
Ski-in/Ski-out holiday rentals in Ontario
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Top-rated ski-in/ski-out rentals in Ontario
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Popular amenities for Ontario ski-in/ski-out rentals
Ski-in/ski-out house rentals

Large 4 Br - 4.5 Bath; Sauna/Heated Pool/2 King
Great stay at Blue Mountain. The kiddos really enjoyed the game room and the pool table. it was also super convenient to be able to schedule free shuttle to pick up and drop off to and from the village. Even if couldn't catch the shuttle it's only 20 min walk.

4 Bedroom Fully Private Townhouse in Barrie
family of 5 adults, one toddler for a weekend. Playground across the street was great. Good location for quick access to major roads. Quiet. Unit was clean & had what we needed for our visit. Great value!

HyggeHaus—sleek snuggly secluded ski-in/out cabin
We had a wonderful stay! The place is absolutely beautiful—spacious, spotless, and thoughtfully designed. There was plenty of room for everyone to relax and feel comfortable, and the home had everything we needed throughout our stay. From the fully equipped kitchen to the cozy living spaces, everything was well-maintained and made us feel right at home. Would definitely recommend and hope to return again!

Pool Open / Serene mountainside home View/Shuttle
We had a wonderful stay with a family of four including 18 year old teen boys and two dogs. The boys enjoyed the pool table and great tv's while my wife and I enjoyed the great walking and quiet surroundings. It was also easy to have our well trained dogs with us in this location which was wonderful. Thank you Brendan for the terrific stay and allowing us to change our reservation when our plans changed with ease.

Hillside House, Calabogie, ON
A really nice, and clean place to stay in Calabogie. It is centrally located with an amazing view from the dining area. Rooms and bathrooms were nice. Lots of amenities and things included in the home to use. Would recommend to anyone.

Forest Loft - Forest, Sauna, Ponds & Stargazing
My brother, father and I really enjoyed staying at the loft! Valentine provided us with everything we could have asked for and more. We will definitely be recommending this space to our friends and family :)

Chalet Le Greenwood – Mountain View & Private Hot Tub
Very private in a beautiful setting with a great view. The listing photos are quite accurate. The hot tub was clean with a heated outdoor pad that led to it. We are skiers and it took about 25 to 30 minutes to get to the parking lot on the north side of Mont Tremblant. The village base on the south side is closer but parking there tends to be more crowded unless you arrive very early. The road into the chalet is quite hilly and good snow tires are essential in the winter, all wheel drive even better. Good value and highly recommended.

Driftwood on 6th Heritage Downtown Collingwood
I wish this was my house. Truly, that’s my only complaint. The entire place is stunning, but the backyard is a true oasis. The photos don’t even come close to doing it justice. It’s peaceful, beautifully set up, and the kind of space you’ll find yourself daydreaming about long after you leave. Inside, everything was spotless, stylish, and thoughtfully put together. The bed was super comfortable, the location was ideal, and every little detail felt intentional and warm. It’s one of those rare places that feels like home the second you walk in. I already can’t wait to come back. Seema - if you ever decide to sell, please call me first. ❤️
Family-friendly, ski-in/ski-out home rentals

Beachfront private duplex near Grotto & Tobermory
We had an amazing time at Laurie’s cottage! The setting was absolutely perfect , right on the lake shore, with beautiful views and peaceful surroundings. The location is also fantastic, close to many local attractions, which made our trip even more enjoyable and convenient. The cottage had everything we needed. It was well-equipped, clean, and thoughtfully set up for a comfortable stay. Laurie was the perfect host: responsive, warm, and welcoming throughout. Highly recommend this place for anyone looking for a relaxing getaway in a beautiful location. We’d love to come back!

Charmant Condo au Village Mont Blanc ski in/out
We had a great time here with our family. The condo was spacious and had everything we needed for a comfortable ski vacation. Proximity to the hill was perfect to ski out directly from the unit!

GcLittle Tourist Cabin on the Marsh
Douglas's place was a nice cozy place to use while in town for the weekend. Bare bones but I was 100% fine with that as I was also going for an weekend escape and decompressing. I would rent again.

Luxury Cottage /Chalet, Muskoka Canada
We loved our stay at Mark and Betty's chalet. The place was quiet and clean. There was plenty of space for our two families, a beautiful deck space for enjoying a morning coffee, an indoor pool for the kids to use at the nearby resort (at a reasonable cost and only a 5 minute walk from the chalet) and plenty of hiking trails nearby. The hosts were responsive and offered helpful suggestions for things to do in the area. We especially enjoyed Mark and Betty's art collection, the many klompen (for the Dutch in us!) and the giant pileated woodpecker that would visit the birdfeed in the morning.

Upgraded 3-Bed Chalet in Blue Mtn Village
This place was a home away from home which was close to the hill we could walk with skis. The fireplace was clean and easy yo use. Great family getaway with lots of room to gather. Love it would book again.

