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

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

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

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Superhost
A modern kitchen area features blue cabinetry with open shelves displaying neatly arranged dishes. A central island with seating for two is complemented by sleek bar stools. Stainless steel appliances are integrated into the kitchen layout, providing a functional and inviting cooking space.
Condo in The Blue Mountains
4.87 out of 5 average rating, 465 reviews

Base of Blue Mountain, Modern Studio

This updated studio ski chalet is absolutely perfect for two, or a couple with small children! Our studio is newly renovated with a custom kitchen and fireplace. Located right at the base of the ski hill, our clean, cozy chalet is a lovely fully furnished 1 bedroom, 1 bath. Blue Mountain Village only 1Km away, as well as the Scandinavia Spa , Northwinds Beach and restaurants. Our chalet is ski in ski out and located right at the North Chair. Come and enjoy all that Blue Mountain has to offer!

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, 114 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 favorite
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, 556 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
4.94 out of 5 average rating, 126 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.

Guest favorite
A modern living area features a cozy brown leather sofa complemented by black accent pillows. A large flat-screen TV is mounted above a fireplace, and a wooden coffee table displays a decorative tray. Natural light streams through sliding glass doors leading to a patio area.
Condo in The Blue Mountains
4.87 out of 5 average rating, 261 reviews

Northern Peaks - Shuttle to the Village, Pool

Northern Peaks is an updated loft located in North Creek Resort at the North Base of Blue Mountain. Ideal location for those seeking easy access to the ski hills and hiking trails but still within minutes to Blue Mountain Village. North Creek resort offers a free shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, two hot tubs year round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

Superhost
Home in The Blue Mountains
4.88 out of 5 average rating, 246 reviews

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

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 Outdoor Heated Pool (Seasonal June-September) in 1 minute.

Guest favorite
A cozy family room features a spacious gray sectional sofa and a wooden coffee table. Light-colored walls and a patterned rug create a welcoming atmosphere. In the background, a kitchen area is visible, equipped with modern appliances and seating for two.
Condo in The Blue Mountains
4.93 out of 5 average rating, 310 reviews

Cozy Studio Mountainside stay in Blue Mountains

Enjoy Fall or Winter in the Blue Mountains. Book your getaway now. This cozy STUDIO ground floor condo is perfect for a couple/small family (Max 4). The unit includes: a comfy queen bed and a pop up sofa bed, bathroom with jacuzzi tub, electric fireplace and full kitchen with everything you need. Free parking. Hot tub is open daily. Access to the North side of Blue from our condo. Blue Mountain Village is only a 5 minute drive away (20 min walk) with great local restaurants and shops.

Top guest favorite
An open concept living and dining area features a comfortable grey sectional sofa and two circular coffee tables on a textured area rug. The kitchen bar is equipped with four high-backed chairs. Large windows allow natural light to illuminate the space, with views of lush greenery outside.
Townhouse in The Blue Mountains
4.94 out of 5 average rating, 531 reviews

3BR Sierra Scandi Chic - Closest to Village

Treat yourself to a getaway at our uncluttered, spacious, and fully-equipped 3 bedroom end-unit stacked townhouse at 110 Fairway Court. Just a 5 minute walk from the village and facing the Monterra golf course 1st hole, you’ll enjoy beautiful views of the mountain and easy access to village activities. With over 1,600 square feet of living space and all the comforts of home, our place has everything you need for a relaxing stay. Taxes include 13% HST and 4% municipal accommodation tax

Guest favorite
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, 147 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.

Superhost
The living area features a comfortable gray sofa with decorative pillows and a light gray accent chair. A wooden coffee table holds small decor items, while natural light enters through multiple window panes with white blinds. A soft area rug adds warmth to the space.
Loft in The Blue Mountains
4.88 out of 5 average rating, 237 reviews

Mountainside Escape - Shuttle, Pool & Hot Tub

Mountainside Escape is located in the North Creek Resort at the North Base of Blue Mountain. Ideal location for those seeking easy access to the ski hills and hiking trails but still within minutes to Blue Mountain Village. North Creek resort offers shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, hot tub year round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

Guest favorite
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, 115 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 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, 168 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 *Pool *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

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

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Ski-in/ski-out house rentals

Top guest favorite
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
4.96 out of 5 average rating, 26 reviews

Lower level 2 bdrm large apt

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.
Home in Whitby
4.95 out of 5 average rating, 74 reviews

Entire Brand new 3 bedroom house

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.
Home in Barrie
5 out of 5 average rating, 11 reviews

Luxurious and Beautiful, Barrie

Superhost
Home in Innisfil
4.58 out of 5 average rating, 50 reviews

Beautiful House by Lake Simcoe

Superhost
A master bedroom features a spacious bed adorned with a blue and white comforter. Light wooden flooring is complemented by a decorative nightstand and a stylish chandelier. Large windows allow natural light to fill the room, offering views of the greenery outside.
Home in The Blue Mountains
4.93 out of 5 average rating, 214 reviews

