAPIEndpoint: kubeadmapi.APIEndpoint{
@@ -664,7 +668,7 @@ func TestValidateJoinConfiguration(t *testing.T) {
 			},
 			NodeRegistration: kubeadmapi.NodeRegistrationOptions{
 				Name:      "aaa",
-				CRISocket: "unix:///var/run/containerd/containerd.sock",
+				CRISocket: criPath,
 			},
 			ControlPlane: &kubeadmapi.JoinControlPlane{
 				LocalAPIEndpoint: kubeadmapi.APIEndpoint{
@@ -1124,9 +1128,10 @@ func TestValidateEtcd(t *testing.T) {
 		actual := ValidateEtcd(tc.etcd, field.NewPath("etcd"))
 		actualErrors := len(actual) > 0
 		if actualErrors != tc.expectedErrors {
-			t.Errorf("Error: \n\texpected: %t\n\t  actual: %t",
+			t.Errorf("Error: \n\texpected: %t\n\t  actual: %t\n\t  encountered errors: %v",
 				tc.expectedErrors,
 				actualErrors,
+				actual,
 			)
 		}
 	}
diff --git a/cmd/kubeadm/app/constants/constants_test.go b/cmd/kubeadm/app/constants/constants_test.go
index 09053631c74..ae991172e46 100644
--- a/cmd/kubeadm/app/constants/constants_test.go
+++ b/cmd/kubeadm/app/constants/constants_test.go
@@ -25,7 +25,7 @@ import (
 )
 
 func TestGetStaticPodDirectory(t *testing.T) {
-	expected := "/etc/kubernetes/manifests"
+	expected := filepath.FromSlash("/etc/kubernetes/manifests")
 	actual := GetStaticPodDirectory()
 
 	if actual != expected {
@@ -51,7 +51,7 @@ func TestGetAdminKubeConfigPath(t *testing.T) {
 }
 
 func TestGetBootstrapKubeletKubeConfigPath(t *testing.T) {
-	expected := "/etc/kubernetes/bootstrap-kubelet.conf"
+	expected := filepath.FromSlash("/etc/kubernetes/bootstrap-kubelet.conf")
 	actual := GetBootstrapKubeletKubeConfigPath()
 
 	if actual != expected {
@@ -64,7 +64,7 @@ func TestGetBootstrapKubeletKubeConfigPath(t *testing.T) {
 }
 
 func TestGetKubeletKubeConfigPath(t *testing.T) {
-	expected := "/etc/kubernetes/kubelet.conf"
+	expected := filepath.FromSlash("/etc/kubernetes/kubelet.conf")
 	actual := GetKubeletKubeConfigPath()
 
