Jayne's Cottages

Collingwood Thornbury

Collingwood Thornbury

Find chalets, homes and estates for rent in the Collingwood and Thornbury area. These properties are suited for vacations in all four seasons!

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 - C$53,498 /Week
  • C$185,000 /Month
  • C$46,520 /Summer Week
  • C$53,498 /Super Peak Week
( 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

Winterbrook Chalet

Location: Country House Chateau in Collingwood

  • Booked Ski Season
From C$17,500 - C$20,125 /Week
  • C$39,000 /Month
  • C$17,500 /Summer Week
  • C$20,125 /Super Peak Week
( 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

The Base Lodge

Location: Chalet in The Blue Mountains

From C$9,500 - C$10,925 /Week
  • C$26,500 /Month
  • C$9,500 /Summer Week
  • C$10,925 /Super Peak Week
( plus taxes and fees )

THE BASE LODGE AREA The Base Lodge is in the heart of Ontario's four season playground. Close to all local activities and amenities including Blue Mountain Village, all the private ski clubs, The Georgian Trail, beaches along the shores of Georgian Bay, Scenic Caves Nature Adventures, Scandinave Spa, vineyards, orchards, micro-breweries, and the list goes on. The historic town of Collingwood and charming Thornbury/Clarksburg are just 10 minutes away with…...

Enjoy this luxury, log ski cabin just steps from Craigleith Ski Club. Lots of room for the whole family to enjoy in this stunning 6 bedroom, 4 bath home with views of the ski slopes! Hot tub, sauna, steam shower, and pool table!

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The Base Lodge

THE BASE LODGE AREA The Base Lodge is in the heart of Ontario's four season playground. Close to all local activities and amenities including Blue Mountain Village, all the private ski clubs, The Georgian Trail, beaches along the shores of Georgian Bay, Scenic Caves Nature Adventures, Scandinave Spa, vineyards, orchards, micro-breweries, and the list goes on. The historic town of Collingwood and charming Thornbury/Clarksburg are just 10 minutes away with…

Bedrooms 6
Bathrooms 4
# of Guests 16
Pet Friendly? Yes

Mountainside

Location: House in Clarksburg

  • Booked July/August
From C$9,000 /Week
  • C$25,000 /Month
( plus taxes and fees )

MOUNTAINSIDE AREA Located part way up the Niagara Escarpment with stunning views of Georgian Bay from the front, and equally spectacular views of the Escarpment from the backyard oasis. Outdoor enthusiasts will love the proximity to the local ski hills, Bruce Trail, Georgian Trail, and Loree Forest to name just a few of the nearby walking/hiking/snow shoeing and cross-country ski trails. Minutes from the charming towns of Clarksburg and Thornbury…...

Escape to your mountain get-away near the shores of gorgeous Georgian Bay, and just minutes from The Georgian Peaks Club with other local ski clubs close by. Walk up to the Bruce Trail or walk down to the Georgian Trail right from your front door.

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Mountainside

MOUNTAINSIDE AREA Located part way up the Niagara Escarpment with stunning views of Georgian Bay from the front, and equally spectacular views of the Escarpment from the backyard oasis. Outdoor enthusiasts will love the proximity to the local ski hills, Bruce Trail, Georgian Trail, and Loree Forest to name just a few of the nearby walking/hiking/snow shoeing and cross-country ski trails. Minutes from the charming towns of Clarksburg and Thornbury…

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

By The Bay

Location: Chalet in Clarksburg

  • Booked Ski Season
From C$8,631 - C$9,926 /Week
  • C$37,000 /Month
  • C$8,631 /Summer Week
  • C$9,926 /Super Peak Week
( 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

Georgian Splendour

Location: House in Thornbury

From C$8,631 - C$9,926 /Week
  • C$37,000 /Month
  • C$8,631 /Summer Week
  • C$9,926 /Super Peak Week
( plus taxes and fees )

GEORGIAN SPLENDOUR AREA Rare waterfront location on Georgian Bay right in Thornbury. Steps from the 34 km Georgian Trail popular for biking, hiking, snowshoeing and cross country skiing. Launch the provided kayaks or stand up paddle boards directly from your dock. Walk to the quaint shops, restaurants, cidery, and art galleries in Thornbury and Clarksburg. A short drive takes you to all the local ski clubs, the Scandinave Spa, Scenic…...

