diff --git a/bin/vagrant b/bin/vagrant
index b9ef5feee..8319fef1f 100755
--- a/bin/vagrant
+++ b/bin/vagrant
@@ -66,7 +66,22 @@ end
 
 # Setup our dependencies by initializing Bundler. If we're using plugins,
 # then also initialize the paths to the plugins.
-require "bundler"
+begin
+  require "bundler"
+rescue Errno::EINVAL
+  # Bundler can generated the EINVAL error during initial require, which means
+  # nothing has yet been setup (so no access to I18n). Note that vagrant has
+  # failed early and copy information related to problem and possible solution.
+  $stderr.puts "Vagrant failed to initialize at a very early stage:\n\n"
+  $stderr.puts "Vagrant received an "EINVAL" error while attempting to set some"
+  $stderr.puts "environment variables. This is usually caused by the total size of your"
+  $stderr.puts "environment variables being too large. Vagrant sets a handful of"
+  $stderr.puts "environment variables to function and requires this to work. Please"
+  $stderr.puts "delete some environment variables prior to executing Vagrant to"
+  $stderr.puts "fix this."
+  exit 255
+end
+
 begin
   $vagrant_bundler_runtime = Bundler.setup(:default, :plugins)
 rescue Bundler::GemNotFound