Ski-in/out vacation rentals in Grey Highlands

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.

4.87 out of 5 average rating, 466 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!

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.

4.9 out of 5 average rating, 163 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.

4.88 out of 5 average rating, 250 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.

Townhouse in Blue Mountain Resort Area

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.

4.94 out of 5 average rating, 535 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

4.95 out of 5 average rating, 150 reviews

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

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.

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.

4.99 out of 5 average rating, 179 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)

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.

4.93 out of 5 average rating, 215 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

A comfortable sofa with plush cushions is positioned in front of a small black table. Nearby, a spacious bed is visible, framed by soft lighting and a bedside lamp. Neutral-colored throw pillows add subtle color to the seating area.

4.83 out of 5 average rating, 318 reviews

Blue Mountain Condo. The perfect staycation!

STA Licence - LCSTR20240000068 Our condo at North Creek Resort offers amazing slope views and ski-in/ski-out access just steps away from our front door! Located in Blue Mountain, Collingwood region at the foot of the north hills less than a five-minute drive from the Blue Mountain Village and next door to the Toronto Ski Club. Great trails, beaches, and amenities. Linens, towels, and unlimited wifi are included.

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.

4.96 out of 5 average rating, 322 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 *2 Year Round Hot Tubs *Pool *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

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.

5 out of 5 average rating, 103 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 *2 Year Round Hot Tubs *Pool *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)!

4.94 out of 5 average rating, 730 reviews

An outdoor terrace is presented with two circular tables and matching chairs, offering views of surrounding greenery. The wooden deck features a light color and is flanked by white railings, allowing for an inviting space to enjoy fresh air.

Condo in Collingwood

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.

Loft in Blue Mountain Resort Area

4.83 out of 5 average rating, 357 reviews

Slopeside Terminal - Ski In/Out, Shuttle, Pool

Celebrate the holidays in comfort at our cozy Blue Mountain condo. Decorated for the holidays with a tree, and warm seasonal touches, it’s a relaxing place to enjoy the holiday season. After a day on the slopes or exploring nearby trails, come back to unwind and watch a holiday movie with a warm drink. Holiday decorations will be up from December 1st, 2025 - January 4th, 2026.

Popular amenities for Grey Highlands ski-in/out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/out house rentals

4.78 out of 5 average rating, 65 reviews

Chalet Near BM Village – Pet Friendly!

4.86 out of 5 average rating, 95 reviews

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

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

4.93 out of 5 average rating, 184 reviews

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 Bedroom Fully Private Townhouse in Barrie

5 out of 5 average rating, 16 reviews

Canyon Connection Chalet - Pool Table + Hill View!

4.97 out of 5 average rating, 138 reviews

An open and airy space features a large harvest table with pink legs, complemented by wooden chairs. A cozy bench is positioned alongside the table. A staircase leads to a loft area, while art supplies and decor are visible throughout the room.

Home in Desboro

Forest Loft - Forest, Sauna, Ponds & Stargazing

4.95 out of 5 average rating, 128 reviews

Home in Collingwood

Driftwood on 6th Heritage Downtown Collingwood

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.

4.68 out of 5 average rating, 38 reviews

Ski/Golf 3 Bedroom Chalet Condo/Mountain Views

5 out of 5 average rating, 8 reviews

A polished grand piano occupies the center of a well-lit room, surrounded by sleek dark wooden flooring. A vintage cabinet with glass doors is positioned against the wall, illuminated by soft lighting. Framed artwork adorns the walls, adding a modern touch to the space.

Home in Collingwood

Blue Mountain Mansion House

Family-friendly, ski-in/out home rentals

Place to stay in Blue Mountain Resort Area

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.

5 out of 5 average rating, 60 reviews

Lodge Suite Blue Mountain

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.

4.78 out of 5 average rating, 324 reviews

Blueview Suite (Studio Condo) Blue Mountain

Loft in Blue Mountain Resort Area

A well-appointed bedroom features a spacious bed dressed in a white coverlet, flanked by two bedside tables with blue lamps. Neatly arranged towels are stacked on the bed, and warm, muted tones create a calming atmosphere.

4.82 out of 5 average rating, 181 reviews

Home Away From Home at Blue - Renovated Clean Loft

5 out of 5 average rating, 72 reviews

A charming A-frame cabin stands amidst tall grass, with the sun setting in the background. The metal roof glistens softly under the warm light, while large windows reflect the serene surroundings. Wildflowers can be seen in the foreground, adding natural beauty to the scene.

Guesthouse in Meaford

From A to Zen - a refined glamp

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.

4.53 out of 5 average rating, 446 reviews

Beautiful Studio Condo in Blue Mountains Sleeps 4

5 out of 5 average rating, 11 reviews

A cozy bedroom is highlighted by a plush bed adorned with soft linens and decorative pillows. A bedside lamp casts a warm glow, while art prints with nature motifs hang above the bed. Nearby, a modern dresser and a comfortable sofa are visible, providing inviting spaces for relaxation.

Condo in Shanty Bay

Serenity Studio Sauna+HotTub+Indoor/OutdoorPool

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.

4.85 out of 5 average rating, 433 reviews

Mountain Side One Bedroom

4.9 out of 5 average rating, 70 reviews

The living area features a comfortable seating arrangement, including a sofa and two armchairs. A coffee table sits centrally on a patterned rug, accompanied by a dining table set for four. A stone fireplace and a mounted TV are also visible, with large windows allowing natural light to enter.

Condo in Shanty Bay

Romantic Country Getaway

Ski-in/out condo rentals

5 out of 5 average rating, 15 reviews

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

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

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.

4.92 out of 5 average rating, 283 reviews

Mountainside Studio Bliss: Walk to Slopes, Hot Tub

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.

4.81 out of 5 average rating, 208 reviews

Blue Mountain Escape, WIFI, Base of North lift

4.89 out of 5 average rating, 482 reviews

Fall into Wonder at Blue Mountain

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.

4.75 out of 5 average rating, 260 reviews

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

A cozy sleeping area features a spacious bed with fresh linens and a gray throw blanket. On either side of the bed, dark wood nightstands add symmetry, complemented by a lamp. A softly lit wall art piece and decorative plants enhance the room's comfort. A door indicates access to the bathroom.

4.75 out of 5 average rating, 240 reviews

Freshly Upgraded Cozy Studio @ North Creek Resort

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.

4.8 out of 5 average rating, 244 reviews

Mountainside Retreat - Ski in/out - Endless Coffee