Chalet holiday rentals in Greater Toronto and Hamilton Area

Find and book unique chalets on Airbnb

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Popular amenities for Greater Toronto and Hamilton Area chalet rentals

Family-friendly chalet rentals

Superhost
Chalet in The Blue Mountains
4.8 out of 5 average rating, 193 reviews

Chalet At Blue - Private chalet with hot tub

JamieRating, 5 stars3 months ago
Great communication with Shawn from start to finish, the home was what we expected and equipped with almost everything we needed. Lots of parking available, great spaces for groups to hang out, easy to host team meals. We were there for a ski trip and got pounded with snow, burying all sidewalks and making the walk to villages and chairlifts more difficult - but doable.
Guest favourite
Chalet in The Blue Mountains
4.9 out of 5 average rating, 82 reviews

Stylish Log Chalet w/ Hot tub Minutes to Village

RachelRating, 5 stars1 month ago
Tamara’s rental was perfect for a girls weekend! Great sleeping arrangements. Hot tub was nice and clean. The whole canine was spot less and clean. Only 10 min uber ride into blue mountain. Great location. Would definitely recommend staying here.
Guest favourite
Chalet in Creemore
5 out of 5 average rating, 26 reviews

Creemore/Mulmur Country Estate Pool/Tennis/Hot Tub

RonenRating, 5 stars10 months ago
Had the best time for our bachelor party at Mountain Ash Farm! Patricia and Ron were responsive and super helpful. Will be coming back here!
Chalet in Markdale
4.77 out of 5 average rating, 57 reviews

Authentic Tyrolean Chalet at base of BVSC

ShwetaRating, 5 stars8 months ago
The place was really nice and we enjoyed with our family! We would love to visit again!!
Guest favourite
Chalet in The Blue Mountains
4.83 out of 5 average rating, 171 reviews

Octagon Chalet fire pit, close to theVillage

MayaRating, 5 stars3 months ago
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!
Guest favourite
Chalet in The Blue Mountains
4.98 out of 5 average rating, 109 reviews

Walk to the village at Blue - Regal

JulieRating, 5 stars4 months ago
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!
Superhost
Chalet in Kimberley
4.76 out of 5 average rating, 17 reviews

Beaver Valley family chalet with a view

KristiRating, 5 stars3 months ago
Great value, only 10 minutes from Beaver Valley Ski Club, quiet and safe neighbourhood, great space and rooms!
Guest favourite
Chalet in The Blue Mountains
4.89 out of 5 average rating, 107 reviews

Rustic Spanish Chalet inthe Heart of Nature/hottub

GhazalehRating, 5 stars3 weeks ago
Our host was very respectful, responsive, and helpful throughout our stay. The cottage was well-equipped with everything we needed and offered great amenities. The location was also convenient and pleasant. Overall, we had a wonderful time here and would definitely recommend this place to others!

Luxury chalet rentals

Top Guest favourite
Chalet in The Blue Mountains
4.94 out of 5 average rating, 48 reviews

The Blue Bear Classic Chalet w/ BBQ, Large Backyar

JaimesonRating, 5 stars3 weeks ago
We had a great stay at Tony’s! Excellent location, walkable to Blue Mountain. Lots of space. Very nice living area and big dinning table. Plenty of dishes and cooking tools. Great place for many people to stay! Would definitely come back. Tony was also so friendly and responsive to any questions we had.
Guest favourite
Chalet in The Blue Mountains
4.96 out of 5 average rating, 24 reviews

The Four Leaf Clover at The Blue Mountains for 12

EmmaRating, 5 stars3 months ago
Enjoyed our stay very much! It was the perfect place to host our 11 person bachelorette. It had all the amenities and was walkable to the village (20min). It was a close drive to collingwood as well! Host was responsive and helpful - overall a great stay for us!!
Guest favourite
Chalet in The Blue Mountains
4.97 out of 5 average rating, 88 reviews

Walk To Ski Hill- HOT TUB & SAUNA

BrettRating, 5 stars2 weeks ago
This house was exactly like the pictures, great hot tub and sauna, big rooms and comfortable beds. Right at the base of the mountain close to all amenities.
Superhost
Chalet in The Blue Mountains
4.8 out of 5 average rating, 89 reviews

