Ski-in/Ski-out vacation rentals in Mississauga

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

Top-rated ski-in/ski-out rentals in Mississauga

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

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Superhost

A modern living area is presented with a comfortable brown sofa, light accent chairs, and a round coffee table. Large windows allow natural light to fill the space, and a soft area rug covers the floor. Decorative elements include a lamp, wall art, and a small plant.

Home in Oakville

5 out of 5 average rating, 3 reviews

Entire home in Oakville, Canada

MahanoorRating, 5 stars1 month 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

A sleek, modern sectional sofa in white leather is positioned in a cozy living area. Decorative pillows enhance the seating with a soft grey throw draped over one end. A black-and-white cityscape artwork hangs above, complementing the clean, bright walls.

Home in Scarborough

4.83 out of 5 average rating, 46 reviews

Specious Suite at Main floor close to VP Station

AhkmadRating, 5 stars1 week ago

This was my second time staying at Robaidur’s Airbnb in Scarborough, ON, and it was even better than the first! Robaidur’s genuine passion for hospitality shines through in the warm, attentive service he provides. He was down-to-earth, considerate and always communicated and followed up. The location is ideal. I truly enjoyed my stay and highly recommend this place to anyone visiting the area.

Superhost

An aerial view captures the spacious backyard of the cottage, surrounded by lush greenery. A circular fire pit is visible in the center, accompanied by seating. The cottage sits to one side, with pathways leading into the natural landscape, providing a tranquil setting for outdoor gatherings.

Cottage in Belfountain

4.78 out of 5 average rating, 68 reviews

Explore 4BR 3BA Cottage Surrounded By Nature

Relax with the whole family at this peaceful luxury cottage with beautiful views of nature. Perfect getaway from the city. Enjoy the outdoors with hiking, biking, and walking at many trails. Minutes from Belfountain conservation area, and Caledon Ski Club. Enjoy the scenic drive on Forks of the Credit Rd with views of the river. Have a good time in the backyard with friends and family with just under 1 acre lot. Offers 4 Bedrooms and 3 washrooms. Fully Updated Cottage. Smart TV & Internet

A welcoming entrance is framed by lush green shrubs and blooming white hydrangeas. Subtle outdoor lighting softens the brick façade, casting a warm glow over the porch and pathway. A cozy seating area is visible, inviting guests to relax in the serenity of the surroundings.

Apartment 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

Superhost

The exterior of a spacious bungalow is depicted, featuring a white facade with black accents. A steeply pitched roof adds architectural interest. Two garages are visible, and a well-maintained lawn with shrubs enhances the welcoming atmosphere. A clear blue sky serves as the backdrop.

Home in Goodwood

New place to stay

Luxury Bungaloft Getaway

Luxury 5BR Bungaloft on 1 Acre | Theatre • Games • Golf! Escape to this private retreat in Pickering/Goodwood, ON — across from Spring Creek Golf Club. Enjoy a chef’s kitchen, gas fireplace, home theatre, gym, BBQ patio, fire pit, unmanaged tennis court & putting green. Sleeps 10+ with room for air mattresses. Fully fenced yard, pet-friendly, no rear neighbours. Minutes to Dagmar Ski Resort, golf, and hiking. Perfect for families, retreats, or corporate getaways!

The exterior of a two-story home is presented, featuring a blend of brick and stone elements. A set of stairs leads to the front entrance, flanked by greenery. A driveway and garage are visible, showcasing a dark vehicle parked outside.

Apartment in Milton

3.78 out of 5 average rating, 23 reviews

Luxury 2Bed with Escarpment View

Private apartment located just 40 minutes from downtown Toronto, it's close to outdoor activities like hiking/skiing at Glen Eden, and a bunch of amenities available at the Mattamy Cycling Center, plus shopping at Toronto Premium Outlets and Mapleview Mall both 15 minutes away. With a Smart Centre and gas station 2 minutes away, this family-friendly getaway offers both adventure and convenience. The Milton Laurier Campus is also just 5 minutes away!