Walk to the village at Blue - Regal
Sara’s place was absolutely spectacular! Every little detail was thoughtfully considered, making it perfect for a big group or family. From an abundance of towels, blankets, and dishes to a well-stocked kitchen with spices—you name it, they had it! Our family frequently rents large homes, and it's usually hard to please everyone, but this time, not a single person had any complaints—only praise for how much they enjoyed the stay. The amenities were top-notch! We made great use of the sauna, red light bathrooms, and hot tub. Plus, the home offered plenty of gathering spaces for both adults and kids to relax and enjoy. It was truly a comfortable and welcoming experience. We would absolutely stay here again and highly recommend it to anyone looking for a well-equipped, thoughtfully designed getaway!

Mountainside Studio w/Kitchen - Beside Blue
Just as described and pictures. A quiet unit at the back on the building, which is as nice. Check in and accessibility was easy. Just as pictured and you can’t beat the price! Uber was under $7 to the mountain, we did not look at free shuttle but know it was available. Hot tub was great, pool looks like it would be too in the summer months. Extra toilet paper would be appreciated, but we did bring back up so was not a problem. Ottoman/coffee table could use an upgrade, something easier to clean. Overall great experience, would book again. Dave and his team were on the ball and in communication often. Appreciated the instructions for check in/ check out. He had the unit ready 3+ hours before planned check in which was amazing! Lots of extra linens and pillows were available. Fireplace was a nice touch. Wifi was easy to access and worked well. Did not use the jacuzzi tub, but definitely a nice added feature to have. Deck out front and on the side we’re more spacious than expected.

2 Bedroom, 2 Level Condo on Blue Mountain!
Richard was an extremely gracious and helpful host who responded immediately upon my reservation request. He answered every question I had in a very timely manner and helped me to get in contact with Airbnb when I had a separate issue that had nothing to do with his booking. When we arrived at the bnb, there was a complimentary bottle of white wine waiting in the fridge for us. Shortly after we checked out, he reached out to let me know that I had left one of my belongings in the closet and offered to return it to me. He also gave me a discount for our stay due to an unforeseen circumstance that was beyond his control. He was very generous and helpful and went above and beyond to accommodate us! Our stay was quiet, clean, comfortable and cozy! We will stay there again when we visit Collingwood and highly recommend it!
Ski-in/ski-out cabin rentals

Le Chamonix Resort/MountainView/Beach/HotTub/Golf+
Sam was a wonderful host and very responsive whenever we had any questions. The place was stunning, and you can tell that a lot of thought went into the decor. We made a couple of minor recommendations and I hope they take that into consideration for future visitors. The amenities were as described, and we thoroughly enjoyed our trip there. We’re looking forward to visiting again.

Cozy log cottage near Mont-Tremblant + Treehouse
We had a lovely weekend. The grounds are big, so our dog was thrilled to be able to run. There is a small village next door with a convenience store, bakery and pastry shop, easily accessible even on foot. Tony is super easy to reach, we got an answer within an hour of our message with a question.

Beech Cottage - Peninsula Lake 6 Bedrooms
We had a great stay! Clean and fully equipt with everything we could have needed. It was so nice every room had a bathroom. The dishwasher and ice machine were really great perks! Dock and water were amazing! We would love to go back!

Rustic Log cabin retreat
My husband and I were looking for a peaceful escape from the city, and this place was exactly what we needed. Even with the constant rain, we had such a relaxing and memorable stay. Helen and her husband were incredibly welcoming, responsive, and genuinely funny—it really made the experience even better. The property is absolutely beautiful, with scenic trails and the calming sound of birds everywhere (such a refreshing change from the usual city noise). The cabin was cozy and thoughtfully set up, and the outdoor bathroom and shower were no problem at all—especially for us, since we’re comfortable with camping. One of the highlights was the animals—the horses and dogs were so friendly and affectionate. It was such a treat for us as animal lovers, and really added to the charm of the stay. We’d definitely come back!

Tree Top Cottage Chaffeys Lock
We had such a wonderful time at this cottage. It's cozy and very comfortable. Beds are great. The kitchen is super well equipped. The deck is a peaceful place where you can enjoy nature. The restaurant in town is very good. Anne-Marie was very nice and lovely. We will be back for sure!

Site 03 Hunter Glamping Bunkie on Small Urban Farm
Second time staying. Wish we had more time to stay. Great as always, would love to stay there again!

Molloy Road Cabin (Ivanhoe)
Super responsive host and incredibly easy check-in. The space was spotless, with excellent air conditioning—cold and running when we arrived, which was perfect for my overheated dog. The property is very private with a large wooded area and a trail where your dog can run freely without encountering anyone. Highly recommend for dog owners or anyone looking for a peaceful, cool retreat.

Calabogie Lake waterfront Cottage
We had the best time! Gorgeous location, perfect weather and super accommodations! Thank you Shawn!
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