Ski-in/Ski-out holiday rentals in Old Toronto

Find and book unique ski-in/out homes on Airbnb

Top-rated ski-in/out rentals in Old Toronto

Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

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Superhost

Home in Oakville

Entire home in Oakville, Canada

MahanoorRating, 5 stars2 weeks ago

The property was clean, exactly as listed & shown, & in a clean & safe location. The property itself is enough to fit a whole family, and the rooms were super spacious. The host was super responsive with any concerns that I had and was quick to fix any issues that arised. Additionally, the pricing for such a home is a steal and is something hard to find, so it’s definitely worth the stay. I will definitely stay here again on my next trip and I would recommend anyone looking for a comfortable place to stop over here.

Guest favourite

Guest suite in Uxbridge

4.78 out of 5 average rating, 9 reviews

Hilltop Getaway|Scenic Views |Back to ForestTrails

Escape to this stunning hilltop 2-bedroom Airbnb, nestled on 22 acres of beautiful woodland just 2 minutes from Lake Ridge Ski Resort.Enjoy breathtaking panoramic views of the mountains from your private retreat, perfect for those seeking both relaxation and adventure This cozy unit is ideal for hikers, with direct access to Glen Major Forest and scenic trails right at your doorstep There is no living room, you will have 2 bed rms, 1 washroom and a kitchen This unit is a portion of main cottage

Guest favourite

Flat in Brampton

4.91 out of 5 average rating, 46 reviews

Amazing Location-Luxury for Tourists & Bus People

- You get an apartment for a maximum of 2 persons. - Maximum of 2 Guests in 1 bedroom -Guests living in the Greater Toronto Area are advised not to reserve instantly. - Street parking is available on the street and on-site. - Amazing location to all amenities in the GTA, Pearson International Airport and Niagara Falls - Walking distance to Mount Pleasant Go-Station, connecting ALL Greater Toronto Area - 2 bedrooms, shared bathroom maximum of four people in the big place, plus amenities.

Flat in Brampton

4.97 out of 5 average rating, 38 reviews

Perfect Location! for Leisure & Business People

- For a short time, offering a huge discount for long-term stays - This is not a shared place. Maximum of 2 Guests in 1-bedroom Apartment - Advise guests living in the GTA not to reserve instantly. - Parking available on-site sometimes - Amazing location close to all amenities in GTA, Toronto Pearson Airport and Others. - Walking distance to Mount Pleasant Go-Station, connecting ALL Greater Toronto Area - Private bathroom, a maximum of two people in the big place, plus amenities

Private room in Scarborough

3.33 out of 5 average rating, 3 reviews

Cozy Cove Space Share Scarboroug

Welcome to your home away from home! Your family will be close to everything when you stay at this centrally located retreat in Scarborough. Just a short walk to the subway, with all essential amenities nearby—grocery stores, restaurants, parks, and more. Enjoy peace of mind in a very safe neighborhood with 24/7 gated access. Whether you’re here to study, relax, or work, this cozy and convenient space is perfect for any kind of stay. Settle in, stay connected, and feel at home!

Private room in Brampton

Perfect stay - solo or couples

Your family will be close to everything when you stay at this centrally located place. 2 mins walk to bustop, very close to Bramalea Bus terminal, 10 min walk to Bramalea city center, 5 mins walk to walkin clinic, medical center and 3km distance /5mins to Bramalea go station, 20 min to the YYZ pearson airport and many more at just walkable distance. A perfect place where more of the errands can be done without car.

Flat in Milton

4.83 out of 5 average rating, 204 reviews

2 Cozy bedrooms in a spacious basement

Looking for a place to stay and get a good days rest while in Milton for business or pleasure? I have 2 cozy bedrooms in my home. Parking available upon request. We are close to many restaurants, 2 KMs to the GO station and local public transit is at our door step. Our home is an ideal location for travelers/family for skiing at Kelso or hiking at Rattlesnake Point. We are happy to host you.

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Popular amenities for Old Toronto ski-in/out rentals

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Ski-in/out house rentals

Private room in Scarborough

2.33 out of 5 average rating, 3 reviews

Cozy Urban Stay Nook Space Share

MariaRating, 5 stars1 month ago

Thank you

Home in Uxbridge

4.82 out of 5 average rating, 11 reviews

Cozy 3-Bdrm Lodge beside Dagmar & Lakeridge Resort

AlannaRating, 5 stars2 weeks ago

We rented this space for a girls bachelorette weekend. Sahil left us homemade cookies & a note welcoming us to the home! The house and property were beautiful.

Superhost

Home in Oakville

Entire home in Oakville, Canada

MahanoorRating, 5 stars2 weeks ago

The property was clean, exactly as listed & shown, & in a clean & safe location. The property itself is enough to fit a whole family, and the rooms were super spacious. The host was super responsive with any concerns that I had and was quick to fix any issues that arised. Additionally, the pricing for such a home is a steal and is something hard to find, so it’s definitely worth the stay. I will definitely stay here again on my next trip and I would recommend anyone looking for a comfortable place to stop over here.

Superhost

Home in Scarborough

4.82 out of 5 average rating, 45 reviews

Specious Suite at Main floor close to VP Station

TrudyAnnRating, 5 stars1 month ago