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!

Lavender Hill

Location: Country House Chateau in Glen Huron

From C$32,125 /Week
  • C$128,500 /Month
( plus taxes and fees )

LAVENDER HILL AREA Set in the rolling hills of Dunedin, Lavender Hill is only 5 minutes away from the Bruce Trail and the quaint Village of Creemore. Devil's Glen Country Club and The Blue Mountains/Collingwood are only a short 20 minute drive away! PROPERTY LAVENDER HILL - Nestled on 56 sprawling acres of the Creemore countryside, Lavender Hill offers a very private destination with breathtaking views and high-end amenities. Immaculate…...

Located in the scenic rolling hills above the hamlet of Dunedin, Lavender Hill boasts high-end amenities. From a large in-ground pool with adjacent hot tub, to 5 kms of walking trails, this property truly provides everything you need in a vacation!

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Lavender Hill

LAVENDER HILL AREA Set in the rolling hills of Dunedin, Lavender Hill is only 5 minutes away from the Bruce Trail and the quaint Village of Creemore. Devil's Glen Country Club and The Blue Mountains/Collingwood are only a short 20 minute drive away! PROPERTY LAVENDER HILL - Nestled on 56 sprawling acres of the Creemore countryside, Lavender Hill offers a very private destination with breathtaking views and high-end amenities. Immaculate…

Bedrooms 6
Bathrooms 5
# of Guests 12
Pet Friendly? No

Bunker Ridge Farm

Location: Country House Chateau in Creemore

From C$29,450 /Week
  • C$117,800 /Month
( plus taxes and fees )

BUNKER RIDGE FARM AREA Nestled amongst the picturesque rolling hills of Creemore on 52 acres, Bunker Ridge Farm is set atop a spectacular lookout on the Niagara Escarpment. Located only 5 minutes outside of Creemore, 20 minutes from Collingwood and 1 hour and 20mins from Pearson Airport, Bunker Ridge Farm is in perfect proximity to all of the major hubs! PROPERTY BUNKER RIDGE FARM - Arrive via a long driveway…...

This one-of-a-kind uber modern property exudes luxury from every single corner. Feel like a celebrity from the moment you wake up & switch on the meticulously lit corridors to the moment you watch the sun set from the state-of-the-art in-ground pool!

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Bunker Ridge Farm

BUNKER RIDGE FARM AREA Nestled amongst the picturesque rolling hills of Creemore on 52 acres, Bunker Ridge Farm is set atop a spectacular lookout on the Niagara Escarpment. Located only 5 minutes outside of Creemore, 20 minutes from Collingwood and 1 hour and 20mins from Pearson Airport, Bunker Ridge Farm is in perfect proximity to all of the major hubs! PROPERTY BUNKER RIDGE FARM - Arrive via a long driveway…

Bedrooms 5
Bathrooms 7
# of Guests 12
Pet Friendly? Yes

Morning Star

Location: Country House Chateau in Creemore

From C$24,967 /Week
  • C$107,000 /Month
( plus taxes and fees )

MORNING STAR AREA Set atop the Niagara Escarpment this stunning Scandinavian style home boasts breathtaking views as far as the eye can see! Located only 5 minutes outside of Creemore, 20 minutes from Collingwood and 1.5 hours from Pearson Airport, Morning Star is in perfect proximity to all of the major hubs! PROPERTY MORNING STAR - Arrive to the picture perfect countryside property via a long driveway lined with new…...

Magnificent modern home sprawling over 24 acres with million dollar views of the Niagara Escarpment! Brand new build featuring 5bedrooms, 3bathrooms, huge entertainment room, 2000 sqft deck, in-ground pool, hot tub and cabana! 5 minutes to Creemore!

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Morning Star

MORNING STAR AREA Set atop the Niagara Escarpment this stunning Scandinavian style home boasts breathtaking views as far as the eye can see! Located only 5 minutes outside of Creemore, 20 minutes from Collingwood and 1.5 hours from Pearson Airport, Morning Star is in perfect proximity to all of the major hubs! PROPERTY MORNING STAR - Arrive to the picture perfect countryside property via a long driveway lined with new…

Bedrooms 5
Bathrooms 3
# of Guests 14
Pet Friendly? Yes

Burnt Barns Creemore

Location: Country House Chateau in Creemore

From C$22,750 /Week
  • C$97,500 /Month
( plus taxes and fees )

Clad entirely in charred cedar, a 4,000-year-old traditional Japanese sustainable building technique called sho shugi ban, Burnt Barns offers renters an extremely unique and relaxing retreat! BURNT BARNS AREA Located 2 km up the hill on Collingwood Street overlooking the quaint town of Creemore, this gorgeous country home offers proximity to all the popular local amenities. Whether you want to shop or eat in town or partake in the many…...

