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Chalet holiday rentals in Greater Toronto Area

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Top-rated chalet rentals in Greater Toronto Area

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

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Top Guest favourite
The chalet’s exterior features large, triangular windows that allow natural light to fill the interior. A spacious deck extends from the building, surrounded by lush green grass. A hot tub is positioned nearby, offering an inviting spot for relaxation.
Chalet in Peterborough

Stunning Waterfront Chalet

Stunning Waterfront Chalet. Excellent for releasing the stresses of everyday life. Put your feet up on the deck or dock and relax your body in the hot tub. For the extra hot days the water is refreshing and weed free. The cottage has two A/C units to keep you cool on the hottest days. The floating island is great for the kids to swim to and have hours of fun splashing in the water or great for tanning. Lots of water toys to play with and be entertained and explore. Sea Doos on site for rent also

LocationFamilyPets

4.96 out of 5 average rating, 109 reviews
Top Guest favourite
An open concept living space features a pool table at the center, surrounded by a sectional couch and a small dining table. Large windows provide natural light, while a 70-inch TV is mounted on the wall. A gas fireplace is visible in the background.
Chalet in Blue Mountain Resort Area

Entire Rustic Chalet - Hot Tub, Sauna, Large Yard!

This updated chalet in the heart of Blue Mountain surrounded by forest includes a huge front yard, balcony, hottub, sauna, pool table, darts, foosball and is only a 3min drive to the BM Village. The great room has an amazing Polk audio surround sound with 70"4k TV ideal for movie nights after a long day skiing. 5 of the 7 bedrooms have there own 32"TVs for more private entertainment before bed. The mattresses are very comfy for a quality sleep so you will be well rested for the next day of fun.

ValueLocationAmenities

4.97 out of 5 average rating, 211 reviews
Top Guest favourite
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

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!

ValueLocationView

4.91 out of 5 average rating, 112 reviews
Top Guest favourite
A bright bedroom features a spacious bed covered with soft linens and a textured throw. The walls are painted blue, complemented by decorative curtains. A piece of artwork depicting a deer is displayed above the bed, and a bedside lamp is positioned on a small white table.
Chalet in Blue Mountain Resort Area

Little Blue Spruce (Pool & Free Village Shuttle)

Welcome to The Little Blue Spruce Chalet, the place to unwind and rejuvenate. Located 5min from the village, this spacious unit comes with everything you might need to make your vacation carefree: fast internet, cable and multiple streaming channels, lots of linens and towels, a washer/dryer and a fully stocked kitchen. Relax on the back patio watching the birds and bunnies, walk 2 min to the pool or take the free shuttle to the village. Message me for more info! LICENCE NO. LCSTR20220000080

ValueLocationTV

4.97 out of 5 average rating, 348 reviews
Top Guest favourite
The rustic exterior of High Pines Cottage is highlighted by large, floor-to-ceiling windows that allow natural light to fill the interior. Surrounding the cottage, a well-tended garden features a variety of plants, stones, and landscaping elements, adding to the inviting allure of the property.
Chalet in Flesherton

Cozy cottage in the woods near trails & waterfalls

High Pines Cottage is a spacious yet cozy, pet friendly retreat. Located on a beautiful 1.8 acre lot that hosts a variety of large pines and other beautiful trees, it offers privacy and relaxation. It is perfect for any season with many activities from hiking to skiing and has a home gym. Whether you are looking to curl up by the fireplace or enjoy the trails with your pup, our cottage offers what you need to unwind or connect with friends and family. Check out Instagr. @high_pines_cottage

LocationValueNearby

4.97 out of 5 average rating, 100 reviews
Guest favourite
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

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.

