does the quality really matter if they only connect about 5 or 6 pedals?
it does but u prolly wont hear the difference
As long as you don't go really cheap, and you use decent quality patch leads, it shouldn't be too much of an issue in your situation, but when you're using Dumbles, Two Rocks or a Marshall JTM45, you're gonna want to make sure the simpler stuff is damn good quality as well.
5 or 6 pedals? definitely. if you're using really crappy cables you could hear it with one pedal (or, heck, none).
A chain is only as strong as it's weakest link.