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

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

Quick stats about holiday rentals that are ski-in ski-out in Grey Highlands

  • Total holiday rentals

    Explore 280 holiday rentals in Grey Highlands

  • Nightly prices starting at

    Grey Highlands holiday rentals start at $122 NZD per night before taxes and fees

  • Verified guest reviews

    Over 32,990 verified reviews to help you choose

  • Family-friendly holiday rentals

    170 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 90 rentals that welcome pets

  • Holiday rentals with a pool

    170 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wi-Fi availability

    280 of Grey Highlands holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Grey Highlands rentals

  • 4.8 Average rating

    Grey Highlands stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated ski-in/ski-out rentals in Grey Highlands

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

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Top Guest favourite
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 unique tranquil getaway nestled on the Bruce Trail in the heart of the Niagara Escarpment. A short drive to Georgian Bay, Sauble, Blue Mntn, Scandinave Spa, Beaver Valley, Meaford theatre. A perfect midway for trips up the Bruce Peninsula. Better yet- stay put and unwind - sunrise coffee on the porch, kayak the river, bake a gourmet pizza, sunset in Muskoka chairs, stargaze from the hammock, a bonfire and dine in the open air at your very own table set for two - straight out of a storybook

LocationSkiingRiver

4.97 out of 5 average rating, 100 reviews
Guest favourite
The exterior of the chalet features a two-story structure with large windows providing ample natural light. A small balcony is visible above the lower level, accompanied by a natural gas BBQ. Colorful adirondack chairs in red and blue are placed on the patio, surrounded by green shrubbery.
Chalet in Blue Mountain Resort Area

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

ValueFamilyAccuracy

4.9 out of 5 average rating, 497 reviews
Superhost
Home in Blue Mountain Resort Area

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.

LocationFamilyView

4.84 out of 5 average rating, 293 reviews
Guest favourite
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.
Townhouse in Blue Mountain Resort Area

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.

LocationFamilyAmenities

4.92 out of 5 average rating, 142 reviews
Guest favourite
An open-concept living area features a spacious bed with a dark headboard and matching bedside lamps. A modern kitchen is visible, highlighted by stainless steel appliances and a breakfast bar with three stools. A soft gray couch with decorative pillows is placed in the foreground.
Condo in Blue Mountain Resort Area

Relaxing North Creek Studio Retreat | Pool+Hot Tub

Come and relax by the mountain and enjoy our renovated open concept living space. Our clean & comfortable studio condo has everything you need for a memorable getaway. We want you to have a fantastic time and have stocked our condo with all the things we expect when we travel. You'll find all the extras that make a place special: 40 inch flat screen T.V., fresh linens, well stocked kitchen, newer furnishings & decor, napoleon fireplace, deep jetted tub & free WiFi, NETFLIX and cable.

ValueLocationHeating

4.88 out of 5 average rating, 132 reviews
Guest favourite
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.
Cottage 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.

LocationFamilyAccess

4.95 out of 5 average rating, 164 reviews
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 Blue Mountain Resort Area

Evergreen Studio | King Bed/Pool/Hot Tub/Shuttle

Welcome to Evergreen Studio, a cozy mountain retreat at North Creek Resort featuring a stone fireplace. *King bed *Pull-out sofa *Stone fireplace *SMART TV, Rogers Ignite TV & high-speed Wi-Fi *Equipped kitchen *No traditional oven; stovetop + microwave/convection oven Resort Amenities: *Shuttle Service *Year-round hot tub *Pool (scheduled to close Tues Oct 13, 2026) *Tennis Courts *Ski or hike in/out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

ValueLocationSkiing

4.96 out of 5 average rating, 264 reviews
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 Blue Mountain Resort Area

Sage & Stone | King Bed/Pool/Hot Tub/Shuttle

Welcome to Sage & Stone, a warm and stylish studio retreat at mountainside North Creek Resort. *King bed *Double sofa bed with memory foam mattress *SMART TV, Rogers Ignite TV & high-speed Wi-Fi *Equipped kitchen with cookware, utensils & Keurig *Updated bathroom Resort Amenities: *Shuttle Service *Year-round hot tub *Pool (scheduled to close Tues Oct 13, 2026) *Tennis Courts *Ski or hike in/out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

LocationFamilyLaundry

4.96 out of 5 average rating, 411 reviews
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 Blue Mountain Resort Area

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.

FamilyValueHeating

4.83 out of 5 average rating, 479 reviews
Guest favourite
Condo in Blue Mountain Resort Area

Stylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft

STA Licence - LCSTR20260000009 Welcome to our Stylish and Spacious 2 bedroom, 2 bathroom, 2 balcony & 2 level condo loft. Located at the foot of the north hills at Blue Mountain with ski-to-slope access and stunning views of the hills and just a short walk away to Blue Mountain Village. It will comfortably sleep 4, with room for 6 with 1 sofa bed. Linens, towels and toiletries are available as well as unlimited wifi. Complimentary parking is available.

