
Ski-in/Ski-out holiday rentals in Simcoe County
Find and book unique ski-in/ski-out homes on Airbnb
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.

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)

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.

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

Happy Valley Hideaway: Ski In/Out Near BM Village
Chateau Ridge offers spectacular Blue Mountain views and unbeatable convenience. Enjoy the lovely slopeside surroundings and amazing views from the comfort of your own ski in/ski out property, in the heart of Blue. You are steps away from The Blue Mountain Inn and a five minute walk to the village amenities. Upgraded and decorated to the highest standards, this newly renovated property has everything you could possibly desire. Enjoy the amazing ski hill views from the house, day and night.

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

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.

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

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.

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)

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

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)!

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

Luxurious Lake front Island Townhome, Innisfil, ON

Peak Perfection @ The Blue Mountains

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

4 Bedroom Fully Private Townhouse in Barrie

Luxurious and Beautiful, Barrie

Blue Mountain Village Townhome 4 Bedroom w Shuttle

Canyon Connection Chalet - Pool Table + Hill View!

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

Blue Mountain / Collingwood Hill Side Condo

Hidden Gem Escape at Blue Mtn @Great Rates@

Luxury Getaway @ Friday Harbour Condo and Marina

Farmhouse next to Bike, Hike, Ski Forest Trails

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

Mountainside Retreat - Ski in/out - Endless Coffee

Amazing Cottage in Horseshoe Valley

Pet Friendly, 2 King Beds, Gym, Pool
Ski-in/ski-out condo rentals

Blueview Suite (Studio Condo) Blue Mountain

Close to Village, 2 Bedrooms , Rivergrass

Blue Mountain Escape, WIFI, Base of North lift

Mountainside Studio Bliss: Walk to Slopes, Hot Tub

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

Base of Blue Mountain, Modern Studio

Mountain Side One Bedroom

Rivergrass Hot Tub, Pool, Clean, Lovely, Great Loc
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- Ski-in/ski-out rentals Ontario
- Ski-in/ski-out rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- Beaver Valley Ski Club
- Wasaga Beach Area
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Dagmar Ski Resort
- Georgian Bay Islands National Park
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Caledon Ski Club LTD
- Kee To Bala
- Forks of the Credit Provincial Park
- Taboo Muskoka Resort & Golf
- Casino Rama Resort
- Bass Lake Provincial Park
- Wye Marsh Wildlife Centre
- Awenda Provincial Park
- Mono Cliffs Provincial Park
- Burl's Creek Event Grounds
- Balsam Lake Provincial Park
- Couchiching Beach Park




