Jayne's Cottages

newpropertylistings

New Property Listings

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

Driftwood Island Retreat

Location: Cottage in Gravenhurst

From C$70,000 /Week
    ( plus taxes and fees )

    DRIFTWOOD ISLAND RETREAT AREA This summer retreat is spread out over Driftwood Island; a 20 acre private island in Brydons Bay on Lake Muskoka just south of Taboo Resort. While Taboo is not visible from the island, its restaurant and renowned golf course are only a short boat ride away. Access to the island is from a private shared landing only a few hundred yards away with dedicated parking for…...

    Beautifully renovated & expanded Century Cottage, modern Guest Cabin, Tennis Court, Contemporary Pavilion, Movie Cabin, 2 Boathouses (one with sleeping quarters & living area above) with porches and kitchenettes, beach with boardwalk and docks!

    Book Now
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    Driftwood Island Retreat

    DRIFTWOOD ISLAND RETREAT AREA This summer retreat is spread out over Driftwood Island; a 20 acre private island in Brydons Bay on Lake Muskoka just south of Taboo Resort. While Taboo is not visible from the island, its restaurant and renowned golf course are only a short boat ride away. Access to the island is from a private shared landing only a few hundred yards away with dedicated parking for…

    Bedrooms 9
    Bathrooms 6
    # of Guests 22
    Pet Friendly? No
    LAKE SIMCOE

    The Last Resort

    Location: Cottage in Innisfil

    From C$32,500 - C$60,000 /Week
    • C$60,000 (Peak)
    • $32,500 /Off Season Week
    ( plus taxes and fees )

    THE LAST RESORT AREA This lovely lake house is situated on Lake Simcoe on Kempenfelt Bay, in the rural neighborhood of Innisfil in a coveted estate subdivision. Enjoy your morning Starbucks at Friday Harbor just a short drive away. This perfect location is within 15 minutes to all amenities in Barrie; shopping, dining, entertainment and is under an hour from Toronto. This property offers the best of cottage living close…...

    Enjoy everything this spectacular property has to offer! 9 bedroom, 14 bathroom Lake House on 300 feet of Lake Simcoe frontage, 3 plus private acres, pool, tennis court, hot tub, indoor batting cage, arcade room, theatre room and more!

    Book Now
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    The Last Resort

    THE LAST RESORT AREA This lovely lake house is situated on Lake Simcoe on Kempenfelt Bay, in the rural neighborhood of Innisfil in a coveted estate subdivision. Enjoy your morning Starbucks at Friday Harbor just a short drive away. This perfect location is within 15 minutes to all amenities in Barrie; shopping, dining, entertainment and is under an hour from Toronto. This property offers the best of cottage living close…

    Bedrooms 9
    Bathrooms 14
    # of Guests 16
    Pet Friendly? Yes

    Manor Ridge

    Location: Cottage in Lake Simcoe West Shore (Oro)

    From C$45,000 /Week
      ( plus taxes and fees )

      MANOR RIDGE AREA Nestled on the eastern shores of Lake Simcoe, Manor Ridge is in the sunny town of Shanty Bay. Just 13 minutes north of Barrie and an hour from Toronto, Manor Ridge is in the perfect location to enjoy cottage country just outside of the city! Being the 4th largest lake in Ontario, Lake Simcoe offers hours of endless boating with access to Lake Couchiching. Downtown Barrie offers…...

      An utter heartthrob of a property in Shanty Bay on Lake Simcoe! This magazine worthy cottage boasts 8 bedrooms 7 bathrooms, a private office study, glorious Sun Room overlooking the lake all with luxurious furnishings throughout!

