East Canaan Winter Rentals & Holiday Homes

Discover winter rentals East Canaan - We found 51 exact matches

About East Canaan Winter Rental on SunSkiResorts

Planning a winter vacation in East Canaan? Discover 51 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in East Canaan, CT 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 East Canaan start at US $471. The most popular properties in East Canaan 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 East Canaan, 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 East Canaan and unlock incredible deals.

Show more
Show less

Frequently Asked Questions About East Canaan Winter Rentals

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

The average cost for winter rentals in East Canaan is $471 per night. SunSki has a wide list of great winter places to stay near East Canaan 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 East Canaan that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in East Canaan on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in East Canaan to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 51 private swimming pools or indoor pools accommodations near East Canaan along with other great amenities.

About 51 holiday rentals in East Canaan 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 East Canaan for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near East Canaan with all the best amenities for your next trip.