Chalet vacation rentals in Collingwood

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Popular amenities for Collingwood chalet rentals

Family-friendly chalet rentals

Superhost

Chalet in The Blue Mountains

4.85 out of 5 average rating, 733 reviews

Blue Mountain / Collingwood Hill Side Condo

AliRating, 5 stars4 weeks ago
Amazing location, and very very clean. Definitely recommended.
Superhost

Chalet in The Blue Mountains

4.64 out of 5 average rating, 28 reviews

Village Close, Hot Tub, BBQ Patio, Large Groups

Molly-BraeRating, 5 stars11 months ago
Our stay was great and everything we could have asked for! The place was huge and had enough rooms/beds for all 16 of us. Our host responded right away and answered all of our questions. Also in such a great spot near Blue Mountain. Would definitely recommend!
Guest favorite

Chalet in The Blue Mountains

4.9 out of 5 average rating, 78 reviews

Stylish Log Chalet w/ Hot tub Minutes to Village

TiffanyRating, 5 stars3 weeks ago
If I could give Tamara more stars I would! Our stay was incredible. The home both inside and out was picturesque and exactly as shown in the photos. We spent the weekend in Collingwood for a 40th birthday gathering and honestly one of the highlights was spending time at the Airbnb! Tamara was a wonderful host, super responsive and accommodating, could not have asked for more from her or the accommodations. If you are thinking about staying in the Collingwood area and want a private cottage with a drive less than 10 mins to downtown look no further, this is your place!

Chalet in Markdale

4.79 out of 5 average rating, 56 reviews

Authentic Tyrolean Chalet at base of BVSC

ShwetaRating, 5 stars2 months ago
The place was really nice and we enjoyed with our family! We would love to visit again!!
Superhost

Chalet in Kimberley

4.75 out of 5 average rating, 16 reviews

Beaver Valley family chalet with a view

DeborahRating, 5 stars2 months ago
Great place in a pretty neighborhood- nice restaurants nearby. Would definitely book again

Chalet in The Blue Mountains

4.6 out of 5 average rating, 258 reviews

Beach Pass w/ Mountain Golf View in Village

DaveRating, 5 stars4 months ago
Great place to stay, house was clean and provided everything we needed. Host was great and offering suggestions for local areas/beaches.
Superhost

Chalet in The Blue Mountains

4.89 out of 5 average rating, 98 reviews

Rustic Spanish Chalet inthe Heart of Nature/hottub

GurpreetRating, 5 stars2 weeks ago
Pictures do not do justice at all to this beautiful Chalet! It’s so much beautiful in person. I would definitely recommend this place to the friends and family.
Guest favorite

Chalet in Priceville

4.91 out of 5 average rating, 464 reviews

ReLive Hilltop Chalet w/brand-new hottub, sunrises

BrieanneRating, 5 stars1 month ago
This was the perfect place for a relaxing getaway. We loved being surrounded by the beautiful scenery in the fall. Hosts were also helpful and quick to respond. Would definitely recommend for anyone looking for a peaceful retreat to unplug!

Luxury chalet rentals

Guest favorite

Chalet in The Blue Mountains

4.97 out of 5 average rating, 71 reviews

Walk To Ski Hill- HOT TUB & SAUNA

JustineRating, 5 stars1 month ago
Kady was great prior to and during stay. Went with 5 adults, 3 kids, 1 baby and a dog. Great space. Looking forward to staying here again.
Guest favorite

Chalet in Collingwood

4.94 out of 5 average rating, 83 reviews

The woodlands Sleeps 20! HOT TUB Volleyball Court

AnthonyRating, 5 stars2 weeks ago
Rented this property for a friend's bachelor party. Plenty of space for 11 people and was fun to spend time between the main house and smaller one. Great space on property for outdoor activities as well. Very close to downtown Collingwood and the village. We had a great time, thanks for everything! :)

Chalet in The Blue Mountains

4.67 out of 5 average rating, 66 reviews

7 Bedroom chalet w private Outdoor Pool

KristinRating, 5 stars4 months ago
We had a great time at their place! Our hosts were very responsive (sent someone the same day we had dishwasher troubles and they fixed it), the house was perfect for our big group with lots of kids and the location was perfect for easily getting groceries, checking out local activities and restaurants as well as spending time outside enjoying the pool/yard. The house was clean, the beds were comfortable and main living space large enough for our group of 16 (plus a dog!)
Guest favorite

Chalet in The Blue Mountains

4.86 out of 5 average rating, 70 reviews

8 bedrooms+Pool+Sauna (leftbank Onsis chalet)

