I'm converting this bug into a question because using ssh over the pptp
connection has always worked fine for me. I suspect there is something
specific about your environment that needs to deal with.

For hosts that you can't ssh to, what happens when you a simpler network 
connection, like pinging the host or using traceroute?
Both of these are options with the graphical network tool built into Ubuntu. 

Also, Karmic Koala is out today, you could always try upgrading to it.

** Changed in: network-manager-pptp (Ubuntu)
       Status: New => Invalid

** Converted to question:
   
https://answers.launchpad.net/ubuntu/+source/network-manager-pptp/+question/87402

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Unable to SSH & RDP to remote servers while on PPTP VPN
https://bugs.launchpad.net/bugs/316558
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