 	if actual != expected {
@@ -99,7 +99,8 @@ func TestGetStaticPodFilepath(t *testing.T) {
 	for _, rt := range tests {
 		t.Run(rt.componentName, func(t *testing.T) {
 			actual := GetStaticPodFilepath(rt.componentName, rt.manifestsDir)
-			if actual != rt.expected {
+			expected := filepath.FromSlash(rt.expected)
+			if actual != expected {
 				t.Errorf(
 					"failed GetStaticPodFilepath:\n\texpected: %s\n\t  actual: %s",
 					rt.expected,
diff --git a/cmd/kubeadm/app/phases/controlplane/manifests_test.go b/cmd/kubeadm/app/phases/controlplane/manifests_test.go
index 2e3e38f57b6..ba0d72bc316 100644
--- a/cmd/kubeadm/app/phases/controlplane/manifests_test.go
+++ b/cmd/kubeadm/app/phases/controlplane/manifests_test.go
@@ -205,31 +205,31 @@ func TestGetAPIServerCommand(t *testing.T) {
 				"kube-apiserver",
 				"--enable-admission-plugins=NodeRestriction",
 				"--service-cluster-ip-range=bar",
-				"--service-account-key-file=" + testCertsDir + "/sa.pub",
-				"--service-account-signing-key-file=" + testCertsDir + "/sa.key",
+				"--service-account-key-file=" + filepath.Join(testCertsDir, "sa.pub"),
+				"--service-account-signing-key-file=" + filepath.Join(testCertsDir, "sa.key"),
 				"--service-account-issuer=https://kubernetes.default.svc.cluster.local",
-				"--client-ca-file=" + testCertsDir + "/ca.crt",
-				"--tls-cert-file=" + testCertsDir + "/apiserver.crt",
-				"--tls-private-key-file=" + testCertsDir + "/apiserver.key",
-				"--kubelet-client-certificate=" + testCertsDir + "/apiserver-kubelet-client.crt",
-				"--kubelet-client-key=" + testCertsDir + "/apiserver-kubelet-client.key",
+				"--client-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--tls-cert-file=" + filepath.Join(testCertsDir, "apiserver.crt"),
+				"--tls-private-key-file=" + filepath.Join(testCertsDir, "apiserver.key"),
+				"--kubelet-client-certificate=" + filepath.Join(testCertsDir, "apiserver-kubelet-client.crt"),
+				"--kubelet-client-key=" + filepath.Join(testCertsDir, "apiserver-kubelet-client.key"),
 				"--enable-bootstrap-token-auth=true",
 				"--secure-port=123",
 				"--allow-privileged=true",
 				"--kubelet-preferred-address-types=InternalIP,ExternalIP,Hostname",
-				"--proxy-client-cert-file=/var/lib/certs/front-proxy-client.crt",
-				"--proxy-client-key-file=/var/lib/certs/front-proxy-client.key",
+				"--proxy-client-cert-file=" + filepath.FromSlash("/var/lib/certs/front-proxy-client.crt"),
+				"--proxy-client-key-file=" + filepath.FromSlash("/var/lib/certs/front-proxy-client.key"),
 				"--requestheader-username-headers=X-Remote-User",
 				"--requestheader-group-headers=X-Remote-Group",
 				"--requestheader-extra-headers-prefix=X-Remote-Extra-",
-				"--requestheader-client-ca-file=" + testCertsDir + "/front-proxy-ca.crt",
+				"--requestheader-client-ca-file=" + filepath.Join(testCertsDir, "front-proxy-ca.crt"),
 				"--requestheader-allowed-names=front-proxy-client",
 				"--authorization-mode=Node,RBAC",
 				"--advertise-address=1.2.3.4",
 				fmt.Sprintf("--etcd-servers=https://127.0.0.1:%d", kubeadmconstants.EtcdListenClientPort),
-				"--etcd-cafile=" + testCertsDir + "/etcd/ca.crt",
-				"--etcd-certfile=" + testCertsDir + "/apiserver-etcd-client.crt",
-				"--etcd-keyfile=" + testCertsDir + "/apiserver-etcd-client.key",
+				"--etcd-cafile=" + filepath.Join(testCertsDir, "etcd/ca.crt"),
+				"--etcd-certfile=" + filepath.Join(testCertsDir, "apiserver-etcd-client.crt"),
+				"--etcd-keyfile=" + filepath.Join(testCertsDir, "apiserver-etcd-client.key"),
 			},
 		},
 		{
@@ -243,31 +243,31 @@ func TestGetAPIServerCommand(t *testing.T) {
 				"kube-apiserver",
 				"--enable-admission-plugins=NodeRestriction",
 				"--service-cluster-ip-range=bar",
-				"--service-account-key-file=" + testCertsDir + "/sa.pub",
-				"--service-account-signing-key-file=" + testCertsDir + "/sa.key",
+				"--service-account-key-file=" + filepath.Join(testCertsDir, "sa.pub"),
+				"--service-account-signing-key-file=" + filepath.Join(testCertsDir, "sa.key"),
 				"--service-account-issuer=https://kubernetes.default.svc.cluster.local",
-				"--client-ca-file=" + testCertsDir + "/ca.crt",
-				"--tls-cert-file=" + testCertsDir + "/apiserver.crt",
-				"--tls-private-key-file=" + testCertsDir + "/apiserver.key",
-				"--kubelet-client-certificate=" + testCertsDir + "/apiserver-kubelet-client.crt",
-				"--kubelet-client-key=" + testCertsDir + "/apiserver-kubelet-client.key",
+				"--client-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--tls-cert-file=" + filepath.Join(testCertsDir, "apiserver.crt"),
+				"--tls-private-key-file=" + filepath.Join(testCertsDir, "apiserver.key"),
+				"--kubelet-client-certificate=" + filepath.Join(testCertsDir, "apiserver-kubelet-client.crt"),
+				"--kubelet-client-key=" + filepath.Join(testCertsDir, "apiserver-kubelet-client.key"),
 				"--enable-bootstrap-token-auth=true",
 				fmt.Sprintf("--secure-port=%d", 123),
 				"--allow-privileged=true",
 				"--kubelet-preferred-address-types=InternalIP,ExternalIP,Hostname",
-				"--proxy-client-cert-file=/var/lib/certs/front-proxy-client.crt",
-				"--proxy-client-key-file=/var/lib/certs/front-proxy-client.key",
+				"--proxy-client-cert-file=" + filepath.FromSlash("/var/lib/certs/front-proxy-client.crt"),
+				"--proxy-client-key-file=" + filepath.FromSlash("/var/lib/certs/front-proxy-client.key"),
 				"--requestheader-username-headers=X-Remote-User",
 				"--requestheader-group-headers=X-Remote-Group",
 				"--requestheader-extra-headers-prefix=X-Remote-Extra-",
-				"--requestheader-client-ca-file=" + testCertsDir + "/front-proxy-ca.crt",
+				"--requestheader-client-ca-file=" + filepath.Join(testCertsDir, "front-proxy-ca.crt"),
 				"--requestheader-allowed-names=front-proxy-client",
 				"--authorization-mode=Node,RBAC",
 				"--advertise-address=2001:db8::1",
 				fmt.Sprintf("--etcd-servers=https://[::1]:%d", kubeadmconstants.EtcdListenClientPort),
-				"--etcd-cafile=" + testCertsDir + "/etcd/ca.crt",
-				"--etcd-certfile=" + testCertsDir + "/apiserver-etcd-client.crt",
-				"--etcd-keyfile=" + testCertsDir + "/apiserver-etcd-client.key",
+				"--etcd-cafile=" + filepath.Join(testCertsDir, "etcd/ca.crt"),
+				"--etcd-certfile=" + filepath.Join(testCertsDir, "apiserver-etcd-client.crt"),
+				"--etcd-keyfile=" + filepath.Join(testCertsDir, "apiserver-etcd-client.key"),
 			},
 		},
 		{
@@ -289,24 +289,24 @@ func TestGetAPIServerCommand(t *testing.T) {
 				"kube-apiserver",
 				"--enable-admission-plugins=NodeRestriction",
 				"--service-cluster-ip-range=bar",
-				"--service-account-key-file=" + testCertsDir + "/sa.pub",
-				"--service-account-signing-key-file=" + testCertsDir + "/sa.key",
+				"--service-account-key-file=" + filepath.Join(testCertsDir, "sa.pub"),
+				"--service-account-signing-key-file=" + filepath.Join(testCertsDir, "sa.key"),
 				"--service-account-issuer=https://kubernetes.default.svc.cluster.local",
-				"--client-ca-file=" + testCertsDir + "/ca.crt",
-				"--tls-cert-file=" + testCertsDir + "/apiserver.crt",
-				"--tls-private-key-file=" + testCertsDir + "/apiserver.key",
-				"--kubelet-client-certificate=" + testCertsDir + "/apiserver-kubelet-client.crt",
-				"--kubelet-client-key=" + testCertsDir + "/apiserver-kubelet-client.key",
+				"--client-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--tls-cert-file=" + filepath.Join(testCertsDir, "apiserver.crt"),
+				"--tls-private-key-file=" + filepath.Join(testCertsDir, "apiserver.key"),
+				"--kubelet-client-certificate=" + filepath.Join(testCertsDir, "apiserver-kubelet-client.crt"),
+				"--kubelet-client-key=" + filepath.Join(testCertsDir, "apiserver-kubelet-client.key"),
 				fmt.Sprintf("--secure-port=%d", 123),
 				"--allow-privileged=true",
 				"--kubelet-preferred-address-types=InternalIP,ExternalIP,Hostname",
 				"--enable-bootstrap-token-auth=true",
-				"--proxy-client-cert-file=/var/lib/certs/front-proxy-client.crt",
-				"--proxy-client-key-file=/var/lib/certs/front-proxy-client.key",
+				"--proxy-client-cert-file=" + filepath.FromSlash("/var/lib/certs/front-proxy-client.crt"),
+				"--proxy-client-key-file=" + filepath.FromSlash("/var/lib/certs/front-proxy-client.key"),
 				"--requestheader-username-headers=X-Remote-User",
 				"--requestheader-group-headers=X-Remote-Group",
 				"--requestheader-extra-headers-prefix=X-Remote-Extra-",
-				"--requestheader-client-ca-file=" + testCertsDir + "/front-proxy-ca.crt",
+				"--requestheader-client-ca-file=" + filepath.Join(testCertsDir, "front-proxy-ca.crt"),
 				"--requestheader-allowed-names=front-proxy-client",
 				"--authorization-mode=Node,RBAC",
 				"--advertise-address=2001:db8::1",
@@ -332,24 +332,24 @@ func TestGetAPIServerCommand(t *testing.T) {
 				"kube-apiserver",
 				"--enable-admission-plugins=NodeRestriction",
 				"--service-cluster-ip-range=bar",
-				"--service-account-key-file=" + testCertsDir + "/sa.pub",
-				"--service-account-signing-key-file=" + testCertsDir + "/sa.key",
+				"--service-account-key-file=" + filepath.Join(testCertsDir, "sa.pub"),
+				"--service-account-signing-key-file=" + filepath.Join(testCertsDir, "sa.key"),
 				"--service-account-issuer=https://kubernetes.default.svc.cluster.local",
-				"--client-ca-file=" + testCertsDir + "/ca.crt",
-				"--tls-cert-file=" + testCertsDir + "/apiserver.crt",
-				"--tls-private-key-file=" + testCertsDir + "/apiserver.key",
-				"--kubelet-client-certificate=" + testCertsDir + "/apiserver-kubelet-client.crt",
-				"--kubelet-client-key=" + testCertsDir + "/apiserver-kubelet-client.key",
+				"--client-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--tls-cert-file=" + filepath.Join(testCertsDir, "apiserver.crt"),
