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Ski-in/Ski-out vacation rentals in Greater Toronto Area

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

Top-rated ski-in/ski-out rentals in Greater Toronto Area

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

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An A-frame house featuring a white exterior and a steep roof stands beside a serene lake. A gravel driveway leads to the entrance, surrounded by greenery. Large windows allow ample natural light, providing views of the lake and trees in the background.

4.86 out of 5 average rating, 124 reviews

Lakefront detached house on the little lake

♥️an unique, lovely elf house in front of the little lake. Here you’ll find a unique hideaway in the middle of the city Barrie with gorgeous lake views as far as the eye can see. ♥️ Only one hour drive from Toronto. Walking distance to everywhere (shoppers,restaurants, cinemas….) ♥️This home including new furniture, microwave, coffee maker, washing machine and all other appliances ! Walk out the back door and be greeted by our updated dock where you can fish for pike, perch, pickerel and bass.

A community heated outdoor swimming pool is surrounded by lush greenery and a variety of seating options, including blue umbrellas. The clear blue water reflects the sky, creating a serene setting for relaxation. Lounge chairs are positioned along the poolside for guest use.

Home in The Blue Mountains

4.89 out of 5 average rating, 240 reviews

Large 4 Br - 4.5 Bath; Sauna/Heated Pool/2 King

Heated Pool is currently Open. Imagine a super large, cozy vacation home nestled in the heart of Blue Mountain Ski Resort, offering a perfect blend of luxury and comfort. Four bedrooms with 2 King beds. This expansive retreat boasts multiple levels to provide the utmost relaxation and tranquility. The home features 4.5 spacious bathrooms. Our Sauna and Entertainment basement is ready for guests' enjoyment. Walk to the Village or take a Free Shuttle Bus. Walk to Pool in 1 minute from our home.

Top guest favorite

An open concept living area features rustic wood beams and sliding barn doors. Comfortable wicker chairs are paired with a wooden coffee table, while a cozy sofa adds to the inviting space. The modern kitchen is visible in the background, creating a seamless flow.

Guesthouse in Mansfield

4.99 out of 5 average rating, 112 reviews

Brookside Cottage - Charming Rural Getaway Mulmur

Our cozy guest house, situated in the Headwaters region, has it all! Close to hiking,golfing,biking,skiing. XCski/snowshoe from your door! Big skies for astronomers and astrophotography! We offer 32 acres of forest and fields for walking and taking in the magnificent views. The area boasts fine restaurants, boutiques, markets and artisans. Minutes to Mono Cliffs, Boyne, Mansfield Ski Club and easy driving to Blue Mountain and Wasaga Beach. Ideal for couples, solo adventurers or a small family.

A tree house is nestled among tall trees, featuring a wooden structure with a balcony and staircase. Soft sunlight filters through the branches, highlighting the natural wood finish and the serene forest surroundings.

Treehouse in Port Perry

4.98 out of 5 average rating, 555 reviews

Treehouse on private, isolated forest (300 acres)

You will feel like you're a thousand miles from Toronto. Your own private space with several ponds for swimming, gazebo, fire pits, running water, hot shower, mtn bike and hiking trails. With 300 acres at your door step, you can choose not to see another soul during your stay or venture to a nearby winery, restaurants, shopping, horse farms, golf courses or ski hills! We are just 1 hour from Toronto with easy access off the 407. We also have an amazing log cabin for rent on the same 300 acres.

Top guest favorite

The living room features a comfortable sofa and an accent chair, arranged around a glass coffee table. Sheer window coverings allow natural light to illuminate the space. A modern fireplace and decorative artwork enhance the inviting atmosphere.

Home in Collingwood

4.95 out of 5 average rating, 121 reviews

Driftwood on 6th Heritage Downtown Collingwood

Welcome to Driftwood on 6th. A pet friendly unique & tranquil space like none other, nestled in the heart of famous heritage downtown Collingwood. Fully renovated boutique hotel inspired century home with all the modern amenities.4bedrooms.1 king,2 queen,1 double.Each bedroom has a unique decor. Fully equipped kitchen with upgraded appliances.Vintage & modern art through out.Large outdoor space, for lounging.Discover unique shops,restaurants & bars walking distance from this historic property.

The exterior of the chalet features a two-story structure with large windows providing ample natural light. A small balcony is visible above the lower level, accompanied by a natural gas BBQ. Colorful adirondack chairs in red and blue are placed on the patio, surrounded by green shrubbery.

