diff --git a/pkg/kubelet/kubelet_pods.go b/pkg/kubelet/kubelet_pods.go
index 7a5063e44a1..58e8dc59e7d 100644
--- a/pkg/kubelet/kubelet_pods.go
+++ b/pkg/kubelet/kubelet_pods.go
@@ -111,6 +111,23 @@ func (kl *Kubelet) makeDevices(pod *v1.Pod, container *v1.Container) ([]kubecont
 	return devices, nil
 }
 
+func makeAbsolutePath(goos, path string) string {
+	if goos != "windows" {
+		return "/" + path
+	}
+	// These are all for windows
+	// If there is a colon, give up.
+	if strings.Contains(path, ":") {
+		return path
+	}
+	// If there is a slash, but no drive, add 'c:'
+	if strings.HasPrefix(path, "/") || strings.HasPrefix(path, "\\") {
+		return "c:" + path
+	}
+	// Otherwise, add 'c:\'
+	return "c:\\" + path
+}
+
 // makeMounts determines the mount points for the given container.
 func makeMounts(pod *v1.Pod, podDir string, container *v1.Container, hostName, hostDomain, podIP string, podVolumes kubecontainer.VolumeMap) ([]kubecontainer.Mount, error) {
 	// Kubernetes only mounts on /etc/hosts if:
@@ -187,9 +204,9 @@ func makeMounts(pod *v1.Pod, podDir string, container *v1.Container, hostName, h
 			if (strings.HasPrefix(hostPath, "/") || strings.HasPrefix(hostPath, "\\")) && !strings.Contains(hostPath, ":") {
 				hostPath = "c:" + hostPath
 			}
-			if (strings.HasPrefix(containerPath, "/") || strings.HasPrefix(containerPath, "\\")) && !strings.Contains(containerPath, ":") {
-				containerPath = "c:" + containerPath
-			}
+		}
+		if !filepath.IsAbs(containerPath) {
+			containerPath = makeAbsolutePath(runtime.GOOS, containerPath)
 		}
 
 		propagation, err := translateMountPropagation(mount.MountPropagation)
diff --git a/pkg/kubelet/kubelet_pods_test.go b/pkg/kubelet/kubelet_pods_test.go
index 5b759d5d1a5..79e1f15361a 100644
--- a/pkg/kubelet/kubelet_pods_test.go
+++ b/pkg/kubelet/kubelet_pods_test.go
@@ -49,6 +49,52 @@ import (
 	"k8s.io/kubernetes/pkg/kubelet/server/remotecommand"
 )
 
+func TestMakeAbsolutePath(t *testing.T) {
+	tests := []struct {
+		goos         string
+		path         string
+		expectedPath string
+		name         string
+	}{
+		{
+			goos:         "linux",
+			path:         "non-absolute/path",
+			expectedPath: "/non-absolute/path",
+			name:         "basic linux",
+		},
+		{
+			goos:         "windows",
+			path:         "some\\path",
+			expectedPath: "c:\\some\\path",
+			name:         "basic windows",
+		},
+		{
+			goos:         "windows",
+			path:         "/some/path",
+			expectedPath: "c:/some/path",
+			name:         "linux path on windows",
+		},
+		{
+			goos:         "windows",
+			path:         "\\some\\path",
+			expectedPath: "c:\\some\\path",
+			name:         "windows path no drive",
+		},
+		{
+			goos:         "windows",
+			path:         "\\:\\some\\path",
+			expectedPath: "\\:\\some\\path",
+			name:         "windows path with colon",
+		},
+	}
+	for _, test := range tests {
+		path := makeAbsolutePath(test.goos, test.path)
+		if path != test.expectedPath {
+			t.Errorf("[%s] Expected %s saw %s", test.name, test.expectedPath, path)
+		}
+	}
+}
+
 func TestMakeMounts(t *testing.T) {
 	bTrue := true
 	propagationHostToContainer := v1.MountPropagationHostToContainer