A compact bedroom features a spacious bed covered with a patterned duvet and a decorative pillow. A small wooden side table sits beside the bed against the wall. Natural light enters through a window adorned with curtains, while dark hardwood flooring adds warmth to the space.

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.

A quaint cabin is showcased under clear blue skies, featuring timber accents and a welcoming porch with two blue chairs. Snow blankets the ground, and a car is parked nearby. The surrounding trees provide a natural backdrop, enhancing the cabin's serene setting.

Home in Belfountain

New place to stay

Cozy Cabin Vibes | 2-Bed + Full Kitchen + Office

8 min to osprey, shuttles down the street available at Caledon ski club a short walk. Escape to a cozy 2-bed cabin in the woods, steps from Belfountain’s trails and waterfalls. Enjoy mornings at iconic coffee shops next door, evenings by the fire, and all the comforts of home. Perfect for relaxing getaways, outdoor adventures, or remote work—your woodland retreat awaits! 7 min to Alton spa and Toronto osprey

A living and dining area is shown, featuring a wooden table surrounded by six chairs. Two comfortable sofas are positioned nearby, with decorative pillows adding color. A wall-mounted photograph and a small plant can be seen, enhancing the inviting ambiance of the space.

Apartment in Milton

4.83 out of 5 average rating, 207 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.

A simple bedroom features a spacious bed with a gray blanket. Natural light enters through a small window, adorned with a bouquet of flowers. A clothing rack provides additional storage, while the light blue walls create a calm environment.

Private room in Scarborough

3.67 out of 5 average rating, 3 reviews

The Loft Niche Nook Space Share

Cozy 3-Bedroom Basement Apartment | Steps from Subway & TTC Stay in a safe, diverse neighborhood with easy access to all ministries, the subway, and 24/7 TTC service. Enjoy a communal atmosphere with a shared kitchen and washroom. Perfect for work or leisure, offering a convenient and budget-friendly stay in the heart of the city!

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Popular amenities for Mississauga ski-in/ski-out rentals

Kitchen

Wifi

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

Private room in Scarborough

2.33 out of 5 average rating, 3 reviews

Cozy Urban Stay Nook Space Share

MariaRating, 5 stars2 months ago

Thank you

A neatly made bed features a variety of decorative pillows and a soft blanket with a subtle pattern. Fresh flowers are placed alongside plush towels and body wash, indicating a welcoming and well-prepared sleeping space.

Home in Burlington

4.68 out of 5 average rating, 92 reviews

Burlington Low Level apart. separat. entr.

IbrahimRating, 5 stars3 weeks ago

Nice space and great area. The host was very responsive too.

Superhost

Home in Oakville

5 out of 5 average rating, 3 reviews

Entire home in Oakville, Canada

MahanoorRating, 5 stars1 month 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

4.83 out of 5 average rating, 46 reviews

Specious Suite at Main floor close to VP Station

AhkmadRating, 5 stars1 week ago

This was my second time staying at Robaidur’s Airbnb in Scarborough, ON, and it was even better than the first! Robaidur’s genuine passion for hospitality shines through in the warm, attentive service he provides. He was down-to-earth, considerate and always communicated and followed up. The location is ideal. I truly enjoyed my stay and highly recommend this place to anyone visiting the area.

The exterior of a country-style home is visible, surrounded by lush greenery and mature trees. A neatly maintained lawn stretches in front of the house, while the driveway leads to a garage. The peaceful setting combines natural elements with suburban appeal.

Home in Halton Hills

4 out of 5 average rating, 4 reviews

Great home

BrittneyRating, 5 stars1 month ago

Great host! Very prompt replies and willing to help at anytime if needed. Host is also very accommodating and property is nice and peaceful. Definitely recommend staying here if you want a little getaway.