Serene mountainside home with View/Shuttle Bus

Superhost
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

Guest favorite
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
4.92 out of 5 average rating, 25 reviews

Cozy 3-Bdrm Lodge beside Dagmar & Lakeridge Resort

Guest favorite
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, 9 reviews

Entire home in Oakville, Canada

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

A spacious sleeping area features a dark wood bed frame with a light-colored duvet and decorative pillows. Two bedside lamps provide soft lighting. A large wardrobe with sliding doors is visible in the background, and the warm wooden flooring complements the neutral color palette.
Chalet in The Blue Mountains
4.83 out of 5 average rating, 824 reviews

Blue Mountain / Collingwood Hill Side Condo

Guest favorite
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, 225 reviews

2 Cozy bedrooms in a spacious basement

Guest favorite
A well-appointed bedroom features a spacious bed with soft grey bedding and decorative pillows. A light fixture hangs above, and a mirrored wardrobe reflects the room's design. A stylish nightstand sits beside the bed, complementing the modern decor.
Apartment in Innisfil
5 out of 5 average rating, 7 reviews

Family-friendly 1 bedroom Apt

A sandy beach area features several wooden picnic tables shaded by blue umbrellas, overlooking a calm body of water. In the background, a modern building with a blue roof houses outdoor seating along the waterfront, surrounded by a vibrant landscape.
Condo in Innisfil
4.77 out of 5 average rating, 31 reviews

Luxury 2 BR Condo at FH All Season Resort

A spacious studio offers two queen beds, each topped with dark blue quilts. Soft lighting is provided by wall sconces above the beds. A framed landscape photograph hangs above the beds, and the room features neutral walls and wood flooring.
Apartment in Collingwood
4.8 out of 5 average rating, 672 reviews

Spacious Resort Studio in Collingwood!

A bright living area features a comfortable sofa adorned with red accent pillows and a cozy armchair beside a large window. A television is mounted above a stone fireplace, while sheer curtains allow natural light to fill the space. An area rug is laid over the wooden flooring.
Condo in The Blue Mountains
4.75 out of 5 average rating, 260 reviews

Ski-in/Ski-out Cozy studio at North Creek Resort

Superhost
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
4.74 out of 5 average rating, 42 reviews

Niagara Falls 4BR 7 Beds Walk to Falls + FirePit

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
4.69 out of 5 average rating, 94 reviews

Burlington Low Level apart. separat. entr.

Ski-in/ski-out condo rentals

Top guest favorite
The inviting living area features a large, comfortable couch and an armchair, with a coffee table centrally located. A fireplace adds warmth, and a wall-mounted TV is positioned above it. The open layout connects to a modern kitchen equipped with dining space for four.
Condo in The Blue Mountains
4.89 out of 5 average rating, 141 reviews

Blue Mountain Getaway at North Creek Resort

Guest favorite
A modern living area is highlighted by a sleek gas fireplace, surrounded by a light-colored sectional sofa. A low-set coffee table sits in the center, complemented by hardwood flooring that enhances the spacious layout. A flatscreen TV is mounted on the wall across from the seating.
Condo in The Blue Mountains
4.91 out of 5 average rating, 245 reviews

Hillside Hideaway - Walk to the Village & Patio!

Guest favorite
An open living area features a large, comfortable sectional sofa and an ottoman, complemented by a decorative throw. Natural light filters in through windows, illuminating a cozy sleeping corner with a neatly made bed. A calming blue and white area rug adds warmth to the space.
Condo in The Blue Mountains
4.9 out of 5 average rating, 105 reviews

The Parker Slopeside: Hot Tub + Mountain Views

Superhost
A modern living area features a cozy futon with decorative cushions, complemented by a wooden coffee table. Sunlight filters through the window with white blinds, illuminating the space. A dining table for four is visible, and a doorway leads to the separate bedroom.
Condo in The Blue Mountains
4.8 out of 5 average rating, 236 reviews

Mountainside Retreat - Ski in/out - Endless Coffee

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, 367 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

Superhost
The studio features a spacious living area with a comfortable sofa and a modern armchair. A king bed adorned with blue and yellow linens is positioned in the background. Natural light filters through the window treatments, enhancing the serene ambiance.
Condo in The Blue Mountains
4.83 out of 5 average rating, 422 reviews

Ski in/out @ North Creek W King bed! New Hot Tub

Superhost
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, 429 reviews

Mountain Side One Bedroom

Guest favorite
The studio features a spacious bed adorned with white linens, flanked by two wall-mounted lights casting a serene glow. A mountain-themed mural in shades of teal and blue creates a calming backdrop, while a small table and a white dresser provide functional accents.
Condo in The Blue Mountains
4.84 out of 5 average rating, 657 reviews

Creekside Smart Studio at Blue Mountain

Destinations to explore