Starwood Gateway

Aspen, CO · $5,700 per night

Starwood Gateway is a five-bedroom home in Aspen with five and a half baths and room for ten guests, sized for the kind of trip where everyone actually stays together. Nobody draws the short straw on bathrooms, and the group dinner happens in one place instead of three. Book it for a ski week or a summer reunion and keep the whole crew under one roof.