I managed to get it to work, though the setup is a little over complicated.
I use djmount to mount the DLNA server as a drive on my server, then I connect to the vpn and use sftp to stream the files.

[quote="Lowlander"]Did you read: http://www.mediamonkey.com/forum/viewtopic.php?f=20&t=75088[/quote]
Reading through that it doesn't look like many UPnP players work with that.
Are there any good music players that I can use to stream it, preferable ones that work on Linux.

Did you read: http://www.mediamonkey.com/forum/viewtopic.php?f=20&t=75088

I use MediaMonkey to stream across my local network without issue. However I would like to stream over the internet via the VPN that I have setup. I tried it with Kodi and it could not detect a UPnP server. Does anyone know how to get this to work?