Sorry for the late reply. 

I tested upgrading some other servers we use and the process went well.
The servers failing are our oldest in production. Meaning we have
updated them since version 9 (or perhaps even 8) to long term releases
of Ubuntu. I.e., gradually with apt-get (without problems to speak of).
I will probably not be able to retrieve the exact image we used.

I will see if others types of servers upgrades fail in the coming days.

On the failing machines I would like to keep the resolvconf package as
you suggest Thomas. Is there any way I can force apt or dpkg to install
it, or get more verbose outpout reg. why it fails to install? As long as
the install goes through and I keep a static  /etc/resolv.conf file
everything works fine. I've tested the build and nothing has broken for
us besides that apt-get dist-upgrade fails on resolvconf (and perhaps
future dist-upgrades are blocked).

Thanks

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https://bugs.launchpad.net/bugs/1000244

Title:
  Symlink /etc/resolv.conf does not exist after installation or upgrade
  of resolvconf -- various causes

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