Bella Vista Estate
Steamboat Springs, Colorado, USA
Rate: $300/night, $2,100/week, $9,000/month
This 10-bedroom chalet, which comfortably accommodates up to 35 guests, is a choice retreat for family reunions, ski trips, or corporate events. The property’s individual homes can be rented in the winter, and they’ll happily shuttle you to the nearby ski slopes, golf course, or into town for shopping. The owners even work with local shops to hook you up with all the fun treats, if you know what we mean.