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

Lakefront detached house on the little lake
♥️an unique, lovely elf house in front of the little lake. Here you’ll find a unique hideaway in the middle of the city Barrie with gorgeous lake views as far as the eye can see. ♥️ Only one hour drive from Toronto. Walking distance to everywhere (shoppers,restaurants, cinemas….) ♥️This home including new furniture, microwave, coffee maker, washing machine and all other appliances ! Walk out the back door and be greeted by our updated dock where you can fish for pike, perch, pickerel and bass.

Cozy 3-Bdrm Lodge beside Dagmar & Lakeridge Resort
The stove has been newly replaced based on guest feedback! Welcome to Olive & Willow Lodge! Nestled next door to Dagmar Ski Resort's 18 scenic runs, with Lakeridge Resort just mins away, our warm and cozy home offers everything you need for a relaxing stay. Snuggle into comfy beds, cook your favorite food in our fully stocked kitchen, and unwind in our luxuriously beautiful bathrooms. Just 10 mins from Uxbridge, Whitby, and more, and an hour from Toronto, this peaceful lodge is perfect for all.

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.

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.

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.

The Angus Nest
Enjoy this bright and open space that features a master suite with a jacuzzi, cozy family room with a fireplace, and a fully equipped kitchen with modern appliances, and laundry room. Stay entertained with high-speed internet and a smart TV, and take advantage of the spacious deck. Four parking spots available extra spot if needed. Whether you're planning a family vacation, a ski trip, or a peaceful retreat, our home is the perfect place to relax and unwind. Book your stay today!

Specious Suite at Main floor close to VP Station
Welcome to CATTALA Guest Suite. This Suite is rarely find, Cause of The Place is located at Victoria Park Ave & Danforth Ave, Toronto. 15 minutes away from Downtown, With walking distance Subway, restaurants, groceries, Banks, Gym, etc. Newly full renovated luxurious living, bedrooms, dining & washrooms, with equipped chef kitchen. Enjoy your stay at this peaceful & convenient located modern home with free parking. You get all support through your stay in this Guest Suite

Forest Retreat | Pool, BBQ & Fall Colors
Hilltop retreat on 22 acres with panoramic views, just 2 min from Lake Ridge Ski Resort. Perfect for a cozy fall escape. Features: 1 bedroom + living room (convertible to 2nd bedroom) Pool still open for refreshing swims BBQ for outdoor dining under the trees Direct access to Glen Major Forest hiking & biking trails Peaceful privacy with sunrise & sunset views Vibrant fall colors and crisp country air Ideal for couples, families & adventurers seeking both comfort and nature.

Luxury Getaway @ Friday Harbour Condo at Marina
Book your accommodations with us & enjoy the prestigious FH Resort. FH wasn’t designed to be a place. It was designed to be a destination. Were you can unwind, disconnect & reconnect all your senses with the healing powers of the forest & beautiful sunsets, truly feel relaxed. Whether you come to take in the peaceful serenity of the lake, spend hours in the Nature Preserve or mingle with friends over a gourmet meal, there’s no shortage of ways to enjoy your days."

GcLittle Tourist Cabin on the Marsh
Nature enthusiasts welcome. We offer a large campsite complete with dock on a private nature reserve. Stay in a converted/restored century tourist cabin/hunt camp on the edge of Provincially Significant Wetlands & Woodlands and overlook 5 pristine acres of wetlands off the Pigeon River in the heart of the Kawarthas. All this is set on a 55 acre organic farm. We have a 10 kw solar panel, native plant nursery as well as heritage breed cattle, turkeys and chickens.

Entire Brand new 3 bedroom house
Walking distance from the thermea spa village ! Great new home for family , travellers and workers. Amazing location! 2 Minutes from highway 412 and 407. 2 minutes to Walmart and shop, restaurants and gas station. 3 bedrooms and 2.5 bathrooms. Only 30 mins away from Downtown Toronto , 3 bedrooms ,Over 2300 sqft. of living space(basement is not open to guests), Free Wifi. Fully furnished with all amenities and essentials included.

Simcoe Cottage + Hot Tub + Sauna + Private Retreat
Welcome to your own private cottage situated on 3 acres of beautiful woodlands, where comfort and relaxation awaits! This massive custom-built cottage is the perfect setting for large families or travelling friends. Our tastefully furnished oasis boasts one of a kind décor, with plenty of room for indoor and outdoor activities. All accompanied with private access to the Nottawasaga River. Only 1hr from Greater Toronto Area.
Popular amenities for Greater Toronto and Hamilton Area ski-in/out rentals
Ski-in/out house rentals

Luxurious Lake front Island Townhome, Innisfil, ON

Dream vacation in Georgian Bay Collingwood, ON (2)

Luxurious and Beautiful, Barrie

Beautiful House by Lake Simcoe

Palm & Patio – 3BR 3BA Burlington Escape

Charming Chalet in Collingwood

3 bedroom 4 bathroom escape

Niagara Falls 4BR 7 Beds Walk to Falls + FirePit
Family-friendly, ski-in/out home rentals

Close to Village, 2 Bedrooms , Rivergrass

Happy Valley Hideaway: Ski In/Out Near BM Village

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

3BR Sierra Scandi Chic - Closest to Village

Hillside Hideaway: Ski-In/Ski-Out, Walk to Village

Serene mountainside home with View/Shuttle Bus

Blue Mountain Village Townhome 4 Bedroom w Shuttle

Upgraded 3-Bed Chalet in Blue Mtn Village
Ski-in/out apartment rentals

Family-friendly luxury getaway at Friday Harbour

Romantic stay at Friday Harbour

Luxury 2 BR Condo at FH All Season Resort

Hottub#Pool#Firepit#QueenBed
Destinations to explore
- Greater Toronto Area Holiday rentals
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- Ski-in/ski-out rentals Ontario
- Ski-in/ski-out rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- BMO Field
- Toronto Zoo
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Toronto City Hall
- Casino Niagara
- Rouge National Urban Park
- Things to do Greater Toronto and Hamilton Area
- Nature and outdoors Greater Toronto and Hamilton Area
- Tours Greater Toronto and Hamilton Area
- Food and drink Greater Toronto and Hamilton Area
- Sports activities Greater Toronto and Hamilton Area
- Sightseeing Greater Toronto and Hamilton Area
- Art and culture Greater Toronto and Hamilton Area
- Things to do Ontario
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