Chalet in The Blue Mountains

4.91 out of 5 average rating, 399 reviews

Modern Ski In/Out Mountain Side Ground Floor

SKI IN AND SKI OUT from the back deck (snow dependent)!! Notice the amount of comfortable seating for NINE PEOPLE around the TV that many other places are without. At the end of a long ski day having a comfortable place for everyone to sit is what most Chalets are missing. Enjoy our family’s beautiful renovated GROUND FLOOR chalet with 2 Bedrooms, 2 Baths, 6 Beds conveniently located next to the Blue Mountain Inn. Blue Mountain Village is a 7 minute walk away. Location, Location, Location

Top guest favorite

An open layout of the studio unit is displayed, featuring a modern kitchen with a breakfast bar and sleek cabinetry. The cozy living area contains a pullout sofa with decorative cushions, and a spacious king bed is situated in the corner, complemented by subtle green accent walls.

Apartment in The Blue Mountains

4.99 out of 5 average rating, 155 reviews

Evergreen Studio-KingBed/Pool/HotTub/Shuttle

Renovated studio unit at the North Creek Resort featuring: * King Bed * SMART TV, High-Speed Rogers Ignite WIFI and TV * New Pull Out Sofa * Stone Fireplace * Modern, Stylish Decor *please note there is not a traditional oven- there is a microwave/convectional oven combo along with a stove top *Shuttle Service *2 Year Round Hot Tubs *Seasonal Pool (open as of May 31st 2025) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

A wooden deck connects two buildings, featuring outdoor furniture including two lounge chairs and a blue plastic chair. A picnic table is positioned in front, and a grill can be seen nearby. Lush greenery surrounds the area, providing a calm outdoor environment.

Chalet in Grey Highlands

4.95 out of 5 average rating, 143 reviews

Private 5 Acre Chalet with Bunkie & Sauna

An enchanting, private, 4 season retreat in the escarpment atop Beaver Valley, metres from a beautiful section of the Bruce Trail. The property has nearly 5 acres with cut trails, hammocks, and a sports field. It has two buildings connected by a large deck that has outdoor furniture and a BBQ. The sauna is just feet away. The buildings are fully outfitted offering a comfortable base for daily adventuring, or a stay put retreat. This spot is ideal for a family, or a couple's getaway.

An outdoor dining area features a long table set with plates and glasses, complemented by decorative elements like flowers. Soft string lights illuminate the space above, creating a warm ambiance. Nearby, a spa-like hot tub is situated under a wooden gazebo.

Apartment in Oshawa

4.8 out of 5 average rating, 112 reviews

Vacation Retreat•4BR 4BA•Hot Tub•BBQ•Near Toronto

YOUR IDEAL GETAWAY AWAITS 🛏️ 4 Bedrooms and 4 Bathrooms 🛁 Relax in the private hot tub after a long day 🎱 Have fun with friends and family around the pool table 🛋️ Stylish and comfortable with all the essentials 🛣️ Just minutes from Toronto, close to HWY 407 🌳 Enjoy both city access and a peaceful space 🎯 Pool table for fun and entertainment 📶 Free high-speed Wi-Fi ⚠️ Note: Basement not included in rental Perfect for a weekend escape, family trip, or special celebration!

Condo in The Blue Mountains

4.85 out of 5 average rating, 234 reviews

Sweet Retreat - Shuttle to Blue Mountain Village

Discover Sweet Retreat, a charming condo nestled in the heart of The Blue Mountains, offering access to both the ski slopes and scenic hiking trails. This cozy retreat, located in North Creek Resort, provides the perfect blend of adventure and relaxation. Enjoy convenient amenities like a free shuttle to Blue Mountain Village, a refreshing outdoor pool (seasonal), a year-round hot tub, and tennis courts. With its prime location and inviting atmosphere.

The airy studio unit features a spacious king bed framed by green accent walls. A cozy sectional sofa is positioned in front of a coffee table. Natural light filters through window shutters, highlighting the adjacent balcony with Muskoka chairs.

Apartment in The Blue Mountains

4.96 out of 5 average rating, 303 reviews

Studio at Blue-KingBed/Pool/HotTub/Shuttle

Welcome to our studio unit in the mountainside North Creek Resort! *King bed *sofa bed-double sized memory foam mattress *SMART TV, High-Speed Rogers Ignite WIFI and TV *Cookware, Utensils and Keurig *freshly painted *remodeled washroom Property Features: *Shuttle Service *2 Year Round Hot Tubs *Seasonal Pool (open as of May 31st 2025) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

A cozy living area features an orange L-shaped sofa adorned with decorative pillows, paired with a round coffee table. A 55" smart TV sits on a sleek black stand against the wall, surrounded by neutral decor and natural light from the nearby window.