ValueLocationCleanliness

4.87 out of 5 average rating, 329 reviews
Guest favourite
An outdoor pool is surrounded by wooden decking, with lounge chairs and umbrellas positioned for shade. The pool deck is enclosed by a low fence, and nearby trees provide a natural backdrop, complementing the condo's architecture.
Townhouse in Blue Mountain Resort Area

Private condo getaway at base of Blue Mountain

Open loft condo at the base of The Blue Mountains, wifi, air conditioning, parking, self check-in, ski-in/out at north chairlift. Sleeps 4 - 5, with 2 full bathrooms, full kitchen with granite counter tops, fireplace, free parking. Seasonal Outdoor pool and year round shared hot tub. 2 min to beaches and village. Surrounded by nature trails. Walk to ski lift. Fun family or getaway retreat with year round activities. Rental License #LCSTR202200000099

LocationFamilyQuiet

4.87 out of 5 average rating, 235 reviews
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.
Apartment in Blue Mountain Resort Area

Alpine Bliss | King Bed/Pool/Hot Tub/Shuttle

Welcome to Alpine Bliss, a bright and inviting studio at mountainside North Creek Resort with modern, stylish décor. *King bed *Double pull-out sofa *SMART TV, Rogers Ignite TV & high-speed Wi-Fi *Equipped kitchen with Keurig *Updated bathroom Resort Amenities: *Shuttle Service *Year-round hot tub *Pool (scheduled to close Tues Oct 13, 2026) *Tennis Courts *Ski or hike in/out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

LocationValueCondition

4.96 out of 5 average rating, 215 reviews

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

Ski-in/ski-out house rentals

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

Top Guest favourite
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.
Townhouse in Blue Mountain Resort Area

3BR Sierra Scandi Chic - Closest to Village

FamilyValueTV

4.94 out of 5 average rating, 585 reviews
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 Blue Mountain Resort Area

Cozy Studio Mountainside stay in Blue Mountains

FamilyLocationHospitality

4.93 out of 5 average rating, 342 reviews
Top 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 Blue Mountain Resort Area

Blue Mountain Studio Retreat

LocationValueBiking

4.91 out of 5 average rating, 214 reviews
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 Blue Mountain Resort Area

Mountain Side One Bedroom

FamilyValueAmenities

4.85 out of 5 average rating, 495 reviews
Guest favourite
An inviting dining area features a large wooden table adorned with a decorative centerpiece. The fully-equipped kitchen, visible in the background, showcases modern appliances and sleek cabinetry. Ample natural light enters through nearby windows, enhancing the room's welcoming ambiance.
Chalet in Blue Mountain Resort Area

Swiss chalet | Hot tub • Sauna • Walk to Village

ValueLocationAmenities

4.94 out of 5 average rating, 109 reviews
Top Guest favourite
A bright and open living area features large windows overlooking the deck. A wall-mounted flat-screen television is positioned above a floating shelf. A cozy armchair with a red cushion complements the gray sofa, while light wood flooring adds warmth to the space.
Place to stay in Blue Mountain Resort Area

Blue Mtn Fall Getaway | Golf, Spa, Village

FamilyValueHospitality

4.84 out of 5 average rating, 648 reviews
Guest favourite
The living room features large windows that provide ample natural light and views of the outdoors. A modern fireplace is centered against a stone wall, while a flat-screen TV is mounted above. Comfortable seating is arranged around a sleek glass coffee table.
Condo in Blue Mountain Resort Area

Hillside Lookout Walk/Shuttle to Blue Mtn Village

ValueFamilyAmenities

4.84 out of 5 average rating, 309 reviews
Guest favourite
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.
Loft in Blue Mountain Resort Area

Home Away From Home at Blue - Renovated Clean Loft

FamilyValueBeach

4.83 out of 5 average rating, 215 reviews

Ski-in/ski-out condo rentals

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 Blue Mountain Resort Area

Hillside Hideaway | Patio Views + Walk to Village

LocationValueWalkability

4.91 out of 5 average rating, 258 reviews
Superhost
The living area features a comfortable sectional sofa and a modern electric fireplace. A smart TV is mounted on the wall above a stylish media console. A geometric area rug adds texture to the space, while a decorative shelving unit displays greenery and art.
Condo in Blue Mountain Resort Area

The Parker Slopeside: Pool, Hot Tub, Tennis, Views

ValueLocationBiking

4.87 out of 5 average rating, 133 reviews
Top Guest favourite
A light-filled living area features large windows with wooden blinds, allowing natural light to illuminate the space. A comfortable seating arrangement with a neutral palette surrounds a wooden coffee table, while a gas fireplace is positioned against a brick wall, providing a cozy focal point.
Condo in Blue Mountain Resort Area

Rivergrass Retreat * Blue Mnt Village & Monterra *

LocationFamilyHeating

4.96 out of 5 average rating, 189 reviews
Superhost
Condo in Blue Mountain Resort Area

Cozy Blue Mountain Retreat Ski in/ Ski out

FamilyValueHospitality

4.75 out of 5 average rating, 508 reviews
Guest favourite
A spacious living area features a modern fireplace with a stone surround and a wall-mounted flat-screen TV. A small blue chair complements the neutral tones, while the open kitchen includes a breakfast bar with two high stools. Natural light enters through the window, illuminating the room.
Condo in Blue Mountain Resort Area

BLUE MOUNTAIN STUDIO OASIS

LocationFamilyLayout

4.87 out of 5 average rating, 127 reviews
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 Mountain Resort Area

2 Bedroom, 2 Level Condo on Blue Mountain!

FamilyLocationGetting around

4.93 out of 5 average rating, 422 reviews
Guest favourite
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 Horseshoe Valley

Romantic Country Getaway

LocationFamilyPets

4.9 out of 5 average rating, 107 reviews
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 Blue Mountain Resort Area

Mountainside Studio Bliss: Steps to Slopes, Renova

ValueLocationDecor

4.92 out of 5 average rating, 345 reviews

When is the best time to visit Grey Highlands?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$295 NZD$302 NZD$240 NZD$212 NZD$215 NZD$213 NZD$250 NZD$274 NZD$191 NZD$212 NZD$199 NZD$334 NZD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C

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