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Stamford Winter Rentals & Holiday Homes

Discover winter rentals Stamford - We found 50 exact matches

About Stamford Winter Rental on SunSkiResorts

Planning a winter vacation in Stamford? Discover 50 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Stamford, VT 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 Stamford start at US $334. The most popular properties in Stamford 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 Stamford, 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 Stamford and unlock incredible deals.

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Frequently Asked Questions About Stamford Winter Rentals

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

The average cost for winter rentals in Stamford is $334 per night. SunSki has a wide list of great winter places to stay near Stamford 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 Stamford that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Stamford on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Stamford to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 50 private swimming pools or indoor pools accommodations near Stamford along with other great amenities.

About 50 holiday rentals in Stamford 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 Stamford for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Stamford with all the best amenities for your next trip.