      Book Now
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      Manor Ridge

      MANOR RIDGE AREA Nestled on the eastern shores of Lake Simcoe, Manor Ridge is in the sunny town of Shanty Bay. Just 13 minutes north of Barrie and an hour from Toronto, Manor Ridge is in the perfect location to enjoy cottage country just outside of the city! Being the 4th largest lake in Ontario, Lake Simcoe offers hours of endless boating with access to Lake Couchiching. Downtown Barrie offers…

      Bedrooms 8
      Bathrooms 7
      # of Guests 18
      Pet Friendly? No

      Pennwood Place

      Location: Cottage in Port Carling

      • Booked July/August
      From C$44,000 /Week
      • C$194,866 /Month
      ( plus taxes and fees )

      PENNWOOD PLACE AREA Pennwood Place is located at the north end of Lake Muskoka. Within 5 minutes to Port Carling for shopping and high-end dining. Boat the big 3 Muskoka lakes easily from this stunning location. PROPERTY PENNWOOD PLACE - This property begins by taking you up a long winding driveway to the newly constructed home and a welcoming front entry. Built high up from the water providing a spectacular…...

      This newly constructed, 6 bdrm, 7 bath cottage & boathouse on Lake Muskoka has it all. Featuring Hot Tub, Sauna, Gym, Theatre, Pizza Oven and boathouse entertaining area! Boat the big 3 Muskoka Lakes easily from this coveted Port Carling location!

      Book Now
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      Pennwood Place

      PENNWOOD PLACE AREA Pennwood Place is located at the north end of Lake Muskoka. Within 5 minutes to Port Carling for shopping and high-end dining. Boat the big 3 Muskoka lakes easily from this stunning location. PROPERTY PENNWOOD PLACE - This property begins by taking you up a long winding driveway to the newly constructed home and a welcoming front entry. Built high up from the water providing a spectacular…

      Bedrooms 6
      Bathrooms 7
      # of Guests 12
      Pet Friendly? Yes

      Woodroffe Manor

      Location: Cottage in Parry Sound Mid-Shore (Bala)

      From C$40,000 /Week
        ( plus taxes and fees )

        WOODROFFE MANOR AREA Nestled along the northwest shores of prestigious Lake Joseph, Woodroffe Manor is a regal escape from the city. Located in the heart of cottage country, this property is only 20 minutes from Port Carling and 30 minutes to Parry Sound, for shopping, dining and all the amenities! Take in miles of boating on the "Big 3" or just relax at the cottage and enjoy this majestic space!…...

        An entertainer's dream! Boasting granite stone walkways down to the waters edge.

        Book Now
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        Woodroffe Manor

        WOODROFFE MANOR AREA Nestled along the northwest shores of prestigious Lake Joseph, Woodroffe Manor is a regal escape from the city. Located in the heart of cottage country, this property is only 20 minutes from Port Carling and 30 minutes to Parry Sound, for shopping, dining and all the amenities! Take in miles of boating on the "Big 3" or just relax at the cottage and enjoy this majestic space!…

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

        Mimosa Mornings

        Location: Cottage in Seguin

        From C$40,000 /Week
          ( plus taxes and fees )

          MIMOSA MORNINGS AREA South Lake Joe PROPERTY MIMOSA MORNING - The outdoor living space with this property is furnished with very high quality Dedon furniture including a 10 seat dining table and a Weber Genesis propane BBQ. Beautifully landscaped with lovely tree lined flagstone patio and fire pit area and small gradual rock walk-in to the lake. Approximately 8 feet off the dock for fishing and swimming. 2 slip boathouse…...

          This 6 bedroom, 3 bath cottage on South Lake Joe boasts bright, white & newly renovated multilevel cottage on Lake Joseph. Features a connected original cottage for kids or nannies and a spectacular view of the morning sunrise!

          Book Now
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          Mimosa Mornings

          MIMOSA MORNINGS AREA South Lake Joe PROPERTY MIMOSA MORNING - The outdoor living space with this property is furnished with very high quality Dedon furniture including a 10 seat dining table and a Weber Genesis propane BBQ. Beautifully landscaped with lovely tree lined flagstone patio and fire pit area and small gradual rock walk-in to the lake. Approximately 8 feet off the dock for fishing and swimming. 2 slip boathouse…

          Bedrooms 6
          Bathrooms 3
          # of Guests 12
          Pet Friendly? No

          Unforgettable Big Joe

          Location: Cottage in Port Carling

          From C$40,000 /Week
            ( plus taxes and fees )

            UNFORGETTABLE BIG JOE AREA Nestled in Avon Bay on Lake Joseph, enjoy all day boating from this cottage which has access to the Big 3 Muskoka Lakes! A short drive into Port Sandfield or Port Carling offering amenities with lots of shopping and dining options. For the golf enthusiasts this location is in close proximity to multiple golf courses. PROPERTY UNFORGETTABLE ON LAKE JOE - This beautiful property greets you…...

