Jayne's Cottages

Collingwood Thornbury

Collingwood Thornbury

Collingwood and Thornbury sit on the southern shores of Georgian Bay at the foot of the Niagara Escarpment where it rises to its highest point. Long known as a hub of winter activities, this area boasts a multitude of year-round adventure opportunities. Paddling, hiking, cycling, caving, fishing, golfing, skiing, skating: this area has it all. Specialty shops, restaurants and art galleries abound in the heritage town of Collingwood and quaint villages of Thornbury/Clarksburg and Meaford. Wasaga Beach, the longest freshwater beach in the world, is minutes away. Spas, vineyards, orchards and micro-breweries are also part of the experience here, as are the stunning views of Georgian Bay from atop the Escarpment and from the numerous beaches along the shore.

Skyhaven

Location: Estate in Clarksburg

From C$46,520 /Week
  • C$185,000 /Month
( plus taxes and fees )

SKYHAVEN AREA Located in the heart of Ontario's four season playground, Skyhaven is only 8 minutes from Georgian Peaks Cub and 15 minutes from the Blue Mountain Village! Members at the Devil's Glen Country Club can enjoy a scenic half an hour drive to and from the private hill. For those seeking an adventure, the Scenic Caves Nature Adventure, is only 10 minutes away! PROPERTY SKYHAVEN - Upon catching first…...

An utter heart throb of a property set atop the breathtaking rolling hills of the Blue Mountains! Step into an LA inspired lifestyle at this state-of-the-art home with luxurious, top of the line amenities bursting at every seam! Architectural dream!

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Skyhaven

SKYHAVEN AREA Located in the heart of Ontario's four season playground, Skyhaven is only 8 minutes from Georgian Peaks Cub and 15 minutes from the Blue Mountain Village! Members at the Devil's Glen Country Club can enjoy a scenic half an hour drive to and from the private hill. For those seeking an adventure, the Scenic Caves Nature Adventure, is only 10 minutes away! PROPERTY SKYHAVEN - Upon catching first…

Bedrooms 6
Bathrooms 4
# of Guests 10
Pet Friendly? No

The Breakers

Location: House in Collingwood

From C$23,331 /Week
  • C$100,000 /Month
( plus taxes and fees )

THE BREAKERS AREA The heritage town of Collingwood exudes sophisticated charm with it's harbour, vibrant food scene, boutique shops, art galleries and eclectic festivals all within easy walking distance of The Breakers. Immerse yourself in the natural beauty of the area from tree-lined parks and trails to rocky beaches to the waters of southern Georgian Bay to the captivating views of the escarpment. Enjoy all the outdoor activities this four…...

Magnificent 7600 sq ft 5 bed 8 bath home with courtyard, salt water pool, stone terraces, water fountain and 7 fireplaces. This landmark property at Sunset Point on Georgian Bay in Collingwood will impress even the most discerning of travellers.

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The Breakers

THE BREAKERS AREA The heritage town of Collingwood exudes sophisticated charm with it's harbour, vibrant food scene, boutique shops, art galleries and eclectic festivals all within easy walking distance of The Breakers. Immerse yourself in the natural beauty of the area from tree-lined parks and trails to rocky beaches to the waters of southern Georgian Bay to the captivating views of the escarpment. Enjoy all the outdoor activities this four…

Bedrooms 5
Bathrooms 8
# of Guests 10
Pet Friendly? No

Winterbrook Chalet

Location: Chalet in Collingwood

From C$18,750 /Week
  • C$37,500 /Month
( plus taxes and fees )

WINTERBROOK CHALET AREA Winterbrook Chalet offers amazing proximity to local activities and amenities, including Blue Mountain Village, scenic caves, numerous golf courses, Georgian Trail hiking, Side Launch Brewing Company, Wasaga Beach and Sunset Point Beach, as well as fine dining restaurants in Collingwood. If you are a member of another private club, OslerBrook Golf and Country Club may allow reciprocal privileges for you to play. With local amenities just a…...

Winterbrook Chalet is an elegant and modern country home near Collingwood! Perfect for golfers, cyclists, hikers and skiers looking to make the most of their Collingwood experience. Library! Fitness Centre! Theatre! Games Room!