Starlight Mountain House: Chalet w Hot Tub + Games

PatriciaRating, 5 stars6 days ago
Our group of 12 women were very well accommodated in this chalet for our spa weekend. The number of bedrooms, beds, and bathrooms was perfect. The size of the unit allowed for everyone to have their own space. The layout allowed for us to gather as a group of 12 or breakout into smaller groups . The chalet was clean, the kitchen was well equipped with utensils, dishes , barware etc. There was more than adequate seating in the living areas and at the dining table/island. Location was fabulous- minutes to Scandinave Spa, walking distance to Village and easy drive to Thornbury and Collingwood for shopping, dining and takeout. A wonderful weekend getaway.
Guest favourite
Chalet in The Blue Mountains
4.89 out of 5 average rating, 142 reviews

1 Lake/Ski Luxury Chalet /HOT TUB

ElizabethRating, 5 stars3 weeks ago
I had about 15-20 people coming to a get together for my wedding, everything was clean and well prepared. Even though it rained it was still a very pleasant time at the hot tub.
Guest favourite
Chalet in The Blue Mountains
4.89 out of 5 average rating, 38 reviews

Shale Beach House - 5mins to Blue Mtn Village!

LaurelRating, 5 stars1 month ago
We had a lovely stay. The kitchen had everything we needed to cook and bake. All rooms were neat and clean. The linens were lovely, right down to the comfortable pillows. Every bedroom was decorated and comfortable as the next. The house has amazing natural light. The house is a close car ride to restaurants, shopping and hiking. We were a group of four and we all agreed that we would return.
Guest favourite
Chalet in Meaford
4.9 out of 5 average rating, 63 reviews

UrbanChalet: Secluded 20Acres W/Pizza Oven+Firepit

NiñaRating, 5 stars1 month ago
Me and 9 girlfriends had a blast celebrating my best friend’s Bachelorette party here! Oksana was helpful and responsive, despite having a very busy day of her own, and being proactive in letting us know beforehand when to expect a response from her/giving us an alternative for quicker communication. The space was clean, perfect for the amount of guests, and the already-supplied firewood was a great bonus. Would recommend both home and host!
Superhost
Chalet in The Blue Mountains
4.8 out of 5 average rating, 25 reviews

Lake/Ski chalet with HOT TUB/SAUNA!

KevinRating, 5 stars3 weeks ago
Elena was a great host! She communicated really well and the house was just as advertised! Would recommend!

Lakefront chalet rentals

Top Guest favourite
Chalet in Meaford
4.98 out of 5 average rating, 86 reviews

Sundance of Blantyre Lodge w Hot Tub, Sauna & Pond

KunalRating, 5 stars1 month ago
Michell was an amazing host! The place was amazing and we’re extremely satisfied. Definitely recommend this place to others looking for a nice getaway from the city! Plenty of amenities and a nice space all round.
Chalet in Trent Lakes
4.88 out of 5 average rating, 17 reviews

Private Buckhorn Area Turquoise Sandy Lake

RobertRating, 5 stars10 months ago
Great cottage with large deck and outdoor area. Well equipped and clean. Quiet lake. Hosts were proactive and provided good instructions. There was no wifi and there are many steps down to the lake but we were told that ahead of time. So, it was not a surprise. We had a great family vacation.
Superhost
Chalet in Harwood

Lake front 2 storey Luxury Chalet

LuigiRating, 5 stars58 months ago
Very friendly and clean space.
Chalet in Fort Erie
4.71 out of 5 average rating, 24 reviews

Crystal Beach Chalet

KristenRating, 5 stars1 month ago
Located on a quiet street, but only minutes from the town and beach, the location was awesome. The value was so good for what we got. Very spacious inside & out. A highlight for us was the hottub. Will stay again during the warmer months!
Guest favourite
Chalet in Peterborough
4.96 out of 5 average rating, 96 reviews

Stunning Waterfront Chalet

GregRating, 5 stars8 months ago
We had a wonderful week at Paul's cottage. The setting was peaceful and the Otonabee River was so picturesque! We loved watching the boats go by!! Paul's cottage was super clean and well appointed. The beds were super comfortable. Next time we are in the area we wouldn't hesitate to book some time at Paul's cottage.
Top Guest favourite
Chalet in Mulmur
5 out of 5 average rating, 36 reviews

Country Oasis - 5 private acres with hot tub

VeronicaRating, 5 stars8 months ago
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!
Superhost
Chalet in Youngstown
4.84 out of 5 average rating, 56 reviews

Lakeside Cedarshake chalet|EV Charge|Niagara Falls

KathyRating, 5 stars2 weeks ago
Sid was a great host, quick to respond & very helpful. The property matched the description & photos perfectly! The view of Lake Ontario was spectacular and we saw many birds, squirrels, rabbits & chipmunks also! Our family had a great time visiting Niagara Falls & surrounding areas, this home provided an awesome place to rest, relax & eat afterwards! Would definitely recommend.

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