Chalet holiday rentals in Collingwood

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Popular amenities for chalet rentals in Collingwood

Family-friendly chalet rentals

Superhost
Chalet in The Blue Mountains
4.85 out of 5 average rating, 753 reviews

Blue Mountain / Collingwood Hill Side Condo

Joanna MarieRating, 5 stars2 weeks ago
We had a wonderful stay, the location was so close to the Blue Mountain village, the place was cozy and clean. highly recommend
Guest favourite
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 stars2 months 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 stars4 months ago
The place was really nice and we enjoyed with our family! We would love to visit again!!
Guest favourite
Chalet in The Blue Mountains
4.83 out of 5 average rating, 167 reviews

Octagon Chalet firepit, sauna, close to theVillage

JunelleRating, 5 stars1 month ago
Vivian’s place was perfect for our group! We had a great time skiing and exploring the village. Plenty of space for us to sleep. The top floor was spacious and gorgeous. The kitchen was great had everything we needed to cook some nice meals. Would stay again next time we are in blue mountain!
Guest favourite
Chalet in The Blue Mountains
4.98 out of 5 average rating, 109 reviews

Walk to the village at Blue - Regal

JulieRating, 5 stars2 weeks ago
Sara’s place was absolutely spectacular! Every little detail was thoughtfully considered, making it perfect for a big group or family. From an abundance of towels, blankets, and dishes to a well-stocked kitchen with spices—you name it, they had it! Our family frequently rents large homes, and it's usually hard to please everyone, but this time, not a single person had any complaints—only praise for how much they enjoyed the stay. The amenities were top-notch! We made great use of the sauna, red light bathrooms, and hot tub. Plus, the home offered plenty of gathering spaces for both adults and kids to relax and enjoy. It was truly a comfortable and welcoming experience. We would absolutely stay here again and highly recommend it to anyone looking for a well-equipped, thoughtfully designed getaway!
Superhost
Chalet in Kimberley
4.75 out of 5 average rating, 16 reviews

Beaver Valley family chalet with a view

DeborahRating, 5 stars4 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 stars6 months ago
Great place to stay, house was clean and provided everything we needed. Host was great and offering suggestions for local areas/beaches.
Guest favourite
Chalet in Priceville
4.91 out of 5 average rating, 468 reviews

ReLive Hilltop Chalet w/brand-new hottub, sunrises

CindyRating, 5 stars3 weeks ago
We had a fabulous stay at Milena and Johnny’s cabin. Clean, cozy, peaceful - just what we needed. Our dog loved the snow and the trails - as did we. Milena was super helpful and responsive. Highly recommend for those looking for a taste of nature and fresh spring water to recharge.

Luxury chalet rentals

Guest favourite
Chalet in The Blue Mountains
4.98 out of 5 average rating, 80 reviews

Walk To Ski Hill- HOT TUB & SAUNA

DericRating, 5 stars3 weeks ago
Great place super close to the Valley Express chairlift. Lots of room for two families of 4 to relax and enjoy.
Guest favourite
Chalet in The Blue Mountains
4.97 out of 5 average rating, 61 reviews

Luxury Chalet /Hot tub

AhsanRating, 5 stars2 weeks ago
Drove up for a ski trip and this place was great! Would definitely stay again. Close enough to the slopes that you can drive/walk. The house was very clean and had a good layout. Elena and vlad provided detailed instructions on everything, no issues at all.
Superhost
Chalet in The Blue Mountains
4.76 out of 5 average rating, 84 reviews

Retreat at Blue with private Hot Tub

TylerRating, 5 stars1 month ago
Ira’s place was great for a large group of people looking to get away and enjoy the slopes. It’s a little far to walk especially with ski gear, however it is a short drive away from the village. The place was what was described in the listing and a great spot with a hot tub for after those long days on the slopes. Prior to arriving we were a bit intimidated with the numerous rules listed and penalties for not adhering to them, however it is understandable and obvious Ira just wanted her place respected and we had no problems adhering to the requested rules. Overall we enjoyed our stay at this cottage and Ira communicated everything well so there were no surprises.
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 weeks ago
Came for a work event, everyone had a great time and was very comfortable. Thanks again. Looking forward to booking next year!
Guest favourite
Chalet in Collingwood
4.95 out of 5 average rating, 22 reviews

*NEW* Naturskön Cottage | Mountain Views | Hot Tub

J GaryRating, 5 stars2 weeks ago
We stayed at this wonderful place (2 families - 4 adults, 5 kids) for a birthday ski weekend. Place is beautifully decorated, minutes to Blue Mountain and the downtown strip. Hot top was a treat to relax after hitting the slopes and their massive TV was perfect for movie night with the families. Thank you for your hospitality! We really enjoyed our stayed and will have fond memories for life.
Guest favourite
Chalet in The Blue Mountains
4.95 out of 5 average rating, 19 reviews

Indoor Pool & Hot Tub, Steps to Ski Lift

AlexaRating, 5 stars1 week ago
My family and I enjoyed our stay and we will go back again in the nearest future. The house is so beautiful and spacious. The pool was amazing. I love the area very private. Highly recommend staying there.
Guest favourite
Chalet in The Blue Mountains
4.9 out of 5 average rating, 31 reviews

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

JennaRating, 5 stars2 months ago
Great hosts! Very responsive and supportive with any questions we had! Continued to text to check in throughout our stay to offer additional support!
Superhost
Chalet in The Blue Mountains
4.64 out of 5 average rating, 102 reviews

Balcony-Backyard-Parking-Sauna-Sleeps 20

JulieRating, 5 stars1 week ago
Great stay, good for a big bunch of low maintenance people

Lakefront chalet rentals

Chalet in Singhampton
4.92 out of 5 average rating, 60 reviews

3 Bedroom Lakefront Cottage on secluded lake.

LizRating, 5 stars3 months 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
4.67 out of 5 average rating, 72 reviews

Blue View 10 - Aqua Center

Kimberly RoseRating, 5 stars2 months 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 favourite
Chalet in Meaford
4.97 out of 5 average rating, 74 reviews

Sundance of Blantyre Lodge w Hot Tub, Sauna & Pond

HeidiRating, 5 stars1 month ago
We enjoyed the place immensely. Beautiful location, lots to do outside and the indoor space is roomie, clean & inviting.
Guest favourite
Chalet in Collingwood
4.93 out of 5 average rating, 101 reviews

A little piece of Heaven

NadineRating, 5 stars4 months ago
Vicki’s place was incredible. Spectacular view and great location in Collingwood close to hiking trails and grocery stores. Really cosy place and well thought out with mostly everything you could need. Bring your own shampoo and bath soap.
Guest favourite
Chalet in Mulmur
5 out of 5 average rating, 35 reviews

Country Oasis - 5 private acres with hot tub

VeronicaRating, 5 stars4 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

    £63 before taxes and fees

  • Total number of reviews

    430 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