Chalet holiday rentals in Grey Highlands

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, 196 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, 104 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, 305 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, 124 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.

4.91 out of 5 average rating, 486 reviews

An open concept living area features high ceilings and ample natural light from large full-length windows. A comfortable seating arrangement is positioned around a fireplace, with a television and a dining area visible nearby, creating a welcoming space for relaxation.

Chalet in Priceville

Hilltop Chalet | Hot Tub, Fireplace & Sunrise View

ReLive Retreat's four-season chalet in Ontario. The Hilltop Chalet is a cozy 700 sq ft open-concept cabin set high on the land with beautiful sunrise views. Enjoy a private hot tub, indoor fireplace, firepit, full-length windows, wrap-around deck, BBQ, filtered spring water, and access to hiking trails. Ideal for couples or friends seeking rest, comfort, and nature immersion. Friendly-dog-friendly by request. Located on a private 72-acre retreat with shared trails, cabins, and on-site owners.

4.82 out of 5 average rating, 122 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.

An exterior view of a row of chalet-style condominiums is presented, showcased under a blanket of snow. Large windows reflect the surrounding winter landscape, while the ocean can be seen in the background. The scene conveys a tranquil, snowy atmosphere.

4.91 out of 5 average rating, 431 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, 183 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

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, 223 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, 105 reviews

Chalet in Meaford

Sundance of Blantyre Ski Lodge w/ Hot Tub & Sauna

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!

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.

4.8 out of 5 average rating, 164 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 or Ski Slopes

4.95 out of 5 average rating, 152 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.

Popular amenities for Grey Highlands chalet rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly chalet rentals

4.81 out of 5 average rating, 27 reviews

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 Shanty Bay

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

4.79 out of 5 average rating, 53 reviews

The exterior of a Victorian farmhouse is displayed, featuring a metal roof and rustic wooden siding. A spacious deck is visible, surrounded by vibrant flower beds and green lawn. Seating areas include patio furniture and a fire pit, offering a welcoming outdoor space.

Chalet in Mulmur

The Sheds: Victorian Farmhouse 5BR Ski-In Ski-Out

4.91 out of 5 average rating, 74 reviews

Chalet in Meaford

UrbanChalet: Secluded 20Acres W/Pizza Oven+Firepit

4.91 out of 5 average rating, 23 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!

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, 121 reviews

Balcony-Backyard-Parking-Sauna-Sleeps 20

4.94 out of 5 average rating, 264 reviews

Chalet in Gravenhurst

Log Cabin on the Lake Bed and Breakfast

A cozy living area features a large wooden coffee table surrounded by dark leather sofas. A flat-screen TV is mounted above a brick fireplace, which adds warmth. Large glass doors provide natural light and views of the outdoors, while soft lighting enhances the space.

4.71 out of 5 average rating, 14 reviews

Blue Mountain Gem walking distance to Village-L

4.98 out of 5 average rating, 43 reviews

A charming country estate is framed by vibrant flower gardens and lush greenery. A well-maintained gravel path leads to the entrance, which features a covered porch adorned with white shutters. Towering trees provide shade and enhance the serene surroundings.

Chalet in Mansfield

Country Getaway Perched on the Mulmur Hills

Luxury chalet rentals

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, 75 reviews

2 Lake/Ski chalet with HOT TUB/SAUNA

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, 202 reviews

Chalet At Blue - Private chalet with hot tub

A cozy living area features two large leather sofas arranged around a coffee table, with a stone fireplace serving as a focal point. Natural light enters through large windows, and rustic decor elements, including antlers and artwork, enhance the welcoming atmosphere.

4.81 out of 5 average rating, 109 reviews

Starlight Mountain House: Chalet w Hot Tub + Games

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, 135 reviews

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

A bright dining area is highlighted by large windows that provide ample natural light and scenic views. Two long wooden benches are arranged along a central table, complemented by hanging greenery. The space maintains a clean, modern aesthetic with a neutral color palette.

4.69 out of 5 average rating, 226 reviews

Backyard-A/C-BBQ-15mins walk Blue Mountain village

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 modern chalet with a multi-level facade is set amidst trees and shrubbery. The entrance features a large, bright door flanked by windows. A porch with a shaded seating area is visible, surrounded by well-maintained landscaping and stone accents.

4.98 out of 5 average rating, 111 reviews

Walk to the village at Blue - Regal

A spacious dining area features a large wooden table with bench seating under an arched ceiling. Large windows allow for natural light, highlighting the rustic stone accents and wooden beams. A cozy seating area is visible in the background, enhancing the inviting feel of the space.

4.89 out of 5 average rating, 118 reviews

Rustic Spanish Chalet inthe Heart of Nature/hottub

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.

4.88 out of 5 average rating, 17 reviews

The Aqua Villa

4.97 out of 5 average rating, 30 reviews

A serene outdoor space features Muskoka chairs arranged around a fire pit on a lush green lawn, framed by trees. The tranquil waters of Colpoy's Bay are visible in the background, along with a dock and Canadian flags gently waving by the shore.

Chalet in Wiarton

TGIF - Serene Waterfront Retreat