Jayne's Cottages

Creemore Caledon

Creemore Caledon

Find chalets, homes and country estates for rent in the Creemore and Caledon areas. These properties are suitable for vacations in all four seasons!

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

Compass House – Creemore

Location: Country House Chateau in Honeywood, Mulmur Dufferin Couty

From C$29,983 - C$34,480 /Week
  • C$128,500 /Month
  • C$29,983 /Summer Week
  • C$34480.00 /Super Peak Week
( plus taxes and fees )

COMPASS HOUSE AREA Mulmur Township is a small bit of heaven tucked away at the northeast corner of Dufferin County, about an hour northwest of Toronto. Straddled by the famous Niagara Escarpment, the area is filled with rich farmlands above the escarpment, steep slopes and river valleys surrounded by extensive forest along the escarpment, and rolling plains and rural land below the escarpment. Just north of Mulmur is the town…...

Magnificent farmhouse on 200 acres of property in Mulmur, Ontario! New, modern and minimalist design that has been featured in many design magazines! Spectacular grounds and beauty all 360 degrees! 5 bedrooms plus large pool and hot tub!

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Compass House – Creemore

COMPASS HOUSE AREA Mulmur Township is a small bit of heaven tucked away at the northeast corner of Dufferin County, about an hour northwest of Toronto. Straddled by the famous Niagara Escarpment, the area is filled with rich farmlands above the escarpment, steep slopes and river valleys surrounded by extensive forest along the escarpment, and rolling plains and rural land below the escarpment. Just north of Mulmur is the town…

Bedrooms 5
Bathrooms 4
# of Guests 14
Pet Friendly? Yes

Bunker Ridge Farm

Location: Country House Chateau in Creemore

From C$29,450 - C$33,868 /Week
  • C$117,800 /Month
  • C$29,450 /Summer Week
  • C$33868.00 /Super Peak Week
( 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 - C$28,712 /Week
  • C$107,000 /Month
  • C$24,967 /Summer Week
  • C$28712.00 /Super Peak Week
( 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

Lavender Hill

Location: Country House Chateau in Glen Huron

    From C$23,000 - C$36,944 /Week
    • C$63,000 /Month
    • C$23,000 /Summer Week
    • C$36944.00 /Super Peak Week
    ( 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? Yes

    Glenview Ridge

    Location: Country House Chateau in Glen Huron

    From C$21,000 - C$24,150 /Week
    • C$90,000 /Month
    • C$21,000 /Summer Week
    • C$24150.00 /Super Peak Week
    ( plus taxes and fees )

    GLENVIEW RIDGE AREA Grandeur on the Hill! Glenview Ridge is set amongst 90 acres of the rolling countryside, just 10 minutes outside of the charming town of Creemore. Only 10 minutes from Devil’s Glen Country Club, 12 minutes from Mad River Golf Club, 20 minutes from Wasaga Beach and 20 minutes to Blue Mountain Ski Hill - it’s the perfect spot all year round! PROPERTY GLENVIEW RIDGE - Arrive through…...

    Enchanting views of the Creemore countryside from this 6bed 4bath magnificent estate! The striking exterior appearance of the property will have you feeling like you are staying amongst the celebrities in LA! Private pool, hottub, sportscourt & more!

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    Glenview Ridge

    GLENVIEW RIDGE AREA Grandeur on the Hill! Glenview Ridge is set amongst 90 acres of the rolling countryside, just 10 minutes outside of the charming town of Creemore. Only 10 minutes from Devil’s Glen Country Club, 12 minutes from Mad River Golf Club, 20 minutes from Wasaga Beach and 20 minutes to Blue Mountain Ski Hill - it’s the perfect spot all year round! PROPERTY GLENVIEW RIDGE - Arrive through…

