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!

The Dipper

Location: Cottage in Nipissing South (Utterson)

From C$27,500 - C$29,560 /Week
  • C$27,500 /Summer Week
  • C$29,560 /Super Peak Week
( plus taxes and fees )

THE DIPPER AREA The Dipper is located a quick 15 minute drive from the town of Rosseau. From fine dining to Farmer's Markets, Rosseau offers all the cottage essentials. For additional grocery and shopping needs, Port Carling is a 25 minute drive. PROPERTY THE DIPPER - An extraordinarily rare offering nestled amongst two private bays on Lake Rosseau; this Muskoka compound is home to two unique cottages. This one of…...

One of a kind compound on Lake Rosseau! Opportunity to rent 2 cottages in a package. West Exposure! This unique property boasts a Waterfall, Tennis Court, Large Beach and Water Toys! Located only 15minutes from Rosseau and 25 minutes to Port Carling!

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The Dipper

THE DIPPER AREA The Dipper is located a quick 15 minute drive from the town of Rosseau. From fine dining to Farmer's Markets, Rosseau offers all the cottage essentials. For additional grocery and shopping needs, Port Carling is a 25 minute drive. PROPERTY THE DIPPER - An extraordinarily rare offering nestled amongst two private bays on Lake Rosseau; this Muskoka compound is home to two unique cottages. This one of…

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

Winchester

Location: Cottage in Rosseau

From C$8,000 - C$24,210 /Week
  • C$22,500 /Summer Week
  • C$24,210 /Super Peak Week
  • C$3,900 /Off Season Weekend
  • C$8,000 /Holiday Week
( plus taxes and fees )

WINCHESTER AREA Located off Pennisula Road in the peaceful northern Muskoka area. Less than 10 minutes to the Town of Rosseau with many options for groceries and dining including the Rosseau Farmers Market every Friday during the summer! 15 minutes to Minett's JW Marriott. Just 30 minutes to Port Carling, the Muskoka central hub with access to the other Muskoka lakes. PROPERTY WINCHESTER sits slightly elevated above the Lake Rosseau…...

4 bedroom + bunkie, 3 bathroom cottage with full walkout and direct access to the boathouse w/ rooftop patio, outdoor kitchen and dream entertainment space while capturing panoramic waterfront views all within minutes of the Village of Rosseau!

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Winchester

WINCHESTER AREA Located off Pennisula Road in the peaceful northern Muskoka area. Less than 10 minutes to the Town of Rosseau with many options for groceries and dining including the Rosseau Farmers Market every Friday during the summer! 15 minutes to Minett's JW Marriott. Just 30 minutes to Port Carling, the Muskoka central hub with access to the other Muskoka lakes. PROPERTY WINCHESTER sits slightly elevated above the Lake Rosseau…

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

Utopia on Bruce

Location: Cottage in Minett

From C$22,000 /Week
  • C$22,000 /Summer Week
( plus taxes and fees )

UTOPIA ON BRUCE AREA Located on quiet Bruce Lake with a perimeter of 6.2km of water to enjoy, and flanked by Lakes Joseph and Rosseau. This lake boasts warmer waters earlier in the season and well into the fall. Utopia on Bruce offers a convenient short commute of less than 20 minutes to Port Carling, and the town of Rosseau for nearby dining and shopping. There are plenty of golf…...

This 8 bedroom, 6 bath oasis on Bruce Lake has the privacy, peace and charm you've been looking for! All day sun! Boathouse accommodations!