+				"--tls-private-key-file=" + filepath.Join(testCertsDir, "apiserver.key"),
+				"--kubelet-client-certificate=" + filepath.Join(testCertsDir, "apiserver-kubelet-client.crt"),
+				"--kubelet-client-key=" + filepath.Join(testCertsDir, "apiserver-kubelet-client.key"),
 				fmt.Sprintf("--secure-port=%d", 123),
 				"--allow-privileged=true",
 				"--kubelet-preferred-address-types=InternalIP,ExternalIP,Hostname",
 				"--enable-bootstrap-token-auth=true",
-				"--proxy-client-cert-file=/var/lib/certs/front-proxy-client.crt",
-				"--proxy-client-key-file=/var/lib/certs/front-proxy-client.key",
+				"--proxy-client-cert-file=" + filepath.FromSlash("/var/lib/certs/front-proxy-client.crt"),
+				"--proxy-client-key-file=" + filepath.FromSlash("/var/lib/certs/front-proxy-client.key"),
 				"--requestheader-username-headers=X-Remote-User",
 				"--requestheader-group-headers=X-Remote-Group",
 				"--requestheader-extra-headers-prefix=X-Remote-Extra-",
-				"--requestheader-client-ca-file=" + testCertsDir + "/front-proxy-ca.crt",
+				"--requestheader-client-ca-file=" + filepath.Join(testCertsDir, "front-proxy-ca.crt"),
 				"--requestheader-allowed-names=front-proxy-client",
 				"--authorization-mode=Node,RBAC",
 				"--advertise-address=2001:db8::1",
@@ -377,31 +377,31 @@ func TestGetAPIServerCommand(t *testing.T) {
 				"kube-apiserver",
 				"--enable-admission-plugins=NodeRestriction",
 				"--service-cluster-ip-range=baz",
-				"--service-account-key-file=" + testCertsDir + "/sa.pub",
-				"--service-account-signing-key-file=" + testCertsDir + "/sa.key",
+				"--service-account-key-file=" + filepath.Join(testCertsDir, "sa.pub"),
+				"--service-account-signing-key-file=" + filepath.Join(testCertsDir, "sa.key"),
 				"--service-account-issuer=https://kubernetes.default.svc.cluster.local",
-				"--client-ca-file=" + testCertsDir + "/ca.crt",
-				"--tls-cert-file=" + testCertsDir + "/apiserver.crt",
-				"--tls-private-key-file=" + testCertsDir + "/apiserver.key",
-				"--kubelet-client-certificate=" + testCertsDir + "/apiserver-kubelet-client.crt",
-				"--kubelet-client-key=" + testCertsDir + "/apiserver-kubelet-client.key",
+				"--client-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--tls-cert-file=" + filepath.Join(testCertsDir, "apiserver.crt"),
+				"--tls-private-key-file=" + filepath.Join(testCertsDir, "apiserver.key"),
+				"--kubelet-client-certificate=" + filepath.Join(testCertsDir, "apiserver-kubelet-client.crt"),
+				"--kubelet-client-key=" + filepath.Join(testCertsDir, "apiserver-kubelet-client.key"),
 				"--enable-bootstrap-token-auth=true",
 				"--secure-port=123",
 				"--allow-privileged=true",
 				"--kubelet-preferred-address-types=InternalIP,ExternalIP,Hostname",
-				"--proxy-client-cert-file=/var/lib/certs/front-proxy-client.crt",
-				"--proxy-client-key-file=/var/lib/certs/front-proxy-client.key",
+				"--proxy-client-cert-file=" + filepath.FromSlash("/var/lib/certs/front-proxy-client.crt"),
+				"--proxy-client-key-file=" + filepath.FromSlash("/var/lib/certs/front-proxy-client.key"),
 				"--requestheader-username-headers=X-Remote-User",
 				"--requestheader-group-headers=X-Remote-Group",
 				"--requestheader-extra-headers-prefix=X-Remote-Extra-",
-				"--requestheader-client-ca-file=" + testCertsDir + "/front-proxy-ca.crt",
+				"--requestheader-client-ca-file=" + filepath.Join(testCertsDir, "front-proxy-ca.crt"),
 				"--requestheader-allowed-names=front-proxy-client",
 				"--authorization-mode=Node,RBAC",
 				"--advertise-address=9.9.9.9",
 				fmt.Sprintf("--etcd-servers=https://127.0.0.1:%d", kubeadmconstants.EtcdListenClientPort),
-				"--etcd-cafile=" + testCertsDir + "/etcd/ca.crt",
-				"--etcd-certfile=" + testCertsDir + "/apiserver-etcd-client.crt",
-				"--etcd-keyfile=" + testCertsDir + "/apiserver-etcd-client.key",
+				"--etcd-cafile=" + filepath.Join(testCertsDir, "etcd/ca.crt"),
+				"--etcd-certfile=" + filepath.Join(testCertsDir, "apiserver-etcd-client.crt"),
+				"--etcd-keyfile=" + filepath.Join(testCertsDir, "apiserver-etcd-client.key"),
 				"--audit-policy-file=/etc/config/audit.yaml",
 				"--audit-log-path=/var/log/kubernetes",
 			},
@@ -424,31 +424,31 @@ func TestGetAPIServerCommand(t *testing.T) {
 				"kube-apiserver",
 				"--enable-admission-plugins=NodeRestriction",
 				"--service-cluster-ip-range=bar",
-				"--service-account-key-file=" + testCertsDir + "/sa.pub",
-				"--service-account-signing-key-file=" + testCertsDir + "/sa.key",
+				"--service-account-key-file=" + filepath.Join(testCertsDir, "sa.pub"),
+				"--service-account-signing-key-file=" + filepath.Join(testCertsDir, "sa.key"),
 				"--service-account-issuer=https://kubernetes.default.svc.cluster.local",
-				"--client-ca-file=" + testCertsDir + "/ca.crt",
-				"--tls-cert-file=" + testCertsDir + "/apiserver.crt",
-				"--tls-private-key-file=" + testCertsDir + "/apiserver.key",
-				"--kubelet-client-certificate=" + testCertsDir + "/apiserver-kubelet-client.crt",
-				"--kubelet-client-key=" + testCertsDir + "/apiserver-kubelet-client.key",
+				"--client-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--tls-cert-file=" + filepath.Join(testCertsDir, "apiserver.crt"),
+				"--tls-private-key-file=" + filepath.Join(testCertsDir, "apiserver.key"),
+				"--kubelet-client-certificate=" + filepath.Join(testCertsDir, "apiserver-kubelet-client.crt"),
+				"--kubelet-client-key=" + filepath.Join(testCertsDir, "apiserver-kubelet-client.key"),
 				"--enable-bootstrap-token-auth=true",
 				"--secure-port=123",
 				"--allow-privileged=true",
 				"--kubelet-preferred-address-types=InternalIP,ExternalIP,Hostname",
-				"--proxy-client-cert-file=/var/lib/certs/front-proxy-client.crt",
-				"--proxy-client-key-file=/var/lib/certs/front-proxy-client.key",
+				"--proxy-client-cert-file=" + filepath.FromSlash("/var/lib/certs/front-proxy-client.crt"),
+				"--proxy-client-key-file=" + filepath.FromSlash("/var/lib/certs/front-proxy-client.key"),
 				"--requestheader-username-headers=X-Remote-User",
 				"--requestheader-group-headers=X-Remote-Group",
 				"--requestheader-extra-headers-prefix=X-Remote-Extra-",
-				"--requestheader-client-ca-file=" + testCertsDir + "/front-proxy-ca.crt",
+				"--requestheader-client-ca-file=" + filepath.Join(testCertsDir, "front-proxy-ca.crt"),
 				"--requestheader-allowed-names=front-proxy-client",
 				"--authorization-mode=ABAC",
 				"--advertise-address=1.2.3.4",
 				fmt.Sprintf("--etcd-servers=https://127.0.0.1:%d", kubeadmconstants.EtcdListenClientPort),
-				"--etcd-cafile=" + testCertsDir + "/etcd/ca.crt",
-				"--etcd-certfile=" + testCertsDir + "/apiserver-etcd-client.crt",
-				"--etcd-keyfile=" + testCertsDir + "/apiserver-etcd-client.key",
+				"--etcd-cafile=" + filepath.Join(testCertsDir, "etcd/ca.crt"),
+				"--etcd-certfile=" + filepath.Join(testCertsDir, "apiserver-etcd-client.crt"),
+				"--etcd-keyfile=" + filepath.Join(testCertsDir, "apiserver-etcd-client.key"),
 			},
 		},
 		{
@@ -473,31 +473,31 @@ func TestGetAPIServerCommand(t *testing.T) {
 				"kube-apiserver",
 				"--enable-admission-plugins=NodeRestriction",
 				"--service-cluster-ip-range=bar",
-				"--service-account-key-file=" + testCertsDir + "/sa.pub",
-				"--service-account-signing-key-file=" + testCertsDir + "/sa.key",
+				"--service-account-key-file=" + filepath.Join(testCertsDir, "sa.pub"),
+				"--service-account-signing-key-file=" + filepath.Join(testCertsDir, "sa.key"),
 				"--service-account-issuer=https://kubernetes.default.svc.cluster.local",
-				"--client-ca-file=" + testCertsDir + "/ca.crt",
-				"--tls-cert-file=" + testCertsDir + "/apiserver.crt",
-				"--tls-private-key-file=" + testCertsDir + "/apiserver.key",
-				"--kubelet-client-certificate=" + testCertsDir + "/apiserver-kubelet-client.crt",
-				"--kubelet-client-key=" + testCertsDir + "/apiserver-kubelet-client.key",
+				"--client-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--tls-cert-file=" + filepath.Join(testCertsDir, "apiserver.crt"),
+				"--tls-private-key-file=" + filepath.Join(testCertsDir, "apiserver.key"),
+				"--kubelet-client-certificate=" + filepath.Join(testCertsDir, "apiserver-kubelet-client.crt"),
+				"--kubelet-client-key=" + filepath.Join(testCertsDir, "apiserver-kubelet-client.key"),
 				"--enable-bootstrap-token-auth=true",
 				"--secure-port=123",
 				"--allow-privileged=true",
 				"--kubelet-preferred-address-types=InternalIP,ExternalIP,Hostname",
-				"--proxy-client-cert-file=/var/lib/certs/front-proxy-client.crt",
-				"--proxy-client-key-file=/var/lib/certs/front-proxy-client.key",
+				"--proxy-client-cert-file=" + filepath.FromSlash("/var/lib/certs/front-proxy-client.crt"),
+				"--proxy-client-key-file=" + filepath.FromSlash("/var/lib/certs/front-proxy-client.key"),
 				"--requestheader-username-headers=X-Remote-User",
 				"--requestheader-group-headers=X-Remote-Group",
 				"--requestheader-extra-headers-prefix=X-Remote-Extra-",
-				"--requestheader-client-ca-file=" + testCertsDir + "/front-proxy-ca.crt",
+				"--requestheader-client-ca-file=" + filepath.Join(testCertsDir, "front-proxy-ca.crt"),
 				"--requestheader-allowed-names=front-proxy-client",
 				"--authorization-mode=Node,RBAC,Webhook",
 				"--advertise-address=1.2.3.4",
 				fmt.Sprintf("--etcd-servers=https://127.0.0.1:%d", kubeadmconstants.EtcdListenClientPort),
-				"--etcd-cafile=" + testCertsDir + "/etcd/ca.crt",
-				"--etcd-certfile=" + testCertsDir + "/apiserver-etcd-client.crt",
-				"--etcd-keyfile=" + testCertsDir + "/apiserver-etcd-client.key",
+				"--etcd-cafile=" + filepath.Join(testCertsDir, "etcd/ca.crt"),
