diff --git a/plugins/providers/hyperv/action/delete_vm.rb b/plugins/providers/hyperv/action/delete_vm.rb
index 2077a7a41..03d8c0be9 100644
--- a/plugins/providers/hyperv/action/delete_vm.rb
+++ b/plugins/providers/hyperv/action/delete_vm.rb
@@ -9,6 +9,14 @@ module VagrantPlugins
         def call(env)
           env[:ui].info("Deleting the machine...")
           env[:machine].provider.driver.delete_vm
+          # NOTE: We remove the data directory and recreate it
+          #       to overcome an issue seen when running within
+          #       the WSL. Hyper-V will successfully remove the
+          #       VM and the files will appear to be gone, but
+          #       on a subsequent up, they will cause collisions.
+          #       This forces them to be gone for real.
+          FileUtils.rm_rf(env[:machine].data_dir)
+          FileUtils.mkdir_p(env[:machine].data_dir)
           @app.call(env)
         end
       end