Chalet vacation rentals in Hockley

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Popular amenities for Hockley chalet rentals

Family-friendly chalet rentals

Superhost
Chalet in The Blue Mountains
4.84 out of 5 average rating, 757 reviews

Blue Mountain / Collingwood Hill Side Condo

AprilRating, 5 stars3 weeks ago
Great place to stay for a few days of skiing Blue
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 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 favorite
Chalet in The Blue Mountains
4.83 out of 5 average rating, 168 reviews

Octagon Chalet firepit, sauna, close to theVillage

NavreenRating, 5 stars2 weeks ago
Vivian’s cottage was in an amazing location and we were able to walk to the village. She was very responsive and accommodating as there was a snowstorm on our checkout day. 10/10 recommend!
Chalet in The Blue Mountains
4.68 out of 5 average rating, 68 reviews

7 Bedroom chalet w private Outdoor Pool

MirnaRating, 5 stars2 months ago
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.
Guest favorite
Chalet in The Blue Mountains
4.98 out of 5 average rating, 109 reviews

Walk to the village at Blue - Regal

JulieRating, 5 stars4 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, 259 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.

Luxury chalet rentals

Superhost
Chalet in The Blue Mountains
4.98 out of 5 average rating, 81 reviews

Walk To Ski Hill- HOT TUB & SAUNA

AnnaRating, 5 stars3 weeks ago
Kady was a great host. She was very responsive and accommodating. The home was super spacious, with lots of room for 3 families and 2 dogs. Being able to walk to the hill was a bonus! We would definitely return.
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 stars3 weeks 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
4.76 out of 5 average rating, 120 reviews

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

DanielRating, 5 stars4 weeks ago
Well equipped and great location, would recommend!
Superhost
Chalet in Collingwood
4.93 out of 5 average rating, 88 reviews

The woodlands! HOT TUB Volleyball Court

KhashayarRating, 5 stars1 month ago
I had an amazing experience staying at kady’s place! The property was spotless, beautifully decorated, and had everything I needed for a comfortable stay. The location was perfect—close to [mention any notable attractions or conveniences if applicable]. [Host’s Name] was incredibly welcoming and responsive, making sure every detail was taken care of. I truly felt at home and would highly recommend this Airbnb to anyone looking for a relaxing and enjoyable stay. Thank you for making my trip so memorable!
Superhost
Chalet in Meaford
4.93 out of 5 average rating, 58 reviews

UrbanChalet: Secluded 20Acres W/Pizza Oven+Firepit

GillianRating, 5 stars4 weeks ago
Had a great stay with my friends and felt very comfortable! Absolutely fit the cozy vibe we were hoping to achieve, and the space was great for the group of 8 we had. I absolutely adored the dining room table, it was a perfect center piece for our gatherings of board games and meals
Superhost
Chalet in The Blue Mountains
4.91 out of 5 average rating, 32 reviews

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

GraceRating, 5 stars3 weeks ago
We had a great stay. Excellent location to visit Blue Mountain and plenty of space inside!
Superhost
Chalet in The Blue Mountains
4.72 out of 5 average rating, 106 reviews

Blue Birds Inn Collingwood, The Blue Mountains

SoniRating, 5 stars6 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
5 out of 5 average rating, 3 reviews

Big Modern Blue Mountain Chalet

KaylaRating, 5 stars3 weeks ago
Always heard back from our host when we had a question and everything matched the description and photos!

Lakefront chalet rentals

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

3 Bedroom Lakefront Cottage on secluded lake.

LizRating, 5 stars4 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
4.68 out of 5 average rating, 74 reviews

Blue View 10 - Aqua Center

PeterRating, 5 stars1 week ago
The place was very spacious! The large windows and view of the lake were nice. We appreciated all the bathrooms and showers, though quickly learned to manage the hot water when we ran out. The Circle K directly across the street was very convenient! It was approximately a $12.00 /7-minute Uber ride to Blue Mountain, which was great! I would recommend this place for big families and groups.
Guest favorite
Chalet in Meaford
4.97 out of 5 average rating, 76 reviews

Sundance of Blantyre Lodge w Hot Tub, Sauna & Pond

TessaRating, 5 stars1 week ago
We were a group of 9 friends wanting to enjoy a winter cottage and we had a fantastic time. The airbnb is super cute with antiques and wallpaper and a unique layout. We were impressed with the amount of space. We appreciated that the airbnb was stocked with all the essentials, and especially enjoyed the added touches of the robes in the rooms and the complimentary wine. The sauna house is also very cute and we enjoyed the use of the sauna. While we brought our own boardgames, there were also plenty of boardgames and other games, including a scavenger hunt to keep you entertained. Michelle was a pleasure to communicate with and was a great host.
Guest favorite
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 favorite
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!

Destinations to explore

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