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Ski-in/Ski-out vacation rentals in Simcoe County

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

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Simcoe County ski-in/ski-out rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Ski-in/ski-out house rentals

Superhost
A circular outdoor heated pool is surrounded by a wooden deck, offering sunshine and shade from nearby trees. The clear blue water reflects the greenery, creating a serene atmosphere for relaxation.
Home in The Blue Mountains
4.78 out of 5 average rating, 64 reviews

Heated Pool Chalet Near BM Village – Pet Friendly!

Guest favorite
A bright and spacious living area features a comfortable white sofa paired with dark blue accent chairs. A stylish dining table is set for meals, while a gas fireplace and mounted television create a cozy atmosphere. Natural light fills the room through large windows.
Home in Shanty Bay
4.92 out of 5 average rating, 83 reviews

King Bed, Pool, Gym, Ravine View, Your Getaway!

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

Guest favorite
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!

Superhost
A comfortable living room features a light-colored sectional sofa with a decorative pillow. Natural light filters through the window, which is covered with sleek shades. French doors are visible, leading to another space, and a framed artwork is positioned on the floor.
Home in Wasaga Beach

Peaceful house at the Beach

Superhost
A spacious living area features soft, cream-colored sofas arranged around a dark wooden coffee table with decorative items. Natural light floods the room through large windows, and a staircase leads to an upper level. A modern kitchen is visible in the background.
Home in Wasaga Beach
4.63 out of 5 average rating, 8 reviews

Your home away from home

A charming pathway leads to the home's entrance, flanked by well-maintained greenery. Paving stones create a gentle incline, while shrubs and plants provide a natural border. The front door is framed by large windows, offering a welcoming entryway into the residence.
Home in Orillia
4.88 out of 5 average rating, 8 reviews

Entire House - Orillia

Superhost
Home in Collingwood
5 out of 5 average rating, 7 reviews

Blue Mountain Mansion House

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

Guest favorite
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

Guest favorite
The exterior of a three-story building exhibits a yellow facade with white accents and balconies. A central staircase leads to the entrance, flanked by well-maintained shrubs and grass. The pathway is paved, creating a welcoming approach to the property.
Apartment in oro- medonte
4.89 out of 5 average rating, 75 reviews

Oro-medonte/in/out pool/ski-2

Guest favorite
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

Guest favorite
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

Superhost
The living area features a comfortable sofa and chairs arranged around a low coffee table. A stone fireplace provides a cozy focal point, while a mounted television above displays the 'Stellar Stays Inc.' logo. The open-concept kitchen and dining area are visible in the background.
Apartment in Shanty Bay
4.82 out of 5 average rating, 79 reviews

Pet Friendly, 2 King Beds, Gym, Pool

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, 422 reviews

Mountain Side One Bedroom

Ski-in/ski-out condo rentals

Guest favorite
Condo in The Blue Mountains
4.81 out of 5 average rating, 204 reviews

Mountainside Escape at Blue - Outdoor Pool

Guest favorite
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

Guest favorite
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, 269 reviews

Mountainside Studio Bliss: Walk to Slopes, Hot Tub

Superhost
A stylish bedroom features a dark wooden bed frame with a soft, neutral-toned comforter. Nightstands with lamps are positioned on either side, illuminating the space. A decorative mirror hangs above a dresser, and patterned wallpaper adds subtle texture to the room.
Condo in The Blue Mountains
4.53 out of 5 average rating, 442 reviews

Beautiful Studio Condo in Blue Mountains Sleeps 4

Superhost
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

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!

Guest favorite
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

Superhost
A modern living area features a flat-screen television positioned on a stone entertainment unit. A decorative gas fireplace with a stone surround adds warmth. Large windows offer natural light, while potted plants enhance the space's tranquility.
Condo in Shanty Bay
4.8 out of 5 average rating, 5 reviews

Lux 1BD Apartment in Horseshoe Valley

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Ski-in/ski-out rentals