I'm trying to pentest this machine (guest target) who has been configured to be on with the Host-only networking feature of virtualbox.

I can access it from my host machine, no worries until here.

This host machine is on, but this is not the machine I use to test : I use for that another vm with Kali (guest attacker) on it and I configured it with a bridged connection, because most of the time I want to ssh into that VM.

Now the issue is that from guest attacker I can't access the guest target that is on another subnet.

If I configure guest attacker to use the NAT I now can ping the guest target fine, but I can't ssh from the host into the guest attacker.

What config should I have to:

  • be able to ssh from host to guest attacker AND
  • see guest target from guest attacker knowing I'm forced to use the Host-only feature as the ip seems to have been set in stone on that VM....
  • Setup 2 vNICs on your guest attacker (one NAT, one Host only). – Zina Jul 4 '16 at 7:51
  • Is the real problem here that you want to be able to change the target machine from host-only to bridged or some other networking? Or if it must be host-only on that interface, why not add a second interface on the target and attack VMs and use Internal networking to set up a private network between the two? – Paul Jul 4 '16 at 7:51
  • I ended up removing the bridged connection on the guest attacker, replaced it with a NAT and port forward (so that I can ssh into it from host) – euri10 Jul 4 '16 at 12:20

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