            This beautiful 6 bedroom, 5 bath cottage on Lake Joseph in Avon Bay is the perfect spot to spend summer days. Triple A location!

            Book Now
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            Unforgettable Big Joe

            UNFORGETTABLE BIG JOE AREA Nestled in Avon Bay on Lake Joseph, enjoy all day boating from this cottage which has access to the Big 3 Muskoka Lakes! A short drive into Port Sandfield or Port Carling offering amenities with lots of shopping and dining options. For the golf enthusiasts this location is in close proximity to multiple golf courses. PROPERTY UNFORGETTABLE ON LAKE JOE - This beautiful property greets you…

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

            Muskoka Bay Lodge

            Location: Cottage in Gravenhurst

            From C$40,000 /Week
              ( plus taxes and fees )

              MUSKOKA BAY LODGE AREA This cottage is located on Muskoka Bay at the south end of Lake Muskoka, just minutes from Gravenhurst, with plenty of shopping options, restaurants and the weekly Farmer's Market on Wednesdays. A short drive by car or boat to Bala or Port Carling, the "hub of Muskoka" with access to the other Muskoka Lakes. PROPERTY MUSKOKA BAY LODGE - The short driveway leads down to the…...

              Out of this world luxury log-home with 7 bedrooms and 6 bathrooms, located on beautiful Muskoka Bay on Lake Muskoka near Gravenhurst. High-end finishes combined with the charm of a log cabin in this very large & brand new cottage. A dream come true!

              Book Now
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              Muskoka Bay Lodge

              MUSKOKA BAY LODGE AREA This cottage is located on Muskoka Bay at the south end of Lake Muskoka, just minutes from Gravenhurst, with plenty of shopping options, restaurants and the weekly Farmer's Market on Wednesdays. A short drive by car or boat to Bala or Port Carling, the "hub of Muskoka" with access to the other Muskoka Lakes. PROPERTY MUSKOKA BAY LODGE - The short driveway leads down to the…

              Bedrooms 7
              Bathrooms 6
              # of Guests 19
              Pet Friendly? Yes

              Elysium

              Location: Cottage in Cameron

              From C$37,500 /Week
                ( plus taxes and fees )

                ELYSIUM AREA Located in a quiet cove on Balsam Lake, Elysium is under 2 hours from Pearson Airport, making it the perfect year-round destination. Enjoy exceptional fishing, water sports, and access to the Trent Severn Waterway and over 30,000km of OFSC maintained snowmobile/ATV trails. PROPERTY ELYSIUM - Arrive at Elysium via a winding roundabout driveway, past meticulous gardens and landscaping, to a grand entrance and 3-door garage. A spacious deck…...

                Escape to the ultimate luxury retreat at Elysium, the winner of the 2023 Canadian National Builders Awards for Best Custom Home Over 5000 Square Feet. This brand new 8 bed 8 bath modern cottage on Balsam Lake offers the complete luxury package!

                Book Now
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                Elysium

                ELYSIUM AREA Located in a quiet cove on Balsam Lake, Elysium is under 2 hours from Pearson Airport, making it the perfect year-round destination. Enjoy exceptional fishing, water sports, and access to the Trent Severn Waterway and over 30,000km of OFSC maintained snowmobile/ATV trails. PROPERTY ELYSIUM - Arrive at Elysium via a winding roundabout driveway, past meticulous gardens and landscaping, to a grand entrance and 3-door garage. A spacious deck…

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

                Boca North

                Location: Cottage in Barrie South

                From C$30,000 /Week
                  ( plus taxes and fees )

                  BOCA NORTH AREA Spectacular contemporary beachfront property of unparalleled design & luxury! Amenities on your doorstep - downtown Barrie is only minutes away! Enjoying perusing the waterfront downtown which features a public park and beach as well as a marina! Only 1 hour north of Toronto! PROPERTY BOCA NORTH - Arrive to the cottage through a gated entrance on a paved driveway. A Goliath basketball net provides a great distraction…...