+				"--etcd-certfile=" + filepath.Join(testCertsDir, "apiserver-etcd-client.crt"),
+				"--etcd-keyfile=" + filepath.Join(testCertsDir, "apiserver-etcd-client.key"),
 			},
 		},
 	}
@@ -549,17 +549,17 @@ func TestGetControllerManagerCommand(t *testing.T) {
 				"kube-controller-manager",
 				"--bind-address=127.0.0.1",
 				"--leader-elect=true",
-				"--kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--root-ca-file=" + testCertsDir + "/ca.crt",
-				"--service-account-private-key-file=" + testCertsDir + "/sa.key",
-				"--cluster-signing-cert-file=" + testCertsDir + "/ca.crt",
-				"--cluster-signing-key-file=" + testCertsDir + "/ca.key",
+				"--kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--root-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--service-account-private-key-file=" + filepath.Join(testCertsDir, "sa.key"),
+				"--cluster-signing-cert-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--cluster-signing-key-file=" + filepath.Join(testCertsDir, "ca.key"),
 				"--use-service-account-credentials=true",
 				"--controllers=*,bootstrapsigner,tokencleaner",
-				"--authentication-kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--authorization-kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--client-ca-file=" + testCertsDir + "/ca.crt",
-				"--requestheader-client-ca-file=" + testCertsDir + "/front-proxy-ca.crt",
+				"--authentication-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--authorization-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--client-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--requestheader-client-ca-file=" + filepath.Join(testCertsDir, "front-proxy-ca.crt"),
 				"--cluster-name=some-other-cluster-name",
 			},
 		},
@@ -573,17 +573,17 @@ func TestGetControllerManagerCommand(t *testing.T) {
 				"kube-controller-manager",
 				"--bind-address=127.0.0.1",
 				"--leader-elect=true",
-				"--kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--root-ca-file=" + testCertsDir + "/ca.crt",
-				"--service-account-private-key-file=" + testCertsDir + "/sa.key",
-				"--cluster-signing-cert-file=" + testCertsDir + "/ca.crt",
-				"--cluster-signing-key-file=" + testCertsDir + "/ca.key",
+				"--kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--root-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--service-account-private-key-file=" + filepath.Join(testCertsDir, "sa.key"),
+				"--cluster-signing-cert-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--cluster-signing-key-file=" + filepath.Join(testCertsDir, "ca.key"),
 				"--use-service-account-credentials=true",
 				"--controllers=*,bootstrapsigner,tokencleaner",
-				"--authentication-kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--authorization-kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--client-ca-file=" + testCertsDir + "/ca.crt",
-				"--requestheader-client-ca-file=" + testCertsDir + "/front-proxy-ca.crt",
+				"--authentication-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--authorization-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--client-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--requestheader-client-ca-file=" + filepath.Join(testCertsDir, "front-proxy-ca.crt"),
 			},
 		},
 		{
@@ -597,17 +597,17 @@ func TestGetControllerManagerCommand(t *testing.T) {
 				"kube-controller-manager",
 				"--bind-address=127.0.0.1",
 				"--leader-elect=true",
-				"--kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--root-ca-file=" + testCertsDir + "/ca.crt",
-				"--service-account-private-key-file=" + testCertsDir + "/sa.key",
-				"--cluster-signing-cert-file=" + testCertsDir + "/ca.crt",
-				"--cluster-signing-key-file=" + testCertsDir + "/ca.key",
+				"--kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--root-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--service-account-private-key-file=" + filepath.Join(testCertsDir, "sa.key"),
+				"--cluster-signing-cert-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--cluster-signing-key-file=" + filepath.Join(testCertsDir, "ca.key"),
 				"--use-service-account-credentials=true",
 				"--controllers=*,bootstrapsigner,tokencleaner",
-				"--authentication-kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--authorization-kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--client-ca-file=" + testCertsDir + "/ca.crt",
-				"--requestheader-client-ca-file=" + testCertsDir + "/front-proxy-ca.crt",
+				"--authentication-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--authorization-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--client-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--requestheader-client-ca-file=" + filepath.Join(testCertsDir, "front-proxy-ca.crt"),
 				"--allocate-node-cidrs=true",
 				"--cluster-cidr=10.0.1.15/16",
 			},
@@ -627,17 +627,17 @@ func TestGetControllerManagerCommand(t *testing.T) {
 				"kube-controller-manager",
 				"--bind-address=127.0.0.1",
 				"--leader-elect=true",
-				"--kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--root-ca-file=" + testCertsDir + "/ca.crt",
-				"--service-account-private-key-file=" + testCertsDir + "/sa.key",
-				"--cluster-signing-cert-file=" + testCertsDir + "/ca.crt",
-				"--cluster-signing-key-file=" + testCertsDir + "/ca.key",
+				"--kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--root-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--service-account-private-key-file=" + filepath.Join(testCertsDir, "sa.key"),
+				"--cluster-signing-cert-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--cluster-signing-key-file=" + filepath.Join(testCertsDir, "ca.key"),
 				"--use-service-account-credentials=true",
 				"--controllers=*,bootstrapsigner,tokencleaner",
-				"--authentication-kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--authorization-kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--client-ca-file=" + testCertsDir + "/ca.crt",
-				"--requestheader-client-ca-file=" + testCertsDir + "/front-proxy-ca.crt",
+				"--authentication-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--authorization-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--client-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--requestheader-client-ca-file=" + filepath.Join(testCertsDir, "front-proxy-ca.crt"),
 				"--allocate-node-cidrs=true",
 				"--cluster-cidr=10.0.1.15/16",
 				"--service-cluster-ip-range=172.20.0.0/24",
@@ -657,17 +657,17 @@ func TestGetControllerManagerCommand(t *testing.T) {
 				"kube-controller-manager",
 				"--bind-address=127.0.0.1",
 				"--leader-elect=true",
-				"--kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--root-ca-file=" + testCertsDir + "/ca.crt",
-				"--service-account-private-key-file=" + testCertsDir + "/sa.key",
-				"--cluster-signing-cert-file=" + testCertsDir + "/ca.crt",
-				"--cluster-signing-key-file=" + testCertsDir + "/ca.key",
+				"--kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--root-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--service-account-private-key-file=" + filepath.Join(testCertsDir, "sa.key"),
+				"--cluster-signing-cert-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--cluster-signing-key-file=" + filepath.Join(testCertsDir, "ca.key"),
 				"--use-service-account-credentials=true",
 				"--controllers=*,bootstrapsigner,tokencleaner",
-				"--authentication-kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--authorization-kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--client-ca-file=" + testCertsDir + "/ca.crt",
-				"--requestheader-client-ca-file=" + testCertsDir + "/front-proxy-ca.crt",
+				"--authentication-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--authorization-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--client-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--requestheader-client-ca-file=" + filepath.Join(testCertsDir, "front-proxy-ca.crt"),
 				"--allocate-node-cidrs=true",
 				"--cluster-cidr=10.0.1.15/16",
 				"--node-cidr-mask-size=20",
@@ -689,17 +689,17 @@ func TestGetControllerManagerCommand(t *testing.T) {
 				"kube-controller-manager",
 				"--bind-address=127.0.0.1",
 				"--leader-elect=true",
-				"--kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--root-ca-file=" + testCertsDir + "/ca.crt",
-				"--service-account-private-key-file=" + testCertsDir + "/sa.key",
-				"--cluster-signing-cert-file=" + testCertsDir + "/ca.crt",
-				"--cluster-signing-key-file=" + testCertsDir + "/ca.key",
+				"--kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--root-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--service-account-private-key-file=" + filepath.Join(testCertsDir, "sa.key"),
+				"--cluster-signing-cert-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--cluster-signing-key-file=" + filepath.Join(testCertsDir, "ca.key"),
 				"--use-service-account-credentials=true",
 				"--controllers=*,bootstrapsigner,tokencleaner",
-				"--authentication-kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--authorization-kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--client-ca-file=" + testCertsDir + "/ca.crt",
-				"--requestheader-client-ca-file=" + testCertsDir + "/front-proxy-ca.crt",
+				"--authentication-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--authorization-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--client-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--requestheader-client-ca-file=" + filepath.Join(testCertsDir, "front-proxy-ca.crt"),
 				"--allocate-node-cidrs=true",
 				"--cluster-cidr=2001:db8::/64",
 				"--service-cluster-ip-range=fd03::/112",