AakshiRating, 5 stars1 month ago
We had a great experience at Liane and Sabrina’s home! The indoor pool was definitely the highlight of the stay, as well as the spacious home and abundance of beds for everyone to sleep comfortably. Thank you so much!
Guest favorite

Chalet in The Blue Mountains

5 out of 5 average rating, 11 reviews

Indoor Pool & Hot Tub, Steps to Ski Lift

MichaelRating, 5 stars1 week ago
Place is absolutely stunning. There’s no other place in blue id want to go after my stay there. Will definitely look to go back in future.
Guest favorite

Chalet in The Blue Mountains

4.9 out of 5 average rating, 29 reviews

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

JameRating, 5 stars1 week ago
Stayed here for the weekend with our families and this chalet was beautiful and super spacious! It is extremely clean and we all fell in love with the place. Had a little parking issue due to the snow but Jason and the team were so quick to respond, so that was really awesome of them! We can’t wait to stay here again during the summer. Thank you again!
Guest favorite

Chalet in Mulmur

5 out of 5 average rating, 40 reviews

Into the Woods Log Home

DouglasRating, 5 stars3 months ago
We can't speak highly enough about this stay. Honestly, even with the great photos in the listing, nothing comes close to how beautiful this stay was, both inside and out. I absolutely recommend staying here and can't wait to come back.
Superhost

Chalet in The Blue Mountains

4.71 out of 5 average rating, 105 reviews

Blue Birds Inn Collingwood, The Blue Mountains

SoniRating, 5 stars3 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 Singhampton

4.92 out of 5 average rating, 60 reviews

3 Bedroom Lakefront Cottage on secluded lake.

LizRating, 5 stars1 month ago
This place was magical, even with the colder weather. We felt right at home with our little one. The views of the lake while sitting beside the fireplace, fully furnished kitchen, cozy living room, only the sounds of nature at the dock, and the hidden treehouse were perfect. It was truly a breath of fresh air to stay in an Airbnb that DID NOT have a list of things to do at checkout! We will definitely stay here again when it’s warmer!
Superhost

Chalet in The Blue Mountains

4.68 out of 5 average rating, 69 reviews

Blue View 10 - Aqua Center

Kimberly RoseRating, 5 stars1 week ago
What a fantastic, gorgeous, private getaway! Right by the water, large panoranic windows, hottub, shower sauna, convenience store across the street, 6min drive to the village, all organized with a descriptive & responsive team. Negotiating an early check in was easy. We visited during the winter and thoroughly enjoyed our stay. The highwinds made the exhaust fan for the stove clank and clang all night but we enjoyed the cooling breeze when we were in the hottub. You pay a pretty penny for this place, the cleaning fee is up there considering they expect you to do a lot of the cleaning yourself, but you get top notch view and amenities with it and privacy. More cost effective to go with a group. We are already planning on booking again and are grateful for the coupon for our next visit! A big Thank You to our wonderful hosts!
Guest favorite

Chalet in Meaford

4.97 out of 5 average rating, 69 reviews

Sundance of Blantyre Ski Lodge w/ Hot Tub/Sauna

LisaRating, 5 stars1 week ago
We decided to do a stay up North instead of Secret Santa this year and it was definitely worth it! We had a wonderful time as a family and are already talking about going back in the summer to do some fishing, swimming and the sauna which we didn’t get to! Michelle was wonderful and the house was more than we expected which is great when you are there with 10 people!

Chalet in The Blue Mountains

4.89 out of 5 average rating, 27 reviews

Private Waterfront Chalet Minutes from Ski-hills

LubaRating, 5 stars27 months ago
This place is 100 percent perfect. Richard is so easy to communicate with and it was great meeting him after months of messaging with him. The cottege has everything you might think you need and more and the location and sunsets were amazing. The bonfires on the beach overlooking the amazing view was priceless as well as the view from the dining room. This cottege is a 5 minute drive to The Blue Mountain village or alternatively you can bike there and a 1o minutes drive to Collingwood (movie theatres, grocery stores, bowling, etc) . There are many cider breweries and winery not to far of a drive. Scandinavian Spa is 5 minutes away as well as cedar+sage hot yoga. Everyone on this street is friendly and kind. Thank you again Richard for all the great memories.
Guest favorite

Chalet in Mulmur

5 out of 5 average rating, 35 reviews

Country Oasis - 5 private acres with hot tub

VeronicaRating, 5 stars2 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!

Quick stats about chalet rentals in Collingwood

  • Total rentals

    10 properties

  • Nightly prices starting at

    $70 before taxes and fees

  • Total number of reviews

    410 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

Destinations to explore

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