Used PW or LT for rough-road 4-season camping?

I agree with several others that a full size 4x4 truck with a pop up camper would do what you want really well and would fit in your budget if you bought used. We had that combo for two years and loved it, although for the two of us and two dogs it was a little tight space wise. We ended up trading for a small used class C on the Ford E 450 chassis and getting it converted to four wheel drive. That option would also fit your budget.