4 bedroom, 5 bath home on Georgian Bay on one of Thornbury's most sought after streets! Just a few houses away is beautiful Bayview Park with it's beach, tennis courts, and playground. Minutes from bike/hike/ snowshoe trails and the local Ski Clubs.

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Georgian Splendour

GEORGIAN SPLENDOUR AREA Rare waterfront location on Georgian Bay right in Thornbury. Steps from the 34 km Georgian Trail popular for biking, hiking, snowshoeing and cross country skiing. Launch the provided kayaks or stand up paddle boards directly from your dock. Walk to the quaint shops, restaurants, cidery, and art galleries in Thornbury and Clarksburg. A short drive takes you to all the local ski clubs, the Scandinave Spa, Scenic…

Bedrooms 4
Bathrooms 5
# of Guests 9
Pet Friendly? Yes

Mystical Bluff

Location: Chalet in Gibraltar, The Blue Mountains

From C$8,169 - C$9,394 /Week
  • C$22,500 /Month
  • C$8,169 /Summer Week
  • C$9,394 /Super Peak Week
( 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? No

Great Totem House

Location: Chalet in Collingwood

From C$8,169 - C$9,394 /Week
  • C$35,000 /Month
  • C$8,169 /Summer Week
  • C$9,394 /Super Peak Week
( 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? Yes

Stonethrow

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

From C$7,500 - C$8,625 /Week
  • C$30,000 /Month
  • C$7,500 /Summer Week
  • C$8,625 /Super Peak Week
( 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$7,000 - C$8,050 /Week
  • C$19,500 /Month
  • C$7,000 /Summer Week
  • C$8,050 /Super Peak Week
( 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…...

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? Yes

Collingwood Homestead

Location: House in Collingwood

  • Booked Ski Season
From C$6,533 - C$7,513 /Week
  • C$18,000 /Month
  • C$6,533 /Summer Week
  • C$7,513 /Super Peak Week
( 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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Collingwood Homestead

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 -…

Bedrooms 4
Bathrooms 4
# of Guests 8
Pet Friendly? Yes

Bluebird Bungalow

Location: Bungalow in Singhampton

From C$6,000 - C$6,900 /Week
  • C$15,000 /Month
  • C$6,000 /Summer Week
  • C$6,900 /Super Peak Week
( plus taxes and fees )

"BLUEBIRD BUNGLOW" AREA Situated just outside of Singhampton, the Bluebird Bungalow is 1 hour and 30 minutes from Toronto! It is in great proximity to all ski hills including; 15 minutes to Devil's Glen Country Club, 20 minutes to Beaver Valley Ski Club, 20 minutes to the Osler Bluff Ski Club and 30 mins to Blue Mountain Village! In the summer, enjoy golfing at any of the close Golf Courses…...

The beautiful Bluebird Bungalow is awaiting your arrival! Just 30 minutes south of Collingwood and 1.5 hours north of Toronto, it is in great proximity for skiers and outdoor enthusiasts alike! Features a brand new hot tub and mini garage gym!

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Bluebird Bungalow

"BLUEBIRD BUNGLOW" AREA Situated just outside of Singhampton, the Bluebird Bungalow is 1 hour and 30 minutes from Toronto! It is in great proximity to all ski hills including; 15 minutes to Devil's Glen Country Club, 20 minutes to Beaver Valley Ski Club, 20 minutes to the Osler Bluff Ski Club and 30 mins to Blue Mountain Village! In the summer, enjoy golfing at any of the close Golf Courses…

Bedrooms 5
Bathrooms 3
# of Guests 10
Pet Friendly? Yes
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