Chalet vacation rentals in Simcoe County

Find and book unique chalets on Airbnb

0 of 0 items showing
1 of 3 pages

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 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 favorite
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 The Blue Mountains
4.86 out of 5 average rating, 14 reviews

The Aqua Villa

GurleenRating, 5 stars57 months ago
Beautiful chalet on the water. Lovely views! Close to blue mountain village. Spacious. Abeer stays in the chalet beside this one but we felt we had more than enough privacy!
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
4.77 out of 5 average rating, 224 reviews

-BBQ-Full Kitchen-W/D-Sauna-Backyard-Parking-A/C

AnkatRating, 5 stars1 day ago
very nice and easy to communicate owners. the place is easy to find, accurate description. and most important, the place is safe specially for the kids. will definitely choose this place again.
Chalet in Orillia
4.97 out of 5 average rating, 39 reviews

Cozy Country Retreat

WarrenRating, 5 stars17 months ago
Had a great stay at Sharon’s quaint cabin, quiet, full of charm, unique landscaping with ponds on the property, and walking trails across the road. Perfect place to relax in front of the fire over the winter holidays, would like to go back in the summer to appreciate the outdoor amenities and character more. Close enough to town while still feeling secluded was a plus. If you are a creative type and looking for a place to draw, paint, write, or just get inspired, this spot delivers!
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!

Luxury chalet rentals

Guest favorite
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, 88 reviews

Starlight Mountain House: Chalet w Hot Tub + Games

Kimberly Rating, 5 stars2 weeks ago
We enjoyed our stay in this chalet. it was clean, all amenities were as described.. in room 5 the bathroom attached the drain was a bit clogged in shower and sink. we were entertained with all the games in the arcade room and hot tub. the kitchen and living room are very spacious where we could all gather for family time. Definitely would recommend and we'd book again!
Guest favorite
Chalet in The Blue Mountains
4.93 out of 5 average rating, 40 reviews

Glacial Getaway at The Blue Mountains - Sleeps 18

HeesunRating, 5 stars1 month ago
The venue was perfect for our large group, and we are already considering a return visit in the near future. Highly recommended!
Superhost
Chalet in The Blue Mountains
4.75 out of 5 average rating, 125 reviews

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

TaraRating, 5 stars2 months ago
Lovely place. Had a country feel but was close to everything we needed.
Guest favorite
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.
Superhost
Chalet in The Blue Mountains
4.9 out of 5 average rating, 48 reviews

The Green Moose Classic Chalet w/ Hot Tub, BBQ, La

KatiaRating, 5 stars3 weeks ago
We stayed for two nights and had a great time! The location was perfect — close to everything we needed. Tony was a wonderful host, very friendly and responsive. Highly recommended!
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!
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.

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 stars3 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 stars2 weeks 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!

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Chalet rentals