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

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,2 queen,1 double.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.

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.

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

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.

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)

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

4 Bedroom Fully Private Townhouse in Barrie
This spacious four-bedroom, four-bath townhouse is in Barrie South. It is a fully private and independent house, so you will have full privacy in and out. Enjoy the beautiful lake, which is five minutes away. Guests will have access to a fully stocked kitchen, washer/dryer, free high-speed internet (1500mbps), and a 55" smart TV with popular streaming services. All popular stores and amenities are nearby, within five minutes.

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.

Mountainside Escape – Ski-In/Out • Pool • Shuttle
Mountainside Escape 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 Simcoe County ski-in/out rentals
Ski-in/out house rentals

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

Luxurious and Beautiful, Barrie

Beautiful House by Lake Simcoe

Canyon Connection Chalet - Pool Table + Hill View!

Charming Chalet in Collingwood

Ski/Golf 3 Bedroom Chalet Condo/Mountain Views

Blue Mountain Mansion House

Entire Detached house
Family-friendly, ski-in/out home rentals

Family-friendly luxury getaway at Friday Harbour

Beautiful Studio Condo in Blue Mountains Sleeps 4

Oro-medonte/in/out pool/ski-2

Farmhouse next to Bike, Hike, Ski Forest Trails

King Bed Suite | Pool • Hot Tub • Gym Access

Gym+Pool+PetFriendly+KingBeds

Lux 2BD Apartment in Horseshoe Valley, Oro-Medonte

Amazing Cottage in Horseshoe Valley
Ski-in/out apartment 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

Fall into Wonder at Blue Mountain

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

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
- Beaver Valley Ski Club
- Devil's Glen Country Club
- Osler Bluff Ski Club
- Craigleith Ski Club
- Angus Glen Golf Club
- Lakeridge Ski Resort
- Port Carling Golf & Country Club
- Mount St. Louis Moonstone
- The Georgian Peaks Club
- TPC Toronto at Osprey Valley
- Muskoka Lakes Golf and Country Club
- Muskoka Bay Resort
- Caledon Country Club
- The Club At Bond Head
- Lake Joseph Golf Club
- Windermere Golf & Country Club
- Wooden Sticks Golf Club
- Georgian Bay Islands National Park
- The Georgian Bay Club
- Barrie Country Club
- Dagmar Ski Resort
- Alpine Ski Club




