Types of housing for players can vary widely - saw a post recently about a kid who left bigtime d1 (great amenities and top shelf accomodations) and signed. First year he was living in tiny apt. with no air conditioning and they took turns sleeping in bathtub.
Conversely, a Class A team I know of has a great housing program where players live with "host families" for season - Often in very nice homes with lots of support from these families.
From what I have seen and heard low level ball is a tough lifestyle with no monetary awards except for those select few who got big bonus $.
However, tons of people would drop jobs in a heartbeat to have the talent and opportunity to play baseball for a living!