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Utopia on Bruce

UTOPIA ON BRUCE AREA Located on quiet Bruce Lake with a perimeter of 6.2km of water to enjoy, and flanked by Lakes Joseph and Rosseau. This lake boasts warmer waters earlier in the season and well into the fall. Utopia on Bruce offers a convenient short commute of less than 20 minutes to Port Carling, and the town of Rosseau for nearby dining and shopping. There are plenty of golf…

Bedrooms 8
Bathrooms 6
# of Guests 14
Pet Friendly? Yes

Glenview Ridge

Location: Country House Chateau in Glen Huron

From C$21,000 - C$24,150 /Week
  • C$54,000 /Month
  • C$21,000 /Summer Week
  • C$24,150 /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

Pigeon Dream

Location: Cottage in Kawartha lakes and Haliburton County (Bobcaygeon)

From C$11,750 - C$22,380 /Week
  • C$20,800 /Summer Week
  • C$22,380 /Super Peak Week
  • C$11,750 /Off Season Week
  • C$14,100 /Holiday Week
( plus taxes and fees )

PIGEON DREAM AREA Nestled on the North East side of prestigious Pigeon Lake, Pigeon Dream is only 5 minutes outside of the quaint town of Bobcaygeon accessible by boat and/or by car! Featured on the Trent Severn Waterway, the water levels are maintained year round! This property is a spectacular year round destination - with activities including great fishing in all four seasons. In the summer, enjoy your private water…...

Magnificent 5bedroom cottage with 2 guest cottages and a sprawling 350' waterfront with astounding views of Pigeon Lake. Southern exposure presents all-day-sun and spectacular sunsets! Minutes from Bobcaygeon! On the Trent Severn Waterway!

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Pigeon Dream

PIGEON DREAM AREA Nestled on the North East side of prestigious Pigeon Lake, Pigeon Dream is only 5 minutes outside of the quaint town of Bobcaygeon accessible by boat and/or by car! Featured on the Trent Severn Waterway, the water levels are maintained year round! This property is a spectacular year round destination - with activities including great fishing in all four seasons. In the summer, enjoy your private water…

Bedrooms 8
Bathrooms 6
# of Guests 18
Pet Friendly? Yes

The Canadian Dream

Location: Cottage in Gravenhurst

From C$20,000 - C$21,520 /Week
  • C$20,000 /Summer Week
  • C$21,520 /Super Peak Week
( plus taxes and fees )

THE CANADIAN DREAM AREA Located in beautiful Cliff Bay on Lake Muskoka, The Canadian Dream is only 10 minutes from Bracebridge and 15 minutes to Gravenhurst. Less than 2.5 hrs from Toronto! Be sure to visit The Wharf in Gravenhurst with easy boating access to enjoy dinner at Boston Pizza, and then peruse the small shops with an ice cream in hand! Brydons Bay Trail is only 4 minutes away…...

The Canadian Dream boasts stunning SW views & sunsets. Tastefully decorated to enhance the beauty & warmth of the Canadian Shield. Well appointed waterfront and upper deck! 10 minutes from Gravenhurst by car and a quick boat ride to the wharf!

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The Canadian Dream

THE CANADIAN DREAM AREA Located in beautiful Cliff Bay on Lake Muskoka, The Canadian Dream is only 10 minutes from Bracebridge and 15 minutes to Gravenhurst. Less than 2.5 hrs from Toronto! Be sure to visit The Wharf in Gravenhurst with easy boating access to enjoy dinner at Boston Pizza, and then peruse the small shops with an ice cream in hand! Brydons Bay Trail is only 4 minutes away…

Bedrooms 5
Bathrooms 3
# of Guests 12
Pet Friendly? Yes

Tea House

Location: Cottage in Parry Sound

From C$20,000 /Week
    ( plus taxes and fees )

    TEA HOUSE AREA Tea House cottage is situated within 15 minutes of Parry Sound and only 10 minutes from Killbear Provincial Park, often referred to as “the jewel of the north”. The area is known for its rocky ridges, towering pines and pristine sandy beaches. This excellent location gives you access to shopping, hiking trails, and water activities. For the more adventurous cliff jumping and scuba diving are also available…...

    Perched above the water on natural rock, surrounded by mature trees, enjoy the privacy and water views at this perfect getaway. Looking over spectacular Georgian Bay is 5000 sq. ft. 6 bdrm, 6 baths, sleeps 16. Hot tub, sauna, pool table!