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Winterbrook Chalet

WINTERBROOK CHALET AREA Winterbrook Chalet offers amazing proximity to local activities and amenities, including Blue Mountain Village, scenic caves, numerous golf courses, Georgian Trail hiking, Side Launch Brewing Company, Wasaga Beach and Sunset Point Beach, as well as fine dining restaurants in Collingwood. If you are a member of another private club, OslerBrook Golf and Country Club may allow reciprocal privileges for you to play. With local amenities just a…

Bedrooms 6
Bathrooms 5
# of Guests 12
Pet Friendly? Yes

On G’Bay

Location: Cottage in The Blue Mountains

From C$18,225 /Week
  • C$72,900 /Month
( plus taxes and fees )

ON G'BAY AREA RARE WATERFRONT GEM in Blue Mountain/Collingwood is located 10 minutes from either Collingwood or Thornbury, 5 minutes from Blue Mountain, and less than a two hr drive from Toronto. This incredible four seasons Waterfront Gem offers something for everyone right outside your doorstep. If you want a quiet retreat on the water close to many big city amenities then this is the place. Nearby Collingwood and Thornbury…...

Rare 150ft Waterfront Oasis, 4 bdrm, hot tub, paddleboards, kayaks, water toys, Lily Pad, basketball net, sun All-Day, spectacular sunrises & sunsets, huge lawn and waterfront!

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On G’Bay

ON G'BAY AREA RARE WATERFRONT GEM in Blue Mountain/Collingwood is located 10 minutes from either Collingwood or Thornbury, 5 minutes from Blue Mountain, and less than a two hr drive from Toronto. This incredible four seasons Waterfront Gem offers something for everyone right outside your doorstep. If you want a quiet retreat on the water close to many big city amenities then this is the place. Nearby Collingwood and Thornbury…

Bedrooms 4
Bathrooms 4
# of Guests 10
Pet Friendly? Yes

White House On The Hill

Location: House in Thornbury

From C$14,000 /Week
  • C$39,000 /Month
( plus taxes and fees )

WHITE HOUSE ON THE HILL AREA Located 7 minutes to charming Thornbury restaurants and yacht club, 5 minutes to Georgian Peaks, 15 minutes to Beaver Valley, 18 minutes to Blue Mountain, and 22 minutes to Collingwood. PROPERTY WHITE HOUSE ON THE HILL sits on a private wide open property with amazing views of both Beaver Valley and Georgian Bay. Multiple decks off of the bedrooms and a lookout tower to…...

Stunning, bright, Georgian coastal house with gorgeous 40km views located up on a hill outside of The Blue Mountains. This new-build luxury home offers 5 bdrms, 6 bath on a spacious 3 acre property. Featuring a media room, lookout tower and more!

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White House On The Hill

WHITE HOUSE ON THE HILL AREA Located 7 minutes to charming Thornbury restaurants and yacht club, 5 minutes to Georgian Peaks, 15 minutes to Beaver Valley, 18 minutes to Blue Mountain, and 22 minutes to Collingwood. PROPERTY WHITE HOUSE ON THE HILL sits on a private wide open property with amazing views of both Beaver Valley and Georgian Bay. Multiple decks off of the bedrooms and a lookout tower to…

Bedrooms 5
Bathrooms 6
# of Guests 10
Pet Friendly? Yes

Snowbridge Chalet

Location: Chalet in The Blue Mountains

From C$10,000 /Week
  • C$25,000 /Month
( plus taxes and fees )

SNOWBRIDGE CHALET AREA Located in the Historic Snowbridge community, Snowbridge Chalet is centred in the heart of Ontario's four season playground and is backing onto the 3rd hole of Monterra Golf course ! A 10 minute walk or 2 minute drive will bring you to Blue Mountain Village. In the summer months enjoy awesome road & mountain bike trails, a large range of golf courses for all levels and the…...

10 min walk to The Blue Mountain Village! Prime location in Collingwood - close to Blue Mountain and private ski clubs (Osler, Craigleith, Alpine, Georgian Peaks). Features a hot tub, gas fire pit, ski room with waxing table & 2 indoor parking spots!

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Snowbridge Chalet

SNOWBRIDGE CHALET AREA Located in the Historic Snowbridge community, Snowbridge Chalet is centred in the heart of Ontario's four season playground and is backing onto the 3rd hole of Monterra Golf course ! A 10 minute walk or 2 minute drive will bring you to Blue Mountain Village. In the summer months enjoy awesome road & mountain bike trails, a large range of golf courses for all levels and the…

Bedrooms 6
Bathrooms 5
# of Guests 10
Pet Friendly? No

The Forest Cottage

Location: Chalet in Collingwood

From C$10,000 /Week
  • C$20,000 /Month
( plus taxes and fees )

THE FOREST COTTAGE AREA Minutes away from ski lifts at Blue Mountain and the private clubs, this rental is a magical winter wonderland. 10 acres of protected wetlands immediately behind the property, a large pond for winter skating and biking/snowshoe and cross-country ski area just around the corner. Utilities, WIFI, landscape and snow removal included in the monthly lease. Book your showing and discover your gateway to winter fun! PROPERTY…...

