Jayne's Cottages

Vacation Rentals

Vacation Rentals

Perfect Timing

Location: Cottage in Innisfil

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

    PERFECT TIMING AREA Located in Kempenfelt Bay with long unobstructed views over Lake Simcoe. Just 20 minutes from the vibrant city of Barrie for endless shopping, restaurants and numerous seasonal events and festivals Barrie is known for. PROPERTY PERFECT TIMING This property offers excellent privacy. An estate sized lot with beautifully landscaped level grounds, park-like setting with mature trees, 200 ft of water frontage and plenty of outdoor seating around…...

    An absolutely stunning 6 bedroom, 5 bath lakeside residence on the south shore of beautiful Kempenfelt Bay on Lake Simcoe.

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    • 6
    • 4.5

    Perfect Timing

    PERFECT TIMING AREA Located in Kempenfelt Bay with long unobstructed views over Lake Simcoe. Just 20 minutes from the vibrant city of Barrie for endless shopping, restaurants and numerous seasonal events and festivals Barrie is known for. PROPERTY PERFECT TIMING This property offers excellent privacy. An estate sized lot with beautifully landscaped level grounds, park-like setting with mature trees, 200 ft of water frontage and plenty of outdoor seating around…

    Bedrooms 6
    Bathrooms 4.5
    # of Guests 12
    Pet Friendly? No

    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

    Balaloma

    Location: Cottage in Muskoka Lakes

    From C$19,800 /Week
    • C$19,800 (Peak)
    • $22,275 /Off Season Month
    ( plus taxes and fees )

    BALALOMA AREA This Balaloma cottage could not be more central! One minute outside of Bala, you can walk to town or boat to Don's Bakery! Eight minutes to Port Carling and 20 minutes to Gravenhurst. View of Bala Park Island. PROPERTY BALALOMA is a very nicely appointed and maintained property. Lovely sitting areas and gardens throughout the driveway side and lakeside of this beautiful, deceivingly large, and spacious cottage. INTERIOR…...

    Deck to die for with 4 gorgeous lounge chairs, fire table, dining table, and hot tub! Very clean and well-maintained. 7 bedrooms plus bunkie, spacious luxury interior and great dock! Enjoy the best proximity to the attractions of Bala!

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    Balaloma

    BALALOMA AREA This Balaloma cottage could not be more central! One minute outside of Bala, you can walk to town or boat to Don's Bakery! Eight minutes to Port Carling and 20 minutes to Gravenhurst. View of Bala Park Island. PROPERTY BALALOMA is a very nicely appointed and maintained property. Lovely sitting areas and gardens throughout the driveway side and lakeside of this beautiful, deceivingly large, and spacious cottage. INTERIOR…

    Bedrooms 8
    Bathrooms 4
    # of Guests 16
    Pet Friendly? Yes

    Safe Harbour

    Location: Cottage in Huntsville

    • Booked July/August
    From C$19,500 /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? 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

      The West Shore on Kennisis Lake

      Location: Cottage in Haliburton

      From C$19,300 /Week
        ( plus taxes and fees )

        THE WEST SHORE ON KENNISIS LAKE AREA Located 30 minutes north west of Haliburton, The West Shore on Kennisis Lake offers a remote getaway on the south west shores of Kennisis Lake! A 15 minute drive will bring you to a local attraction that should be a must-see your list - The Haliburton Forest Wolf Centre. Here, tour through the 5000 sqft reserve that is home to over 40 rescued…...

        Magnificant offering on Kennisis Lake featuring 8beds, 6baths, a screened-in porch, entertainment room with a pool and foosball table, an outdoor sauna barrel and spectacular panoramic views of Kennisis Lake from the dock, fire pit & outdoor lounge!

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        The West Shore on Kennisis Lake

        THE WEST SHORE ON KENNISIS LAKE AREA Located 30 minutes north west of Haliburton, The West Shore on Kennisis Lake offers a remote getaway on the south west shores of Kennisis Lake! A 15 minute drive will bring you to a local attraction that should be a must-see your list - The Haliburton Forest Wolf Centre. Here, tour through the 5000 sqft reserve that is home to over 40 rescued…

        Bedrooms 8
        Bathrooms 6
        # of Guests 12
        Pet Friendly? Yes

        Panoramic Point

        Location: Cottage in Dwight

        From C$7,560 - C$18,900 /Week
        • C$18,900 (Peak)
        • $7,560 /Off Season Week
        • $4,536 /Off Season Weekend
        ( plus taxes and fees )

        PANORAMIC POINT AREA Centrally located on Lake of Bays in Haystack Bay, Panoramic Point boasts incredible views from all angles! Only a 5 minute boat ride to the elite golfing island, Bigwin Island, and another 20 minutes to the beautiful town of Dorset! Enjoy a hot slice of pizza from the best 'Pizza on Earth' or lunch from 'Zachary's' or the 'Trading Bay Dining Company'! Boat through Dorset to play…...

        Cozy 4bedroom 4bath cottage on Haystack Bay in Lake of Bays! Outdoor oasis features an outdoor kitchen, multiple seating areas and a hot tub! State-of-the-art theatre room, 3 season Muskoka Room, and spectacular Rec Room!

