
Chalet holiday rentals in Grey Highlands
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Top-rated chalet rentals in Grey Highlands
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Popular amenities for chalet rentals in Grey Highlands
Family-friendly chalet rentals

Blue Mountain / Collingwood Hill Side Condo
Douglas’ place was comfortable, great location, and great value. I’ll be back!

Stylish Log Chalet w/ Hot tub Minutes to Village
A MUST STAY!! Arriving late at night, outdoor lights greeted us & looked like the Idealic atmosphere for a fun weekend. Private & peaceful. We were delighted to find rustic charm, but with modern finishes and amenities. Tamara was so kind to check that we arrived ok & left me a sweet birthday message. We absolutely loved the upstairs bathroom with heated floors, stunning tub, & shower. The kitchen was a dream to cook in, everything you could imagine needing was provided, including ample cocktail glasses. The hot tub was quite big, 5 of us fit in there. The bedrooms were quaint & beds comfy. We just happen to be there during a massive ice storm. However, the cottage was the perfect - lots of wool blankets, the wood burning fire place heat up the cabin quickly & gas stove. Tamara was extremely helpful assisting us by locating safety supplies & great advice on how to ride out the storm. Her kindness & generosity turned our weekend to be one of the best memories, we will revisit for years

Authentic Tyrolean Chalet at base of BVSC
The place was really nice and we enjoyed with our family! We would love to visit again!!

Family Chalet Near Blue |5BR|Sleeps 12| $555/Night
I recently had the pleasure of staying at Chalet in the Blue Mountains, and it was an exceptional experience! The chalet itself was cozy and well-maintained, providing the perfect retreat. Colin was incredibly nice and attentive, ensuring our stay was comfortable and memorable. The location couldn't have been better – it was just a short walk to the Village, making it easy to explore local shops and restaurants. Additionally, the outdoor areas were fantastic, offering a serene setting to relax and take in the beautiful surroundings. I highly recommend the Chalet in the Blue Mountains for anyone looking for a delightful getaway!

Octagon Chalet firepit, sauna, close to theVillage
We had a great stay at Vivian's place! The chalet was very clean, exactly as described, and fit our group of 13 comfortably. We especially liked the big dining table that was great for meals and games together, and that the kitchen/living room area was on a separate floor from all the bedrooms as this made it easy to accommodate different schedules within the group. One thing to note is that the kitchen didn't have some cooking items like tin foil, cooking oil, and a baking sheet, so be sure to bring those if you'll need them. There was coffee however which we really appreciated! Vivian was very responsive to all messages and sent clear instructions for the space. Definitely recommend for a big group trip, would book again!

Beaver Valley family chalet with a view
Great value, only 10 minutes from Beaver Valley Ski Club, quiet and safe neighbourhood, great space and rooms!

ReLive Hilltop Chalet w/brand-new hottub, sunrises
We had a great stay in this cabin on a GORGEOUS wooded property. Awesome to watch the snow fall against the old pines. I took my dog on the snowshoe trails. Very cozy and it was great to get out of the city.

Blue Mountain- Sauna - Firepit - Balcony - Parking
We had a fantastic stay at this Airbnb! The house was incredibly spacious and had a very warm, homey feel from the moment we walked in. The dining area was huge—perfect for gathering and sharing meals—and the fully equipped kitchen made cooking a breeze. The living room was cozy and inviting. There were more than enough beds to comfortably accommodate a large group/family, which made it ideal for our getaway. The hosts were extremely responsive and attentive—they kept checking in on us from the moment we arrived until after we checked out, which really made us feel cared for and welcomed. The location is also super convenient—just a quick 5-minute drive to Blue Mountain Village. We highly recommend this place and would absolutely stay here again!
Luxury chalet rentals

Walk To Ski Hill- HOT TUB & SAUNA
We had an amazing stay at Kady’s place. The views of the mountain were amazing, fire pit, hot tub, and sauna all working good. The house is very big with lots of space for everyone; we didn’t feel crammed at all. The village is about a 10 min walk away. Overall amazing place to stay, would highly recommend.

10 Bdrm newly renovated+Hot Tub (Rightview Heaven)
Came for a work event, everyone had a great time and was very comfortable. Thanks again. Looking forward to booking next year!

The Red Deer Classic Chalet w/ Hot Tub, BBQ, Large
Tony was an excellent host, and my family of 10 enjoyed our stay! Extremely convenient for skiing and other attractions.

*Haven on Blue*- Hot Tub, Heated Pool & Sauna
Great place - cozy and so close to the hill. Didn’t have a chance to use the sauna so hopefully next time :)

Modern Memories Blue Mountains Chalet 8BR & 6.5 WR
There is a four-story house. The bedrooms are in the basement, and the first and second floors are the living room and kitchen. The third floor is a TV room and game room. There is plenty of space, and it is suitable for groups. The house view is the blue mountain ski pist. Great location and view . The rooms are clean. Only if you need to cook, the pots and pans are small.