Gorgeous winter retreat nestled in the heart of Collingwood, Ontario's 4 season playground! Only 5mins from the Blue Mountain Village & 2mins from Scandinave Spa! Features a full separate upper level suite - perfect for friends and extended family!

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The Forest Cottage

THE FOREST COTTAGE AREA Minutes away from ski lifts at Blue Mountain and the private clubs, this rental is a magical winter wonderland. 10 acres of protected wetlands immediately behind the property, a large pond for winter skating and biking/snowshoe and cross-country ski area just around the corner. Utilities, WIFI, landscape and snow removal included in the monthly lease. Book your showing and discover your gateway to winter fun! PROPERTY…

Bedrooms 5
Bathrooms 5
# of Guests 14
Pet Friendly? No
New Price! $35K/month and $30K for multiple months. 30 Day Min.

Great Totem House

Location: Chalet in Collingwood

From C$8,169 /Week
  • C$35,000 /Month
( plus taxes and fees )

GREAT TOTEM HOUSE AREA Nestled in the heart of ski country, the Great Totem House is only 1.5km from Osler Ski Club and 6km to Collingwood! PROPERTY GREAT TOTEM HOUSE - Arrive via a winding driveway through the woods, past a pond, to the stunning chalet! Set on 1.3 acres of wooded and grassy lawn, this property offers extreme privacy. The front veranda offers the best spot to enjoy your…...

Beautifully appointed chalet nestled in the centre of The Blue Mountains boasting 6beds and 5baths! Enjoy close proximity to all major ski resorts, as well as the town of Collingwood.

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Great Totem House

GREAT TOTEM HOUSE AREA Nestled in the heart of ski country, the Great Totem House is only 1.5km from Osler Ski Club and 6km to Collingwood! PROPERTY GREAT TOTEM HOUSE - Arrive via a winding driveway through the woods, past a pond, to the stunning chalet! Set on 1.3 acres of wooded and grassy lawn, this property offers extreme privacy. The front veranda offers the best spot to enjoy your…

Bedrooms 6
Bathrooms 5
# of Guests 16
Pet Friendly? No

By The Bay

Location: Chalet in Thornbury

From C$9,250 /Week
  • C$18,500 /Month
( plus taxes and fees )

BY THE BAY AREA This beach chalet is steps from the Georgian Trail where summer biking, hiking and winter snowshoeing enthusiasts can enjoy 34 km of trails. Head into Thornbury Village and take in quaint shops, fine dining, or grab a locally crafted cider. Blue Mountain private ski clubs (Georgian Peaks, Alpine, Craigleith and Osler Bluffs ski clubs) and The Village are a 10 minute drive for more shopping, dining…...

5 bedroom, 3 bathroom beach chalet. Steps from Georgian trail for hiking and biking. Views of Blue Mountain ski hill and a short walk to Thornbury Village! Enjoy this 4 season recreation destination!

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By The Bay

BY THE BAY AREA This beach chalet is steps from the Georgian Trail where summer biking, hiking and winter snowshoeing enthusiasts can enjoy 34 km of trails. Head into Thornbury Village and take in quaint shops, fine dining, or grab a locally crafted cider. Blue Mountain private ski clubs (Georgian Peaks, Alpine, Craigleith and Osler Bluffs ski clubs) and The Village are a 10 minute drive for more shopping, dining…

Bedrooms 5
Bathrooms 3
# of Guests 10
Pet Friendly? No

Mystical Bluff

Location: Chalet in Gibraltar, The Blue Mountains

From C$8,750 /Week
  • C$17,500 /Month
( plus taxes and fees )

MYSTICAL BLUFF AREA Nestled in the woods just outside of Gibraltar, Mystical Bluff sits atop the Osler Bluffs in the town of The Blue Mountains. Directly across from the property is access to the Bruce Trail System, known to locals as "3 Stage" or the best mountain biking spot! Enjoy hiking, golfing, beaches along the shores of Georgian Bay, snowshoeing, cross country skiing and snowmobiling. Just down the road is…...

