Calgary Winter Rentals & Holiday Homes
Discover winter rentals Calgary - We found 54 exact matches
When do you want to travel?
- Parking
- Pet Friendly
- TV
- Air Conditioner
- Child Friendly
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- Designated Smoking Area
- View
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Balcony/Terrace
- Security/Safety
- Parking
- View
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Balcony/Terrace
- Parking
- TV
- View
- Parking
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- TV
- Balcony/Terrace
- Security/Safety
- Bedding/Linens
- Wellness Facilities
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- TV
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Designated Smoking Area
- TV
- Parking
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
Frequently Asked Questions About Calgary Winter Rental
What are the top rated Winter Rentals in Calgary?
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:
- Mountain Cabin w/Gym/Sauna 5mins to hike/bike/ski trails & local shopping/dining
- Cabin in the forest between Banff & Calgary
- Spectacular woodland retreat on 4.5 acres
- Rustic Cozy Cabin with hot tub
- A Little R and R Private Sauna Cold and Hot Plunge
- The Beaver House - Beautiful, modern log home - Only 30 minutes from Calgary.
- Quiet Country Cabin
- 2500 sq house in Springbank Hill BL 261818
- Valley Villa Spacious 5BD Getaway! Sleep 12, 1hr to Banff, 40 Mins Canmore, 5 mins to WinSport & Olympic park
- Bow River Cabin - Downtown - River Front - Free Street Parking
How much does it cost to rent a place to stay near Calgary in the wintertime?
The average cost for winter rentals in Calgary is $402 per night. Cottageromance 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.
Are there any winter cottages/chalets in Calgary that allow pets?
Yes, here are the top cottage/chalet rentals in Calgary that allow you to bring your pet or dog:
- Moose Bottom Cottage/entire home/pet/garage
- Silverado Presidential Mansion by Spruce Meadows
- Unique Cottage
- Cozy Cabin - 15 mins from Calgary
See all pet-friendly vacation rentals in Calgary on Cottageromance
Do you have any winter rentals in Calgary that are suitable for families?
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.
Are there winter accommodations in Calgary that have indoor swimming pools?
As of 2026, the data from Cottageromance shows that there are over 54 private swimming pools or indoor pools accommodations near Calgary along with other great amenities.