Seems like there was a post a year or so back by someone riding the rails with a hammock. I don't know if he was homeless or had some place to land, but it was a way different hobo lifestyle. He seemed happy and stayed connected via libraries I guess.
"To turn from this increasingly artificial and strangely alien world is to escape from unreality. To return to the timeless world of the mountains, the sea, the forest and the stars is to return to sanity and truth." --Robert Burnham Jr.