Cottage
10.0(111 Reviews)
2 Bedrooms
4 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
CA $357/Night
7 Nights - CA $2,502
Ramsay Winter Rentals & Holiday Homes
Discover winter rentals Ramsay - We found 770 exact matches
- Up-front pricing
- No markup
- Trusted partners
Compare Winter Rental in Ramsay
10.0
Apartment
10.0(8 Reviews)
2 Bedrooms
4 Guests
Breakfast- Parking
- Balcony/Terrace
View
CA $318/Night
7 Nights - CA $2,230
House
9.8(12 Reviews)
1 Bedroom
4 Guests
- Breakfast
- Parking
- Kitchen
Internet
CA $122/Night
7 Nights - CA $857
Cottage
10.0(34 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $318/Night
7 Nights - CA $2,227
Apartment
10.0(4 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
CA $182/Night
7 Nights - CA $1,276
House
10.0(31 Reviews)
2 Bedrooms
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $265/Night
7 Nights - CA $1,853
House
10.0(3 Reviews)
5 Bedrooms
10 Guests
- Parking
Pool- Air Conditioner
- Internet
CA $636/Night
7 Nights - CA $4,454
Condo
10.0(21 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $234/Night
7 Nights - CA $1,642
Apartment
10.0(3 Reviews)
2 Bedrooms
4 Guests
- Parking
- View
- Internet
Security/Safety
CA $195/Night
7 Nights - CA $1,368
Apartment
10.0(20 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $293/Night
7 Nights - CA $2,048
Apartment
10.0(3 Reviews)
2 Bedrooms
7 Guests
- Parking
- Air Conditioner
- Internet
Child Friendly
CA $239/Night
7 Nights - CA $1,673
Apartment
10.0(20 Reviews)
1 Bedroom
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $223/Night
7 Nights - CA $1,562
House
10.0(2 Reviews)
4 Bedrooms
10 Guests
Hot Tub- Parking
- Balcony/Terrace
- View
CA $443/Night
7 Nights - CA $3,099
Apartment
10.0(19 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
CA $206/Night
7 Nights - CA $1,443
Condo
10.0(15 Reviews)
2 Bedrooms
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $1,036/Night
7 Nights - CA $7,255
Condo
10.0(12 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $235/Night
7 Nights - CA $1,644
Apartment
10.0(11 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
CA $148/Night
7 Nights - CA $1,038
Condo
10.0(10 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $282/Night
7 Nights - CA $1,977
Condo
10.0(9 Reviews)
1 Bedroom
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $192/Night
7 Nights - CA $1,345
House
10.0(8 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $243/Night
7 Nights - CA $1,697
Condo
10.0(8 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $177/Night
7 Nights - CA $1,241
Apartment
10.0(8 Reviews)
1 Bedroom
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $176/Night
7 Nights - CA $1,233
House
10.0(7 Reviews)
2 Bedrooms
4 Guests
- Balcony/Terrace
- Kitchen
- Internet
Pet Friendly
CA $384/Night
7 Nights - CA $2,685
House
10.0(7 Reviews)
1 Bedroom
4 Guests
- Kitchen
- Child Friendly
Accessibility
Restaurant
CA $129/Night
7 Nights - CA $902
About Ramsay Winter Rental on Casai.ca
Craving a winter escape in the enchanting locales of the Mediterranean or the Caribbean? Explore 770 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 Ramsay Winter Rentals
What are the top rated Winter Rentals in Ramsay?
There are a lot of options in Ramsay. If you plan on staying in the Ramsay area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Ramsay:
- Peaceful Historic 3 Bedroom hideaway, Walkable to Calgary's Greatest Attractions
- Renovated 3BR Character Home in the heart of Calgary
- Luxury Home in Quiet Neighborhood near Downtown with Fast Wi-F & 3 Workspaces
- Luxury Craftsman Home in Mission: featuring private yard, sauna & home gym
- Downtown Luxury with Amazing Kitchen & jetted tub!
- Bright & Bold 4BDRM Modern Retreat
- Spacious Central 4BR Duplex with 2 Car Garage & Downtown View from Rooftop Patio
- Top Rated w/ Hot Tub, Games Room/Entertainment
- A Little R & R- private sauna & hot tub
- Spacious Top Floor at Stampede w/Free Parking, AC
How much does it cost to rent a place to stay near Ramsay in the wintertime?
The average cost for winter rentals in Ramsay is $232 per night. Casai has a wide list of great winter places to stay near Ramsay that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Ramsay that allow pets?
Yes, here are the top cottage/chalet rentals in Ramsay that allow you to bring your pet or dog:
- Urban Cottage Oasis, Sunnyside
- Urbanest - Spectacular Views & Amenities Parking
- Nature Home near Downtown and 17th Av
- Cozy Cliff Bungalow Cottage: Inner City Oasis with Home Theater and Parking!
See all pet-friendly vacation rentals in Ramsay on Casai.ca
Do you have any winter rentals in Ramsay that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Ramsay to find what works for you.
Are there winter accommodations in Ramsay that have indoor swimming pools?
As of 2026, the data from Casai.ca shows that there are over 770 private swimming pools or indoor pools accommodations near Ramsay along with other great amenities.
Do any winter holiday rentals in Ramsay have hot tubs?
About 770 holiday rentals in Ramsay boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Ramsay?
Yes, there are many luxury places to stay in Ramsay for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Ramsay with all the best amenities for your next trip.
