Stony Brook - Cleary Square Winter Rentals & Holiday Homes

Discover winter rentals Stony Brook - Cleary Square - We found 61 exact matches

About Stony Brook - Cleary Square Winter Rental on SunSkiResorts

Planning a winter vacation in Stony Brook - Cleary Square? Discover 61 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Stony Brook - Cleary Square, 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 Stony Brook - Cleary Square start at US $369. The most popular properties in Stony Brook - Cleary Square 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 Stony Brook - Cleary Square, 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 Stony Brook - Cleary Square and unlock incredible deals.

Show more
Show less

Frequently Asked Questions About Stony Brook - Cleary Square Winter Rentals

There are a lot of options in Stony Brook - Cleary Square. If you plan on staying in the Stony Brook - Cleary Square area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Stony Brook - Cleary Square:

The average cost for winter rentals in Stony Brook - Cleary Square is $369 per night. SunSki has a wide list of great winter places to stay near Stony Brook - Cleary Square 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 Stony Brook - Cleary Square that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Stony Brook - Cleary Square on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Stony Brook - Cleary Square to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 61 private swimming pools or indoor pools accommodations near Stony Brook - Cleary Square along with other great amenities.

About 61 holiday rentals in Stony Brook - Cleary Square 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 Stony Brook - Cleary Square for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Stony Brook - Cleary Square with all the best amenities for your next trip.