
Chalet vacation rentals in Simcoe County
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Top-rated chalet rentals in Simcoe County
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Popular amenities for Simcoe County chalet rentals
Family-friendly chalet rentals

Chalet At Blue - Private chalet with hot tub
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.

Stylish Log Chalet w/ Hot tub Minutes to Village
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.

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

Octagon Chalet fire pit, 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!

7 Bedroom chalet w private Outdoor Pool
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.

Beach Pass w/ Mountain Golf View in Village
Great location !! Host was amazing and everything was as listed ! Would recommend for your blue mountain stay!

Rustic Spanish Chalet inthe Heart of Nature/hottub
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!

Blue Mountain- Sauna - Firepit - Balcony - Parking
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

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)
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!

1 Lake/Ski Luxury Chalet /HOT TUB
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.

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.

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.

Lake/Ski chalet with HOT TUB/SAUNA!
Elena was a great host! She communicated really well and the house was just as advertised! Would 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.

Relax at The Mountaintop Chalet (sleeps 16)
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

Lakefront Retreat, Cathedral Ceilings & Fireplace
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!

Muskoka Mist
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.

The Cozy Camp Cottage and Jean Lodge
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.

Private Scenic Muskoka Lakefront Cottage (Hot Tub)
Great cottage for a large group. The sauna was amazing!

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!
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- Blue Mountain Village
- TPC Toronto at Osprey Valley
- Mount St. Louis Moonstone
- Port Carling Golf & Country Club
- Horseshoe Resort
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- Snow Valley Ski Resort
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- Beaver Valley Ski Club
- The Georgian Peaks Club
- Lake Joseph Golf Club
- Muskoka Lakes Golf and Country Club
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- Devil's Glen Country Club
- Caledon Country Club
- Alpine Ski Club
- Angus Glen Golf Club
- Lakeridge Ski Resort
- National Pines Golf Club
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- Goodwood golf club
- Granite Golf Club
- Dagmar Ski Resort
- The Club At Bond Head
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