Cabin
10.0(366 Reviews)
2 Bedrooms
4 Guests
Hot Tub
Parking
Balcony/Terrace
Kitchen
US $350/Night
7 Nights - US $2,448
Canada Winter Rentals & Holiday Homes
Discover winter rentals Canada - We found 81816 exact matches
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Compare Winter Rental in Canada
10.0
Apartment
10.0(88 Reviews)
4 Bedrooms
8 Guests
- Parking
Skiing- Balcony/Terrace
Air Conditioner
US $176/Night
7 Nights - US $1,232
House
9.8(29 Reviews)
4 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $626/Night
7 Nights - US $4,381
Condo
10.0(291 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $166/Night
7 Nights - US $1,161
House
10.0(45 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
Internet
US $244/Night
7 Nights - US $1,710
Boat Rental
10.0(240 Reviews)
3 Bedrooms
5 Guests
- Parking
Ocean View
View- Kitchen
US $299/Night
7 Nights - US $2,096
Ski Chalet
10.0(44 Reviews)
3 Bedrooms
9 Guests
- Hot Tub
EV Charge Station- Parking
- Balcony/Terrace
US $167/Night
7 Nights - US $1,172
Apartment
10.0(234 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $285/Night
7 Nights - US $1,994
Apartment
10.0(31 Reviews)
3 Bedrooms
6 Guests
- Hot Tub
- Parking
- Skiing
- Balcony/Terrace
US $111/Night
7 Nights - US $777
House
10.0(228 Reviews)
1 Bedroom
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $254/Night
7 Nights - US $1,781
Bed & Breakfast
10.0(29 Reviews)
1 Bedroom
2 Guests
- Hot Tub
Breakfast- Parking
- Skiing
US $267/Night
7 Nights - US $1,870
Apartment
10.0(211 Reviews)
1 Bedroom
2 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $153/Night
7 Nights - US $1,069
Bed & Breakfast
10.0(28 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $369/Night
7 Nights - US $2,581
Apartment
10.0(174 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $159/Night
7 Nights - US $1,111
Ski Chalet
10.0(165 Reviews)
3 Bedrooms
13 Guests
- Hot Tub
- Balcony/Terrace
- Kitchen
- Internet
US $645/Night
7 Nights - US $4,517
Apartment
10.0(165 Reviews)
3 Bedrooms
6 Guests
- Breakfast
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $262/Night
7 Nights - US $1,837
House
10.0(163 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $276/Night
7 Nights - US $1,929
House
10.0(163 Reviews)
1 Bedroom
4 Guests
- Parking
Pool- Ocean View
- Balcony/Terrace
US $164/Night
7 Nights - US $1,151
Cabin
10.0(147 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $245/Night
7 Nights - US $1,712
House
10.0(147 Reviews)
3 Bedrooms
6 Guests
- Parking
- Skiing
- Ocean View
- Balcony/Terrace
US $242/Night
7 Nights - US $1,693
Condo
10.0(146 Reviews)
3 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $432/Night
7 Nights - US $3,024
House
10.0(144 Reviews)
7 Bedrooms
16 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $625/Night
7 Nights - US $4,374
Apartment
10.0(144 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $292/Night
7 Nights - US $2,042
Apartment
10.0(139 Reviews)
1 Bedroom
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $214/Night
7 Nights - US $1,499
About Canada Winter Rental on Casai.com
Craving a winter escape in the enchanting locales of the Mediterranean or the Caribbean? Explore 81816 accommodations for your upcoming winter getaway, whether you're dreaming of azure waters and sun-kissed beaches or charming coastal towns.
At Casai, we present a diverse array of listings for holiday homes and villas nestled in the picturesque landscapes of the Mediterranean and the Caribbean. From luxurious villas overlooking crystal-clear waters to charming holiday homes nestled amidst palm-fringed shores, our curated selection caters to every preference and ensures an unforgettable retreat.
Indulge in the epitome of luxury with our Mediterranean and Caribbean villas, boasting opulent amenities such as private pools, spacious outdoor terraces, serene gardens, and breathtaking ocean views. Whether you're seeking a romantic escape, a family adventure, or a group getaway, our listings offer the perfect blend of comfort and sophistication.
Escape the winter chill and bask in the warmth of the Mediterranean or Caribbean sun. Explore our collection of holiday homes and villas, meticulously curated to provide the ultimate sanctuary for your winter retreat. With Casai, your dream vacation awaits.
Winter Rental: Explore Top Destinations
Frequently Asked Questions About Canada Winter Rentals
What are the top rated Winter Rentals in Canada?
There are a lot of options in Canada. If you plan on staying in the Canada area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Canada:
- Abigail's Hotel
- Au Saut du Lit
- La Maison de Ville - bed & bistro
- Lee Farm Inn
- There is No Ocean View Like it. Victoria Only 30 Minutes Away.
- Fabulous 2 Level, 2 Bedroom Condo on Blue Mountain! Over 250 5 Star Reviews!
- Oceanfront, Spectacular Views, Sauna, Minutes to Sechelt. A Sunshine Coast Hub!
- Mökki Mountain Suite - mountain views & private corner unit
- The Maplewood House - Walk to old town Niagara-on-the-Lake
- Social distancing at it’s finest.
How much does it cost to rent a place to stay near Canada in the wintertime?
The average cost for winter rentals in Canada is $348 per night. Casai has a wide list of great winter places to stay near Canada that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Canada that allow pets?
Yes, here are the top cottage/chalet rentals in Canada that allow you to bring your pet or dog:
- Private Log Cabin Rental
- Radium Elk Park B & B
- The Center of Vancouver, Spacious Elegant Interior, Spectacular Outdoor Living
- Downtown condo w/terrasse -Comfortable, quiet haven in the midst of everything!
See all pet-friendly vacation rentals in Canada on Casai.com
Do you have any winter rentals in Canada that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Canada to find what works for you.
Are there winter accommodations in Canada that have indoor swimming pools?
As of 2026, the data from Casai.com shows that there are over 81816 private swimming pools or indoor pools accommodations near Canada along with other great amenities.
Do any winter holiday rentals in Canada have hot tubs?
About 81816 holiday rentals in Canada boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Canada?
Yes, there are many luxury places to stay in Canada for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Canada with all the best amenities for your next trip.
