Chalet vacation rentals in Collingwood

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.

4.97 out of 5 average rating, 193 reviews

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.

4.92 out of 5 average rating, 102 reviews

Rustic Ridge Refuge - Sauna & Fire Pit + Hill View

PROMOTION: book 2 nights get 1 free!* Follow us @cottagesatblue to qualify This large 2,400 sq ft 3 level, 6 bedroom, 2 bathroom Swiss-style chalet boasts wonderful views of Blue Mountain. Enjoy the view of Blue Mountain from the wrap-around deck or from behind the wall-to-wall windows, in the comfort of the living room with a real wood-burning fireplace. Enjoy all the conveniences of home! *Promo does not apply to holidays or long-weekends - please contact the hosts for further information

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.

4.97 out of 5 average rating, 301 reviews

The Little Blue Spruce! Free shuttle to village

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

A spacious living and dining area features a natural wood dining table set for six. The modern kitchen connects seamlessly with the open layout, while a comfortable seating arrangement faces a gas fireplace. Large windows provide ample natural light and views of the surrounding landscape.

4.98 out of 5 average rating, 121 reviews

Blue Mountain Escape! Lux 3 bdrm. Hot Tub!

STA License #LCSTR20220000018 Fabulous 3 bedroom 2 bath executive suite with premium features, is an upper level end unit townhome located next to the Village at Blue Mountain in the beautiful Rivergrass community. Walk to Monterra Golf Clubhouse and Conference Centre. Steps to the Village featuring award winning restaurants/bars, shops, ski/snowboard hills, mini-golf, biking, hiking, zip lining +. A short drive from the GTA, Blue Mountain is a wonderful year round playground for all ages.

4.83 out of 5 average rating, 118 reviews

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.

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.

4.91 out of 5 average rating, 422 reviews

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

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.

4.97 out of 5 average rating, 180 reviews

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

4.95 out of 5 average rating, 150 reviews

A wooden deck connects two buildings, featuring outdoor furniture including two lounge chairs and a blue plastic chair. A picnic table is positioned in front, and a grill can be seen nearby. Lush greenery surrounds the area, providing a calm outdoor environment.

Chalet in Grey Highlands

Private 5 Acre Chalet with Bunkie & Sauna

An enchanting, private, 4 season retreat in the escarpment atop Beaver Valley, metres from a beautiful section of the Bruce Trail. The property has nearly 5 acres with cut trails, hammocks, and a sports field. It has two buildings connected by a large deck that has outdoor furniture and a BBQ. The sauna is just feet away. The buildings are fully outfitted offering a comfortable base for daily adventuring, or a stay put retreat. This spot is ideal for a family, or a couple's getaway.

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.

4.82 out of 5 average rating, 157 reviews

Cozy upgraded Chalet Hot Tubs Sauna Fireplace

We would love to share our vacation chalet with you. This ski chalet has everything and more! 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. Only 7 min walk to the Village

A spacious living area features a large sectional sofa positioned around a rustic coffee table. A patterned area rug covers the floor. Natural light enters through a wide window, which overlooks the outdoor space. A stylish electric fireplace adds warmth to the room.

4.85 out of 5 average rating, 202 reviews

4 Bedroom Chalet #1 - The Lake at Blue Mountains

Perfect for your next family reunion or couples retreat, our renovated chalet can accommodate up to 10 people and features a full kitchen, 2 full baths, 4 bedrooms and 2 roll-away single beds, updated with modern fixtures and furniture. The chalet is the perfect blend of comfort and character. New fixtures & appliances mix beautifully with rustic accents that feel warm and welcoming. Located in a quiet community, we ask that there are no parties or events

A cozy chalet is nestled amid tall evergreen trees, with soft lights outlining the roof. The structure features a spacious deck that invites relaxation. Windows allow warm light to glow from within, hinting at a welcoming atmosphere for guests.

4.76 out of 5 average rating, 133 reviews

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

HOT TUB,SAUNA,HEATED OUTDOORS POOL, WOOD BURNING FIREPLACE ! HAVEN On BLUE is just that! This cozy charming 3 bedroom 4 season chalet is nestled in the foothills of Blue Mountain village-18 min walk & Collingwood & has everything you need for a family vacation or just a quick weekend getaway - skiing, snowboarding, summer golf trip, outdoor tennis courts -3-min walk. A stay here is sure to please even the most discerning guests. Just come & enjoy :)

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.

4.92 out of 5 average rating, 413 reviews

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

Popular amenities for Collingwood chalet rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly chalet rentals

A spacious sleeping area features a dark wood bed frame with a light-colored duvet and decorative pillows. Two bedside lamps provide soft lighting. A large wardrobe with sliding doors is visible in the background, and the warm wooden flooring complements the neutral color palette.

