Jayne's Cottages

Winter/Ski Season Features

Winter/Ski Season Features

Alternate pricing options are available for some properties. Keep an eye out for clickable prices to see the other options!

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$9394.00 /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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  • 6
  • 5

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

Wyndsong Farm

Location: Farmhouse in Creemore

From C$7,000 - C$8,050 /Week
  • C$28,000 /Month
  • C$7,000 /Summer Week
  • C$8050.00 /Super Peak Week
( plus taxes and fees )

WYNDSONG FARM AREA Located within walking distance of the well-known hamlet of Creemore. Less than 2 hours from Toronto, 25 mins to downtown Collingwood and 30 mins to Blue Mountain. Perfectly situated to enjoy the many nearby ski and golf facilities including Devils Glen and Mansfield ski clubs (both 15 mins drive), as well as an abundance of outdoor activities and walking trails (both on and off the property!). Less…...

A tranquil farm experience with 150 acres of rolling hills and gorgeous views in every direction! Walk to the charming town of Creemore. The property boasts a 5bdrm farmhouse & separate 2 bdrm apartment, 3.5 baths, swimming pond, trails, etc!

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  • 5
  • 4

Wyndsong Farm

WYNDSONG FARM AREA Located within walking distance of the well-known hamlet of Creemore. Less than 2 hours from Toronto, 25 mins to downtown Collingwood and 30 mins to Blue Mountain. Perfectly situated to enjoy the many nearby ski and golf facilities including Devils Glen and Mansfield ski clubs (both 15 mins drive), as well as an abundance of outdoor activities and walking trails (both on and off the property!). Less…

Bedrooms 5
Bathrooms 4
# of Guests 12
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$8050.00 /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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  • 5
  • 4

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

Collingwinds

Location: House in The Blue Mountains

From C$5,131 - C$5,901 /Week
  • C$22,000 /Month
  • C$5,131 /Summer Week
  • C$5901.00 /Super Peak Week
( plus taxes and fees )

COLLINGWINDS AREA Located in the Windfall Development at the bottom of Blue Mountain Resort, this unique home offers 5 bedrooms including 2 Primary Suites which makes a perfect location for 2 families to share the beauty of the area all within a short walk to Blue Mountain Village and all the amenities the area has to offer. COLLINGWINDS PROPERTY Surround yourself in this magnificent property that offers a backyard kidney…...

Charming 5 bed 5 bath home including 2 primary suites.

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  • 5
  • 5

Collingwinds

COLLINGWINDS AREA Located in the Windfall Development at the bottom of Blue Mountain Resort, this unique home offers 5 bedrooms including 2 Primary Suites which makes a perfect location for 2 families to share the beauty of the area all within a short walk to Blue Mountain Village and all the amenities the area has to offer. COLLINGWINDS PROPERTY Surround yourself in this magnificent property that offers a backyard kidney…

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

Century Chic

Location: House in Collingwood

From C$5,040 - C$5,796 /Week
  • C$14,000 /Month
  • C$5,040 /Summer Week
  • C$5796.00 /Super Peak Week
( plus taxes and fees )

CENTURY CHIC AREA Welcome to the heart of Southern Georgian Bay! Enjoy four-seasons recreation in the centre of historic Collingwood. Boasting sophisticated charm on a pre-eminent “Tree Street”, this beautifully renovated and designer-decorated property is an ideal retreat for families or those seeking the active Collingwood lifestyle. The region's ski and golf clubs are minutes away, while the town’s best shops, restaurants, weekly Farmers Market, patios (no need for driving…...

Exquisite century home located in charming downtown Collingwood. You will never want to leave this professionally decorated house that features 4bedrooms, 3bathrooms, a spacious games room on the third level equipped with a projector screen!

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  • 4
  • 4

Century Chic

CENTURY CHIC AREA Welcome to the heart of Southern Georgian Bay! Enjoy four-seasons recreation in the centre of historic Collingwood. Boasting sophisticated charm on a pre-eminent “Tree Street”, this beautifully renovated and designer-decorated property is an ideal retreat for families or those seeking the active Collingwood lifestyle. The region's ski and golf clubs are minutes away, while the town’s best shops, restaurants, weekly Farmers Market, patios (no need for driving…

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

Bluebird Bungalow

Location: Bungalow in Singhampton

From C$5,000 - C$5,750 /Week
  • C$12,000 /Month
  • C$5,000 /Summer Week
  • C$5750 /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 a great location for skiers and outdoor enthusiasts alike! Features a new hot tub and mini garage gym!

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  • 5
  • 3

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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