ValueLocationHospitality

4.82 out of 5 average rating, 125 reviews
Superhost
The exterior of the chalet features a two-story structure with large windows providing ample natural light. A small balcony is visible above the lower level, accompanied by a natural gas BBQ. Colorful adirondack chairs in red and blue are placed on the patio, surrounded by green shrubbery.
Chalet in Blue Mountain Resort Area

Modern Ski In/Out Mountain Side Ground Floor

SKI IN AND SKI OUT from the back deck (snow dependent)!! Notice the amount of comfortable seating for NINE PEOPLE around the TV that many other places are without. At the end of a long ski day having a comfortable place for everyone to sit is what most Chalets are missing. Enjoy our family’s beautiful renovated GROUND FLOOR chalet with 2 Bedrooms, 2 Baths, 6 Beds conveniently located next to the Blue Mountain Inn. Blue Mountain Village is a 7 minute walk away. Location, Location, Location

LocationFamilyAmenities

4.9 out of 5 average rating, 490 reviews
Top Guest favourite
A spacious living area is highlighted by modern furnishings, including two dark sofas and a wooden coffee table. A kitchen island with bar seating offers additional space, while dining chairs surround a large table in the background. Bright lights illuminate the well-equipped kitchen and open layout.
Chalet in Blue Mountain Resort Area

King’s Escape at Blue Mountain

Welcome to our cozy, ground-level, two-bedroom condo in Historic Snowbridge, just a short walk from Blue Mountain Village-your perfect year-round escape! Backing onto Monterra Golf Course, you’ll enjoy stunning views and endless outdoor activities. Ski in winter or hike and bike in summer. Relax at our *seasonal* outdoor pool and take advantage of free rides to the village. Amenities include comfortable sleeping for families, a fully equipped kitchen, and a cozy living space LCSTR20210000165

FamilyValueSleep quality

4.97 out of 5 average rating, 208 reviews
Superhost
A game room is featured with a classic pool table, blue felt top, and wooden frame. Overhead lighting highlights the area, while adjacent walls are adorned with natural wood paneling and stone accents. A vintage arcade game is also visible in the background.
Chalet in Blue Mountain Resort Area

Ski in/out Chalet Hot Tubs Sauna Fireplace

This Ski in/out chalet is only 13 min walk to the nearest Ski Lift. We have an outdoor Hot Tubs, an indoor Sauna, and Entertainment such as a Pool Table, video games and a large 75 inch HD TV for your movie nights. Surround your friends/families around our renovated Kitchen, large Centre Island and large Dining Room Table. Seat in our covered Sunroom to have a morning coffee or enjoy your BBQ food all year round. Worry free and leave your cars at our home: Only 7 min walk to the Village

FamilyValueKitchen

4.8 out of 5 average rating, 194 reviews
Guest favourite
The A-frame entrance features a welcoming porch adorned with a decorative bench and vibrant flower baskets. Lush greenery surrounds the entry, with stone steps leading to the front door, enhancing the natural charm of the property.
Chalet in Douro-Dummer

Cozy Cottage with Incredible Views!

20 minutes East of Peterborough, this peaceful, tranquil and relaxing Riverfront location features abundant wildlife, beautiful sunrises, and comfortable clean accommodations. Activities include canoeing/kayaking, fishing, biking, horseshoes, swimming and hiking in the summer. Winter months include ice skating, snowshoeing, cross country skiing, as well as snowmobile trails close by. This lovely setting is perfect for couples, solo adventurers, business travelers, families and children.

FamilyLocationHospitality

4.9 out of 5 average rating, 102 reviews
Guest favourite
Chalet in Blue Mountain Resort Area

Starlight Mountain House: Chalet w Hot Tub + Games

Welcome to your paradise at the bottom of Blue Mountain, featuring an abundance of amenities for you to enjoy indoors and out! This tastefully decorated ski-themed three-story chalet has light pouring in through the large windows, with the beautiful landscape of the mountains visible from the porch and upper deck. Just over a km from the heart of the village, you can host more friends & family than a typical chalet, boasting 7 bedrooms & 6.5 bathrooms, most with ensuites.

