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104 Houses

(8) Excellent 

    19

    The Roost Cottage, Windermere, Muskoka, Ontario

    Muskoka Lakes / Windermere

    Windermere guest house

    2 4 3 nights min

    • 2 bedrooms
    • sleeps 4
    • 3 nights min
    • Beach / lakeside relaxation
    • Child Friendly
    • Air conditioning

    Price per night from

    $214

    Price per night from

    $214

      20

      Cedar Bluffs~Fantastic 5 bedroom, 3 bath beauty on Lake Rosseau!

      Muskoka Lakes / Windermere

      Windermere house

      5 12 min stay varies

      • 5 bedrooms
      • sleeps 12
      • min stay varies
      • Beach / lakeside relaxation
      • Child Friendly

      Price per night from

      $1,034

      Responds fast!
      avg. 6 minutes

      Price per night from

      $1,034

        48

        Cherry Island ~ Muskoka's Premiere Private Island~a MUST see!

        Muskoka Lakes / Windermere

        Windermere villa

        6 16 3 nights min

        • 6 bedrooms
        • sleeps 16
        • 3 nights min
        • Beach / lakeside relaxation
        • Child Friendly
        • Air conditioning

        Price per night from

        $1,572

        Responds fast!
        avg. 6 minutes

        Price per night from

        $1,572

          46

          Three Mile Jewel~Premium 4 season luxury on Three Mile Lake

          Muskoka Lakes / Windermere

          Windermere house

          4 10 min stay varies

          • 4 bedrooms
          • sleeps 10
          • min stay varies
          • Beach / lakeside relaxation
          • Ski
          • Child Friendly

          Price per night from

          $372

          Responds fast!
          avg. 6 minutes

          Price per night from

          $372

          Great rentals within 20 miles that match your search

          Distance approx 18.04 km from Windermere

          (2) Excellent 

            36

            Lake Muskoka Cottage Rental

            Muskoka District / Muskoka Lakes

            Muskoka Lakes cottage

            5 11 7 nights min

            • 5 bedrooms
            • sleeps 11
            • 7 nights min
            • Beach / lakeside relaxation
            • Child Friendly
            • Car not necessary

            Price per night from

            $588

            Price per night from

            $588

            Distance approx 17.53 km from Windermere

              14

              Fabulous Loon Lake

              Muskoka District / Gravenhurst

              Gravenhurst cottage

              3 6 30 nights min

              • 3 bedrooms
              • sleeps 6
              • 30 nights min
              • Beach / lakeside relaxation
              • Child Friendly

              Price per night from

              $300

              Price per night from

              $300

              Distance approx 18.44 km from Windermere

                17

                BedRock Mansion Retreat

                Muskoka District / Gravenhurst

                Gravenhurst villa

                4 12 6 nights min

                • 4 bedrooms
                • sleeps 12
                • 6 nights min
                • Child Friendly
                • Air conditioning
                • Pet Friendly

                Price per night from

                $590

                Responds fast!
                avg. 2 hours 46 minutes

                Price per night from

                $590

                Distance approx 19.27 km from Windermere

                (1) Excellent 

                  28

                  Muskoka Rustic Beauty - Cottage Six Mile Lake

                  Muskoka District / Port Severn

                  Port Severn cottage

                  3 6 min stay varies

                  • 3 bedrooms
                  • sleeps 6
                  • min stay varies
                  • Beach / lakeside relaxation
                  • Child Friendly

                  Price per night from

                  $278

                  Price per night from

                  $278

                  Distance approx 8.62 km from Windermere

                    15

                    Lake Joseph Muskoka Cottage Rental

                    Muskoka District / Mactier

                    Mactier cottage

                    4 8 5 nights min

                    • 4 bedrooms
                    • sleeps 8
                    • 5 nights min
                    • Beach / lakeside relaxation
                    • Child Friendly
                    • Air conditioning

