I was new to the RV game a few years ago, but since have gained quite a bit of experience. We've lived out of our fifth wheel for just about a year now up here on our off-grid property (with children).
I started with a 2006 26' Coachman that I used initially for staying on the property for the initial construction. We still have it, and it gets used a lot by friends, family and of course it is perfect for hunting. Nothing like stepping into a nice warm and cozy RV, taking a shower, cooking up dinner and kicking back with some TV after a long day of elk hunting.
It tows well, is super simple and VERY affordable. I think I paid about $7,500 for it a few years ago. I would recommend this style to anyone. Not for long term however, just not enough creature comforts or space.
For longer term, last year I bought a 36' Cougar fifth wheel w/ 2 bedrooms w/ bunk beds. I bought an F-450 to pull it amongst all of the other things I plan on towing up here (tractors, dozers, cattle, etc). We have pretty much lived up here on the property for about a year now full-time, and the fifth wheel feels like a home rather than an RV. The separate rooms allow the children to have their own place, and the full-sized bathroom is a must if you plan on any lengthy stays.
If I had to list out my requirements for buying another RV (used):
No signs of rodents
Biggest hot water tank you can find (5 gal min, 10 gal best)
Awning in good shape
Switch out 12v battery to two 6v batteries in series
Spare tire
Converter in good shape (lights dimming / brightening as it turns on / off = bad)
RVs are all about the details. RVs go from worth something to worthless very quickly if the little details aren't maintained. Small things like making sure the refrigerator is cleaned, the caulking around the tub/shower, doors, drawers and cabinets all open/close properly. Seems obvious, but when all of these little things all begin to break or fail at once, you end up towing a piece of junk.
And I agree about towing it before buying it. You'll want to make sure you are towing as level as possible, and that it pulls straight.
I've come to really enjoy RV'ing. I hope you find something you like and have a blast.
~Moses