4.95 out of 5 average rating, 173 reviews

4 Bedroom Fully Private Townhouse in Barrie

This spacious four-bedroom, four-bath townhouse is in Barrie South. It is a fully private and independent house, so you will have full privacy in and out. Enjoy the beautiful lake, which is five minutes away. Guests will have access to a fully stocked kitchen, washer/dryer, free high-speed internet (1500mbps), and a 55" smart TV with popular streaming services. All popular stores and amenities are nearby, within five minutes.

Vacation rentals for every style

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A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for Greater Toronto Area ski-in/ski-out rentals

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

A bedroom featuring a spacious bed with a textured blanket, paired with nightstands on either side. An elegant armchair is positioned next to a window dressed with light drapes. A landscape artwork adorns the wall above the bed, illuminated by soft ceiling lights.

Home in Grand Valley

4.95 out of 5 average rating, 22 reviews

Lower level 2 bdrm large apt

Top guest favorite

A spacious living area is shown, featuring a large sectional sofa adorned with decorative pillows. A round wooden coffee table sits at the center, accompanied by a cozy throw blanket. The open kitchen area is visible in the background, illuminated by recessed lighting.

4.97 out of 5 average rating, 69 reviews

Entire Brand new 3 bedroom house

Top guest favorite

A welcoming living area is highlighted by comfortable seating arrangements, including a sofa and two armchairs. A round coffee table sits in the center, surrounded by a soft area rug. A mounted television is above a modern fireplace, with natural light filtering through the windows.

5 out of 5 average rating, 11 reviews

Luxurious and Beautiful, Barrie

The image captures a heated outdoor swimming pool with a gentle curve, surrounded by lounge chairs and blue umbrellas. The pool area is complemented by a well-maintained landscape, including shrubs and seasonal flowers. A clubhouse is visible in the background, providing nearby amenities.

Home in The Blue Mountains

4.94 out of 5 average rating, 207 reviews

Pool Open / Serene mountainside home View/Shuttle

The exterior of the chalet is highlighted, featuring a wrap-around deck and a spacious patio area paved with stone. Lush trees provide greenery in the background, creating a serene setting. The structure has large windows allowing natural light to brighten the interior.

Home in The Blue Mountains

5 out of 5 average rating, 14 reviews

Canyon Connection Chalet - Pool Table + Hill View!

The living room features a comfortable seating arrangement, including a brown couch with blue accent cushions and recliner chairs. A television is mounted on the wall opposite the seating. Natural light enters through the sliding glass door leading to a small outdoor area, complemented by decorative wall art.

Home in Kitchener

4.81 out of 5 average rating, 37 reviews

Beautiful, modern suite- full kitchen & Fireplace

An aerial view of Olive & Willow Lodge reveals a spacious green lawn surrounded by trees. The white house is centrally located, with a driveway leading to the entrance. Scenic highways are visible along the property's edge, enhancing the natural tranquility of the setting.

Home in Uxbridge

4.91 out of 5 average rating, 23 reviews

Cozy 3-Bdrm Lodge beside Dagmar & Lakeridge Resort

A bright living space features a comfortable gray sofa adjacent to a wooden dining table set for four. Natural light fills the room through dual windows framed by green accents. Artwork depicting palm trees hangs on the wall, enhancing the relaxed atmosphere.

Home in Niagara Falls

4.72 out of 5 average rating, 39 reviews

Niagara Falls 4BR 7 Beds Walk to Falls + FirePit

Family-friendly, ski-in/ski-out home rentals

Top guest favorite

A cozy bedroom is presented with a spacious bed adorned in crisp white linens and a dark throw blanket. Flanking the bed are two bedside lamps, adding soft illumination. A plant adds a touch of greenery, while a living area is visible through an open doorway.

Condo in Oro-Medonte

5 out of 5 average rating, 14 reviews

NEW Ski-In Ski-Out 1-BED Condo - Pool, Gym, Sauna

The marina at twilight features calm waters reflecting the vibrant colors of the sunset. Multiple boats are docked along the well-lit marina, with modern buildings lining the shore, creating a serene and inviting atmosphere.

