Ski-in/Ski-out holiday rentals in Greater Toronto and Hamilton Area

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

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

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

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Guest favourite
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.
Home in Barrie
4.86 out of 5 average rating, 140 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.

Guest favourite
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.
Flat in The Blue Mountains
4.96 out of 5 average rating, 237 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 * Pull Out Sofa * Stone Fireplace * Modern, Stylish Decor *please note there is not a traditional oven- there is a microwave/convection oven combo along with a stove top *Shuttle Service *Year Round Hot Tub *Pool (Scheduled to open Fri May 15 2026- Tues Oct 13 2026) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Top guest favourite
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.
Guest house in Mansfield
4.99 out of 5 average rating, 116 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.

Guest favourite
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
4.97 out of 5 average rating, 559 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.

Guest favourite
A well-appointed bedroom features a spacious bed dressed in a white coverlet, flanked by two bedside tables with blue lamps. Neatly arranged towels are stacked on the bed, and warm, muted tones create a calming atmosphere.
Loft in The Blue Mountains
4.83 out of 5 average rating, 202 reviews

Home Away From Home at Blue - Renovated Clean Loft

Professionally cleaned and recently renovated Loft at North Creek Resort on the north side of Blue Mountains. Steps to ski slopes/north lift chair & Toronto Ski Club. 15-20 min walk - 2 min drive to the Village. 15-20 min walk - 2 min drive to Northwinds beach. 15 min drive to Collingwood - access to restaurants & grocery shops. Easy access to biking/hiking trails. Free parking. TV/Internet included. Free seasonal outdoor pool & jacuzzi & tennis/pickle ball courts. Wasaga Beach 25-35 min.

Guest favourite
An open-concept living area features a spacious bed with a dark headboard and matching bedside lamps. A modern kitchen is visible, highlighted by stainless steel appliances and a breakfast bar with three stools. A soft gray couch with decorative pillows is placed in the foreground.
Apartment in The Blue Mountains
4.89 out of 5 average rating, 113 reviews

Studio Condo @ North Creek|Pool/Hot Tub/Crave TV

Come and relax by the mountain and enjoy our renovated open concept living space. Our clean & comfortable studio condo has everything you need for a memorable getaway. We want you to have a fantastic time and have stocked our condo with all the things we expect when we travel. You'll find all the extras that make a place special: 40 inch flat screen T.V., fresh linens, well stocked kitchen, newer furnishings & decor, napoleon fireplace, deep jetted tub & free WiFi, NETFLIX and cable.

Top guest favourite
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.
Cottage in Grey Highlands
4.95 out of 5 average rating, 156 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.

Guest favourite
A spacious living area features a comfortable tan sofa and modern black dining chairs surrounding a circular table. A gas fireplace and television are positioned against a light stone wall, while large windows allow natural light to fill the room. Decorative elements include a floor plant and a wine display.
Townhouse in Shanty Bay
4.84 out of 5 average rating, 126 reviews

Ravine Backyard, King Bed, Pool, Fun and Sun

Forget your worries in this spacious and serene space at Highland! A designer suite perfect for couples, equipped with a King Sized Bed, and a Jacuzzi for romantics. Fix your own meals in the kitchen with Microwave and Electric Stove. Access your favorite Streaming-TV accounts like Netflix, Prime, and Disney+ Take your sweetie to Vetta Spa, and lots of activities in the area; literally the Best Retreat in Oro-Medonte. Book with Us Today! Please note there is no dishwasher.

Top guest favourite
A tranquil scene is depicted, showcasing a small cabin surrounded by vibrant autumn foliage. Lush grass and wetland plants frame the calm waters, reflecting the colorful trees in the background, creating a serene natural environment.
Farm stay in Kawartha Lakes
4.85 out of 5 average rating, 121 reviews

GcLittle Tourist Cabin on the Marsh

Nature enthusiasts welcome. We offer a large campsite complete with dock on a private nature reserve. Stay in a converted/restored century tourist cabin/hunt camp on the edge of Provincially Significant Wetlands & Woodlands and overlook 5 pristine acres of wetlands off the Pigeon River in the heart of the Kawarthas. All this is set on a 55 acre organic farm. We have a 10 kw solar panel, native plant nursery as well as heritage breed cattle, turkeys and chickens.

Top guest favourite
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.
Flat in The Blue Mountains
4.96 out of 5 average rating, 385 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 *Year Round Hot Tub *Pool (Scheduled to open Fri May 15 2026- Tues Oct 13 2026) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Superhost
Apartment in The Blue Mountains
4.87 out of 5 average rating, 307 reviews

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

STA Licence - LCSTR20240000021 Welcome to our Stylish and Spacious 2 bedroom, 2 bathroom, 2 balcony & 2 level condo loft. Located at the foot of the north hills at Blue Mountain with ski-to-slope access and stunning views of the hills and just a short walk away to Blue Mountain Village. It will comfortably sleep 4, with room for 6 with 1 sofa bed. Linens, towels and toiletries are available as well as unlimited wifi. Complimentary parking is available.

Guest favourite
The exterior of a multi-level condo building is highlighted, featuring a central chimney and triangular rooflines. Wooden balconies provide outdoor space on both levels, with a sign indicating unit number 7 prominently displayed. Clear blue skies add to the inviting atmosphere.
Townhouse in The Blue Mountains
4.86 out of 5 average rating, 217 reviews

Private condo getaway at base of Blue Mountain

Open loft condo at the base of The Blue Mountains, wifi, air conditioning, parking, self check-in, ski-in/out at north chairlift. Sleeps 4 - 5, with 2 full bathrooms, full kitchen with granite counter tops, fireplace, free parking. Seasonal Outdoor pool and year round shared hot tub. 2 min to beaches and village. Surrounded by nature trails. Walk to ski lift. Fun family or getaway retreat with year round activities. Rental License #LCSTR202200000099

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