@@ -723,17 +723,17 @@ func TestGetControllerManagerCommand(t *testing.T) {
 				"kube-controller-manager",
 				"--bind-address=127.0.0.1",
 				"--leader-elect=true",
-				"--kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--root-ca-file=" + testCertsDir + "/ca.crt",
-				"--service-account-private-key-file=" + testCertsDir + "/sa.key",
-				"--cluster-signing-cert-file=" + testCertsDir + "/ca.crt",
-				"--cluster-signing-key-file=" + testCertsDir + "/ca.key",
+				"--kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--root-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--service-account-private-key-file=" + filepath.Join(testCertsDir, "sa.key"),
+				"--cluster-signing-cert-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--cluster-signing-key-file=" + filepath.Join(testCertsDir, "ca.key"),
 				"--use-service-account-credentials=true",
 				"--controllers=*,bootstrapsigner,tokencleaner",
-				"--authentication-kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--authorization-kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--client-ca-file=" + testCertsDir + "/ca.crt",
-				"--requestheader-client-ca-file=" + testCertsDir + "/front-proxy-ca.crt",
+				"--authentication-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--authorization-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--client-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--requestheader-client-ca-file=" + filepath.Join(testCertsDir, "front-proxy-ca.crt"),
 				"--allocate-node-cidrs=false",
 				"--cluster-cidr=2001:db8::/64",
 				"--service-cluster-ip-range=fd03::/112",
@@ -754,17 +754,17 @@ func TestGetControllerManagerCommand(t *testing.T) {
 				"kube-controller-manager",
 				"--bind-address=127.0.0.1",
 				"--leader-elect=true",
-				"--kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--root-ca-file=" + testCertsDir + "/ca.crt",
-				"--service-account-private-key-file=" + testCertsDir + "/sa.key",
-				"--cluster-signing-cert-file=" + testCertsDir + "/ca.crt",
-				"--cluster-signing-key-file=" + testCertsDir + "/ca.key",
+				"--kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--root-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--service-account-private-key-file=" + filepath.Join(testCertsDir, "sa.key"),
+				"--cluster-signing-cert-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--cluster-signing-key-file=" + filepath.Join(testCertsDir, "ca.key"),
 				"--use-service-account-credentials=true",
 				"--controllers=*,bootstrapsigner,tokencleaner",
-				"--authentication-kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--authorization-kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--client-ca-file=" + testCertsDir + "/ca.crt",
-				"--requestheader-client-ca-file=" + testCertsDir + "/front-proxy-ca.crt",
+				"--authentication-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--authorization-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--client-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--requestheader-client-ca-file=" + filepath.Join(testCertsDir, "front-proxy-ca.crt"),
 				"--allocate-node-cidrs=true",
 				"--cluster-cidr=2001:db8::/64,10.1.0.0/16",
 				"--service-cluster-ip-range=fd03::/112,192.168.0.0/16",
@@ -787,17 +787,17 @@ func TestGetControllerManagerCommand(t *testing.T) {
 				"kube-controller-manager",
 				"--bind-address=127.0.0.1",
 				"--leader-elect=true",
-				"--kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--root-ca-file=" + testCertsDir + "/ca.crt",
-				"--service-account-private-key-file=" + testCertsDir + "/sa.key",
-				"--cluster-signing-cert-file=" + testCertsDir + "/ca.crt",
-				"--cluster-signing-key-file=" + testCertsDir + "/ca.key",
+				"--kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--root-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--service-account-private-key-file=" + filepath.Join(testCertsDir, "sa.key"),
+				"--cluster-signing-cert-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--cluster-signing-key-file=" + filepath.Join(testCertsDir, "ca.key"),
 				"--use-service-account-credentials=true",
 				"--controllers=*,bootstrapsigner,tokencleaner",
-				"--authentication-kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--authorization-kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-				"--client-ca-file=" + testCertsDir + "/ca.crt",
-				"--requestheader-client-ca-file=" + testCertsDir + "/front-proxy-ca.crt",
+				"--authentication-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--authorization-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+				"--client-ca-file=" + filepath.Join(testCertsDir, "ca.crt"),
+				"--requestheader-client-ca-file=" + filepath.Join(testCertsDir, "front-proxy-ca.crt"),
 				"--allocate-node-cidrs=true",
 				"--cluster-cidr=10.0.1.15/16,2001:db8::/64",
 				"--node-cidr-mask-size-ipv4=20",
@@ -840,17 +840,17 @@ func TestGetControllerManagerCommandExternalCA(t *testing.T) {
 					"kube-controller-manager",
 					"--bind-address=127.0.0.1",
 					"--leader-elect=true",
-					"--kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-					"--root-ca-file=" + tmpdir + "/ca.crt",
-					"--service-account-private-key-file=" + tmpdir + "/sa.key",
+					"--kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+					"--root-ca-file=" + filepath.Join(tmpdir, "ca.crt"),
+					"--service-account-private-key-file=" + filepath.Join(tmpdir, "sa.key"),
 					"--cluster-signing-cert-file=",
 					"--cluster-signing-key-file=",
 					"--use-service-account-credentials=true",
 					"--controllers=*,bootstrapsigner,tokencleaner",
-					"--authentication-kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-					"--authorization-kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-					"--client-ca-file=" + tmpdir + "/ca.crt",
-					"--requestheader-client-ca-file=" + tmpdir + "/front-proxy-ca.crt",
+					"--authentication-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+					"--authorization-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+					"--client-ca-file=" + filepath.Join(tmpdir, "ca.crt"),
+					"--requestheader-client-ca-file=" + filepath.Join(tmpdir, "front-proxy-ca.crt"),
 				}
 			},
 		},
@@ -869,17 +869,17 @@ func TestGetControllerManagerCommandExternalCA(t *testing.T) {
 					"kube-controller-manager",
 					"--bind-address=127.0.0.1",
 					"--leader-elect=true",
-					"--kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-					"--root-ca-file=" + tmpdir + "/ca.crt",
-					"--service-account-private-key-file=" + tmpdir + "/sa.key",
-					"--cluster-signing-cert-file=" + tmpdir + "/ca.crt",
-					"--cluster-signing-key-file=" + tmpdir + "/ca.key",
+					"--kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+					"--root-ca-file=" + filepath.Join(tmpdir, "ca.crt"),
+					"--service-account-private-key-file=" + filepath.Join(tmpdir, "sa.key"),
+					"--cluster-signing-cert-file=" + filepath.Join(tmpdir, "ca.crt"),
+					"--cluster-signing-key-file=" + filepath.Join(tmpdir, "ca.key"),
 					"--use-service-account-credentials=true",
 					"--controllers=*,bootstrapsigner,tokencleaner",
-					"--authentication-kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-					"--authorization-kubeconfig=" + kubeadmconstants.KubernetesDir + "/controller-manager.conf",
-					"--client-ca-file=" + tmpdir + "/ca.crt",
-					"--requestheader-client-ca-file=" + tmpdir + "/front-proxy-ca.crt",
+					"--authentication-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+					"--authorization-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "controller-manager.conf"),
+					"--client-ca-file=" + filepath.Join(tmpdir, "ca.crt"),
+					"--requestheader-client-ca-file=" + filepath.Join(tmpdir, "front-proxy-ca.crt"),
 				}
 			},
 		},
@@ -932,9 +932,9 @@ func TestGetSchedulerCommand(t *testing.T) {
 				"kube-scheduler",
 				"--bind-address=127.0.0.1",
 				"--leader-elect=true",
-				"--kubeconfig=" + kubeadmconstants.KubernetesDir + "/scheduler.conf",
-				"--authentication-kubeconfig=" + kubeadmconstants.KubernetesDir + "/scheduler.conf",
-				"--authorization-kubeconfig=" + kubeadmconstants.KubernetesDir + "/scheduler.conf",
+				"--kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "scheduler.conf"),
+				"--authentication-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "scheduler.conf"),
+				"--authorization-kubeconfig=" + filepath.Join(kubeadmconstants.KubernetesDir, "scheduler.conf"),
 			},
 		},
 	}
diff --git a/cmd/kubeadm/app/phases/controlplane/volumes.go b/cmd/kubeadm/app/phases/controlplane/volumes.go
index 29ceb046a00..51276a0ddcc 100644
--- a/cmd/kubeadm/app/phases/controlplane/volumes.go
+++ b/cmd/kubeadm/app/phases/controlplane/volumes.go
@@ -177,7 +177,7 @@ func getEtcdCertVolumes(etcdCfg *kubeadmapi.ExternalEtcd, k8sCertificatesDir str
 	certPaths := []string{etcdCfg.CAFile, etcdCfg.CertFile, etcdCfg.KeyFile}
 	certDirs := sets.NewString()
 	for _, certPath := range certPaths {
-		certDir := filepath.Dir(certPath)
+		certDir := filepath.ToSlash(filepath.Dir(certPath))
 		// Ignore ".", which is the result of passing an empty path.
 		// Also ignore the cert directories that already may be mounted; /etc/ssl/certs, /etc/pki or Kubernetes CertificatesDir
 		// If the etcd certs are in there, it's okay, we don't have to do anything
diff --git a/cmd/kubeadm/app/phases/controlplane/volumes_test.go b/cmd/kubeadm/app/phases/controlplane/volumes_test.go
index 2c541ae648a..d51422cfbd1 100644
--- a/cmd/kubeadm/app/phases/controlplane/volumes_test.go
+++ b/cmd/kubeadm/app/phases/controlplane/volumes_test.go
@@ -19,6 +19,7 @@ package controlplane
 import (
 	"fmt"
 	"os"
+	"path/filepath"
 	"reflect"
 	"testing"
 
