Monomoscoy Island Winter Rentals & Holiday Homes

Discover winter rentals Monomoscoy Island - We found 303 exact matches

About Monomoscoy Island Winter Rental on SunSkiResorts

Planning a winter vacation in Monomoscoy Island? Discover 303 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Monomoscoy Island, 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 Monomoscoy Island start at US $662. The most popular properties in Monomoscoy Island 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 Monomoscoy Island, 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 Monomoscoy Island and unlock incredible deals.

Show more
Show less

Frequently Asked Questions About Monomoscoy Island Winter Rentals

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

The average cost for winter rentals in Monomoscoy Island is $662 per night. SunSki has a wide list of great winter places to stay near Monomoscoy Island 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 Monomoscoy Island that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Monomoscoy Island on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Monomoscoy Island to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 303 private swimming pools or indoor pools accommodations near Monomoscoy Island along with other great amenities.

About 303 holiday rentals in Monomoscoy Island 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 Monomoscoy Island for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Monomoscoy Island with all the best amenities for your next trip.