*NEW* Naturskön Cottage | Mountain Views | Hot Tub
Amazing space for a group. Easily accommodates 10-12 people. The design is very minimal and new. Highly recommend if you are looking for a private space for a big group.

Lake/Ski chalet with HOT TUB/SAUNA!
Wonderful place to stay. Elena and Vlad were responsive and helpful. Highly recommend.

Blue Birds Inn Collingwood, The Blue Mountains
Anthony's place was nice and we enjoyed our stay. Place is very well stocked with towels, dishes, utensils and extra propane. We had a few concerns which Anthony adressed. Pool - house by the dirt road and thus traffic will cause dirt to enter pool. We advised Anthony and he promptly gave us access to the skimmer and we were able to clean the pool. Temperature is set at 80F, DO NOT increase the temperature or a fee of minimum $1500 applies if liner comes out or $5000 if liner needs replacing. This is stipulated in the contract you have to sign at check in Leak- master shower leak from damaged caulking causing water leak downstairs from the pot lights. We advised and stopped using the shower immediately. Anthony said was the first time and was going to repair the leak. Beds- bunk beds need safety railings due to safety hazard for children. Bring your own pillows if you like fluffy or firm. Anthony had offered an exclusive rate and was very kind. Would visit again.
Lakefront chalet rentals

Blue View 10 - Aqua Center
Great place to get away with your family and friends! This chalet is ideal for a group of 8! Perfect location with easy access to the slopes and the Blue Mountain Village. LCBO and stores right across the street! The hosts were very responsive to all our questions and quite accommodating of our special requests (including check-in). Well-equipped and very clean kitchen with 2 massive fridges! A great hot-tub on the deck overlooking the lake too! We're certainly coming back here again!

Sundance of Blantyre Lodge w Hot Tub, Sauna & Pond
Lovely spot on the escarpment at the edge of the Beaver Valley! This house was perfect for our girls’ getaway with lots of room for lounging about and plenty of outdoor space (although the weather wasn’t super cooperative). The bedrooms were comfortable, the kitchen well appointed and we enjoyed the sauna & hot tub. The Bruce Trail goes right thru the property. Michelle was also super helpful and responded quickly to any question.

Log Cabin on the Lake Bed and Breakfast
Stephen's place is just as described. Private cabin with everything you need to bbq and stay warm. The views were beautiful and the sauna was a great amenity. Would recommend staying here!

Private Scenic Muskoka Lakefront Cottage (Hot Tub)
We had an amazing stay at this cottage! It was super clean and so well-maintained, making it comfortable from the moment we arrived. The place was even more beautiful than the photos. The winter scenery was stunning, with everything covered in snow—it felt like a perfect winter getaway. The cottage had everything we needed, so we didn’t have to bring much. From kitchen supplies to fun activities like the pool table, dartboard, table tennis, and board games, there was plenty to enjoy. The hot tub was a highlight—it felt so good to relax in the warm water while surrounded by the cold, snowy weather. Sasan was a great host and left us plenty of firewood, which we used to enjoy the firepit in the beautiful backyard. Sitting by the fire and enjoying the peaceful view was a real treat. Communication was easy, and everything went smoothly. We loved our time here and can’t wait to come back and stay again!

Country Oasis - 5 private acres with hot tub
During our stay at Jen’s cottage, we were truly impressed by how accommodating it was. We all have small children so this place was perfect as it had activities such fishing, volleyball, chess and board games and so much more. At one point the kids even had fun gathering the leaves in the front yard. This place is spacious, had everything you could possibly need for a nice getaway from the city and it’s still close to home. We had the most amazing time and will definitely be coming back soon. Thank you to Jen for being the most wonderful host and letting us use her home!
Quick stats about chalet rentals in Grey Highlands
Total rentals
190 properties
Nightly prices starting at
£38 before taxes and fees
Total number of reviews
13K reviews
Family-friendly rentals
180 properties are a good fit for families
Pet-friendly rentals
120 properties allow pets
Rentals with a pool
40 properties have a pool
Destinations to explore
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- Blue Mountain Village
- Horseshoe Resort
- Mount St. Louis Moonstone
- TPC Toronto at Osprey Valley
- Snow Valley Ski Resort
- Osler Bluff Ski Club
- Beaver Valley Ski Club
- Hockley Valley Resort - Golf, Spa and Ski
- Devil's Glen Country Club
- Cobble Beach Golf Resort Community
- Legacy Ridge Golf Club
- Alpine Ski Club
- National Pines Golf Club
- The Georgian Peaks Club
- Toronto Ski Club
- The Georgian Bay Club
- Inglis Falls
- The Pulpit Club
- Caledon Country Club
- The Club At Bond Head
- Shanty Bay Golf Club
- Craigleith Ski Club
- Mansfield Ski Club
- Mad River Golf Club