Condo
10.0(44 Reviews)
2 Bedrooms
4 Guests
Hot Tub
Parking
Pool
Balcony/Terrace
US $186/Night
7 Nights - US $1,303
Saskatchewan Winter Rentals & Holiday Homes
Discover winter rentals Saskatchewan - We found 613 exact matches
- Up-front pricing
- No markup
- Trusted partners
Compare Winter Rental in Saskatchewan
10.0
Apartment
10.0(5 Reviews)
2 Bedrooms
5 Guests
- Parking
Kitchen
Air Conditioner
Internet
US $69/Night
7 Nights - US $485
Cabin
9.8(25 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $182/Night
7 Nights - US $1,277
House
10.0(41 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $171/Night
7 Nights - US $1,194
House
10.0(3 Reviews)
5 Bedrooms
10 Guests
- Parking
- Air Conditioner
- Internet
Child Friendly
US $298/Night
7 Nights - US $2,083
House
10.0(31 Reviews)
2 Bedrooms
4 Guests
- Parking
Spa- Balcony/Terrace
- Kitchen
US $141/Night
7 Nights - US $988
House
10.0(3 Reviews)
1 Bedroom
2 Guests
- Parking
View- Air Conditioner
- Internet
US $70/Night
7 Nights - US $491
House
10.0(24 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $157/Night
7 Nights - US $1,102
Apartment
10.0(1 Review)
1 Bedroom
2 Guests
- Parking
- Internet
- Child Friendly
Security/Safety
US $68/Night
7 Nights - US $474
House
10.0(24 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $131/Night
7 Nights - US $914
New
House
10.0(1 Review)
3 Bedrooms
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $195/Night
7 Nights - US $1,364
Apartment
10.0(20 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $200/Night
7 Nights - US $1,401
New
Apartment
10.0(1 Review)
3 Bedrooms
9 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $110/Night
7 Nights - US $773
House
10.0(17 Reviews)
1 Bedroom
4 Guests
- Hot Tub
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $199/Night
7 Nights - US $1,391
Cabin
10.0(15 Reviews)
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Spa
- Balcony/Terrace
US $201/Night
7 Nights - US $1,407
House
10.0(15 Reviews)
2 Bedrooms
6 Guests
- View
- Kitchen
- Air Conditioner
- Child Friendly
US $138/Night
7 Nights - US $966
Apartment
10.0(15 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
US $88/Night
7 Nights - US $619
Cabin
10.0(11 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $162/Night
7 Nights - US $1,131
House
10.0(11 Reviews)
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Internet
- Child Friendly
US $129/Night
7 Nights - US $903
Cottage
10.0(9 Reviews)
1 Bedroom
2 Guests
Private Pool- Hot Tub
- Parking
- Pool
US $262/Night
7 Nights - US $1,834
House
10.0(9 Reviews)
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $119/Night
7 Nights - US $830
Condo
10.0(8 Reviews)
1 Bedroom
4 Guests
Breakfast- Parking
- Balcony/Terrace
- Kitchen
US $167/Night
7 Nights - US $1,167
House
10.0(6 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $168/Night
7 Nights - US $1,174
House
10.0(6 Reviews)
1 Bedroom
4 Guests
- Kitchen
- Internet
- Child Friendly
Laundry
US $137/Night
7 Nights - US $958
About Saskatchewan Winter Rental on Casai.com
Craving a winter escape in the enchanting locales of the Mediterranean or the Caribbean? Explore 613 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 Saskatchewan Winter Rentals
What are the top rated Winter Rentals in Saskatchewan?
There are a lot of options in Saskatchewan. If you plan on staying in the Saskatchewan area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Saskatchewan:
- New Home for Business Exec, Professional or Family - Close to U of S and RUH
- Quiet cabin
- Gather in Saskatoon - Hot Tub 85" TV, Deck, Bbq, Trampoline, Games Room, 5Bdrm
- Echo Lake Lakefront Cabin in picturesque Qu’Appelle Valley,
- Beautiful Waterfront Property on Candle Lake
- Stylish & Family Friendly Character Home
- Hakuna Matata Guest House at Saskatchewan Beach
- *NEW* Modern House With Private Hot Tub & Parking
- Upscale Saskatoon Getaway Private Yard Quiet Neighbourhood Sleeps 7
- Gorgeous Private Vacation Home -Pool, Hot Tub, Sauna and View, Disc Golf Course
How much does it cost to rent a place to stay near Saskatchewan in the wintertime?
The average cost for winter rentals in Saskatchewan is $170 per night. Casai has a wide list of great winter places to stay near Saskatchewan that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Saskatchewan that allow pets?
Yes, here are the top cottage/chalet rentals in Saskatchewan that allow you to bring your pet or dog:
- Modern Luxurious 2 BR Condo + Pool + Hot Tub + Games Room + Gym
- Cozy Oasis in the Greens
- Bayside Resort
- Cabin in the Pines
See all pet-friendly vacation rentals in Saskatchewan on Casai.com
Do you have any winter rentals in Saskatchewan that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Saskatchewan to find what works for you.
Are there winter accommodations in Saskatchewan that have indoor swimming pools?
As of 2026, the data from Casai.com shows that there are over 613 private swimming pools or indoor pools accommodations near Saskatchewan along with other great amenities.
Do any winter holiday rentals in Saskatchewan have hot tubs?
About 613 holiday rentals in Saskatchewan boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Saskatchewan?
Yes, there are many luxury places to stay in Saskatchewan for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Saskatchewan with all the best amenities for your next trip.
