Ski-in/Ski-out vacation rentals in Grey Highlands

Apartment in Blue Mountain Resort Area

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.

4.97 out of 5 average rating, 213 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)

Chalet in Blue Mountain Resort Area

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.

4.91 out of 5 average rating, 446 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

Townhouse in Blue Mountain Resort Area

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.

4.91 out of 5 average rating, 134 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.

4.95 out of 5 average rating, 155 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.

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.

4.83 out of 5 average rating, 451 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.

Apartment in Blue Mountain Resort Area

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, 360 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)

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.

4.89 out of 5 average rating, 158 reviews

Blue Mountain Getaway at North Creek Resort

-Private Newly Updated Studio -WIFI -Ski in/Ski out with outdoor locker -Fireplace -Full Kitchen, Full Bath -Sleeps up to 4 (King Bed and Pull Out Couch) -Free 24-hour Shuttle to the Village -1 km from Northwinds Beach (open) -Outdoor shared hot tub (open) Seasonal Pool (May24- Labour Day ) 10-8pm UNSUPERVISED -Tennis Courts -Free Parking -Walk to Village (1.4km) & Trails -Shared BBQ’s, bring charcoal *No parties STA LICENCE #-LCSTR20220000082

Townhouse in Blue Mountain Resort Area

The exterior of the townhome showcases a modern design with dark wood siding and stone accents. A well-manicured lawn with neatly trimmed grass surrounds the home. The patio area features outdoor furniture and a propane grill, providing a comfortable space for relaxation.

4.86 out of 5 average rating, 123 reviews

Blue Mountain Village Townhome w Free Shuttle

Blue Mountain STA Licence # LCSTR20220000118 Brand New 3 Bedroom Executive Town-home in Historic Snowbridge that can sleep 10-Comfortably. Full Kitchen, Washer & Dryers, Garage, Parking and Free Shuttle Service to the Village and Skiing 24 hrs per day on demand and Free. Please note due to the Free 24 hrs Shuttle Service that we consider this Townhome to be Ski in & Ski out as the service will take you do and from Skiing to the Front Door of the Townhome.

Apartment in Blue Mountain Resort Area

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.

4.97 out of 5 average rating, 157 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)!

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.

4.84 out of 5 average rating, 346 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.

4.94 out of 5 average rating, 783 reviews

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.

A modern studio chalet combines farmhouse elements with luxury furnishings. A cozy sofa in front of a wooden accent wall faces a king-sized bed adorned with neutral tones. The kitchen area includes a breakfast bar with stools, enhancing the open layout and functionality.

4.8 out of 5 average rating, 393 reviews

Blue Mountain Studio with King Bed

Look no further than this picture perfect blend of farmhouse chic accented with high-end details and furnishing in our luxurious studio chalet which includes a King size bed with a pillow top mattress and cozy fireplace. Located at the base of Blue Mountain's North chairlift and close to many beaches. ***Newly renovated bathroom includes a beautiful glass door walk-in shower***

Popular amenities for Grey Highlands ski-in/ski-out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

4.74 out of 5 average rating, 72 reviews

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

Luxurious Lake front Island Townhome, Innisfil, ON

4.79 out of 5 average rating, 73 reviews

Chalet Near BM Village – Pet Friendly!

5 out of 5 average rating, 9 reviews

Peak Perfection @ The Blue Mountains

4.89 out of 5 average rating, 266 reviews

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

4.93 out of 5 average rating, 188 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

4.85 out of 5 average rating, 110 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 Horseshoe Valley

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

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.

4.94 out of 5 average rating, 230 reviews

Serene mountainside home with View/Shuttle Bus

4.97 out of 5 average rating, 139 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

Family-friendly, ski-in/ski-out home rentals

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.

4.77 out of 5 average rating, 338 reviews

Blueview Suite (Studio Condo) Blue Mountain

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, 314 reviews

Mountainside Studio Bliss: Walk to Slopes, Hot Tub

5 out of 5 average rating, 78 reviews

Three individuals are seen skiing on a snowy path leading to a cozy chalet surrounded by trees. The chalet features a sloped roof and large windows, while the snow-covered landscape creates a serene winter setting.

Guesthouse in Meaford

From A to Zen - a refined glamp

Loft in Blue Mountain Resort Area

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.

4.87 out of 5 average rating, 115 reviews

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

4.89 out of 5 average rating, 509 reviews

Explore a Winter Wonderland at Blue Mountain

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.

4.9 out of 5 average rating, 252 reviews

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

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, 482 reviews

Base of Blue Mountain, Modern Studio

4.75 out of 5 average rating, 123 reviews

A modern bathroom is equipped with a walk-in shower featuring marble-like tiles. A wall-mounted mirror reflects soft light from three globe fixtures above a large sink, complemented by grey cabinetry. Two neatly hung towels are visible, and a small rug adds warmth to the floor.

Home in Brampton

Brand new One Bedroom apartment

Ski-in/ski-out condo rentals

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.

4.64 out of 5 average rating, 512 reviews

Hidden Gem Escape at Blue Mtn @Great Rates@

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.

4.82 out of 5 average rating, 213 reviews

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

4.91 out of 5 average rating, 96 reviews

An aerial view captures the expansive layout of Friday Harbour, showcasing various buildings along the marina and natural surroundings. A peaceful golf course is visible with a distinctive lighthouse, all framed by serene water reflections under a twilight sky.

Condo in Innisfil

Family-friendly luxury getaway at Friday Harbour

Condo in Horseshoe Valley

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.

5 out of 5 average rating, 18 reviews

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

4.94 out of 5 average rating, 90 reviews

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

Luxury Getaway @ Friday Harbour Condo at Marina

Condo in Horseshoe Valley

The bedroom displays a king-sized bed adorned with soft linens and multiple decorative pillows. Next to the bed, a stylish lamp provides warm light, while three framed nature photos hang above the headboard. A cozy seating area features a plush sofa with decorative cushions and a small table, enhancing comfort.

4.98 out of 5 average rating, 41 reviews

Serenity 1Bed+Sauna+HotTub+Indoor/OutdoorPool

A comfortably furnished living area features a brown sofa positioned in front of a mounted flat-screen television. A modern electric fireplace is located beneath the TV, adding warmth to the space. Natural light filters through light-colored drapes and shuttered windows.

4.67 out of 5 average rating, 457 reviews

Mountain Side Condo Loft in Blue Mountain Sleeps 6