diff --git a/lib/vagrant/machine.rb b/lib/vagrant/machine.rb
index 88ef368bd..f7f190d63 100644
--- a/lib/vagrant/machine.rb
+++ b/lib/vagrant/machine.rb
@@ -4,6 +4,7 @@ require "digest/md5"
 require "thread"
 
 require "log4r"
+require "vagrant/util/platform"
 
 module Vagrant
   # This represents a machine that Vagrant manages. This provides a singular
@@ -593,7 +594,7 @@ module Vagrant
                       ).chomp
                     end
 
-      if vagrant_cwd != @env.root_path.to_s
+      if !File.identical?(vagrant_cwd.to_s, @env.root_path.to_s)
         if vagrant_cwd
           ui.warn(I18n.t(
             'vagrant.moved_cwd',