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Ski-in/Ski-out vacation 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.

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Loft in The Blue Mountains

4.8 out of 5 average rating, 235 reviews

Stay A While Chalet - Ski in / Ski out

Stay A While Chalet is 2 bedroom loft located in North Creek Resort at the North Base of Blue Mountain. Ideal location for those seeking easy access to the ski hills and hiking trails but still within minutes to Blue Mountain Village. North Creek resort offers a free shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, two hot tubs year round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

Condo in The Blue Mountains

4.93 out of 5 average rating, 271 reviews

Cozy Studio Mountainside stay in Blue Mountains

Fall colours will arrive soon at Blue. 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. Pool and two shared hot tubs are open daily until October. Tennis courts and access to hiking trails. The Blue Village is only a 5 minute drive away with great local restaurants and shops.

Guesthouse in Mansfield

4.99 out of 5 average rating, 103 reviews

Brookside Cottage - Charming Rural Getaway Mulmur

Our cozy guest house, situated in the Headwaters region, has it all! Close to hiking,golfing,biking,skiing. XCski/snowshoe from your door! Big skies for astronomers and astrophotography! We offer 32 acres of forest and fields for walking and taking in the magnificent views. The area boasts fine restaurants, boutiques, markets and artisans. Minutes to Mono Cliffs, Boyne, Mansfield Ski Club and easy driving to Blue Mountain and Wasaga Beach. Ideal for couples, solo adventurers or a small family.

Place to stay in The Blue Mountains

4.83 out of 5 average rating, 531 reviews

Base of the Mountain, 2 Bedroom Loft Condo.

This newly updated, clean ski chalet is a lovely 2 bed 2 bath, at the base of Blue Mountain. Our chalet is one of the few units that has a private first floor bedroom. The location is a great jumping off point for all the activities you can enjoy at Blue Mountain, Collingwood and Georgian Bay. Blue Mountain Village, as well as the Scandinavia Spa , Northwinds Beach, cafe's and restaurants only 1Km away. Ski In/Ski Out with the north ski lift approximately 150 meters from our unit.

Loft in The Blue Mountains

4.91 out of 5 average rating, 182 reviews

Mountainside Escape - Ski in / Ski out

Mountainside Escape is located in the North Creek Resort at the North Base of Blue Mountain. Ideal location for those seeking easy access to the ski hills and hiking trails but still within minutes to Blue Mountain Village. North Creek resort offers shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, hot tub year round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

Chalet in The Blue Mountains

4.85 out of 5 average rating, 728 reviews

Blue Mountain / Collingwood Hill Side Condo

Ski To Ski From - Studio Condo with a mountain view. 5 minute walk to the north chairlift. Easy keypad check in. Relax in style in this beautiful, newly renovated ground floor unit located at the newly remodeled North Creek Resort at Blue Mountain. Located minutes from the award winning le Scandinave Spa, some of the most scenic golf courses in Ontario, the condo is also located in one of the province's prime destinations for lovers of wine, craft beer and cider.

Condo in The Blue Mountains

4.86 out of 5 average rating, 104 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

Rental unit in The Blue Mountains

4.96 out of 5 average rating, 202 reviews

Studio at Blue-KingBed/HotTub/Shuttle/Ski In&Out

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 *Seasonal Pool *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing) STA License #LCSTR20230000092

Townhouse in The Blue Mountains

4.94 out of 5 average rating, 474 reviews

3BR Sierra Scandi Chic - Closest to Village

Treat yourself to a getaway at our clean, modern, spacious, and fully-equipped end-unit 2nd & 3rd floor 3 bedroom 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 1,800 square feet of living space and all the comforts of home, our place has everything you need for a relaxing stay.

Home in Barrie

4.98 out of 5 average rating, 125 reviews

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.

Condo in The Blue Mountains

4.92 out of 5 average rating, 226 reviews

Blue Mountain~The One With The View~2 beds 2 baths

IT'S THE MOST WONDERFUL TIME OF THE YEAR to get away to the mountains! Let our place be your home base for exploring all that Blue Mountain has to offer. We are a quick 5-minute drive to Blue Mountain Village, or use the free shuttle. Two beds, two levels, two bathrooms, and sleeps a family of 6. Views over the ski hills, not the parking lot. Our place gives you a mountain view, forest and hiking trails at your doorstep.

Condo in Collingwood

4.94 out of 5 average rating, 650 reviews

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.

Vacation rentals for every style

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Luxurious estates for the ultimate escape

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

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

Home in The Blue Mountains

4.87 out of 5 average rating, 31 reviews

Spacious Chalet close to Ski resort. Pet friendly!

Home in Coldwater

4.84 out of 5 average rating, 19 reviews

Beautiful home and cottage vibes

Home in The Blue Mountains

4.89 out of 5 average rating, 196 reviews

Large 4 Br - 4.5 Bath; Sauna/Shuttle Bus/2 King bd

Home in Shanty Bay

4.91 out of 5 average rating, 54 reviews

Beautiful Townhouse, Ravine View, Resort Pool

Home in Barrie

5 out of 5 average rating, 3 reviews

Luxurious and Beautiful, Barrie

Home in Wasaga Beach

5 out of 5 average rating, 18 reviews

The Jefa's Palace

Home in The Blue Mountains

4.95 out of 5 average rating, 171 reviews

Serene mountainside home View/Shuttle Bus/Pool

Home in Collingwood

4.95 out of 5 average rating, 97 reviews

Driftwood on 6th Historic Downtown Collingwood

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

Rental unit in The Blue Mountains

4.64 out of 5 average rating, 442 reviews

Hidden Gem Escape at Blue Mtn @Spring Rates@

Townhouse in The Blue Mountains

4.94 out of 5 average rating, 95 reviews

BLUE MOUNTAIN LUX 3 BED AT VILLAGE chalet

Rental unit in The Blue Mountains

4.58 out of 5 average rating, 356 reviews

The Perfect Getaway in Renovated Corner Unit

Rental unit in Collingwood

4.81 out of 5 average rating, 647 reviews

Spacious Resort Studio in Collingwood!

Townhouse in The Blue Mountains

4.89 out of 5 average rating, 167 reviews

Private condo getaway at base of Blue Mountain

Condo in The Blue Mountains

4.76 out of 5 average rating, 244 reviews

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

Chalet in The Blue Mountains

4.98 out of 5 average rating, 107 reviews

Walk to the village at Blue - Regal

Condo in The Blue Mountains

4.73 out of 5 average rating, 96 reviews

Rustic Mountainside Chalet

Ski-in/ski-out condo rentals

Condo in The Blue Mountains

4.79 out of 5 average rating, 174 reviews

Mountainside Escape - Ski in / Ski out

Condo in Innisfil

4.91 out of 5 average rating, 67 reviews

Family-friendly luxury getaway at Friday Harbour

Condo in The Blue Mountains

4.83 out of 5 average rating, 136 reviews

TIMBUK-BLUE Ski In/Ski Out

Condo in Innisfil

4.96 out of 5 average rating, 69 reviews

Luxury Getaway @ Friday Harbour Condo at Marina

Condo in Shanty Bay

4.72 out of 5 average rating, 29 reviews

Lux Studio in Horseshoe Valley

Condo in The Blue Mountains

4.84 out of 5 average rating, 351 reviews

Ski in/out @ North Creek W King bed! New Hot Tub

Condo in Oro

4.87 out of 5 average rating, 68 reviews

Spacious King Studio - Pool, Hottub, Kitchenette

Condo in Shanty Bay

4.92 out of 5 average rating, 39 reviews

Romantic Country Getaway

Destinations to explore