    Bedrooms 6
    Bathrooms 4
    # of Guests 12
    Pet Friendly? Yes

    Burnt Barns Creemore

    Location: Country House Chateau in Creemore

    From C$18,431 - C$21,196 /Week
    • C$79,000 /Month
    • C$18,431 /Summer Week
    • C$21196.00 /Super Peak Week
    • C$18431 /Holiday Week
    ( 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

    Cimarron Ridge

    Location: Country House Chateau in Mulmur

    From C$14,000 - C$16,100 /Week
    • C$38,000 /Month
    • C$14,000 /Summer Week
    • C$16100.00 /Super Peak Week
    ( plus taxes and fees )

    CIMARRON RIDGE AREA This modern country home is located in Mansfield, Ontario, approximately an hour's drive north-west of Toronto. Nestled within the beautiful rolling hills of Dufferin Country, Cimarron Ridge offers the perfect location for members of the Mansfield Ski Club, which is located less than a 5-minute drive from the farmhouse. Similarly, Cimarron Ridge is only a 25-minute drive to Devil's Glen Country Club. For day to day needs,…...

    Country living at its finest! Luxurious year-round 5 bdrm, 4 bath modern farmhouse in Mulmur Ont! Features in-ground pool, hot tub, and outdoor entertaining space! Perfect location for introductory Mansfield Ski Club members - less than 5 mins away!

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    Cimarron Ridge

    CIMARRON RIDGE AREA This modern country home is located in Mansfield, Ontario, approximately an hour's drive north-west of Toronto. Nestled within the beautiful rolling hills of Dufferin Country, Cimarron Ridge offers the perfect location for members of the Mansfield Ski Club, which is located less than a 5-minute drive from the farmhouse. Similarly, Cimarron Ridge is only a 25-minute drive to Devil's Glen Country Club. For day to day needs,…

    Bedrooms 5
    Bathrooms 4
    # of Guests 12
    Pet Friendly? Yes

    Twin Ponds

    Location: Country House Chateau in Creemore

    From C$9,250 - C$10,638 /Week
    • C$37,000 /Month
    • C$9,250 /Summer Week
    • C$10638.00 /Super Peak Week
    ( plus taxes and fees )

    TWIN PONDS AREA 1.5 hours from Bathurst & Eglinton and 2 hours from Yorkville, Twin Ponds 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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    Twin Ponds

    TWIN PONDS AREA 1.5 hours from Bathurst & Eglinton and 2 hours from Yorkville, Twin Ponds 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

    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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    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

    Splendid Symmetry

    Location: House in Creemore

    • Booked July/August
    From C$2,000 - C$2,300 /Week
    • C$8,000 /Month
    • C$2,000 /Summer Week
    • C$2300.00 /Super Peak Week
    ( plus taxes and fees )

    SPLENDID SYMMETRY AREA Located just 10 minutes north of Mansfield Ski Club and Mansfield Outdoor Centre and 10 minutes from the quaint town of Creemore with it's brewery, lovely shops, fine restaurants and local farmers' market. 20 minutes from Devil's Glen Country Club and Devil's Glen Provincial Park. Total privacy and stunning views await. SPLENDID SYMMETRY PROPERTY This charming and unique winter retreat rests on 25 acres of rolling hills…...

    Immerse yourself in the privacy of this 25 acre property with a century old 4 bedroom 3 bath renovated farmhouse boasting a spectacular glass and wood addition with east and south vistas close to the quaint town of Creemore.

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    Splendid Symmetry

    SPLENDID SYMMETRY AREA Located just 10 minutes north of Mansfield Ski Club and Mansfield Outdoor Centre and 10 minutes from the quaint town of Creemore with it's brewery, lovely shops, fine restaurants and local farmers' market. 20 minutes from Devil's Glen Country Club and Devil's Glen Provincial Park. Total privacy and stunning views await. SPLENDID SYMMETRY PROPERTY This charming and unique winter retreat rests on 25 acres of rolling hills…

    Bedrooms 4
    Bathrooms 3
    # of Guests 7
    Pet Friendly? Yes
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