Jayne's Cottages

newpropertylistings

New Property Listings

Explore our most recently added cottage rentals and vacation home listings.

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

Lake Rosseau
Inquire today for Multi-week discount!

Twilight Dreams on Rosseau

Location: Cottage in Port Carling

From C$12,375 /Week
    ( plus taxes and fees )

    TWILIGHT DREAMS ON ROSSEAU AREA Situated in Long Bay on Lake Rosseau, this property is 5 minutes from Windermere, 7 minutes from Port Carling and 20 minutes to Bracebridge! Perfect for shopping, fine dining and easy access to all the amenities the area has to offer, including several nearby hiking trails, golf courses, lovely Windermere sand beach for kids and local Muskoka summer festivals! PROPERTY TWILIGHT DREAMS ON ROSSEAU- North…...

    Begin a new summer tradition with family and friends at this 5 bed, 3 bath cottage on South Lake Rosseau ! Only minutes from Port Carling and Windermere! Sunsets & Boathouse accommodations! Deep clear water! All day sun!

    Book Now
    • 5
    • 3

    Twilight Dreams on Rosseau

    TWILIGHT DREAMS ON ROSSEAU AREA Situated in Long Bay on Lake Rosseau, this property is 5 minutes from Windermere, 7 minutes from Port Carling and 20 minutes to Bracebridge! Perfect for shopping, fine dining and easy access to all the amenities the area has to offer, including several nearby hiking trails, golf courses, lovely Windermere sand beach for kids and local Muskoka summer festivals! PROPERTY TWILIGHT DREAMS ON ROSSEAU- North…

    Bedrooms 5
    Bathrooms 3
    # of Guests 11
    Pet Friendly? No
    EILEAN GOWAN ISLAND - LAKE MUSKOKA

    Huckleberry Point

    Location: Cottage in Bracebridge

    From C$12,000 /Week
      ( plus taxes and fees )

      HUCKLEBERRY POINT AREA Located on Lake Muskoka, Eilean Gowan Island is quaintly nestled amongst the Bracebridge Islands. Spirit Bay Marina is 5 minutes away and has a food truck, ice cream as well as yoga throughout the week! If you are looking to spend some time checking out the local shops, the Town of Bracebridge is a quick 5-minute drive from the mainland! Excellent location for fishing - with many…...

      Enjoy this paradise of a property on Eilean Gowan Island. Completely renovated, boathouse accommodations, sauna, hot tub, shallow sandy beach area, deep water off dock. 780' of shoreline with many look out points. 2 boathouses!

      Book Now
      • 6
      • 3

      Huckleberry Point

      HUCKLEBERRY POINT AREA Located on Lake Muskoka, Eilean Gowan Island is quaintly nestled amongst the Bracebridge Islands. Spirit Bay Marina is 5 minutes away and has a food truck, ice cream as well as yoga throughout the week! If you are looking to spend some time checking out the local shops, the Town of Bracebridge is a quick 5-minute drive from the mainland! Excellent location for fishing - with many…

      Bedrooms 6
      Bathrooms 3
      # of Guests 14
      Pet Friendly? No

      Once in a Blue Moon

      Location: Cottage in Bala

      From C$12,000 /Week
        ( plus taxes and fees )

        ONCE IN A BLUE MOON AREA Once in a Blue Moon is only a fifteen-minute walk to the quintessential Tuesday night ski shows at Windsor Park, The KEE, delicious dining options, and all the top notch amenities right in the town of Bala! This property is in ideal vicinity of away from both Gravenhurst and Port Carling, making it ideal to visit both easily! PROPERTY ONCE IN A BLUE MOON…...

        Enjoy this 5 bedroom 3 bath newly renovated cottage on the Moon River. Shallow sandy beach, great for kids. Hot tub, fire pit, water trampoline. Great fishing and swimming. South Facing with all day sun!

        Book Now
        • 5
        • 3

        Once in a Blue Moon

        ONCE IN A BLUE MOON AREA Once in a Blue Moon is only a fifteen-minute walk to the quintessential Tuesday night ski shows at Windsor Park, The KEE, delicious dining options, and all the top notch amenities right in the town of Bala! This property is in ideal vicinity of away from both Gravenhurst and Port Carling, making it ideal to visit both easily! PROPERTY ONCE IN A BLUE MOON…

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

        Edgar Grand

        Location: House in Downtown Toronto (Rosedale)

        From C$12,000 /Week
        • C$22,500 /Month
        ( plus taxes and fees )

        EDGAR GRAND AREA Rosedale is a distinguished, old-world community in the heart of Toronto. This historic neighbourhood offers brick-lined cul-de-sacs, vast networks of walking trails, and gorgeous ravines and parks. Widely considered as one of the best neighbourhoods in the city, Rosedale offers fine dining and luxury shopping in close proximity to downtown. This classic Rosedale home is located a 20 minute walk to Bloor and within close proximity to…...

        Enjoy this beautiful 4 bedroom plus den and 4 bath home in Rosedale. Backyard oasis with pool and hot tub!

