Chalet vacation rentals in Hockley

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Top-rated chalet rentals in Hockley

Guests agree: these chalets are highly rated for location, cleanliness, and more.

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Guest favorite
Two dark blue adirondack chairs are positioned beside a fire pit on a gravel area overlooking the tranquil water of Brewster's Lake. Lush greenery and trees line the opposite shore, complementing the peaceful outdoor setting.
Chalet in Singhampton
4.89 out of 5 average rating, 75 reviews

3 Bedroom Lakefront Cottage on secluded lake.

This family friendly waterfront chalet is situated on 2.7 acres on the shore of beautiful Brewster's Lake in Singhampton, ON. Lots of indoor and outdoor space to relax and unwind after being outside swimming, canoeing, hiking, and biking. Have a feeling of being off the grid with a hot tub but still have great internet access. Enjoy preparing meals in the kitchen and end your evening with games, a fire or stargazing. 15 minutes from Collingwood. 2024 update-new deck stairs & stonework-gorgeous!

The chalet is nestled among lush greenery, with a stone exterior and a spacious deck. Stairs lead from the gravel path to the entrance, framed by vibrant shrubs and trees. The wraparound deck showcases a blend of natural elements and inviting outdoor spaces.
Chalet in Creemore
5 out of 5 average rating, 6 reviews

Spacious chalet near Creemore

This spacious chalet near Creemore comes with a huge deck for enjoying summer breezes, plus nearby hiking, cycling and beaches. It has 5 bedrooms, 3 bathrooms, 2+ living rooms, all on a quiet dead-end street. The Bruce Trail / Noisy River Provincial Park is around the corner, it's minutes to Creemore's shops and just a short drive to Wasaga Beach. Leave your stress behind as you escape to the country. Minimum 7-day rental. HST is included in rate. Unfenced yard, pets to be confirmed with owner.

Top guest favorite
A warm living area features leather sofas adorned with soft throws, along with a daybed lined with colorful cushions. A cozy wood stove is positioned nearby, providing a focal point. Natural light streams through the glass doors, complemented by rich purple curtains.
Chalet in The Blue Mountains
4.92 out of 5 average rating, 108 reviews

Stylish Log Chalet w/ Hot tub Minutes to Village

A real gem! Warm & inviting, our 3 bdrm chalet comfortably sleeps 8 & offers an upscale setting for your special Blue Mountain getaway. Decorated with a mix of vintage & modern to provide the very best comfort, we offer a 6 person Hottub on our south facing upper deck, Gourmet Kitchen, Spa Bathroom, 3 Smart TVs, WiFi, Laundry, Propane BBQ, & so much more. Come with families, friends, or just the 2 of you, to relax & put your feet up. In the country yet 2 minutes from town. You'll love it!

Top guest favorite
A spacious log home is surrounded by lush greenery, showcasing a blend of natural wood and stone elements. Large windows allow light to enter, and a welcoming path leads to the entrance, framed by vibrant landscaping and towering trees.
Chalet in Mulmur
5 out of 5 average rating, 60 reviews

Into the Woods Log Home

Private and relaxing escape, only 1:20 hrs from Toronto, and 40 minutes to Collingwood. Amenities include: - swim spa pool (seasonal) and hot tub - 2 swimming ponds - 70 acres of land (with trails) - sauna and steam shower - pirate ship play structure - ice rink (seasonal) - fireplaces - kids' zip line ... You'll never want to go home! This is our family home. Pls ensure you can abide by our house rules before booking. This also means NO PARTIES. Follow us on IG - intothewoodsloghome

Guest favorite
A wooden cabin is set against a backdrop of greenery, featuring large glass windows that invite natural light indoors. The structure displays a combination of rustic wooden siding and a red-painted section, while the landscaping is dotted with small plants and rocks.
Chalet in Flesherton
4.82 out of 5 average rating, 125 reviews

The Red House – Private Wooded Oasis & Hot Tub

Unplug in our private 3-acre forest retreat. Wake up in a king bed, brew coffee in the fully-stocked kitchen, then step onto the wrap-around deck surrounded by cedar forest. After hiking the Bruce Trail, skiing at Beaver or Blue, paddling Lake Eugenia or enjoying a foodie-road-tour, sink into the sparkling hot tub. Evenings end around the wood stove or the outdoor fire-pit under a star-filled sky. Fast Wi-Fi, cozy beds and thoughtful touches make every stay easy, relaxing and memory-filled.

Guest favorite
A spacious country home is set against a clear blue sky, featuring a modern design with a dark exterior and a metal roof. Expansive grassy areas surround the house, and tall trees in the background provide a sense of privacy and seclusion.
Chalet in Singhampton
5 out of 5 average rating, 17 reviews

FireSong-A stunning family friendly country home

A family friendly country home nestled in a Canadian forest close to Collingwood and the Blue Mountains. Lots of space to relax (with 2 hang out spots!) and unwind after being outside hiking, biking and more! Have a feeling of being off the grid while being close to amenities, having reliable internet access and just over 90 mins from Toronto. Enjoy preparing meals in the gourmet kitchen, relax with your family in the entertaining space and end your evening with games, a fire or a hot tub.