@@ -260,6 +261,8 @@ func TestGetEtcdCertVolumes(t *testing.T) {
 func TestGetHostPathVolumesForTheControlPlane(t *testing.T) {
 	hostPathDirectoryOrCreate := v1.HostPathDirectoryOrCreate
 	hostPathFileOrCreate := v1.HostPathFileOrCreate
+	controllerManagerConfig := filepath.FromSlash("/etc/kubernetes/controller-manager.conf")
+	schedulerConfig := filepath.FromSlash("/etc/kubernetes/scheduler.conf")
 	volMap := make(map[string]map[string]v1.Volume)
 	volMap[kubeadmconstants.KubeAPIServer] = map[string]v1.Volume{}
 	volMap[kubeadmconstants.KubeAPIServer]["k8s-certs"] = v1.Volume{
@@ -303,7 +306,7 @@ func TestGetHostPathVolumesForTheControlPlane(t *testing.T) {
 		Name: "kubeconfig",
 		VolumeSource: v1.VolumeSource{
 			HostPath: &v1.HostPathVolumeSource{
-				Path: "/etc/kubernetes/controller-manager.conf",
+				Path: controllerManagerConfig,
 				Type: &hostPathFileOrCreate,
 			},
 		},
@@ -313,7 +316,7 @@ func TestGetHostPathVolumesForTheControlPlane(t *testing.T) {
 		Name: "kubeconfig",
 		VolumeSource: v1.VolumeSource{
 			HostPath: &v1.HostPathVolumeSource{
-				Path: "/etc/kubernetes/scheduler.conf",
+				Path: schedulerConfig,
 				Type: &hostPathFileOrCreate,
 			},
 		},
@@ -343,13 +346,13 @@ func TestGetHostPathVolumesForTheControlPlane(t *testing.T) {
 	}
 	volMountMap[kubeadmconstants.KubeControllerManager]["kubeconfig"] = v1.VolumeMount{
 		Name:      "kubeconfig",
-		MountPath: "/etc/kubernetes/controller-manager.conf",
+		MountPath: controllerManagerConfig,
 		ReadOnly:  true,
 	}
 	volMountMap[kubeadmconstants.KubeScheduler] = map[string]v1.VolumeMount{}
 	volMountMap[kubeadmconstants.KubeScheduler]["kubeconfig"] = v1.VolumeMount{
 		Name:      "kubeconfig",
-		MountPath: "/etc/kubernetes/scheduler.conf",
+		MountPath: schedulerConfig,
 		ReadOnly:  true,
 	}
 
