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Ski-in/Ski-out holiday 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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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
4.85 out of 5 average rating, 130 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.
Apartment in The Blue Mountains
4.98 out of 5 average rating, 190 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 (closed for the winter season- to reopen Spring '26) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

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
4.98 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 favourite
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, 427 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

Superhost
Home in The Blue Mountains
4.89 out of 5 average rating, 253 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 favourite
A spacious bedroom is showcased with a large bed dressed in neutral linens and accented by decorative pillows. Natural light enters through a window, illuminating the room's soft gray walls. A contemporary art piece adorns one wall, while a doorway leads to a bathroom.
Townhouse in The Blue Mountains
4.9 out of 5 average rating, 126 reviews

Upgraded 3-Bed Chalet in Blue Mtn Village

Licensed with Town of Blue Mountain # LCSTR20220000176 Exquisite and modern three bedroom chalet at Mountain Walk. Right at Blue Mountain Village, ALL LINENS AND TOWELS INCLUDED. Ski hills and golf course. Accommodate up to 7 people and features beautiful kitchen, two and half baths and wood fireplace. Beautifully decorated with tons of upgrades and perfect location this condo offers best of both worlds. kitchen fully equipped! Perfect vacation getaway with all amenities of modern living.

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.
Chalet in Grey Highlands
4.95 out of 5 average rating, 150 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 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, 431 reviews

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

Welcome to our beautiful studio at the foot of Blue Mountain ski hills. Fully renovated from top to bottom in 2021 and ready for visitors! 'Cascade Cabin' is a modern studio which sleeps 3 and features a King bed with a queen sofa bed in the living area. Unit features a fully equipped kitchen with seating for 3, full bathroom with shower & new soaker tub. The condo is located within minutes from Blue Mountain Village and within walking distance to the north ski lift.

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
4.84 out of 5 average rating, 116 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.
Apartment in The Blue Mountains
4.96 out of 5 average rating, 333 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 (closed for the winter season- to reopen Spring '26) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Top Guest favourite
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, 118 reviews

Alpine Bliss: King Bed/Pool/HotTub/Shuttle

Newly renovated studio unit at the mountainside North Creek Resort featuring: * King Bed * SMART TV, High-Speed Rogers Ignite WIFI and TV * Double Pull Out Sofa * Remodeled Washroom *Equipped Kitchen with Keurig * Modern, Stylish Decor *Shuttle Service *Year Round Hot Tub *Pool (closed for the winter season- to reopen Spring '26) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)!

Superhost
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.
Home in Barrie
4.93 out of 5 average rating, 185 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.

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

KitchenWi-FiPoolFree parking on premisesAir conditioning

Ski-in/ski-out house rentals

Guest favourite
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, 80 reviews

Entire Brand new 3 bedroom house

Guest favourite
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
4.54 out of 5 average rating, 52 reviews

Beautiful House by Lake Simcoe

Guest favourite
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
4.94 out of 5 average rating, 218 reviews

Serene mountainside home with View/Shuttle Bus

Guest favourite
Home in The Blue Mountains
5 out of 5 average rating, 17 reviews

Canyon Connection Chalet - Pool Table + Hill View!

Guest favourite
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

Top Guest favourite
Home in Collingwood
4.95 out of 5 average rating, 129 reviews

Driftwood on 6th Heritage Downtown Collingwood

Superhost
A spacious living area features high vaulted ceilings and a stone-accented fireplace. Large windows allow natural light to brighten the space, highlighting plush furnishings arranged for relaxation. A television is mounted above the fireplace, complementing the warm, inviting decor.
Home in The Blue Mountains
4.66 out of 5 average rating, 41 reviews

Ski/Golf 3 Bedroom Chalet Condo/Mountain Views

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, 846 reviews

Blue Mountain / Collingwood Hill Side Condo

Superhost
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
4.79 out of 5 average rating, 115 reviews

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

Superhost
A cozy living area features a comfortable sofa facing a mounted flat-screen TV, complemented by a fireplace beneath. Large windows with sheer curtains provide natural light and an outdoor view. A small dining table is visible on the patio, enhancing the space.
Apartment in The Blue Mountains
4.64 out of 5 average rating, 501 reviews

Hidden Gem Escape at Blue Mtn @Great Rates@

Guest favourite
The open concept living area features a spacious sofa with blue accent pillows, a flat-screen TV mounted above a modern fireplace, and large windows providing natural light. A dining area with bar stools is visible, complemented by a rustic wooden table.
Condo in The Blue Mountains
4.82 out of 5 average rating, 209 reviews

Blue Escape | Ski-In-Out, Hot Tub & Shuttle

Top Guest favourite
A tranquil scene depicts a resort with colorful buildings lining the water's edge. The lodge features multiple levels, with balconies overlooking the lake. Natural stone surrounds the waterfront, complemented by well-maintained landscaping and a partly cloudy sky.
Place to stay in The Blue Mountains
5 out of 5 average rating, 60 reviews

Lodge Suite Blue Mountain

Guest favourite
A bright and airy living area features a comfortable sofa and an armchair positioned near a large flat-screen television. Natural light floods the space through multiple windows, leading to a private deck with mountain views.
Loft in The Blue Mountains
4.87 out of 5 average rating, 99 reviews

Ski In/Ski Out & Hot Tub 2 Bedroom, 2 floor home

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, 673 reviews

Spacious Resort Studio in Collingwood!

Top Guest favourite
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, 106 reviews

The Bunkie- A Cozy Modern Escape

Ski-in/ski-out condo rentals

Top Guest favourite
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
4.9 out of 5 average rating, 145 reviews

Blue Mountain Getaway at North Creek Resort

Guest favourite
A modern dining area features a large wooden table surrounded by six upholstered chairs. Above, a geometric light fixture provides illumination, while artwork hangs on the wall, complementing the warm tones of the cabinetry visible in the kitchen.
Condo in The Blue Mountains
4.88 out of 5 average rating, 187 reviews

Close to Village, 2 Bedrooms , Rivergrass

Top Guest favourite
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, 311 reviews

Cozy Studio Mountainside stay in Blue Mountains

Top Guest favourite
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, 249 reviews

Hillside Hideaway: Ski-In/Ski-Out, Walk to Village

Guest favourite
Condo in The Blue Mountains
4.87 out of 5 average rating, 280 reviews

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

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, 472 reviews

Base of Blue Mountain, Modern Studio

Guest favourite
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
4.91 out of 5 average rating, 107 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, 245 reviews

Mountainside Retreat - Ski in/out - Endless Coffee

Destinations to explore