Drives like a car -- very comfortable van. pixiemama's right about the length, though -- you've got to get the "Grand" if you want to have space.
Brakes need to be replaced frequently, but that may be true with all vans. Transmissions have been an issue, but you'll get a long warranty on that if you're buying one from the past couple years.
We did 166,000 miles with one replacement transmission and a few much smaller things on our first caravan (1994). Second one (2000) has 97,000 and had a major repair around 70,000 (motor) and has a leaky but running okay transmission now. We'll replace it if necessary with the plan of getting at least as many miles as we did with the first one.
The other negative is that, like most American cars, Caravans depreciate rapidly the first year. For this reason, we bought our second one gently used b/c a two-year-old one was almost exactly half the price of a new one.