Sutton Winter Rentals & Holiday Homes

Discover winter rentals Sutton - We found 18 exact matches

About Sutton Winter Rental on SunSkiResorts

Planning a winter vacation in Sutton? Discover 18 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Sutton, MA perfect for your seasonal escape. Our listings include private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments. SunSki's winter vacation homes feature top amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.

Winter accommodations in Sutton start at US $311. The most popular properties in Sutton include cabins, bungalows, and rental homes. Planning a snowboarding adventure? Explore our snowboard-friendly ski resorts, chalets, and cabins available for short-term or long-term stays. Whether it's a weekend getaway, monthly retreat, or an extended stay, SunSki ensures a memorable winter trip.

To book your winter vacation homes in Sutton, visit SunSki's filter option, enter your travel dates, narrow down your preferences, and choose from our extensive list of rentals hassle-free. Explore our interactive map to uncover all accommodations in or around Sutton and unlock incredible deals.

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Winter Rental: Explore Top Destinations

Frequently Asked Questions About Sutton Winter Rentals

The average cost for winter rentals in Sutton is $311 per night. SunSki has a wide list of great winter places to stay near Sutton that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Yes, here are the top cottage/chalet rentals in Sutton that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Sutton on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Sutton to find what works for you.
As of 2026, the data from SunSkiResorts shows that there are over 18 private swimming pools or indoor pools accommodations near Sutton along with other great amenities.

About 18 holiday rentals in Sutton boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:

Yes, there are many luxury places to stay in Sutton for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Sutton with all the best amenities for your next trip.