Nestled in the Osler Bluffs, Mystical Bluff is tucked away and surrounded by nature. Minutes from Blue Mountain, Collingwood and The Bruce Trail, this private property is a great base for exploring the Great Outdoors.

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Mystical Bluff

MYSTICAL BLUFF AREA Nestled in the woods just outside of Gibraltar, Mystical Bluff sits atop the Osler Bluffs in the town of The Blue Mountains. Directly across from the property is access to the Bruce Trail System, known to locals as "3 Stage" or the best mountain biking spot! Enjoy hiking, golfing, beaches along the shores of Georgian Bay, snowshoeing, cross country skiing and snowmobiling. Just down the road is…

Bedrooms 4
Bathrooms 3
# of Guests 10
Pet Friendly? Yes

Stonethrow

Location: Country House Chateau in Bruce Peninsula (Wiarton) Thornbury

From C$7,500 /Week
  • C$30,000 /Month
( plus taxes and fees )

STONETHROW AREA This tastefully handcrafted country home is 3 minutes to Thornbury, 10 minutes to Meaford and 20 minutes to the heart of Collingwood. You are surrounded by nature yet near the conveniences these charming towns have to offer including fine dining, eateries and quaint shops. Minutes to the water where you can enjoy a swim in the crystal Blue Bay or launch a boat. This 4 season paradise is…...

From the moment you walk into this home you will feel a sense of tranquility taking in the breathtaking views of the Bay and Escarpement. A 3 bdrm, 3 bath, 10 acre property! This sprawling bungalow is 3 minutes to the beautiful town of Thornbury.

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Stonethrow

STONETHROW AREA This tastefully handcrafted country home is 3 minutes to Thornbury, 10 minutes to Meaford and 20 minutes to the heart of Collingwood. You are surrounded by nature yet near the conveniences these charming towns have to offer including fine dining, eateries and quaint shops. Minutes to the water where you can enjoy a swim in the crystal Blue Bay or launch a boat. This 4 season paradise is…

Bedrooms 3
Bathrooms 3
# of Guests 6
Pet Friendly? Yes

Collingwoodlands Cabin

Location: Chalet in Collingwood

From C$7,500 /Week
  • C$30,000 /Month
( plus taxes and fees )

COLLINGWOODLANDS CABIN AREA Location Location Location! Collingwoodlands Cabin is nestled in the heart of Ontario's four season playground - Collingwood! Only 2 minutes from Osler Bluff Ski Club and 5 minutes from the Blue Mountain Village! PROPERTY COLLINGWOODLANDS CABIN - Nestled on a luxurious cul-de-sac, this property looks every bit like the chalet you want to be renting for the ski season! The warm wood exterior and 5 dormers provide…...

Uber cozy, luxurious 5 bedroom Chalet + Bunkie in the heart of ski country! Only 2 minutes from Osler Bluff and 5 minutes from the Blue Mountain Village!

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Collingwoodlands Cabin

COLLINGWOODLANDS CABIN AREA Location Location Location! Collingwoodlands Cabin is nestled in the heart of Ontario's four season playground - Collingwood! Only 2 minutes from Osler Bluff Ski Club and 5 minutes from the Blue Mountain Village! PROPERTY COLLINGWOODLANDS CABIN - Nestled on a luxurious cul-de-sac, this property looks every bit like the chalet you want to be renting for the ski season! The warm wood exterior and 5 dormers provide…

Bedrooms 5
Bathrooms 4
# of Guests 14
Pet Friendly? No

Collingwood Homestead

Location: House in Collingwood

From C$7,000 /Week
  • C$28,000 /Month
( plus taxes and fees )

COLLINGWOOD HOMESTEAD AREA Just 7km to downtown Collingwood, 3km to Osler Bluff Ski Club and a short drive to ever-popular Blue Mountains Resort. This is truly winter playtime with all the bells and whistles! Known for its charming heritage vibe with shops, galleries, spas and restaurants, the quaint town of Collingwood is also a must-visit for the mountain bikers, beach bums and nature lovers all summer! PROPERTY COLLINGWOOD HOMESTEAD -…...

Lovely, tranquil 4-5 bed, 4 bath home ideally located near Osler Bluff Ski Club, and stunning Collingwood! This private paradise offers something for everyone all year long. Winter thrills at the slopes and poolside summers in a backyard oasis!

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