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

2 bdrm lower level large apt
Ich habe 9 Nächte im unteren appartement von Rita verbracht. Rita war immer gut erreichbar und äußerst freundlich. Der checkin hätte einfacher nicht sein können. Die Wohnung war mit allem ausgestattet was ich gebraucht habe. echt super!

Heated Pool Chalet Near BM Village – Pet Friendly!
Our large group had a great time at Tuan's place! From incredibly clear instructions and proactive communication, to the amenities of a heated pool and hot tub, to how close it is to the village and spa, it was a great spot for a weekend away!

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!

Luxurious and Beautiful, Barrie
Stayed here for the long weekend to do a few activities in the area and have to say that the space was amazing. Would 100% recommend anyone coming to barrie to come stay here!

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.

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 :)

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. ❤️

Your home away from home
We loved our stay. Such a clean and beautiful space. It had everything we needed and a lot of space for the 9 of us to celebrate my birthday. The hot tub was great after a day of skiing and snowboarding. The host is very responsive too. Amazing overall!
Family-friendly, ski-in/ski-out home rentals

Cottage@BlueMountain/Private Beach Access/Hot Tub
We had a great time at the chalet. There was more than enough space for all our 15 guests. Snezhana was extremely helpful, kind and attentive. I would highly recommend staying at any one of Snezhana's stays.

Hidden Gem Escape at Blue Mtn @Great Rates@
We stayed here 2 weekends in a row! It's so close to the mountains. Has great views, and Vijay is super cool It's so convenient getting a place this nice at such a last minut

3BR Sierra Scandi Chic - Closest to Village
Accommodation was spacious, comfortable, clean and well equipped. Short walk to restaurants, shops and activities. Would recommend!

Beautiful Studio Condo in Blue Mountains Sleeps 4
The place was great. Clean and organized. Everything you need. Good location, quiet, beautiful surroundings. close to Everything.

The Perfect Getaway in Renovated Corner Unit
Veronica’s place was so nice, quiet and a great getaway!

Private condo getaway at base of Blue Mountain
We stayed here over the long weekend and absolutely loved it! The place was gorgeous—cozy, clean, and the view of the mountains from the Airbnb was stunning. The beach just two minutes down the road was also beautiful and made the stay even better. We’ll definitely be booking this place again whenever we return to Blue Mountain!

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!

2 Bedroom, 2 Level Condo on Blue Mountain!
This place was beautiful! As soon as we walked in, we felt at home. All the amenities listed were in the property and in good condition. Richard was very helpful and responsive when we had questions for him. There were extra pillows for people who sleep with more than just one lol. The ceiling fan in the loft really cooled down the place and kept the place at a good temperature. The area is also lovely, with a nearby tennis court on the resort. My friends and I spent most of our time there playing pickleball and tennis. Also, Blue Mountain village is about a 20 minute walk from the resort, so my friends and I went to visit at night. Overall, this was a lovely place to stay for the weekend and I would definitely come back again!
Ski-in/ski-out condo rentals

Rustic Studio @ North Creek Resort
Loved the place it was beautiful area felt at home. It wasn’t that far from downtown. Teresa and Ian was so helpful with all and any questions I had. I would definitely book it again and definitely recommend it to friends and family.

Family-friendly luxury getaway at Friday Harbour
A quiet week long retreat which was topped off by this comfortable and beautiful spot in Friday Harbour. Check in and out was incredibly simple, bonus of free underground parking and so many amenities both in the rental and nearby at the marina. a perfect week. Highly recommend and hope to be back for a future stay!

NEW Ski-In Ski-Out 1-BED Condo - Pool, Gym, Sauna
We had a little girls spa weekend. This location fit beautiful as Vetta was a 5 min walk!! The Airbnb had their own little spa, with a sauna, hot tub, pool (inside and outside) and a gym…beautiful amenities! The Airbnb itself was spotless, perfect to dine in (everything you need in a little kitchenette) the little thoughtful snacks were a pleasant surprise! The thoughtful basket in the bathroom “in case you forgot” so helpful and cute! We were 3 girls and it was a perfect amount of space. We would definitely stay here again! And next would go skiing as the ski hill is right there (5-7 minute walk) !! Great location, amazing hosts, great restaurant called the ktchn (very worth it, make a reservation) the best meal I have had in a while! Amazing views!

Blue Mountain Escape, WIFI, Base of North lift
If you’re looking for a ski in/out location with access to a hot tub and very close to the village action, then this is the place! The unit was clean and tidy, very easy to access, and was exactly as described. We’ll definitely be back!

Luxury Getaway @ Friday Harbour Condo at Marina
We had such a peaceful long weekend stay at Ana's! The location was perfect and exactly described; overlooks right into the marina, amazing restaurants just right down the steps and extremely quiet! We didn't hear a single sound from any of neighbours around us. The space looked even more beautiful than the pictures. My husband and I were shocked to see just how incredibly clean the apartment was; not a single speckle anywhere! We were welcomed by a lovely snack basket (which my husband devoured on the first night) and a bottle of wine. Even included amenities in the bathroom which was wonderful since I forgot our toothbrush. The bathroom was so cozy and such a lovely surprise to have a tub. We will definitely be coming back!

Lux Studio in Horseshoe Valley
Very accommodating and flexible, and they didn’t hesitate to approve our last-minute late check-in request.

Mountainside Retreat - Ski in/out - Endless Coffee
My friends and I went to the spa for a girls night and we stayed here. It was a great time and everything worked out so well. The instructions were clear and everything was perfectly clean! Overall, great place to stay and we are thinking on making it our monthly stay for when we go to the spa!

Spacious King Studio - Pool, Hottub, Kitchenette
Our stay was exactly what we were looking for quiet, nice location, good price communication was clear and concise. If we are ever that way again we would definitely stay here again. Would be nice to stay more than one night to enjoy the area and what the location has to fully offer.
Quick stats about holiday rentals that are ski-in ski-out in Grey Highlands
Total rentals
280 properties
Nightly prices starting at
$66 NZD before taxes and fees
Total number of reviews
29K reviews
Family-friendly rentals
180 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
150 properties have a pool
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- Blue Mountain Village
- TPC Toronto at Osprey Valley
- Osler Bluff Ski Club
- Horseshoe Resort
- Devil's Glen Country Club
- Beaver Valley Ski Club
- Mount St. Louis Moonstone
- Snow Valley Ski Resort
- Hockley Valley Resort - Golf, Spa and Ski
- Cobble Beach Golf Resort Community
- The Club At Bond Head
- The Georgian Peaks Club
- Caledon Country Club
- Alpine Ski Club
- National Pines Golf Club
- Barrie Country Club
- Inglis Falls
- Craigleith Ski Club
- Legacy Ridge Golf Club
- The Georgian Bay Club
- The Pulpit Club
- Mansfield Ski Club
- Mad River Golf Club
- Toronto Ski Club