@@ -414,7 +417,7 @@ func TestGetHostPathVolumesForTheControlPlane(t *testing.T) {
 		Name: "kubeconfig",
 		VolumeSource: v1.VolumeSource{
 			HostPath: &v1.HostPathVolumeSource{
-				Path: "/etc/kubernetes/controller-manager.conf",
+				Path: controllerManagerConfig,
 				Type: &hostPathFileOrCreate,
 			},
 		},
@@ -424,7 +427,7 @@ func TestGetHostPathVolumesForTheControlPlane(t *testing.T) {
 		Name: "kubeconfig",
 		VolumeSource: v1.VolumeSource{
 			HostPath: &v1.HostPathVolumeSource{
-				Path: "/etc/kubernetes/scheduler.conf",
+				Path: schedulerConfig,
 				Type: &hostPathFileOrCreate,
 			},
 		},
@@ -464,13 +467,13 @@ func TestGetHostPathVolumesForTheControlPlane(t *testing.T) {
 	}
 	volMountMap2[kubeadmconstants.KubeControllerManager]["kubeconfig"] = v1.VolumeMount{
 		Name:      "kubeconfig",
-		MountPath: "/etc/kubernetes/controller-manager.conf",
+		MountPath: controllerManagerConfig,
 		ReadOnly:  true,
 	}
 	volMountMap2[kubeadmconstants.KubeScheduler] = map[string]v1.VolumeMount{}
 	volMountMap2[kubeadmconstants.KubeScheduler]["kubeconfig"] = v1.VolumeMount{
 		Name:      "kubeconfig",
-		MountPath: "/etc/kubernetes/scheduler.conf",
+		MountPath: schedulerConfig,
 		ReadOnly:  true,
 	}
 	var tests = []struct {
diff --git a/cmd/kubeadm/app/phases/etcd/local_test.go b/cmd/kubeadm/app/phases/etcd/local_test.go
index 06978b6ef2c..2b32b287be5 100644
--- a/cmd/kubeadm/app/phases/etcd/local_test.go
+++ b/cmd/kubeadm/app/phases/etcd/local_test.go
@@ -184,13 +184,13 @@ func TestGetEtcdCommand(t *testing.T) {
 				fmt.Sprintf("--listen-peer-urls=https://1.2.3.4:%d", kubeadmconstants.EtcdListenPeerPort),
 				fmt.Sprintf("--initial-advertise-peer-urls=https://1.2.3.4:%d", kubeadmconstants.EtcdListenPeerPort),
 				"--data-dir=/var/lib/etcd",
-				"--cert-file=" + kubeadmconstants.EtcdServerCertName,
-				"--key-file=" + kubeadmconstants.EtcdServerKeyName,
-				"--trusted-ca-file=" + kubeadmconstants.EtcdCACertName,
+				"--cert-file=" + filepath.FromSlash(kubeadmconstants.EtcdServerCertName),
+				"--key-file=" + filepath.FromSlash(kubeadmconstants.EtcdServerKeyName),
+				"--trusted-ca-file=" + filepath.FromSlash(kubeadmconstants.EtcdCACertName),
 				"--client-cert-auth=true",
-				"--peer-cert-file=" + kubeadmconstants.EtcdPeerCertName,
-				"--peer-key-file=" + kubeadmconstants.EtcdPeerKeyName,
-				"--peer-trusted-ca-file=" + kubeadmconstants.EtcdCACertName,
+				"--peer-cert-file=" + filepath.FromSlash(kubeadmconstants.EtcdPeerCertName),
+				"--peer-key-file=" + filepath.FromSlash(kubeadmconstants.EtcdPeerKeyName),
+				"--peer-trusted-ca-file=" + filepath.FromSlash(kubeadmconstants.EtcdCACertName),
 				"--snapshot-count=10000",
 				"--peer-client-cert-auth=true",
 				fmt.Sprintf("--initial-cluster=foo=https://1.2.3.4:%d", kubeadmconstants.EtcdListenPeerPort),
@@ -215,13 +215,13 @@ func TestGetEtcdCommand(t *testing.T) {
 				fmt.Sprintf("--listen-peer-urls=https://1.2.3.4:%d", kubeadmconstants.EtcdListenPeerPort),
 				fmt.Sprintf("--initial-advertise-peer-urls=https://1.2.3.4:%d", kubeadmconstants.EtcdListenPeerPort),
 				"--data-dir=/var/lib/etcd",
-				"--cert-file=" + kubeadmconstants.EtcdServerCertName,
-				"--key-file=" + kubeadmconstants.EtcdServerKeyName,
-				"--trusted-ca-file=" + kubeadmconstants.EtcdCACertName,
+				"--cert-file=" + filepath.FromSlash(kubeadmconstants.EtcdServerCertName),
+				"--key-file=" + filepath.FromSlash(kubeadmconstants.EtcdServerKeyName),
+				"--trusted-ca-file=" + filepath.FromSlash(kubeadmconstants.EtcdCACertName),
 				"--client-cert-auth=true",
-				"--peer-cert-file=" + kubeadmconstants.EtcdPeerCertName,
-				"--peer-key-file=" + kubeadmconstants.EtcdPeerKeyName,
-				"--peer-trusted-ca-file=" + kubeadmconstants.EtcdCACertName,
+				"--peer-cert-file=" + filepath.FromSlash(kubeadmconstants.EtcdPeerCertName),
+				"--peer-key-file=" + filepath.FromSlash(kubeadmconstants.EtcdPeerKeyName),
+				"--peer-trusted-ca-file=" + filepath.FromSlash(kubeadmconstants.EtcdCACertName),
 				"--snapshot-count=10000",
 				"--peer-client-cert-auth=true",
 				"--initial-cluster-state=existing",
@@ -247,13 +247,13 @@ func TestGetEtcdCommand(t *testing.T) {
 				fmt.Sprintf("--listen-peer-urls=https://1.2.3.4:%d", kubeadmconstants.EtcdListenPeerPort),
 				fmt.Sprintf("--initial-advertise-peer-urls=https://1.2.3.4:%d", kubeadmconstants.EtcdListenPeerPort),
 				"--data-dir=/var/lib/etcd",
-				"--cert-file=" + kubeadmconstants.EtcdServerCertName,
-				"--key-file=" + kubeadmconstants.EtcdServerKeyName,
-				"--trusted-ca-file=" + kubeadmconstants.EtcdCACertName,
+				"--cert-file=" + filepath.FromSlash(kubeadmconstants.EtcdServerCertName),
+				"--key-file=" + filepath.FromSlash(kubeadmconstants.EtcdServerKeyName),
+				"--trusted-ca-file=" + filepath.FromSlash(kubeadmconstants.EtcdCACertName),
 				"--client-cert-auth=true",
-				"--peer-cert-file=" + kubeadmconstants.EtcdPeerCertName,
-				"--peer-key-file=" + kubeadmconstants.EtcdPeerKeyName,
-				"--peer-trusted-ca-file=" + kubeadmconstants.EtcdCACertName,
+				"--peer-cert-file=" + filepath.FromSlash(kubeadmconstants.EtcdPeerCertName),
+				"--peer-key-file=" + filepath.FromSlash(kubeadmconstants.EtcdPeerKeyName),
+				"--peer-trusted-ca-file=" + filepath.FromSlash(kubeadmconstants.EtcdCACertName),
 				"--snapshot-count=10000",
 				"--peer-client-cert-auth=true",
 				fmt.Sprintf("--initial-cluster=bar=https://1.2.3.4:%d", kubeadmconstants.EtcdListenPeerPort),
@@ -274,13 +274,13 @@ func TestGetEtcdCommand(t *testing.T) {
 				fmt.Sprintf("--listen-peer-urls=https://[2001:db8::3]:%d", kubeadmconstants.EtcdListenPeerPort),
 				fmt.Sprintf("--initial-advertise-peer-urls=https://[2001:db8::3]:%d", kubeadmconstants.EtcdListenPeerPort),
 				"--data-dir=/var/lib/etcd",
-				"--cert-file=" + kubeadmconstants.EtcdServerCertName,
-				"--key-file=" + kubeadmconstants.EtcdServerKeyName,
-				"--trusted-ca-file=" + kubeadmconstants.EtcdCACertName,
+				"--cert-file=" + filepath.FromSlash(kubeadmconstants.EtcdServerCertName),
+				"--key-file=" + filepath.FromSlash(kubeadmconstants.EtcdServerKeyName),
+				"--trusted-ca-file=" + filepath.FromSlash(kubeadmconstants.EtcdCACertName),
 				"--client-cert-auth=true",
-				"--peer-cert-file=" + kubeadmconstants.EtcdPeerCertName,
-				"--peer-key-file=" + kubeadmconstants.EtcdPeerKeyName,
-				"--peer-trusted-ca-file=" + kubeadmconstants.EtcdCACertName,
+				"--peer-cert-file=" + filepath.FromSlash(kubeadmconstants.EtcdPeerCertName),
+				"--peer-key-file=" + filepath.FromSlash(kubeadmconstants.EtcdPeerKeyName),
+				"--peer-trusted-ca-file=" + filepath.FromSlash(kubeadmconstants.EtcdCACertName),
 				"--snapshot-count=10000",
 				"--peer-client-cert-auth=true",
 				fmt.Sprintf("--initial-cluster=foo=https://[2001:db8::3]:%d", kubeadmconstants.EtcdListenPeerPort),
diff --git a/cmd/kubeadm/app/phases/upgrade/postupgrade_test.go b/cmd/kubeadm/app/phases/upgrade/postupgrade_test.go
index 10ec6fe6d13..b430463b1b0 100644
--- a/cmd/kubeadm/app/phases/upgrade/postupgrade_test.go
+++ b/cmd/kubeadm/app/phases/upgrade/postupgrade_test.go
@@ -39,14 +39,14 @@ func TestMoveFiles(t *testing.T) {
 	if err != nil {
 		t.Fatalf("Failed to create cert file %s: %v", certPath, err)
 	}
-	defer certFile.Close()
+	certFile.Close()
 