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    Tea House

    TEA HOUSE AREA Tea House cottage is situated within 15 minutes of Parry Sound and only 10 minutes from Killbear Provincial Park, often referred to as “the jewel of the north”. The area is known for its rocky ridges, towering pines and pristine sandy beaches. This excellent location gives you access to shopping, hiking trails, and water activities. For the more adventurous cliff jumping and scuba diving are also available…

    Bedrooms 6
    Bathrooms 6
    # of Guests 15
    Pet Friendly? Yes

    El Dorado

    Location: Cottage in Nipissing South (Utterson)

    From C$9,275 - C$21,300 /Week
    • C$19,800 /Summer Week
    • C$21,300 /Super Peak Week
    • C$9,275 /Off Season Week
    • C$5,300 /Off Season Weekend
    • C$10,500 /Holiday Week
    ( plus taxes and fees )

    EL DORADO AREA El Dorado is situated with south east exposure on the north end of Three Mile Lake. With minimal boat traffic in the surrounding bay, El Dorado offers a very calming and serene atmosphere. PROPERTY EL DORADO - Perched atop a beautiful Muskoka landscape, amongst the trees, El Dorado offers panoramic views of the surrounding bay. As you approach the cottage, you will pass by a brand new…...

    El Dorado is a stunning cottage that provides renters with an amazing Muskoka experience! With a beautifully finished interior, open-concept design and no detail overlooked, El Dorado is sure to be your dream getaway! Brand new private sports court!

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    El Dorado

    EL DORADO AREA El Dorado is situated with south east exposure on the north end of Three Mile Lake. With minimal boat traffic in the surrounding bay, El Dorado offers a very calming and serene atmosphere. PROPERTY EL DORADO - Perched atop a beautiful Muskoka landscape, amongst the trees, El Dorado offers panoramic views of the surrounding bay. As you approach the cottage, you will pass by a brand new…

    Bedrooms 8
    Bathrooms 5
    # of Guests 18
    Pet Friendly? Yes

    The Birches on Joe

    Location: Cottage in Port Carling

    • Booked July/August
    From C$19,800 - C$21,305 /Week
    • C$19,800 /Summer Week
    • C$21,305 /Super Peak Week
    ( plus taxes and fees )

    THE BIRCHES ON JOE AREA Situated on prestigious Lake Joseph. Tucked in a quiet bay with easy access to big boating potential within sight. Port Carling is host to many summer activities and festivals for all interests. Just 10 minutes north of Port Carling and 5 minutes from both Port Sandfield and Minett. Easy access to local attractions, mulitiple golf courses, amenities, and unique shopping destinations. PROPERTY THE BIRCHES ON…...

    Charming Lake Joe cottage with boathouse!

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    The Birches on Joe

    THE BIRCHES ON JOE AREA Situated on prestigious Lake Joseph. Tucked in a quiet bay with easy access to big boating potential within sight. Port Carling is host to many summer activities and festivals for all interests. Just 10 minutes north of Port Carling and 5 minutes from both Port Sandfield and Minett. Easy access to local attractions, mulitiple golf courses, amenities, and unique shopping destinations. PROPERTY THE BIRCHES ON…

    Bedrooms 5
    Bathrooms 4
    # of Guests 10
    Pet Friendly? Yes

    Chateau Lake Simcoe

    Location: Cottage in Innisfil

    From C$3,500 - C$21,300 /Week
    • C$19,800 /Summer Week
    • C$3,500 /Off Season Week
    • C$21,300 /Super Peak Week
    • C$2,000 /Off Season Weekend
    • C$5,000 /Holiday Week
    ( plus taxes and fees )

    CHATEAU LAKE SIMCOE AREA Beautiful all-season community of Innisfil, just 1hr North of Toronto. Many local destinations and attractions include Nest Golf Club, Vetta Nordic Spa, Snow Valley, Gateway Casino, Sunset Speedway and multiple beautiful beaches. PROPERTY CHATEAU LAKE SIMCOE Your waterfront backyard oasis flaunts a meticulously landscaped yard with multiple tiers of well designed outdoor living. Outdoor kitchen w/Napoleon BBQ, Traeger Smoker, dining table that seats 12, inground 40'…...

