
Chalet holiday rentals in Hockley
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Top-rated chalet rentals in Hockley
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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!
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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.
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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!
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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.
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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.
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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.
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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
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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!
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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.
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Casa Athena — Luxury Toronto Mansion with Gym
Welcome to Casa Athena — a 5 bedroom, 5 bathroom, 5000+ sqft luxury mansion located in one of the best neighbourhoods in North York. With 4 stories of space, this home combines classical Greek elegance with modern comfort. Perfect for families, corporate retreats, or intimate gatherings. 5 minutes walk to Yonge street and just minutes from highways, shopping, and a short drive to downtown Toronto. ** Parties are strictly prohibited **

The Sheds: Victorian Farmhouse 5BR Ski-In Ski-Out
Steps to Mansfield Ski Club. Victorian farm house located North-east corner of Dufferin County straddling the famous Niagara Escarpment, a UNESCO World Biosphere Reserve. Located on the side of the hill, Ski in/Ski out to Mansfield Ski Club. The escarpment itself consists of steep slopes and river valleys surrounded by extensive forests. Located about an hour’s drive north-west of the City of Toronto.
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Old Baldy Lodge
Relax with family and friends in the most peaceful place in Beaver Valley! Old Baldy Lodge is a warm, stylish retreat made for unwinding and exploring. Start your day soaking in peaceful pond views, cozy up by the fire, or head out for hiking, skiing, lakes, and local food & wine. Roomy, relaxed, and perfectly located, it’s the ideal escape for families, friends, and anyone craving nature with comfort.
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Popular amenities for Hockley chalet rentals
Family-friendly chalet rentals

Grey Highlands Lodge
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The Red House – Private Wooded Oasis & Hot Tub
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Ski in/out Chalet Hot Tubs Sauna Fireplace
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Walk to the village at Blue - Regal
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Chalet At Blue - Private chalet with hot tub
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Blue Mountains Chalet
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Cozy Airbnb to Blue Mountain Village
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Blue Mountain Chalet Sleeps 16 Sauna
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Destinations to explore
- CN Tower
- Blue Mountain Village
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Downsview Park
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Scarborough Town Center
- Nike Square One Shopping Centre
- Toronto Zoo
- Wasaga Beach Area
- Exhibition Place
- Elora Gorge
- Yorkdale Shopping Centre
- Casa Loma
- Trinity Bellwoods Park
- York University
- Snow Valley Ski Resort
- Sheppard–Yonge Station
- Massey Hall




