[djs55]

If you have the time, could you make a report on the issue tracker https://github.com/docker/for-mac/issues and include the contents of /etc/resolv.conf and "scutil --dns" when you connect and disconnect to your VPN? Ideally also include an example resolution of a name by the host with something like "dig @server internalname". I suspect the problem is caused by a DNS server in the "scutil" list being missing from /etc/resolv.conf. We're planning on watching the "scutil --dns" list for changes, but it's not implemented completely yet.

[qubit23]

Okay, will do. Resolution of internal hostnames by their FQDN works fine if I set my VPN client (Tunnelblick) to rewrite /etc/resolv.conf. That said, the search domain is not carried into the VM, so name resolution by hostname does not work. Also, Tunnelblick has a name resolution mode that does split DNS (i.e. preserves DHCP-set DNS servers and only forwards DNS requests for the internal domain to the VPN DNS servers). This mode doesn't work at all. Would it be possible to allow forwarding of DNS requests to the host machine like with Virtualbox (VBoxManage modifyvm "VM name" --natdnshostresolver1 on)? I feel like that would simplify things greatly.