On the rent versus buy question the amount you're going to use it really does make a difference. If you don't know when you'll use it again renting sure does make sense!
My tandem axle car trailer has an 18 foot deck and several feet of tongue in front of that. Before you buy a trailer you need to figure out where you're going to store it.
Today I own three trailers and am a fan of owning. I'm getting ready to scrap the one I built from a pickup box because its in the way, I almost never use it, and I want to use the pickup box on a pickup.
As for a trailer rental I'd check into places that supply contractors. I'd expect them to have a well maintained trailer for delivering things like tractors.