    Experience life on the lake with this prestigious 4 bedroom, 5 bath lake house on the beautiful shores of Lake Simcoe. Featured on the cover of Goodlife Magazine, this methodically designed home is sure to please friends and family in any season!

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    Chateau Lake Simcoe

    CHATEAU LAKE SIMCOE AREA Beautiful all-season community of Innisfil, just 1hr North of Toronto. Many local destinations and attractions include Nest Golf Club, Vetta Nordic Spa, Snow Valley, Gateway Casino, Sunset Speedway and multiple beautiful beaches. PROPERTY CHATEAU LAKE SIMCOE Your waterfront backyard oasis flaunts a meticulously landscaped yard with multiple tiers of well designed outdoor living. Outdoor kitchen w/Napoleon BBQ, Traeger Smoker, dining table that seats 12, inground 40'…

    Bedrooms 4
    Bathrooms 4.5
    # of Guests 8
    Pet Friendly? Yes

    McComb Point

    Location: Cottage in Algonquin Highlands

    From C$19,690 - C$22,644 /Week
    • C$19,690 /Summer Week
    • C$22,644 /Super Peak Week
    ( plus taxes and fees )

    MCCOMB POINT AREA Located between the boundaries of the Lake of Bays Municipality and the Algonquin Highland Township, Mccomb Point is a quick 15-minute drive from the village of Dorest or Dwight. For more amenities and tourist attractions, Baysville is a 30-minute drive and 45-minutes to Algonquin Park. Old Mill Marina can also be seen from across the bay and is a quick 5-minute boat ride away for any last…...

    Welcome to McComb Point! Situated on a peninsula with panoramic views of Kawagama Lake, this charming 8 bdrm, 5 bath cottage + Guesthouse sleeps a total of 24 people! Features 3 separate decks, large dock, pool table, and breathtaking sunsets!

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    McComb Point

    MCCOMB POINT AREA Located between the boundaries of the Lake of Bays Municipality and the Algonquin Highland Township, Mccomb Point is a quick 15-minute drive from the village of Dorest or Dwight. For more amenities and tourist attractions, Baysville is a 30-minute drive and 45-minutes to Algonquin Park. Old Mill Marina can also be seen from across the bay and is a quick 5-minute boat ride away for any last…

    Bedrooms 9
    Bathrooms 6
    # of Guests 24
    Pet Friendly? Yes

    Safe Harbour

    Location: Cottage in Huntsville

    From C$19,500 - C$22,425 /Week
    • C$19,500 /Summer Week
    • C$22,425 /Super Peak Week
    ( plus taxes and fees )

    SAFE HARBOUR AREA Safe Harbour is nestled on Lake of Bays directly across from Crown Island! The contemporary cottage is the perfect private spot to enjoy all summer long. Only 2.5 hours from Toronto, 10 minutes from Baysville, 20 minutes from Huntsville, and 15 minutes from the famous Henrietta's Bakery in Dwight! PROPERTY SAFE HARBOUR is a contemporary, blue cottage boasting incredible views from all of the large lake-side windows.…...

    This bright, newly built contemporary cottage, very private 250' frontage, boasts beautiful south views of Lake of Bays. All-day sun and framed by 90-foot pines with the waterfront facing Crown Island, it just doesn't get any better than this!

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    Safe Harbour

    SAFE HARBOUR AREA Safe Harbour is nestled on Lake of Bays directly across from Crown Island! The contemporary cottage is the perfect private spot to enjoy all summer long. Only 2.5 hours from Toronto, 10 minutes from Baysville, 20 minutes from Huntsville, and 15 minutes from the famous Henrietta's Bakery in Dwight! PROPERTY SAFE HARBOUR is a contemporary, blue cottage boasting incredible views from all of the large lake-side windows.…

    Bedrooms 4
    Bathrooms 4
    # of Guests 10
    Pet Friendly? No