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

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Top-rated ski-in/out rentals in Simcoe County

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

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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
4.97 out of 5 average rating, 201 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 cozy sleeping area is highlighted by a black wooden bed frame with a crisp white bedding set. Decorative pillows are arranged on the bed, while a framed image of a bear adorns the wall. Soft bedside lighting is provided by sconces, complementing the mirror opposite.
Flat in The Blue Mountains
4.91 out of 5 average rating, 174 reviews

Blue Mountain Studio Retreat

Our cozy studio is located at the base of Blue Mountain at the North chair lift, with ski in / ski out access. Perfect for 2 or a couple with small children, this newly renovated Studio has 1 bedroom, 1 bathroom and sofa bed; fully stocked kitchen, electric fireplace and flat screen T.V. Only 1 km from the Village with many restaurants, shopping and activities. Enjoy a short trip to the Scandinavia Spa or many close by beaches. Blue Mountain is a great place for the whole family to enjoy.

Guest favourite
An exterior view of a row of chalet-style condominiums is presented, showcased under a blanket of snow. Large windows reflect the surrounding winter landscape, while the ocean can be seen in the background. The scene conveys a tranquil, snowy atmosphere.
Chalet in The Blue Mountains
4.91 out of 5 average rating, 439 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

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.
Apartment in The Blue Mountains
4.93 out of 5 average rating, 318 reviews

Cozy Studio Mountainside stay in Blue Mountains

Enjoy Winter now 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.

Superhost
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, 116 reviews

Ravine Backyard, King Bed, Jacuzzi, Pool, Hot Tub

Forget your worries in this spacious and serene space at Highland Estates. A designer suite perfect for couples, equipped with a King Sized Bed, and a Jacuzzi for romantics. Prepare your own meals in the kitchen with Microwave and Electric Stove. Access your favorite Streaming-TV accounts like Netflix, Prime, and Disney+ Close to Vetta Spa and major Ski Hills; literally the Best Retreat in Oro-Medonte. Book with Us Today! Please note the dishwasher is out of order.

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, 109 reviews

The Bunkie- A Cozy Modern Escape

Our cozy, modern Bunkie is nestled in a secluded forest setting with access to local trails and attractions. Whether you are seeking relaxation, adventure or exploration - this beautiful, four season destination will not disappoint. The bunkie has ski in ski out/ ride in ride out access to the Trails at Hardwood Ski and Bike for those who are interested. Trail passes are required, and available at a discount when staying at the bunkie. Contact us for more info.

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, 345 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)

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.
Flat in The Blue Mountains
4.98 out of 5 average rating, 138 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)!

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, 223 reviews

Serene mountainside home with View/Shuttle Bus

Welcome to this peaceful haven within the mountains. We have decorated our spacious and cozy home with comfortable beds, ample living amenities, and high-quality furniture to welcome you, your family and friends. Enjoy the carefully curated art pieces collected from around the world and look upon a stunning view of the snow-capped mountains from the master bedroom. Heated outdoor pool is seasonal! Walkable to the Village. Free Shuttle Bus

Top guest favourite
Apartment in Collingwood
4.94 out of 5 average rating, 766 reviews

Modern & Chic Sanctuary Suite in Collingwood

Unit located by Living Stone Golf Resort, minutes away from downtown Collingwood, and 10 mins from Blue Mountain/Scandinave Spa. Our renovated condo offers modern-chic elegance. Enjoy 625 sq ft of privacy with two bedrooms and one bathroom with tub and shower. There is also a sofa, electric fireplace, Netflix and basic cable, WIFI, en-suite washer-dryer. Outdoor terrace with garden views.

Guest favourite
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, 247 reviews

Mountainside Escape | Ski-In-Out, Shuttle, Hot Tub

Mountainside Escape is located in North Creek Resort at the North Base of Blue Mountain just steps from the ski hills and hiking trails, and minutes from Blue Mountain Village. Enjoy resort perks including a free shuttle, year-round hot tub, tennis courts, BBQs, and picnic areas. The outdoor pool is open for the spring and summer months.

Superhost
A cozy living area features a comfortable sofa with decorative cushions, a coffee table, and a flat-screen TV positioned on a console. A sliding glass door allows natural light to fill the space, while two framed artworks provide a subtle decorative touch.
Loft in The Blue Mountains
4.81 out of 5 average rating, 231 reviews

Tranquility Oasis Ski-In Out, Hot Tub, Shuttle

Tranquility Oasis is located in North Creek Resort at the North Base of Blue Mountain just steps from the ski hills and hiking trails, and minutes from Blue Mountain Village. Enjoy resort perks including a free shuttle, year-round hot tub, tennis courts, BBQs, and picnic areas. The outdoor pool is open for the spring and summer months.

