Ski-in/Ski-out vacation rentals in Greater Toronto and Hamilton Area

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Top-rated ski-in/ski-out rentals in Greater Toronto and Hamilton Area

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

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Guest favorite

Condo in The Blue Mountains

4.93 out of 5 average rating, 270 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.

Guest favorite

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.

Guest favorite

Treehouse in Port Perry

4.98 out of 5 average rating, 553 reviews

Treehouse on private, isolated forest (300 acres)

You will feel like you're a thousand miles from Toronto. Your own private space with several ponds for swimming, gazebo, fire pits, running water, hot shower, mtn bike and hiking trails. With 300 acres at your door step, you can choose not to see another soul during your stay or venture to a nearby winery, restaurants, shopping, horse farms, golf courses or ski hills! We are just 1 hour from Toronto with easy access off the 407. We also have an amazing log cabin for rent on the same 300 acres.

Guest favorite

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.

Guest favorite

Chalet in Grey Highlands

4.94 out of 5 average rating, 123 reviews

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.

Superhost

Condo in The Blue Mountains

4.87 out of 5 average rating, 180 reviews

Sweet Retreat - Ski in / Ski out

Sweet Retreat is 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 tub year round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

Guest favorite

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.

Superhost

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.

Guest favorite

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

Guest favorite

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

Guest favorite

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.

Guest favorite

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.