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        Panoramic Point

        PANORAMIC POINT AREA Centrally located on Lake of Bays in Haystack Bay, Panoramic Point boasts incredible views from all angles! Only a 5 minute boat ride to the elite golfing island, Bigwin Island, and another 20 minutes to the beautiful town of Dorset! Enjoy a hot slice of pizza from the best 'Pizza on Earth' or lunch from 'Zachary's' or the 'Trading Bay Dining Company'! Boat through Dorset to play…

        Bedrooms 4
        Bathrooms 4
        # of Guests 8
        Pet Friendly? No

        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

        Windsong Point

        Location: Cottage in Gravenhurst

        From C$18,700 /Week
          ( plus taxes and fees )

          WINDSONG POINT AREA Located on a magnificent point on South Lake Muskoka! 10 minutes to Gravenhurst, 20 minutes to Bala, and 25 minutes to Bracebridge with 2 marinas close by. Enjoy boating or swimming in Lake Muskoka or shopping in the nearby towns. Just over 2 hours to Toronto - as close as it gets! PROPERTY WINDSONG POINT is located on an unparalleled property with 2 acres of land and…...

          Breathtaking cottage set right on the water's edge on Muskoka! Spacious, open concept living area with large windows exposing beautiful lakes views from all angles of the point. Front and back deck totalling 1500'. Bathroom for each bedroom! Hot tub!

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          Windsong Point

          WINDSONG POINT AREA Located on a magnificent point on South Lake Muskoka! 10 minutes to Gravenhurst, 20 minutes to Bala, and 25 minutes to Bracebridge with 2 marinas close by. Enjoy boating or swimming in Lake Muskoka or shopping in the nearby towns. Just over 2 hours to Toronto - as close as it gets! PROPERTY WINDSONG POINT is located on an unparalleled property with 2 acres of land and…

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

          Holiday Headquarters

          Location: Cottage in Port Severn

          • Booked July/August
          From C$18,700 /Week
            ( plus taxes and fees )

            HOLIDAY HEADQUARTERS AREA Located on Six Mile Lake in Georgian Bay Township within the District Municipality of Muskoka. Six Mile Lake is abundant with fishing and the deep waters are perfect for all water activities. Only a 1.5 hr drive from Pearson Airport and 15 minutes from Port Severn for essentials. 20 minutes from picturesque Honey Harbour on Georgian Bay. 35 minutes to Port Carling and other Muskoka attractions. For…...

            Spacious 10 bedroom, 7 bathroom cottage on Six Mile Lake! East exposure and large, level property! Privacy on dock or sandy beach!

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            Holiday Headquarters

            HOLIDAY HEADQUARTERS AREA Located on Six Mile Lake in Georgian Bay Township within the District Municipality of Muskoka. Six Mile Lake is abundant with fishing and the deep waters are perfect for all water activities. Only a 1.5 hr drive from Pearson Airport and 15 minutes from Port Severn for essentials. 20 minutes from picturesque Honey Harbour on Georgian Bay. 35 minutes to Port Carling and other Muskoka attractions. For…

            Bedrooms 10
            Bathrooms 7
            # of Guests 22
            Pet Friendly? Yes

            On G’Bay

            Location: Cottage in The Blue Mountains

            From C$18,225 /Week
            • C$72,900 /Month
            ( plus taxes and fees )

            ON G'BAY AREA RARE WATERFRONT GEM in Blue Mountain/Collingwood is located 10 minutes from either Collingwood or Thornbury, 5 minutes from Blue Mountain, and less than a two hr drive from Toronto. This incredible four seasons Waterfront Gem offers something for everyone right outside your doorstep. If you want a quiet retreat on the water close to many big city amenities then this is the place. Nearby Collingwood and Thornbury…...

            Rare 150ft Waterfront Oasis, 4 bdrm, hot tub, paddleboards, kayaks, water toys, Lily Pad, basketball net, sun All-Day, spectacular sunrises & sunsets, huge lawn and waterfront!

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            On G’Bay

            ON G'BAY AREA RARE WATERFRONT GEM in Blue Mountain/Collingwood is located 10 minutes from either Collingwood or Thornbury, 5 minutes from Blue Mountain, and less than a two hr drive from Toronto. This incredible four seasons Waterfront Gem offers something for everyone right outside your doorstep. If you want a quiet retreat on the water close to many big city amenities then this is the place. Nearby Collingwood and Thornbury…

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

            Bella Muskoka

            Location: Cottage in Port Carling

            • Booked July/August
            From C$18,000 /Week
              ( plus taxes and fees )

              BELLA MUSKOKA AREA Bella Muskoka cottage is located in close proximity to Port Carling (5 min), Windermere (12 min), and Bracebridge (18 min). Located in Scarcliffe Bay, on the eastern side of Lake Muskoka, just a little past the Millionaires Row shoreline of Lake Muskoka. Nice access across the lake to Walker's Point or through the Indian River to Port Carling. PROPERTY BELLA MUSKOKA is a new build! Walk into…...

              Elegant living at its finest in this brand new Bella of a cottage! 4 bdrm main cottage and 3 bdrm fully-contained Bunkie. 2 bdrms with ensuites. 5 Bathrooms! Wall of windows with southwest views of Lake Muskoka. Muskoka Room! Near Beaumaris!

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              Bella Muskoka

              BELLA MUSKOKA AREA Bella Muskoka cottage is located in close proximity to Port Carling (5 min), Windermere (12 min), and Bracebridge (18 min). Located in Scarcliffe Bay, on the eastern side of Lake Muskoka, just a little past the Millionaires Row shoreline of Lake Muskoka. Nice access across the lake to Walker's Point or through the Indian River to Port Carling. PROPERTY BELLA MUSKOKA is a new build! Walk into…

              Bedrooms 7
              Bathrooms 4.5
              # of Guests 14
              Pet Friendly? Yes
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