Condo in Innisfil

4.94 out of 5 average rating, 86 reviews

Luxury Getaway @ Friday Harbour Condo at Marina

Loft in The Blue Mountains

4.81 out of 5 average rating, 126 reviews

Sunshine Summit - Outdoor Pool / Shuttle to Blue

A cozy sleeping area features a wooden bed frame with a plush white comforter. A portrait of a Highland cow is displayed above the headboard. Adjacent mirrors and wooden furniture provide storage, while floral decorations frame the image.

Condo in The Blue Mountains

4.89 out of 5 average rating, 467 reviews

Summer Splendor at Blue Mountain

A dining area features a long wooden table surrounded by six chairs, with vibrant red cushions. A vase is placed at the center of the table, and sunlight streams through a large window, illuminating the room and offering a view of the greenery outside.

Cottage in Oro Station

4.85 out of 5 average rating, 62 reviews

Farmhouse next to Bike, Hike, Ski Forest Trails

Top guest favorite

An open-concept studio unit is shown, featuring a cozy living area with a dark sectional sofa and a wooden coffee table. The king bed is visible in the background, accompanied by modern bedding. The kitchen area includes a bar with stools and is equipped with countertop appliances.

Apartment in The Blue Mountains

5 out of 5 average rating, 82 reviews

Alpine Bliss: King Bed/Pool/HotTub/Shuttle

A serene winter landscape is depicted with the sun shining through bare trees. Snow blankets the ground, creating a tranquil atmosphere, while long shadows from the trees stretch across the snow-covered forest floor.

Place to stay in Oro Station

4.96 out of 5 average rating, 97 reviews

The Bunkie- A Cozy Modern Escape

The dock is illuminated by string lights, creating a warm ambiance. Multiple lounge chairs surround a central seating area, positioned under trees. Kayaks and paddleboards rest against the side, with water reflecting their vibrant colors and the soft glow of the lights.

Cottage in Kawartha Lakes

4.98 out of 5 average rating, 84 reviews

Beautiful Balsam Lake Retreat-2Hammocks on Balsam

Ski-in/ski-out condo rentals

Condo in The Blue Mountains

4.81 out of 5 average rating, 204 reviews

Mountainside Escape at Blue - Outdoor Pool

The kitchen displays modern appliances, including a refrigerator, microwave, and stove, set against a stylish backsplash. A granite countertop extends into a small dining area with two black stools, while light fixtures offer bright illumination in the space.

Condo in The Blue Mountains

4.81 out of 5 average rating, 207 reviews

Blue Mountain Escape, WIFI, Base of North lift

A private hot tub is situated on a wooden deck, inviting relaxation. Steps lead down to an outdoor area, flanked by wooden railings. Snow gently rests on the ground, adding a serene winter touch to the setting.

Condo in The Blue Mountains

4.92 out of 5 average rating, 268 reviews

Mountainside Studio Bliss: Walk to Slopes, Hot Tub

A private hot tub is situated on a wooden deck, surrounded by a fenced area. The entrance to the condo is visible, featuring a large glass door that allows natural light inside. Snow is noted on the ground, indicating a winter setting.

Condo in The Blue Mountains

4.87 out of 5 average rating, 264 reviews

Stylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft

A spacious living area includes a comfortable gray sofa adorned with decorative pillows featuring bear and tree motifs. A dining table for four is visible in the background, along with a well-equipped kitchen that showcases modern appliances and counter seating.

Condo in The Blue Mountains

4.79 out of 5 average rating, 197 reviews

Slopeside Sanctuary - Ski In/Ski Out

Top guest favorite

A modern living area is featured, showcasing a grey sofa and two armchairs. A coffee table sits in front of the seating arrangement, and a wall-mounted television is positioned above a linear fireplace. Natural light streams through large windows, illuminating the space.

Condo in Blue Mountains

4.92 out of 5 average rating, 357 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

A cozy living area features a dark sofa and a pull-out couch, complemented by colorful throw pillows. Natural light streams through multiple windows, highlighting the light wood flooring. A large flat-screen TV is mounted above a black fireplace, and a door leads out to a patio area.

Condo in The Blue Mountains

4.85 out of 5 average rating, 422 reviews

Mountain Side One Bedroom

A winter landscape is displayed, featuring rolling snow-covered hills and bare trees. A couple is seen walking in the distance. In the foreground, a decorative vase holds white flowers, positioned on a patio railing, with the charming architecture of the condo visible to the right.

Condo in The Blue Mountains

4.82 out of 5 average rating, 172 reviews

Rivergrass Hot Tub, Pool, Clean, Lovely, Great Loc

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