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Calgary Winter Rentals & Holiday Homes

Discover winter rentals Calgary - We found 2178 exact matches

About Calgary Winter Rental on SunSkiResorts

Planning a winter vacation in Calgary? Discover 2178 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Calgary, AB 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 Calgary start at US $238. The most popular properties in Calgary 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 Calgary, 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 Calgary and unlock incredible deals.

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Frequently Asked Questions About Calgary Winter Rentals

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

The average cost for winter rentals in Calgary is $238 per night. SunSki has a wide list of great winter places to stay near Calgary 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 Calgary that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Calgary on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Calgary to find what works for you.
As of 2026, the data from SunSkiResorts shows that there are over 2178 private swimming pools or indoor pools accommodations near Calgary along with other great amenities.

About 2178 holiday rentals in Calgary 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 Calgary for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Calgary with all the best amenities for your next trip.