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

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

Guests agree: These ski-in/ski-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.
Apartment in The Blue Mountains
4.98 out of 5 average rating, 200 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)

Top Guest favourite
Home in Collingwood
4.95 out of 5 average rating, 134 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, 3 queen beds. 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 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.
Apartment 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
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, 476 reviews

Base of Blue Mountain, Modern Studio

Discover the perfect mountain escape in our updated ski-in/ski-out studio, located beside the North Chair Lift. Ideal for couples or small families, it offers a custom kitchen, cozy fireplace, modern finishes, and warm chalet charm. Only 1 km to Blue Mountain Village, Scandinavian Spa, beaches, trails, and great dining, this stylish retreat delivers comfort, convenience, and unbeatable year-round adventure right at your door. Relax, recharge, and enjoy every moment in this inviting hideaway.

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.
Condo 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
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, 437 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.

Superhost
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
4.85 out of 5 average rating, 107 reviews

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

Enjoy a stylish experience in this spacious and serene space at Highland Estates Resort. You get a completely equipped designer suite that is perfect for couples sneaking away, or families looking for the perfect vacation. Enjoy a peaceful night in your private Jacuzzi then snuggle up in a King Bed. The next day, prepare your own meal in the fully equipped kitchen with Microwave and Electric Stove. Access Netflix, Prime, Disney+. Our Pool is Open! Book Us Today

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.
Apartment 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)

Superhost
A modern kitchen area is showcased featuring sleek white cabinetry and stainless steel appliances. A stone countertop provides space for meal preparation, complemented by four red stools. A bowl of green apples adds a fresh touch to the dining area, enhancing the inviting ambiance.
Condo in The Blue Mountains
4.89 out of 5 average rating, 565 reviews

Blue Mountain Studio with Summer Pool

Ground floor unit, ideal for couples. Ski in-ski out. Blue Mountain village nearby. Complex with tennis courts & outdoor seasonal pool. Modern & chic unit - renovated in 2019. New appliances, barn-wood wall accent, bathroom vanity, furniture. Under 500sq ft with kitchen, Netflix, WIFI, Queen bed, sofa pull out, en-suite bath & jet tub. Your very own sanctuary space. North Creek Rentals HOA.

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
4.89 out of 5 average rating, 246 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.

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

KitchenWi-FiPoolFree parking on premisesAir conditioning

Ski-in/ski-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, 259 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
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, 221 reviews

Serene mountainside home with View/Shuttle Bus

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, 114 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!

Superhost
An open living area features a high wooden ceiling with large angled windows allowing natural light to fill the space. A stone fireplace serves as a focal point, complemented by a dark leather sectional sofa and a coffee table. A plush armchair adds extra seating.
Home in Collingwood
4.77 out of 5 average rating, 13 reviews

Charming Chalet in Collingwood

Family-friendly, ski-in/ski-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.
Apartment in The Blue Mountains
4.64 out of 5 average rating, 505 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.
Condo 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.
Condo 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.
Condo 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

Superhost
The kitchen features sleek stainless steel appliances, including a refrigerator, oven, and microwave. A modern backsplash complements the granite countertops. A small dining area with four wooden stools is positioned beside the kitchen island, providing a functional and inviting space.
Condo in The Blue Mountains
4.5 out of 5 average rating, 755 reviews

Mountain Side Studio in Blue Mountains Sleeps 4

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.
Apartment in Shanty Bay
4.83 out of 5 average rating, 69 reviews

Gym+Pool+PetFriendly+KingBeds

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.
Condo in Blue Mountains
4.93 out of 5 average rating, 388 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

Ski-in/ski-out condo 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.
Condo in The Blue Mountains
4.77 out of 5 average rating, 330 reviews

Blueview Suite (Studio Condo) Blue Mountain

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

Family-friendly luxury getaway at Friday Harbour

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.
Condo in The Blue Mountains
4.92 out of 5 average rating, 299 reviews

Mountainside Studio Bliss: Walk to Slopes, Hot Tub

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.
Condo in The Blue Mountains
4.81 out of 5 average rating, 210 reviews

Blue Mountain Escape, WIFI, Base of North lift

Guest favourite
Condo in The Blue Mountains
4.89 out of 5 average rating, 493 reviews

Explore a Winter Wonderland at Blue Mountain

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, 250 reviews

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

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
4.73 out of 5 average rating, 267 reviews

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

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
4.84 out of 5 average rating, 444 reviews

Mountain Side One Bedroom

Destinations to explore

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  3. Ontario
  4. Simcoe County
  5. Ski-in/ski-out rentals