Caldera House
3275 W. Village Dr., Teton Village
With a coveted location right by Jackson’s tram, Caldera House has just eight suites, each with two or four bedrooms. It’s worth noting that nothing comes cheap here—during peak season, four-bedroom suites go for upwards of $20,000 per night. But if you’re traveling with a couple of families and would have rented a house in the area, the location alone makes it a compelling option. Coveted amenities don’t hurt, either: namely valet parking, which is otherwise nonexistent here. The team here keeps a low profile, and you won’t see much of them if you’re not seeking out their (excellent) services; they can set up a day of heli-skiing, a sleigh ride through the National Elk Refuge, or naturalist-guided snowshoeing through the Tetons.