For the money you want to spend, the Jeep Grand Cherokee would be okay but it would not be my first choice. Try to find a V8 if you can because the V6s are underpowered and those scooters are pretty heavy. The gas mileage is about the same with either engine. Check the transmission and transfer case as these have been major problems in some model years.
A better choice might be a Ford Explorer or a Chevy Tahoe. The Explorer is the better of these two, with a proven drivetrain, better fuel mileage, and better maneuverability than the Chevy. 2001-2006 models can frequently be found in the $2000 to $5000 range. Some of these had trouble with ABS sensors but it's not a serious problem and is fairly easy to fix.