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
4.84 out of 5 average rating, 773 reviews

Blue Mountain / Collingwood Hill Side Condo

Aikon NikkiRating, 5 stars3 weeks ago
The host was very clear on instructions and the place was spotless. Great location and space for two people Unfortunately, with the heavy rain, there seems to be a hole on the sliding door of the balcony that let water in enough to pool on the floors and got our stuff wet. The host said it will be fixed
Guest favorite
Chalet in The Blue Mountains
4.9 out of 5 average rating, 79 reviews

Stylish Log Chalet w/ Hot tub Minutes to Village

Lindsay AnnRating, 5 stars4 weeks ago
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
Superhost
Chalet in The Blue Mountains
4.68 out of 5 average rating, 76 reviews

Rustic 5BR Chalet –10 Mins to Blue|Sleeps 12 |$435

AlinaRating, 5 stars9 months ago
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!
Guest favorite
Chalet in The Blue Mountains
4.83 out of 5 average rating, 171 reviews

Octagon Chalet firepit, sauna, close to theVillage

MayaRating, 5 stars1 month 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
4.59 out of 5 average rating, 261 reviews

Beach Pass w/ Mountain Golf View in Village

EthanRating, 5 stars1 month ago
Great location !! Host was amazing and everything was as listed ! Would recommend for your blue mountain stay!
Chalet in The Blue Mountains
4.75 out of 5 average rating, 160 reviews

Blue Mountain- Sauna - Firepit - Balcony - Parking

Princess IvyRating, 5 stars1 week ago
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!
Guest favorite
Chalet in The Blue Mountains
4.81 out of 5 average rating, 62 reviews

Chalet Getaway 4 Seasonal Escape

CraigRating, 5 stars2 months ago
We had a great stay with 6 other young adults who all wanted a quick ski weekend get away. Location is very central and very close to the village and the mountain. Big ceilings and open space on the main floor made it easy for good conversation, competitive card games and cooking. Thanks so much !
Superhost
Chalet in The Blue Mountains
4.71 out of 5 average rating, 97 reviews

8 bdrm Cottage@Blue, HotTub/Private Beach Access

TahminaRating, 5 stars9 months ago
We had amazing time; both Snezhana and her husband along with her team were very helpful and professional. Loved the place.

Luxury chalet rentals

Guest favorite
Chalet in The Blue Mountains
4.96 out of 5 average rating, 85 reviews

Walk To Ski Hill- HOT TUB & SAUNA

CrystalRating, 5 stars2 weeks ago
House was very roomy within walking distance to the village. House was clean and very comfortable. Would definitely stay here again. Excellent for a few families or girls weekend!!
Superhost
Chalet in The Blue Mountains
4.88 out of 5 average rating, 41 reviews

10 Bdrm newly renovated+Hot Tub (Rightview Heaven)

KarenRating, 5 stars2 months ago
Came for a work event, everyone had a great time and was very comfortable. Thanks again. Looking forward to booking next year!
Superhost
Chalet in The Blue Mountains
4.75 out of 5 average rating, 124 reviews

*Haven on Blue*- Hot Tub, Heated Pool & Sauna

SuzanneRating, 5 stars1 month ago
Great place - cozy and so close to the hill. Didn’t have a chance to use the sauna so hopefully next time :)
Chalet in The Blue Mountains
4.76 out of 5 average rating, 150 reviews

Bluejay Chalet in the Blue Mountains with Hot Tub

TessaRating, 5 stars1 month ago
We enjoyed our stay! Nice place. It is about 5 minutes from the village and 15 minutes from Collingwood. Lots of space for our group. The view going up to the house is incredible. Had a few minor issues but they are resolved very quickly. I will mention the internet is slow. For us it didn’t matter but someone who needs to check emails from work, or watch a hockey game on the phone like we did was not too fast. We had everything we needed and enjoyed our stay. Would definitely stay again!
Guest favorite
Chalet in The Blue Mountains
4.91 out of 5 average rating, 33 reviews

The Blue Mountains Chalet for 20- 8BR Bliss w/HTub

OlgaRating, 5 stars3 weeks ago
Beautiful place, beds were very comfortable like a hotel. It was nice and clean. Would book again.
Superhost
Chalet in The Blue Mountains
4.77 out of 5 average rating, 22 reviews

Lake/Ski chalet with HOT TUB/SAUNA!

RichardRating, 5 stars2 weeks ago
Very clean and easy to get ahold of!! Great place for large groups
Superhost
Chalet in The Blue Mountains
4.72 out of 5 average rating, 106 reviews

Blue Birds Inn Collingwood, The Blue Mountains

SoniRating, 5 stars7 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.
Superhost
Chalet in The Blue Mountains
4.64 out of 5 average rating, 103 reviews

Balcony-Backyard-Parking-Sauna-Sleeps 20

JennaRating, 5 stars2 months ago
such an amazing stay!! and perfect location

Lakefront chalet rentals

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

Lakefront Retreat, Cathedral Ceilings & Fireplace

BriannaRating, 5 stars3 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!
Superhost
Chalet in The Blue Mountains
4.68 out of 5 average rating, 76 reviews

Blue View 10 - Aqua Center

AnilRating, 5 stars1 month ago
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!
Top guest favorite
Chalet in Gravenhurst
4.93 out of 5 average rating, 230 reviews

Log Cabin on the Lake Bed and Breakfast

StephanieRating, 5 stars1 month ago
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!
Chalet in Gravenhurst
4.89 out of 5 average rating, 61 reviews

Muskoka Mist

SarahRating, 5 stars1 month 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, 21 reviews

The Cozy Camp Cottage and Jean Lodge

DerekRating, 5 stars1 month ago
Somehow it was better in person than that photos! It was a beautiful location, with such a comfortable relaxing homey asthetic through the whole house! I could've stayed for a couple weeks and could still find lots to do. It was a perfect spot for my bachelor party and most of the guys want to go back for other events. The price was reasonable, the host was so welcoming, easy going, communicative and clear in any instructions. It's clear they have everyone's best interest in mind! It was an amazing winter stay, I can't imagine how beautiful it would be in the summer!
Superhost
Chalet in Port Severn
4.63 out of 5 average rating, 81 reviews

Private Scenic Muskoka Lakefront Cottage (Hot Tub)

Mohammad AliRating, 5 stars3 months ago
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!
Top guest favorite
Chalet in Mulmur
5 out of 5 average rating, 35 reviews

Country Oasis - 5 private acres with hot tub

VeronicaRating, 5 stars6 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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