Jayne's Cottages

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Premium

Explore our exclusive Premium cottage and vacation home rentals.

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

Georgian Splendour

Location: House in Thornbury

From C$8,631 - C$9,926 /Week
  • C$37,000 /Month
  • C$8,631 /Summer Week
  • C$9926.00 /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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  • 4
  • 5

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$9394.00 /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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  • 4
  • 3

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$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

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$8625.00 /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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  • 3
  • 3

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

Elevated Experience

Location: House in The Blue Mountains

From C$7,273 /Week
  • C$20,000 /Month
( plus taxes and fees )

ELEVATED EXPERIENCE AREA Located part way up the Niagara Escarpment backing onto The Georgian Bay (golf) Club with beautiful views of the escarpment. Close to all the local ski hills, the Bruce and Georgian Trails, and the 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 Thornbury and Clarksburg with restaurants, art galleries, boutiques, a cidery and…...

Modern 5 bedroom, 5 bath home at the end of a cul de sac part way up the escarpment between Georgian Peaks and Thornbury.

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  • 5
  • 5

Elevated Experience

ELEVATED EXPERIENCE AREA Located part way up the Niagara Escarpment backing onto The Georgian Bay (golf) Club with beautiful views of the escarpment. Close to all the local ski hills, the Bruce and Georgian Trails, and the 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 Thornbury and Clarksburg with restaurants, art galleries, boutiques, a cidery and…

Bedrooms 5
Bathrooms 5
# of Guests 11
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

Forever House

Location: House in Central Toronto (Forest Hill North & West)

From C$5,750 /Week
  • C$23,000 /Month
( plus taxes and fees )

FOREVER HOUSE AREA Located in Forest Hill, Toronto. 4-min walk from Forest Hill Village and Spadina subway station. Highly acclaimed residential neighbourhood in Toronto, known for its beautiful large homes and prestigious private schools. Grocery stores, clothing boutiques, restaurants, cafes - everything only a short walk away! PROPERTY FOREVER HOUSE is truly one-of-a-kind. Custom built for new owners in 2014, this sleek 3-storey house is equipped with all of the…...

A modernist outlier located in prestigious Forest Hill Village. Newly-constructed, 3 bdm 4 bath home designed by Toronto architect Luc Bouliane, with an emphasis on simplicity, beauty, sustainability, & accessibility. The dream home!

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  • 3
  • 4

Forever House

FOREVER HOUSE AREA Located in Forest Hill, Toronto. 4-min walk from Forest Hill Village and Spadina subway station. Highly acclaimed residential neighbourhood in Toronto, known for its beautiful large homes and prestigious private schools. Grocery stores, clothing boutiques, restaurants, cafes - everything only a short walk away! PROPERTY FOREVER HOUSE is truly one-of-a-kind. Custom built for new owners in 2014, this sleek 3-storey house is equipped with all of the…

Bedrooms 3
Bathrooms 4
# of Guests 6
Pet Friendly? Yes

Beaver Valley Viewpoint

Location: Chalet in Georgian Bay Southwest Shore (Dundalk)

    From C$6,117 - C$6,613 /Week
    • C$23,000 /Month
    • C$6,117 /Summer Week
    • C$6613.00 /Super Peak Week
    ( plus taxes and fees )

    BEAVER VALLEY VIEWPOINT AREA The Beaver Valley area is known for it's hiking trails and Ontario’s best cycling. This home is a mere 2 minute walk to the start of the Bruce Trail for endless hiking. A short 1 hour and 40 minute drive from Toronto and only 25 minutes from Collingwood and 20 minutes to Georgian Bay and Thornbury for dining, shopping, golf and many outdoor activities! PROPERTY BEAVER…...

    Professionally designed, this modern, contemporary 5 bed, 3 bath, new build home in the Beaver Valley area can be enjoyed any time of the year! Enjoy both sunrises and sunsets while overlooking the Niagara Escarpment.

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    • 5
    • 3

    Beaver Valley Viewpoint

    BEAVER VALLEY VIEWPOINT AREA The Beaver Valley area is known for it's hiking trails and Ontario’s best cycling. This home is a mere 2 minute walk to the start of the Bruce Trail for endless hiking. A short 1 hour and 40 minute drive from Toronto and only 25 minutes from Collingwood and 20 minutes to Georgian Bay and Thornbury for dining, shopping, golf and many outdoor activities! PROPERTY BEAVER…

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

    Collingwinds

    Location: House in The Blue Mountains

    From C$5,600 - C$5,901 /Week
    • C$24,000 /Month
    • C$5,600 /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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    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

    The Sunshine Chalet

    Location: House in Collingwood

    From C$5,367 - C$6,172 /Week
    • C$18,500 /Month
    • C$5,367 /Summer Week
    • C$6172.00 /Super Peak Week
    ( plus taxes and fees )

    THE SUNSHINE CHALET AREA Located in Castle Glen Estates, The Sunshine Chalet is expansive with incredible views! No extra charge for the view! Surrounded by hiking, biking snow-shoeing and cross-country ski trails, it is an outdoor adventure dream! Only 3 minutes to Osler Bluff Ski Club, 7 minutes to the Blue Mountain Resort, 10 minutes to Collingwood and 15 minutes to Georgian Peaks. PROPERTY THE SUNSHINE CHALET - Arrive via…...

    Sprawling four season home boasting views of Georgian Bay and the escarpment! Incredible entertainment room featuring a bar, oversized TV, additional bar seating and shuffle board! Games room features 3 arcade games, treadmill and elliptical!

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    The Sunshine Chalet

    THE SUNSHINE CHALET AREA Located in Castle Glen Estates, The Sunshine Chalet is expansive with incredible views! No extra charge for the view! Surrounded by hiking, biking snow-shoeing and cross-country ski trails, it is an outdoor adventure dream! Only 3 minutes to Osler Bluff Ski Club, 7 minutes to the Blue Mountain Resort, 10 minutes to Collingwood and 15 minutes to Georgian Peaks. PROPERTY THE SUNSHINE CHALET - Arrive via…

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