                  Majestically situated on the sandy shores of Lake Simcoe, this 7,300 sq ft architectural masterpiece was built for entertaining with walls of glass surrounding expansive open spaces and jaw-dropping lake views!

                  Book Now
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                  Boca North

                  BOCA NORTH AREA Spectacular contemporary beachfront property of unparalleled design & luxury! Amenities on your doorstep - downtown Barrie is only minutes away! Enjoying perusing the waterfront downtown which features a public park and beach as well as a marina! Only 1 hour north of Toronto! PROPERTY BOCA NORTH - Arrive to the cottage through a gated entrance on a paved driveway. A Goliath basketball net provides a great distraction…

                  Bedrooms 5
                  Bathrooms 7
                  # of Guests 16
                  Pet Friendly? Yes

                  Cup of Joe

                  Location: Cottage in Seguin

                  From C$29,500 /Week
                    ( plus taxes and fees )

                    CUP OF JOE AREA Nestled in a private bay on Little Lake Joe, Cup of Joe is one of only eight cottages to call Schoolhouse Bay home. Residing just 15 minutes from the quaint village of Rosseau, this town features a historic General Store, a bakery, the fan favourite restaurant "Crossroads", various boutiques and a weekly Farmers Market at the Rosseau Water Park. Rocky Crest Golf Resort on the north…...

                    Sprawling along the shores of Schoolhouse Bay on Little Lake Joseph, this impeccable property boasts a 5 bed 6 bath cottage and 2 bed 2 bath boathouse! Every bedroom features an ensuite! Every point of the property offers a spectacular lookout view!

                    Book Now
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                    Cup of Joe

                    CUP OF JOE AREA Nestled in a private bay on Little Lake Joe, Cup of Joe is one of only eight cottages to call Schoolhouse Bay home. Residing just 15 minutes from the quaint village of Rosseau, this town features a historic General Store, a bakery, the fan favourite restaurant "Crossroads", various boutiques and a weekly Farmers Market at the Rosseau Water Park. Rocky Crest Golf Resort on the north…

                    Bedrooms 7
                    Bathrooms 8
                    # of Guests 16
                    Pet Friendly? No

                    Mulberry Estate

                    Location: Estate in Cape Town

                    From C$30,000 /Week
                      ( plus taxes and fees )

                      MULBERRY ESTATE AREA This private estate, with staff and a coach house, is located in the heart of Cape Town‘s historic and adjacent wine country, Constantia. Be sure to indulge on day excursions at Stellenbosch (1hr) or Franschhoek (90min). Located steps away from the Relais and Château Cellars Hotel, it offers the perfect place to enjoy the spectacular scenery of mountain and ocean vistas in wine country! An ideal departure…...

                      This tropical Cape Town oasis is calling your name! Boasting state-of-the-art furnishings inside and out, this paradise features a pool, screened-in lanai, fenced clay tennis court and 7 bedrooms! A destination worthy of your bucket list!

                      Book Now
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                      Mulberry Estate

                      MULBERRY ESTATE AREA This private estate, with staff and a coach house, is located in the heart of Cape Town‘s historic and adjacent wine country, Constantia. Be sure to indulge on day excursions at Stellenbosch (1hr) or Franschhoek (90min). Located steps away from the Relais and Château Cellars Hotel, it offers the perfect place to enjoy the spectacular scenery of mountain and ocean vistas in wine country! An ideal departure…

                      Bedrooms 7
                      Bathrooms 8
                      # of Guests 13
                      Pet Friendly? No