        Book Now
        • 4
        • 4

        Edgar Grand

        EDGAR GRAND AREA Rosedale is a distinguished, old-world community in the heart of Toronto. This historic neighbourhood offers brick-lined cul-de-sacs, vast networks of walking trails, and gorgeous ravines and parks. Widely considered as one of the best neighbourhoods in the city, Rosedale offers fine dining and luxury shopping in close proximity to downtown. This classic Rosedale home is located a 20 minute walk to Bloor and within close proximity to…

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

        Bel Canto

        Location: Cottage in Rosseau

        From C$11,100 /Week
          ( plus taxes and fees )

          BEL CANTO AREA Located on the coveted Lake Joe in a quiet bay and only a short 15 minute drive to both Minett and Rosseau. In Minett, you will find the 'The Rock' golf course and plentiful dining options at the JW Marriott Resort and Spa! In Rosseau, meander the farmers market featuring quality local vendors and finish off with a finely prepared meal at the famous Crossroads restaurant! PROPERTY…...

          Newly renovated family cottage with 3 bedrooms and 1 bath, located on the coveted Lake Joseph! Privacy, roof top boathouse, new dock!

          Book Now
          • 3
          • 1

          Bel Canto

          BEL CANTO AREA Located on the coveted Lake Joe in a quiet bay and only a short 15 minute drive to both Minett and Rosseau. In Minett, you will find the 'The Rock' golf course and plentiful dining options at the JW Marriott Resort and Spa! In Rosseau, meander the farmers market featuring quality local vendors and finish off with a finely prepared meal at the famous Crossroads restaurant! PROPERTY…

          Bedrooms 3
          Bathrooms 1
          # of Guests 5
          Pet Friendly? Yes

          Third Charm

          Location: Cottage in Burk's Falls

          From C$10,750 /Week
            ( plus taxes and fees )

            THIRD CHARM AREA Nestled in a cove on the north western shores of Three Mile Lake, Third Charm is only 15 minutes from the world famous Algonquin Park and 25 minutes north of Huntsville where you will find an abundance of winter activities including forest skating trails, snowmobiling and Hidden Valley Ski Area. Enjoy fine dining at the Artisan House, Tall Trees or indulge in the best pasta in the…...

            Quaint cottage on 3 acres of land on 3 Mile Lake in Burks Falls - just 25 minutes north of Huntsville! Featuring a sandy beach, volleyball court, hot tub, swim spa, BBQ and smoker! Lots of incredible winter activities nearby to enjoy!

            Book Now
            • 3
            • 3

            Third Charm

            THIRD CHARM AREA Nestled in a cove on the north western shores of Three Mile Lake, Third Charm is only 15 minutes from the world famous Algonquin Park and 25 minutes north of Huntsville where you will find an abundance of winter activities including forest skating trails, snowmobiling and Hidden Valley Ski Area. Enjoy fine dining at the Artisan House, Tall Trees or indulge in the best pasta in the…

            Bedrooms 3
            Bathrooms 3
            # of Guests 10
            Pet Friendly? No

            Shades of Silver

            Location: Cottage in Gravenhurst

            From C$10,500 /Week
              ( plus taxes and fees )

              SHADES OF SILVER AREA Silver Lake is a deep, quiet lake in Muskoka Township great for swimming, fishing and watersports. Just 15 minutes to Gravenhurst for amenities, specialty shops, restaurants, and the wharf. Catch the weekly farmer's market easily from this location and go grocery shopping by boat through Gull Lake right into town. PROPERTY SHADES OF SILVER has a flat, grassy area closer to the cottage. Enjoy your morning…...

              This newly renovated cottage has a spacious yet cozy interior with 4 bedrooms and 3 baths. Silver Lake is connected to Gull Lake and is great for swimming, watersports and fishing. Close proximity by boat or car to Gravenhurst for all amenities!

              Book Now
              • 4
              • 3

              Shades of Silver

              SHADES OF SILVER AREA Silver Lake is a deep, quiet lake in Muskoka Township great for swimming, fishing and watersports. Just 15 minutes to Gravenhurst for amenities, specialty shops, restaurants, and the wharf. Catch the weekly farmer's market easily from this location and go grocery shopping by boat through Gull Lake right into town. PROPERTY SHADES OF SILVER has a flat, grassy area closer to the cottage. Enjoy your morning…

              Bedrooms 4
              Bathrooms 3
              # of Guests 8
              Pet Friendly? No

              Forever Memories

              Location: Cottage in Penetanguishene

              From C$4,800 - C$9,700 /Week
              • C$9,700 (Peak)
              • $6,384 /Holiday / March Break Week
              • $4,800 /Off Season Week
              • $2,880 /Off Season Weekend
              ( plus taxes and fees )

              FOREVER MEMORIES AREA Located on a smaller bay of Georgian Bay, this cottage is minutes from Penetanguishene and Midland with plenty of shopping and dining options, and 1 1/2 hours from Toronto. The stunning sandy beaches of Tiny Township and Wasaga Beach are within 30 minutes distance, Golf Courses and Marinas are in the neighbourhood. PROPERTY FOREVER MEMORIES features a large level lot with nicely maintained grass and beautiful landscaping.…...

