There's some discussion on audio routing in Windows in this thread. (I explain here in detail how I get multichannels into Reaper - Ableton is a bit trickier since it doesn't support the same range of audio drivers, but it should be possible)
VB Cable only supports 2 channel audio routing, so you'll need either a multichannel hardware device, or something like the nerds.de LoopBeAudio (which you have to pay a small fee for).