ValueFamilyParking

4.82 out of 5 average rating, 132 reviews
Guest favourite
The living area features a comfortable sofa adorned with cushions, positioned near a stone fireplace. Large windows allow natural light to fill the room, showcasing views of the surrounding greenery. A dining table with wooden chairs is visible, creating a cozy space for gatherings.
Chalet in Blue Mountain Resort Area

Immaculate Blue Mountains chalet

Welcome to our cozy chalet located in walking distance of Blue Mountain village. The chalet has been recently updated, including a luxurious king bed. Through winter, enjoy a relaxing evening by the fire, after a day on the slopes. In summer, enjoy time at the pool, after day on the golf course. The chalet is equipped with everything you need for a tranquil getaway. Enjoy free shuttle service to the village. STA Licence # LCSTR20220000127

ValueLocationComfort

4.9 out of 5 average rating, 459 reviews

Popular amenities for Greater Toronto Area chalet rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly chalet rentals

Guest favourite
A two-story blue chalet is featured, surrounded by well-manicured lawns and vibrant greenery. The welcoming entrance is marked by a stone sign displaying '146 Settlers Way.' Balconies and large windows enhance the charming exterior, inviting guests into the spacious interior.
Chalet in Blue Mountain Resort Area

Cozy Blue Mountain condo w/ hot tub & bbq (10 ppl)

ValueLocationTV

4.8 out of 5 average rating, 380 reviews
Guest favourite
A cozy sleeping area features a wooden headboard and two silver table lamps on either side. The spacious bed is adorned with soft gray pillows and a light tan throw blanket. A decorative pillow with a ski theme is placed at the center.
Chalet in Blue Mountain Resort Area

4 Bedroom Chalet #1 - The Lake at Blue Mountains

ValueLocationBathroom

4.86 out of 5 average rating, 225 reviews
Guest favourite
A welcoming living area is highlighted by a soft gray sofa and a comfortable light-colored couch adorned with cushions. A coffee table sits atop a vibrant area rug. Large glass doors provide a view of the outdoor space, while a stone fireplace adds warmth to the room.
Chalet in Blue Mountain Resort Area

Cosy Chalet - 4 Season Family Oasis

LocationFamilyAccuracy

4.91 out of 5 average rating, 228 reviews
Top Guest favourite
Chalet in Blue Mountain Resort Area

Blue Mountain Escape! Lux 3 bdrm. Pool/Hot Tub!

FamilyLocationCheckout

4.99 out of 5 average rating, 146 reviews
Guest favourite
Chalet in Blue Mountain Resort Area

Rustic Ridge Refuge - Sauna & Fire Pit + Hill View

FamilyLocationCleanliness

4.9 out of 5 average rating, 117 reviews
Top Guest favourite
A well-lit sunroom features large glass windows that overlook a lush green landscape. Comfortable seating is arranged with decorative cushions. A wooden coffee table and a decorative plant add a cozy touch to the inviting space.
Chalet in Clarington

Yozy Retreat-*Private Pond*Brimacombe*CTMP*

ValueFamilyView

4.95 out of 5 average rating, 86 reviews
Top Guest favourite
A historic log cabin is nestled among lush green trees, with sunlight filtering through the foliage. The building features multiple windows, and the surrounding lawn is well-kept, with a small seating area visible near the cabin's entrance.
Chalet in Port Perry

Historic Log Cabin circa 1820

LocationFamilyBarbecue

5.0 out of 5 average rating, 92 reviews
Top Guest favourite
Chalet in Tiny

Scandinavian Retreat • Fall Colours + Ski + Beach

LocationFamilyBeach

5.0 out of 5 average rating, 6 reviews

Luxury chalet rentals

Superhost
An outdoor heated swimming pool is surrounded by a spacious patio. Red and blue lounge chairs are placed around the pool area, with tall green trees providing shade in the background. A safety fence encloses the pool, creating a private atmosphere for guests.
Chalet in Blue Mountain Resort Area

*Haven on Blue Retreat* Heated pool, hot tub &more

FamilyLocationTV

4.78 out of 5 average rating, 152 reviews
Guest favourite
An inviting dining area features a large wooden table adorned with a decorative centerpiece. The fully-equipped kitchen, visible in the background, showcases modern appliances and sleek cabinetry. Ample natural light enters through nearby windows, enhancing the room's welcoming ambiance.
Chalet in Blue Mountain Resort Area

Swiss chalet | Hot tub • Sauna • Walk to Village

FamilyValueSleep quality

4.95 out of 5 average rating, 105 reviews
Superhost
Chalet in Blue Mountain Resort Area

