diff --git a/lib/vagrant/action/builtin/ssh_run.rb b/lib/vagrant/action/builtin/ssh_run.rb
index edd7cb6bf..5ca2ef68f 100644
--- a/lib/vagrant/action/builtin/ssh_run.rb
+++ b/lib/vagrant/action/builtin/ssh_run.rb
@@ -1,5 +1,6 @@
 require "log4r"
 
+require "vagrant/util/platform"
 require "vagrant/util/ssh"
 require "vagrant/util/shell_quote"
 
@@ -49,7 +50,12 @@ module Vagrant
           # don't then we default to a TTY
           if !opts[:extra_args].include?("-t") && !opts[:extra_args].include?("-T")
             opts[:extra_args] << "-t"
-            opts[:extra_args] << "-t"
+
+            if Util::Platform.windows?
+              # Windows currently has a bug where STDIN won't be a TTY.
+              # This absolutely forces the allocation.
+              opts[:extra_args] << "-t"
+            end
           end
 
           opts[:extra_args] << command