Popular amenities for Simcoe County ski-in/out rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Ski-in/out house rentals

Superhost
A spacious outdoor deck provides a comfortable lounge area, featuring a sectional sofa, colorful accent chairs, and a dining table. A large yellow umbrella offers shade, while views of the private dock and calm waters create a serene setting for relaxation.
Home in Innisfil
4.74 out of 5 average rating, 72 reviews

Luxurious Lake front Island Townhome, Innisfil, ON

Guest favourite
Home in The Blue Mountains
4.89 out of 5 average rating, 260 reviews

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

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, 186 reviews

4 Bedroom Fully Private Townhouse in Barrie

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, 12 reviews

Luxurious and Beautiful, Barrie

Guest favourite
The exterior of the town-home is showcased, featuring a combination of stone and blue siding. Neatly manicured lawns surround the property, and several large windows allow natural light to illuminate the interior. A small tree is planted in the foreground, adding a touch of greenery.
Home in The Blue Mountains
4.84 out of 5 average rating, 115 reviews

Blue Mountain Village Townhome 4 Bedroom w Shuttle

Guest favourite
Home in The Blue Mountains
5 out of 5 average rating, 19 reviews

Canyon Connection Chalet - Pool Table + Hill View!

Guest favourite
Home in Collingwood
4.95 out of 5 average rating, 134 reviews

Driftwood on 6th Heritage Downtown Collingwood

Guest favourite
Home in Orillia
4.95 out of 5 average rating, 19 reviews

Entire Detached Home - Beautiful and Super-clean

Family-friendly, ski-in/out home rentals

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.
Flat in The Blue Mountains
4.64 out of 5 average rating, 506 reviews

Hidden Gem Escape at Blue Mtn @Great Rates@

Superhost
The open-concept living area features a comfortable seating arrangement with large windows allowing natural light. A modern fireplace is positioned below a wall-mounted TV. A kitchen island with bar stools provides additional seating, complemented by a mix of dark and light flooring.
Apartment in The Blue Mountains
4.6 out of 5 average rating, 165 reviews

Blue Mountain (1 Bdrm) Escape @ North Creek Resort

Top guest favourite
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.
Apartment in Oro-Medonte
5 out of 5 average rating, 16 reviews

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

Top guest favourite
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.
Apartment in Innisfil
4.94 out of 5 average rating, 90 reviews

Luxury Getaway @ Friday Harbour Condo at Marina

Guest favourite
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
4.86 out of 5 average rating, 64 reviews

Farmhouse next to Bike, Hike, Ski Forest Trails

Guest favourite
A row of charming units features gabled roofs and inviting porches, framed by colorful trees and well-maintained landscaping. The path leads towards the units, which are complemented by lush lawns and seasonal foliage.
Flat in Shanty Bay
4.83 out of 5 average rating, 70 reviews

Gym+Pool+PetFriendly+KingBeds

Guest favourite
Place to stay in Cold wate
4.85 out of 5 average rating, 26 reviews

Amazing Cottage in Horseshoe Valley

Top guest favourite
Apartment in The Blue Mountains
4.98 out of 5 average rating, 42 reviews

Open Loft Condo at Blue Mountain

Ski-in/out apartment rentals

Superhost
A cozy sleeping area features a spacious bed with a patterned blanket and two bedside lamps mounted on a black headboard. Artwork is displayed on the gray walls, and a nightstand is positioned beside the bed, complementing the warm wood flooring.
Apartment in The Blue Mountains
4.77 out of 5 average rating, 330 reviews

Blueview Suite (Studio Condo) Blue Mountain

Guest favourite
Apartment in Innisfil
4.9 out of 5 average rating, 93 reviews

Family-friendly luxury getaway at Friday Harbour

Guest favourite
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.
Apartment in The Blue Mountains
4.81 out of 5 average rating, 210 reviews

Blue Mountain Escape, WIFI, Base of North lift

Guest favourite
A bright living area features a plush beige sofa, a stylish green accent chair, and a dark coffee table atop a soft area rug. Natural light streams through the multi-paned windows, with cozy curtains partially drawn, while a stone fireplace adds a touch of warmth.
Apartment in The Blue Mountains
4.92 out of 5 average rating, 300 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.
Apartment in The Blue Mountains
4.54 out of 5 average rating, 453 reviews

Beautiful Studio Condo in Blue Mountains Sleeps 4

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.
Apartment in The Blue Mountains
4.79 out of 5 average rating, 208 reviews

Slopeside Sanctuary - Ski In/Ski Out

Top guest favourite
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.
Apartment in Blue Mountains
4.93 out of 5 average rating, 388 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

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.
Apartment in The Blue Mountains
4.84 out of 5 average rating, 446 reviews

Mountain Side One Bedroom

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