 	keyPath := filepath.Join(tmpdir, constants.APIServerKeyName)
 	keyFile, err := os.OpenFile(keyPath, os.O_CREATE|os.O_TRUNC|os.O_WRONLY, 0666)
 	if err != nil {
 		t.Fatalf("Failed to create key file %s: %v", keyPath, err)
 	}
-	defer keyFile.Close()
+	keyFile.Close()
 
 	subDir := filepath.Join(tmpdir, "expired")
 	if err := os.Mkdir(subDir, 0766); err != nil {
diff --git a/cmd/kubeadm/app/util/pkiutil/pki_helpers_test.go b/cmd/kubeadm/app/util/pkiutil/pki_helpers_test.go
index 8eb8a8310c1..9a4590814be 100644
--- a/cmd/kubeadm/app/util/pkiutil/pki_helpers_test.go
+++ b/cmd/kubeadm/app/util/pkiutil/pki_helpers_test.go
@@ -25,6 +25,7 @@ import (
 	"fmt"
 	"net"
 	"os"
+	"path/filepath"
 	"reflect"
 	"testing"
 
@@ -538,38 +539,44 @@ func TestTryLoadKeyFromDisk(t *testing.T) {
 
 func TestPathsForCertAndKey(t *testing.T) {
 	crtPath, keyPath := PathsForCertAndKey("/foo", "bar")
-	if crtPath != "/foo/bar.crt" {
+	expectedPath := filepath.FromSlash("/foo/bar.crt")
+	if crtPath != expectedPath {
 		t.Errorf("unexpected certificate path: %s", crtPath)
 	}
-	if keyPath != "/foo/bar.key" {
+	expectedPath = filepath.FromSlash("/foo/bar.key")
+	if keyPath != expectedPath {
 		t.Errorf("unexpected key path: %s", keyPath)
 	}
 }
 
 func TestPathForCert(t *testing.T) {
 	crtPath := pathForCert("/foo", "bar")
-	if crtPath != "/foo/bar.crt" {
+	expectedPath := filepath.FromSlash("/foo/bar.crt")
+	if crtPath != expectedPath {
 		t.Errorf("unexpected certificate path: %s", crtPath)
 	}
 }
 
 func TestPathForKey(t *testing.T) {
 	keyPath := pathForKey("/foo", "bar")
-	if keyPath != "/foo/bar.key" {
+	expectedPath := filepath.FromSlash("/foo/bar.key")
+	if keyPath != expectedPath {
 		t.Errorf("unexpected certificate path: %s", keyPath)
 	}
 }
 
 func TestPathForPublicKey(t *testing.T) {
 	pubPath := pathForPublicKey("/foo", "bar")
-	if pubPath != "/foo/bar.pub" {
+	expectedPath := filepath.FromSlash("/foo/bar.pub")
+	if pubPath != expectedPath {
 		t.Errorf("unexpected certificate path: %s", pubPath)
 	}
 }
 
 func TestPathForCSR(t *testing.T) {
 	csrPath := pathForCSR("/foo", "bar")
-	if csrPath != "/foo/bar.csr" {
+	expectedPath := filepath.FromSlash("/foo/bar.csr")
+	if csrPath != expectedPath {
 		t.Errorf("unexpected certificate path: %s", csrPath)
 	}
 }