Hello! First I would like to start by saying, I decided to start traveling about 2 years ago and it's been an amazing experience. I highly recommend it!
I just want to say be careful with Craigslist. Just like with everything else on there...you don't know what you are getting into. It's very difficult to find housing on your own when your looking for a short term lease. I have found in my travels that finding my own housing is just not worth the hassle.