Chalet holiday 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, 202 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.

Chalet in The Blue Mountains

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.

4.91 out of 5 average rating, 101 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!

4.92 out of 5 average rating, 106 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 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, 133 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.

4.82 out of 5 average rating, 124 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, 450 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, 184 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

Superhost

4.8 out of 5 average rating, 182 reviews

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

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.

4.91 out of 5 average rating, 226 reviews

Cosy Chalet - 4 Season Family Oasis

Welcome to Snowbridge chalet, our sunny, 4-season private retreat. Professionally designed and decorated, the chalet is the perfect getaway for families, only a 10 minute walk or 3 minute drive to all the ski & snowboarding activities and fun of Blue Mountain village. With room enough for 6 guests, our 2 bed, 2 bathroom ground level chalet backs onto Monterra golf course, providing lots of space for outdoor time and bbq's. Includes all the comforts of home for the perfect relaxing escape.

4.98 out of 5 average rating, 120 reviews

Chalet in Meaford

Sundance of Blantyre Lodge +Hot Tub +Sauna +Pond

Welcome to Sundance of Blantyre! Step back in time in this historic yet modernized Lodge! This 3600 sq. ft retreat on the Bruce Trail has Breathtaking Valley Views from your own Private Hot Tub & Fire Pit all the Way to Georgian Bay. We invite you to enjoy our truly unique and tranquil getaway with 6 bedrooms + Private Sauna House! With 3 firepits, swimmable/fishing pond, hiking, cross country skiing and snow shoeing + snowmobile/ ATV trail access at your door, Your adventure awaits!

4.95 out of 5 average rating, 156 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 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.

4.86 out of 5 average rating, 214 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

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.

4.82 out of 5 average rating, 886 reviews

Blue Mountain / Collingwood Hill Side Condo

5 out of 5 average rating, 21 reviews

Chalet in Markdale

The Lookout

Chalet in Minesing

4.78 out of 5 average rating, 119 reviews

Private Chalet on 100 Acres w/ Pool Near Wasaga

Superhost

The open-concept living and dining area is designed for relaxation and enjoyment. A light-colored sofa is positioned alongside a dining table set with dishes, while a cozy gas fireplace adds warmth to the space. A wall mirror and a decorative plant enhance the aesthetic.

Chalet in Horseshoe Valley

4.79 out of 5 average rating, 33 reviews

2x King Beds, 2 Baths, Pool, Jacuzzi, Ravine, WiFi

4.77 out of 5 average rating, 26 reviews

An open-concept family room is highlighted by a large sectional sofa and a wooden coffee table. Large glass doors provide access to the deck, and multiple windows allow natural light to fill the space. A dining table with wooden chairs complements the modern design.

Chalet in Kimberley

Beaver Valley family chalet with a view

4.92 out of 5 average rating, 24 reviews

A charming chalet exterior showcases a blue wooden façade with white trim, surrounded by lush greenery. The structure features multiple gabled roofs and a stone pathway leading up to the entrance. Large windows allow natural light to illuminate the inviting interior.

Chalet in Markdale

Stunning 6 Bedroom Chalet In Beaver Valley!

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, 277 reviews

Relax at The Mountaintop Chalet (sleeps 16)

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, 354 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.

4.84 out of 5 average rating, 87 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.

4.98 out of 5 average rating, 91 reviews

2 Lake/Ski chalet with HOT TUB/SAUNA

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, 26 reviews

The Cottages at Blue - Cottage 2

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.

4.81 out of 5 average rating, 208 reviews

Chalet At Blue - Private chalet with hot tub

The uniquely shaped chalet features a spacious wooden deck with railings, accessible by a set of stairs. The building is constructed with brown bricks and surrounded by landscaped greenery, creating a welcoming outdoor space.

4.83 out of 5 average rating, 181 reviews

Octagon Chalet fire pit, close to theVillage

Superhost

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

4.92 out of 5 average rating, 59 reviews

*NEW* Naturskön Cottage | Mountain Views | Hot Tub

4.91 out of 5 average rating, 77 reviews

Chalet in Meaford

UrbanChalet: Secluded 20Acres W/Pizza Oven+Firepit

An indoor pool area features a spacious temperature-controlled pool, a hot tub, and a spill-over waterfall. The room is adorned with sleek stone tiles and large windows that allow natural light to reflect off the water's surface, creating a serene atmosphere.

4.87 out of 5 average rating, 52 reviews

Indoor Pool & Hot Tub, Steps to Ski Lift

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.

The exterior of the villa is shown, featuring a two-story structure with a light-colored facade and a prominent arch above the entrance. Lush greenery frames the entryway, and a pathway leads to the front door. The water of Georgian Bay is visible in the background.

4.89 out of 5 average rating, 18 reviews

The Aqua Villa

4.98 out of 5 average rating, 120 reviews

Chalet in Meaford

Sundance of Blantyre Lodge +Hot Tub +Sauna +Pond