Rustic Spanish Chalet Blue Mountain Getaway Hottub

FamilyLocationSleep quality

4.88 out of 5 average rating, 129 reviews
Top Guest favourite
A chalet-style home features a peaked roof and large decorative windows, allowing natural light to fill the interior. The surrounding landscape includes a variety of greenery and a gravel pathway leading to the entrance, enhancing the inviting appearance of the property.
Chalet in Blue Mountain Resort Area

Walk to Village at Blue - Grand

ValueLocationBathroom

4.99 out of 5 average rating, 163 reviews
Guest favourite
The chalet is set amidst lush greenery, featuring a large wooden deck that extends from the second floor. The exterior is clad in a warm brown hue, with multiple windows allowing natural light. A spacious lawn is complemented by a large rock and various shrubs.
Chalet in Blue Mountain Resort Area

Blue Mountains Chalet

LocationValueBathroom

4.95 out of 5 average rating, 185 reviews
Superhost
Chalet in Blue Mountain Resort Area

Luxury Mountain Estate | Hot Tub | Sleeps 20

FamilyLocationParks

4.83 out of 5 average rating, 108 reviews
Superhost
An inviting living area displays high ceilings with wooden paneling. Comfortable seating arrangements are oriented around a central coffee table. A modern fireplace is situated against a feature wall, and large windows allow natural light to fill the space, enhancing the atmosphere.
Chalet in Blue Mountain Resort Area

Chalet At Blue - Private chalet with hot tub

ValueFamilyKitchen

4.79 out of 5 average rating, 212 reviews
Guest favourite
The spacious living area features a high, vaulted ceiling with exposed wood beams. A large brick fireplace is centered in the room beneath a wall-mounted TV. Two comfortable sofas are arranged around a wooden coffee table, with large windows offering natural light and views of the outdoors.
Chalet in Blue Mountain Resort Area

The Caribou Chalet (hot tub, sauna, 7-bedroom, sle

FamilyValueAccess

4.91 out of 5 average rating, 150 reviews

Lakefront chalet rentals

Guest favourite
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

Country Oasis - 5 private acres with hot tub

LocationFamilyWi-Fi

4.98 out of 5 average rating, 46 reviews
Superhost
A vibrant sunset casts warm hues over a serene lake, reflecting golden and orange tones. The tranquil scene includes a small wooden chalet with a red roof, framed by lush trees, alongside a pool area with seating and umbrellas.
Chalet in Harwood

Lake front 2 storey Luxury Chalet

Cleanliness

A welcoming living space features a stone gas fireplace as its focal point, complemented by a wooden mantel. Light yellow walls brighten the area, while a colorful artwork adorns the wall above the fireplace. Brown upholstery and wooden furniture create a comfortable atmosphere.
Chalet in Trent Lakes

Private Buckhorn Area Turquoise Sandy Lake

FamilyLocationBarbecue

4.89 out of 5 average rating, 18 reviews
Top Guest favourite
The chalet’s exterior features large, triangular windows that allow natural light to fill the interior. A spacious deck extends from the building, surrounded by lush green grass. A hot tub is positioned nearby, offering an inviting spot for relaxation.
Chalet in Peterborough

Stunning Waterfront Chalet

LocationFamilyIndoor spaces

4.96 out of 5 average rating, 109 reviews
Superhost
Chalet in Youngstown

Lakeside Cedarshake chalet|EV Charge|Niagara Falls

ValueLocationSleep quality

4.82 out of 5 average rating, 105 reviews
Guest favourite
The A-frame entrance features a welcoming porch adorned with a decorative bench and vibrant flower baskets. Lush greenery surrounds the entry, with stone steps leading to the front door, enhancing the natural charm of the property.
Chalet in Douro-Dummer

Cozy Cottage with Incredible Views!

LocationFamilyCondition

4.9 out of 5 average rating, 102 reviews
Guest favourite
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

3 Bedroom Lakefront Cottage on secluded lake.

FamilyValueLayout

4.89 out of 5 average rating, 75 reviews
Chalet in Blue Mountain Resort Area

The Aqua Villa

FamilyValueBeach

4.91 out of 5 average rating, 22 reviews

Destinations to explore