Here are some articles that might be of interest to you.
You can also search under the New to Renting bar above. There is tons of information!
Check out How to Rent by Owner by Christine Karpinski. She used to work at HomeAway - I think she may have been the person who started this community forum. I read this before I bought my place and it was invaluable.
The answers to all these questions depend on the area, the property and (most importantly), YOU.
My advice is very simple: whenever one of these decisions needs to be made, do whatever you think will be most comfortable for you. If it works well, great. If there seem to be too many problems, try something else.