This amazing, newly-built country home is sure to be your ultimate vacation getaway! With a breathtaking interior, beautiful property and incredible privacy, come experience Burnt Barns today!

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Burnt Barns Creemore

Clad entirely in charred cedar, a 4,000-year-old traditional Japanese sustainable building technique called sho shugi ban, Burnt Barns offers renters an extremely unique and relaxing retreat! BURNT BARNS AREA Located 2 km up the hill on Collingwood Street overlooking the quaint town of Creemore, this gorgeous country home offers proximity to all the popular local amenities. Whether you want to shop or eat in town or partake in the many…

Bedrooms 4
Bathrooms 3
# of Guests 8
Pet Friendly? Yes

White House On The Hill

Location: House in Thornbury

From C$20,000 /Week
  • C$75,000 /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 15
Pet Friendly? Yes

At Last

Location: Cottage in Gravenhurst

From C$8,000 - C$18,700 /Week
  • C$18,700 (Peak)
  • $8,000 /Off Season Week
  • $3,280 /Off Season Weekend
( plus taxes and fees )

AT LAST AREA Located approximately 2 hours outside of downtown Toronto, this cottage provides renters with incredible privacy and proximity to some of the most popular destinations in the region. Whether you are looking for groceries in Gravenhurst, a nearby golf course, or some amazing restaurants in Bracebridge, all these amenities are just a 9, 14 and 24 minute drive respectively. PROPERTY AT LAST - Arrive at the large parking…...

At last the cottage you've been waiting for! This 6 bedroom, 4 bath Lake Muskoka cottage exudes privacy, yet so close to town. Enjoy the amazing view and large principle rooms in this classic Muskoka beauty.

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At Last

AT LAST AREA Located approximately 2 hours outside of downtown Toronto, this cottage provides renters with incredible privacy and proximity to some of the most popular destinations in the region. Whether you are looking for groceries in Gravenhurst, a nearby golf course, or some amazing restaurants in Bracebridge, all these amenities are just a 9, 14 and 24 minute drive respectively. PROPERTY AT LAST - Arrive at the large parking…

Bedrooms 6
Bathrooms 4
# of Guests 11
Pet Friendly? Yes

Winterbrook Chalet

Location: Chalet in Collingwood

From C$18,750 /Week
  • C$37,500 /Month
  • C$18,750 (Peak)
  • $37,500 /Off Season 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

The Forest Cottage

Location: Chalet in Collingwood

From C$10,000 /Week
  • C$20,000 /Month
  • C$10,000 (Peak)
  • $20,000 /Off Season 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

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

Clearview Springs

Location: Country House Chateau in Creemore

From C$9,250 /Week
  • C$37,000 /Month
( plus taxes and fees )

CLEARVIEW SPINGS AREA 1.5 hours from Bathurst & Eglinton and 2 hours from Yorkville, Clearview Springs is removed from the hustle and bustle of the busy city. Close to some of Canada's most spectacular natural reserves and attractions that include: The Bruce Trail, Devil's Glen, Pretty River Valley Provincial Park, Purple Hill Lavender Farms, and Nottawasaga Lookout Provincial Nature Reserve. When community beckons, you're just 15 minutes from the picturesque…...

Surround yourself with nature at this 46-acre retreat, complete with 2 acres of spring-fed water! With spectacular vistas, this property has eastern sunsets and loads of sunshine and a private forest for contemplative walks or forest bathing.

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Clearview Springs

CLEARVIEW SPINGS AREA 1.5 hours from Bathurst & Eglinton and 2 hours from Yorkville, Clearview Springs is removed from the hustle and bustle of the busy city. Close to some of Canada's most spectacular natural reserves and attractions that include: The Bruce Trail, Devil's Glen, Pretty River Valley Provincial Park, Purple Hill Lavender Farms, and Nottawasaga Lookout Provincial Nature Reserve. When community beckons, you're just 15 minutes from the picturesque…

Bedrooms 4
Bathrooms 6
# of Guests 8
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

    Wyndsong Farm

    Location: Farmhouse in Creemore

    From C$7,000 /Week
    • C$28,000 /Month
    ( 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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    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
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