4.83 out of 5 average rating, 842 reviews

Blue Mountain / Collingwood Hill Side Condo

4.85 out of 5 average rating, 20 reviews

The exterior of the chalet is shown at night, highlighted by warm porch lights. A staircase leads to a covered porch with seating. A green garbage bin is visible on the side, and the surrounding area is dark, creating a cozy ambiance.

Chalet in Flesherton

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

5 out of 5 average rating, 5 reviews

Large Blue Mountain Chalet with hot tub

5 out of 5 average rating, 11 reviews

The exterior of the chalet displays a modern design complemented by large windows that allow natural light to fill the interior. A stone patio features seating arrangements surrounded by lush greenery, creating a serene outdoor space ideal for relaxation.

Chalet in Markdale

Beaver Valley Ski Chalet

4.95 out of 5 average rating, 488 reviews

Chalet in Coldwater

OakRidge Retreat-HOT TUB 100s of acres WIFI

The chalet’s exterior is highlighted by warm light emanating from large windows, showcasing the natural wood finish. A wooden deck with railings is visible, leading up to the entrance. Snow blankets the front yard, and trees frame the structure, enhancing its rustic charm.

4.89 out of 5 average rating, 267 reviews

Relax at The Mountaintop Chalet (sleeps 16)

An open concept kitchen and dining area is displayed, featuring a large wooden table with benches. Bright light floods the space through floor-to-ceiling windows, offering views of the surrounding greenery. A fully equipped kitchen is visible in the background with modern appliances.

4.63 out of 5 average rating, 116 reviews

Balcony-Backyard-Parking-Sauna-Sleeps 20

A spacious outdoor area includes a large swimming pool surrounded by a stone patio. The house features a wall of glass windows, allowing natural light to flood the interior. Lush greenery and trees create a serene backdrop, enhancing the tranquil setting.

Chalet in Phelpston

4.84 out of 5 average rating, 343 reviews

Dream Home Oasis; 7 bedroom, Hot Tub Swimming Pool

Luxury chalet rentals

A private outdoor pool surrounded by a spacious patio is showcased, featuring colorful lounge chairs in shades of pink. Lush trees and greenery border the area, contributing to a serene setting under clear blue skies.

4.83 out of 5 average rating, 81 reviews

7-Bedrooms+Hot Tub+Pool ( pool for summer)

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.

4.97 out of 5 average rating, 70 reviews

2 Lake/Ski chalet with HOT TUB/SAUNA

A layer of snow covers evergreen branches, creating a serene winter scene. The snow accumulates delicately on the needles and surrounding foliage, highlighting the texture of the branches against the dark earth below.

4.77 out of 5 average rating, 101 reviews

Retreat at Blue with private Hot Tub

A sunlit living area showcases a soft seating arrangement, complemented by a wooden coffee table. A decorative chair and a gas fireplace with flames create a cozy ambiance. A staircase, leading to the upper level, is visible in the background. A large TV is mounted on the wall.

4.88 out of 5 average rating, 16 reviews

The Cottages at Blue - Cottage 2

4.71 out of 5 average rating, 86 reviews

Hot Tub, Sauna, Games Rm, Mountain View Ski Chalet

A uniquely shaped chalet is framed by a snowy landscape, featuring a spacious wooden deck that wraps around the front. Large windows allow natural light to fill the interior, while a clear blue sky complements the winter scenery.

4.83 out of 5 average rating, 180 reviews

Octagon Chalet fire pit, close to theVillage

A spacious living room features a large slate fireplace and floor-to-ceiling windows that provide ample natural light. Comfortable seating is arranged around a central coffee table, with a woven area rug adding warmth. A wall-mounted TV is positioned above the fireplace.

4.77 out of 5 average rating, 235 reviews

-BBQ-Full Kitchen-W/D-Sauna-Backyard-Parking-A/C

4.92 out of 5 average rating, 50 reviews

The cottage exterior is highlighted by warm lighting that enhances its modern design. Large windows provide views of the surrounding greenery, while a spacious deck, adorned with string lights, complements the tranquil setting. The scene conveys a welcoming atmosphere for outdoor gatherings.

Chalet in Collingwood

*NEW* Naturskön Cottage | Mountain Views | Hot Tub

Lakefront chalet rentals

4.9 out of 5 average rating, 71 reviews

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.

4.88 out of 5 average rating, 17 reviews

The Aqua Villa

4.98 out of 5 average rating, 99 reviews

A rustic ski lodge is framed by vibrant sunset skies, revealing a stone chimney and a warm outdoor gathering area with seating. A fire pit is situated on the grassy lawn, while patches of snow remain, hinting at the inviting atmosphere of the retreat.

Chalet in Meaford

Sundance of Blantyre Ski Lodge w/ Hot Tub & Sauna