diff --git a/plugins/communicators/winrm/errors.rb b/plugins/communicators/winrm/errors.rb
index ce3ab2066..2285d2115 100644
--- a/plugins/communicators/winrm/errors.rb
+++ b/plugins/communicators/winrm/errors.rb
@@ -21,6 +21,10 @@ module VagrantPlugins
       class WinRMNotReady < WinRMError
         error_key(:winrm_not_ready)
       end
+
+      class WinRMFileTransferError < WinRMError
+        error_key(:winrm_file_transfer_error)
+      end
     end
   end
 end
diff --git a/templates/locales/comm_winrm.yml b/templates/locales/comm_winrm.yml
index f88e31b2e..0189547f9 100644
--- a/templates/locales/comm_winrm.yml
+++ b/templates/locales/comm_winrm.yml
@@ -20,3 +20,9 @@ en:
         The box is not able to report an address for WinRM to connect to yet.
         WinRM cannot access this Vagrant environment. Please wait for the
         Vagrant environment to be running and try again.
+      winrm_file_transfer_error: |-
+        Failed to transfer a file between the host and guest
+
+        From: %{from}
+        To: %{to}
+        Message: %{message}