
Ski-in/Ski-out holiday rentals in Grey Highlands
Find and book unique ski-in/out homes on Airbnb
Top-rated ski-in/out rentals in Grey Highlands
Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

Ravine Backyard, King Bed, Jacuzzi, Pool, Hot Tub
Forget your worries in this spacious and serene space at Highland Estates. You get a full designer suite perfect for couples, equipped with a King Sized Bed, and a Jacuzzi for romantics. Prepare your own meals in the fully equipped 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 Fireplace isn't working.

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.

Cozy Studio Mountainside stay in Blue Mountains
Enjoy Fall or Winter 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.

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.

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

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.

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

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)

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)!

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.

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***

Sunshine Summit – Ski-In/Out • Pool • Shuttle
Sunshine Summit 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 a fall/winter trial but may close at any time without notice.
Popular amenities for Grey Highlands ski-in/out rentals
Ski-in/out house rentals

4 Bedroom Fully Private Townhouse in Barrie

Swiss Style chalet 6BR 2WR for14

Luxurious and Beautiful, Barrie

Canyon Connection Chalet - Pool Table + Hill View!

Forest Loft - Forest, Sauna, Ponds & Stargazing

Charming Chalet in Collingwood

Driftwood on 6th Heritage Downtown Collingwood

Entire Detached Home - Beautiful and Super-clean
Family-friendly, ski-in/out home rentals

Hidden Gem Escape at Blue Mtn @Great Rates@

Lodge Suite Blue Mountain

Mountainside Studio Bliss: Walk to Slopes, Hot Tub

Luxury Getaway @ Friday Harbour Condo at Marina

From A to Zen - a refined glamp

Gym+Pool+PetFriendly+KingBeds

Serenity 1Bed+Sauna+HotTub+Indoor/OutdoorPool

Gorgeous Studio Condo in Blue Mountains Sleeps 4
Ski-in/out apartment rentals

Blueview Suite (Studio Condo) Blue Mountain

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

Blue Mountain Escape, WIFI, Base of North lift

Fall into Wonder at Blue Mountain

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

Mountainside Retreat - Ski in/out - Endless Coffee

Rivergrass Hot Tub, Pool, Clean, Lovely, Great Loc

Lux 1BD Apartment in Horseshoe Valley
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $182 SGD | $200 SGD | $167 SGD | $141 SGD | $142 SGD | $156 SGD | $187 SGD | $205 SGD | $142 SGD | $156 SGD | $136 SGD | $209 SGD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
Quick stats about holiday rentals that are ski-in/out in Grey Highlands

Total holiday rentals
Explore 270 holiday rentals in Grey Highlands

Nightly prices starting at
Grey Highlands holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 31,200 verified reviews to help you choose

Family-friendly holiday rentals
170 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Holiday rentals with a pool
150 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wifi availability
270 of Grey Highlands holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Grey Highlands rentals

4.8 Average rating
Grey Highlands stays are highly rated by guests – averaging 4.8 out of 5!
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- Blue Mountain Village
- Snow Valley Ski Resort
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- Beaver Valley Ski Club
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