              Brand new log-home on the shores of Georgian Bay! This stunning cottage is located on the South Basin of Georgian Bay, close to Penetanguishene. Sunrises on the large deck and sunsets on the large lot! Sleeps 12 with 5 bedrooms and 4 bathrooms!

              Book Now
              • 5
              • 4

              Forever Memories

              FOREVER MEMORIES AREA Located on a smaller bay of Georgian Bay, this cottage is minutes from Penetanguishene and Midland with plenty of shopping and dining options, and 1 1/2 hours from Toronto. The stunning sandy beaches of Tiny Township and Wasaga Beach are within 30 minutes distance, Golf Courses and Marinas are in the neighbourhood. PROPERTY FOREVER MEMORIES features a large level lot with nicely maintained grass and beautiful landscaping.…

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

              The Cobblestone

              Location: Cottage in Orillia

              From C$10,500 /Week
                ( plus taxes and fees )

                THE COBBLESTONE AREA Located on Bass Lake, close to Bass Lake Provincial Park and just minutes from Orillia which offers all the options for shopping and dining. 90 minutes to Toronto and a short drive to Muskoka, this cottage is located right in the gateway to cottage country. PROPERTY THE COBBLESTONE - 4 acres property at the end of a cottage road guarantee privacy and tranquility. 230 feet of waterfront…...

                Newly renovated 6 bedroom-4 bathroom cottage on 4 acres of level land with 230 foot waterfront on Bass Lake near Orillia.

                Book Now
                • 6
                • 4

                The Cobblestone

                THE COBBLESTONE AREA Located on Bass Lake, close to Bass Lake Provincial Park and just minutes from Orillia which offers all the options for shopping and dining. 90 minutes to Toronto and a short drive to Muskoka, this cottage is located right in the gateway to cottage country. PROPERTY THE COBBLESTONE - 4 acres property at the end of a cottage road guarantee privacy and tranquility. 230 feet of waterfront…

                Bedrooms 6
                Bathrooms 4
                # of Guests 14
                Pet Friendly? Yes

                Port Carling Traditions

                Location: Cottage in Port Carling

                From C$9,350 /Week
                  ( plus taxes and fees )

                  PORT CARLING TRADITIONS AREA Port Carling Traditions is located in a prime Muskoka location, walking distance and only a 2 minute drive into Port Carling. Located on Lake Rosseau close to the locks into Lake Muskoka, allowing access to endless boating opportunities. Known as the hub of the Muskoka Lakes, Port Carling is recognized for its high-end boutiques, top-of-the-line grocers, and popular restaurants. PROPERTY PORT CARLING TRADITIONS - This property…...

                  Location, location, location! This 4 bedroom, 2 bath traditional Muskoka cottage is walking distance to Port Carling! Privacy! Boathouse accommodations!

                  Book Now
                  • 4
                  • 2

                  Port Carling Traditions

                  PORT CARLING TRADITIONS AREA Port Carling Traditions is located in a prime Muskoka location, walking distance and only a 2 minute drive into Port Carling. Located on Lake Rosseau close to the locks into Lake Muskoka, allowing access to endless boating opportunities. Known as the hub of the Muskoka Lakes, Port Carling is recognized for its high-end boutiques, top-of-the-line grocers, and popular restaurants. PROPERTY PORT CARLING TRADITIONS - This property…

                  Bedrooms 4
                  Bathrooms 2
                  # of Guests 10
                  Pet Friendly? Yes

                  Boswell Bodacious

                  Location: Townhome in Central Toronto (The Annex / North Midtown / Yorkville)

                  From C$10,000 /Week
                  • C$42,850 /Month
                  ( plus taxes and fees )

                  "BOSWELL BODACIOUS" AREA Elite downtown Toronto location just 4 blocks from Bloor Street and Queen's Park! Only 10 minutes to Old Toronto which is home to the Kensington Market, where you can shop and dine to your hearts content! The Scotiabank Arena is conveniently 12 minutes away and the Rogers Centre is 15 minutes away. PROPERTY "BOSWELL BODACIOUS" - Stunning red brick home with black accents adorn the front exterior…...

                  A Work of Art! Elaborate designer home downtown Toronto with Luxurious finishes inside and out! Fantastic Midtown Location! Incredible backyard with professional lighting featuring a 12 x 30 heated pool, hot tub and recessed concrete fire pit area!

                  Book Now
                  • 3
                  • 3

                  Boswell Bodacious

                  "BOSWELL BODACIOUS" AREA Elite downtown Toronto location just 4 blocks from Bloor Street and Queen's Park! Only 10 minutes to Old Toronto which is home to the Kensington Market, where you can shop and dine to your hearts content! The Scotiabank Arena is conveniently 12 minutes away and the Rogers Centre is 15 minutes away. PROPERTY "BOSWELL BODACIOUS" - Stunning red brick home with black accents adorn the front exterior…

                  Bedrooms 3
                  Bathrooms 3
                  # of Guests 5
                  Pet Friendly? No

                  Great Totem House

                  Location: Chalet in Collingwood

                  From C$8,169 /Week
                  • C$35,000 /Month
                  ( 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.

                  Book Now
                  • 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? No
                  Close