Top guest favorite
Chalet in Flesherton
5 out of 5 average rating, 15 reviews

Waverly House - Modern Chalet / Cottage with Pool

Waverly House is a stunning, professionally designed private escape, with a salt water pool and hot tub and sits at the foot of the Beaver Valley. With almost two acres of well treed, beautifully landscaped greenspace, this 4-season retreat is perfect for those seeking adventure in the natural setting of the Grey Highlands. Under 2 hours from Toronto, Waverly is perfect for families and those wishing to get away from city life. Waverly House is a cozy yet fully equipped modern home.

The exterior of the chalet is shown, featuring a modern design with grey siding and a welcoming covered porch. Surrounded by lush greenery, large windows allow for natural light, enhancing the connection with the outdoors.
Chalet in Flesherton
4.67 out of 5 average rating, 3 reviews

Chalet Margaux - Luxury Ski Chalet in Eugenia, ON

Welcome to Chalet Margaux! This stylish ski chalet is a perfect vacation destination for all seasons. Just a two hour drive north of Toronto, we are along the public beach access to Lake Eugenia and just a short drive to Beaver Valley Ski Club and the Blue Mountains! This private chalet is available year-round and features four bedrooms, a modern kitchen, hot tub, a separate bunkie for guests, adjacent forest with zip line and all the amenities you'll need for a wonderful getaway.

A spacious living area features a large sectional sofa, complemented by a round coffee table and a textured area rug. Soft lighting emanates from recessed fixtures and a decorative pendant light. A wall-mounted artwork adds visual interest to the neutral color scheme.
Chalet in Belfountain
4.79 out of 5 average rating, 14 reviews

18 Acre Cozy and Relaxing Chalet with HOT TUB!!

Forget your worries in this spacious and serene space by the riverside situated on 18 ACRES. Enjoy the hot summer days, colorful Fall leaves or the cozy and magical Winters. Relax on one of 2 decks or on in the Hot Tub Spa. Perfect place for family gathering or large outdoor event (Inquire separately). Riverside Estates is located just less then 10 mins for the 410 N Hwy. This 3 bedroom (sleeps- 1 queen, 2 singles beds) furnished and decorated chalet with fully equipment kitchens

A custom timber-frame home is surrounded by lush greenery, with a spacious pool area featuring a rectangular in-ground pool. The expansive outdoor deck showcases sleek stone tiles, offering ample space for relaxation and sunbathing in a tranquil woodland setting.
Chalet in Minesing
4.77 out of 5 average rating, 132 reviews

Private Chalet on 100 Acres w/ Pool Near Wasaga

Welcome to your own private oasis situated on 100 acres of beautiful woodlands! This massive 5 BD, 3 BA custom-build timber home is the perfect setting for large families or travelling friends. Take a dip in the pool or soak in the hot tub while surrounded by the tranquil scenery! Cozy up by two indoor fireplaces during cool evenings. Our property is conveniently located near Wasaga Beach, so you can easily explore the area's activities with a tranquil retreat as your home base!

Top guest favorite
A picturesque pond features a central fountain, surrounded by lush greenery and trees. In the background, a spacious chalet is visible, complementing the serene atmosphere. Kayaks are available near the water's edge, enhancing the outdoor recreational appeal.
Chalet in Mulmur
5 out of 5 average rating, 44 reviews

Country Oasis - 5 private acres with hot tub

Escape to the country and unwind. Just 1.5 hours from the city, this luxurious chalet sleeps up to 12 and offers a hiking loop, a 1-acre swimming pond, volleyball, ping pong, a trampoline. (Or work with ease thanks to high-speed wifi.) With ski clubs, Bruce Trail hiking, cycling, and snowmobile routes right outside the door, boredom is not an option. Venture up to Collingwood, hop down to Hockley Valley, or just soak up the tranquility from the hot tub.

Chalet in Flesherton
4.86 out of 5 average rating, 21 reviews

4 Bedroom, 2 Bath Chalet- 4 Season Fun and Private

Escape the hustle and bustle with this Chalet in the town of Eugenia close to the lake and the Beaver Valley Ski Club. Take advantage of the region's best 4 season recreational area in Ontario. Bring your ATV, Snow Mobile, Boat or Downhill skis. Cycling, Hiking, Golf, and many other activities to mention. A short drive to dining in Thornbury or 30 Mins from Blue Mountain Village. Stay local and head to Kimberley and Flesherton for shopping.

Popular amenities for Hockley chalet rentals