Chalet holiday rentals in Tobermory

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, 194 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.

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.

4.82 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, 430 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, 222 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, 103 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!

4.95 out of 5 average rating, 151 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.

4.8 out of 5 average rating, 163 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 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

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.

4.91 out of 5 average rating, 417 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 chalet rentals in Tobermory

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, 855 reviews

Blue Mountain / Collingwood Hill Side Condo

The A-frame cottage is surrounded by tall evergreens and shrubs, offering a sense of privacy. Large windows on the front façade allow natural light to enter, showcasing the inviting design of the structure.

Chalet in Miller Lake

4.8 out of 5 average rating, 254 reviews

3 Sparrows Cottage- A Hikers Paradise

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, 34 reviews

The exterior of the Flesherton Mill Duplex features a combination of rustic wooden siding and a metallic upper section. The main entry is flanked by two inviting seating areas with cushions. A stone pathway leads up to the entrance, bordered by patches of snow and stone landscaping.

Chalet in Flesherton

RIVER One, The Flesherton Mill (BVSC Suite Haus)

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

The exterior of a chalet-style condo is showcased, featuring a mix of red and blue siding with distinctive architectural details. A spacious front porch is accessible by stairs, and snow remains on the ground, indicating a winter setting. Nearby trees and the parking area complement the scene.

5 out of 5 average rating, 3 reviews

3 bedroom chalet in Snowbridge at Blue Mountain

A spacious living area features two dark leather sofas oriented towards a wooden coffee table. Natural light fills the room through large windows. Exposed wooden beams and a cozy carpet contribute to the inviting atmosphere. A television is positioned on a stand in the corner.

4.59 out of 5 average rating, 22 reviews

Blue Mountain Gem (R) near the Village

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

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, 82 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, 75 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, 102 reviews

Retreat at Blue with private Hot Tub

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, 200 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 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.

4.9 out of 5 average rating, 117 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.

4.98 out of 5 average rating, 103 reviews

Chalet in Meaford

Sundance of Blantyre Ski Lodge w/ Hot Tub & Sauna

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

4.67 out of 5 average rating, 3 reviews

A well-appointed outdoor deck features colorful adirondack chairs overlooking a peaceful shoreline, with a canoe resting nearby. Lush greenery surrounds the area, and a calm lake reflects clouds in the sky, creating a tranquil atmosphere for relaxation or outdoor gatherings.

Chalet in Tobermory

The Lookout - Waterfront Bliss near Tobermory

4.95 out of 5 average rating, 22 reviews

An aerial view captures the spacious retreat surrounded by lush greenery and winding waterways. The private waterfront extends toward the horizon, emphasizing tranquility and nature, while the home’s covered deck and landscaped yard invite outdoor relaxation.

Chalet in Miller Lake

Luxury Lakefront Escape w/ Games Room

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.