Chalet vacation rentals in Simcoe County

Find and book unique chalets on Airbnb

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Popular amenities for Simcoe County 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 favorite
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 stars4 weeks 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.
Superhost
Chalet in The Blue Mountains
4.69 out of 5 average rating, 77 reviews

Rustic 5BR Escape | Sauna, Hot Tub, Mountain Views

RoccoRating, 5 stars2 weeks ago
Colin was an amazing host and our group loved staying at his place. Very responsive and helpful even when a powerful storm rolled through during our stay. The basketball court was very popular in our group despite the rim having been fairly damaged by one of the previous groups that stayed. It was awesome having a hot tub and sauna available to us. On a crispy cool day the hot tub was such a treat. The area has beautiful scenery and the AirBnb is located in a quiet and peaceful spot. Perfect for hanging out near the firepit or on one of the two patios. I would highly recommend this to anyone who is looking to just get away for a few days for a peaceful cottage experience.
Guest favorite
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!
Chalet in The Blue Mountains
4.68 out of 5 average rating, 68 reviews

7 Bedroom chalet w private Outdoor Pool

MirnaRating, 5 stars5 months ago
Our stay was great. Location is prefect, its an all in one place to stay, the photos didn’t give justice to the actual place, its perfect for big family gathering. We’ll love to stay again.
Chalet in The Blue Mountains
4.59 out of 5 average rating, 261 reviews

Beach Pass w/ Mountain Golf View in Village

EthanRating, 5 stars3 months ago
Great location !! Host was amazing and everything was as listed ! Would recommend for your blue mountain stay!
Guest favorite
Chalet in The Blue Mountains
4.89 out of 5 average rating, 107 reviews

Rustic Spanish Chalet inthe Heart of Nature/hottub

GhazalehRating, 5 stars2 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!
Chalet in The Blue Mountains
4.75 out of 5 average rating, 162 reviews

Blue Mountain- Sauna - Firepit - Balcony - Parking

ShoaibRating, 5 stars2 weeks ago
We had a great time, the location was absolutely gorgeous with such beautiful landscaping. We will definitely book it again, if we are planning to visit the blue mountains as it’s 3 mins drive.

Luxury chalet rentals

Guest favorite
Chalet in The Blue Mountains
4.97 out of 5 average rating, 87 reviews

Walk To Ski Hill- HOT TUB & SAUNA

JessicaRating, 5 stars1 month ago
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.
Superhost
Chalet in The Blue Mountains
4.88 out of 5 average rating, 43 reviews

10 Bdrm newly renovated+Hot Tub (Rightview Heaven)

ArminRating, 5 stars1 month ago
Overall an incredible stay! The place was so spacious and the plenty rooms were just what we were looking for for a wholesome cottage getaway! Would recommend this place over and over again!
Guest favorite
Chalet in The Blue Mountains
4.89 out of 5 average rating, 141 reviews

1 Lake/Ski Luxury Chalet /HOT TUB

ElizabethRating, 5 stars1 week 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.
Superhost
Chalet in The Blue Mountains
4.88 out of 5 average rating, 40 reviews

The Red Deer Classic Chalet w/ Hot Tub, BBQ, Large

GabrielaRating, 5 stars15 months ago
Tony was an excellent host, and my family of 10 enjoyed our stay! Extremely convenient for skiing and other attractions.
Guest favorite
Chalet in The Blue Mountains
4.81 out of 5 average rating, 37 reviews

Modern Memories Blue Mountains Chalet 8BR & 6.5 WR

SaeidehRating, 5 stars2 months ago
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.
Superhost
Chalet in The Blue Mountains
4.79 out of 5 average rating, 24 reviews

Lake/Ski chalet with HOT TUB/SAUNA!

KevinRating, 5 stars2 weeks ago
Elena was a great host! She communicated really well and the house was just as advertised! Would recommend!
Superhost
Chalet in The Blue Mountains
4.72 out of 5 average rating, 106 reviews

Blue Birds Inn Collingwood, The Blue Mountains

SoniRating, 5 stars9 months ago
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.
Guest favorite
Chalet in The Blue Mountains
4.91 out of 5 average rating, 253 reviews

Relax at The Mountaintop Chalet (sleeps 16)

Grant & ChaniseRating, 5 stars2 weeks ago
We had a great stay. The photos don’t do it justice! This place is beautiful and clean. We loved our stay and would love to book again in the future.

Lakefront chalet rentals

Chalet in Gravenhurst
4.76 out of 5 average rating, 42 reviews

Lakefront Retreat, Cathedral Ceilings & Fireplace

BriannaRating, 5 stars5 months ago
We stayed with a group of friends over the New Years holiday, and it was the perfect peaceful setting! Lots of communal space to hang out, play games, eat meals. The view from the back windows and deck was stunning as well!
Chalet in Gravenhurst
4.89 out of 5 average rating, 62 reviews

Muskoka Mist

SarahRating, 5 stars2 months ago
Our family stayed at Antonio’s place for a week and we really enjoyed our stay. The cottage was very clean and as described. The beds were very comfortable and we all had good sleeps the entire week! The area was very safe and peaceful and the cottage was well stocked so we literally just needed to bring food and clothes and we were set. The location is very well located between Gravenhurst and Bracebridge so everything is close by and very accessible. We would definitely recommend this cottage and would love to return for another vacation in the future.
Guest favorite
Chalet in Severn Bridge
5 out of 5 average rating, 23 reviews

The Cozy Camp Cottage and Jean Lodge

IanRating, 5 stars2 weeks ago
Camp Winston is by far the best Air Bnb I've ever stayed at. They had absolutely everything. Kayaks, canoes & paddle boats. Right on the water just steps away. Beautiful dock & boathouse area, as well as, a separate area to walk out from. The water is very shallow until a long way out. All sand with no seaweed or grime in the lake. We were able to hang out in the boathouse whereas I'd never step foot in the water of any other boathouse. Great for fishing & outdoor activities. Multiple fire pits. One located by the water for an amazing fire underneath the stars. Very private location with nobody around. The upstairs games room was massive & had room for anything & everything. The foosball tables & air hockey table were a nice touch. I would highly recommend Camp Winston to everyone & hope I can go back soon. The place had everything we needed & more! Perfect for big groups. If you see Camp Winston is available for your weekend, book it ASAP! You'll thank me.
Superhost
Chalet in Port Severn
4.64 out of 5 average rating, 83 reviews

Private Scenic Muskoka Lakefront Cottage (Hot Tub)

MikeRating, 5 stars1 week ago
Great cottage for a large group. The sauna was amazing!
Top guest favorite
Chalet in Mulmur
5 out of 5 average rating, 36 reviews

Country Oasis - 5 private acres with hot tub

VeronicaRating, 5 stars7 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!

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