                    Price per night from

                    $855

                    Price per night from

                    $855

                    Distance approx 17.66 km from Windermere

                    (4) Excellent 

                      30

                      Beautiful Quiet Cottage on Fox Lake in Huntsville, Ontario

                      Muskoka District / Huntsville

                      Huntsville cottage

                      3 9 7 nights min

                      • 3 bedrooms
                      • sleeps 9
                      • 7 nights min
                      • Beach / lakeside relaxation
                      • Child Friendly
                      “Peaceful, Beautiful Cottage” Hello, I stayed at this cottage this past weekend with a couple of my girlfriends. We where looking for a quiet remote location to relax, enjoy the sun, and bonfire in the afternoon. Upon arrival to the cottage we where g

                      Price per night from

                      $232

                      Price per night from

                      $232

                      Distance approx 3.91 km from Windermere

                        10

                        Lake Rosseau

                        Muskoka Lakes / Minett

                        Minett cottage

                        4 12 7 nights min

                        • 4 bedrooms
                        • sleeps 12
                        • 7 nights min
                        • Child Friendly
                        • Pet Friendly

                        Price per night from

                        $1,143

                        Price per night from

                        $1,143

                        Distance approx 9.6 km from Windermere

                          36

                          Cottage in the Muskokas

                          Muskoka District / Bracebridge

                          Bracebridge cottage

                          3 6 min stay varies

                          • 3 bedrooms
                          • sleeps 6
                          • min stay varies
                          • Child Friendly
                          • Pet Friendly

                          Price per night from

                          $165

                          Price per night from

                          $165

                          Distance approx 12.17 km from Windermere

                          (3) Very Good 

                            13

                            Quiet Retreat on North Lake Joseph

                            Muskoka District / Muskoka Lakes

                            Muskoka Lakes cottage

                            4 12 7 nights min

                            • 4 bedrooms
                            • sleeps 12
                            • 7 nights min
                            • Nearest beach 0.1 mi
                            • Child Friendly
                            • Private garden

                            Price per night from

                            $642

                            Price per night from

                            $642

                            Distance approx 13.18 km from Windermere

                            (1) Excellent 

                              16

                              Lake Muskoka Getaway

                              Muskoka District / Bracebridge

                              Bracebridge cottage

                              4 8 7 nights min

                              • 4 bedrooms
                              • sleeps 8
                              • 7 nights min
                              • Beach / lakeside relaxation
                              • Child Friendly

                              Price per night from

                              $400

                              Responds fast!
                              avg. 3 hours 59 minutes

                              Price per night from

                              $400

                              Distance approx 3.49 km from Windermere Show on Map

                                39

                                Fly By Rosseau~Sunset view Cottage, boathouse + bunkies on Lake Rosseau

                                Muskoka Lakes / Port Carling

                                Port Carling cottage

                                3 8 5 nights min

                                • 3 bedrooms
                                • sleeps 8
                                • 5 nights min
                                • Beach / lakeside relaxation
                                • Child Friendly
                                • Pet Friendly

                                Price per night from

                                $719

                                Responds fast!
                                avg. 6 minutes

                                Price per night from

                                $719

                                Distance approx 12.08 km from Windermere

                                  34

                                  Whispering Pines ~ set on a private peninsula on Lake Muskoka!

                                  Muskoka District / Gravenhurst

                                  Gravenhurst cottage

                                  4 10 min stay varies

                                  • 4 bedrooms
                                  • sleeps 10
                                  • min stay varies
                                  • Beach / lakeside relaxation
                                  • Child Friendly
                                  • Air conditioning

                                  Price per night from

                                  $707

                                  Responds fast!
                                  avg. 6 minutes

                                  Price per night from

                                  $707

                                  Distance approx 10.68 km from Windermere

                                    51

                                    Stewart Lake Retreat~Gorgeous beachfront with all the bells & whistles!

                                    Muskoka Lakes / Minett

                                    Minett house

                                    5 14 min stay varies

                                    • 5 bedrooms
                                    • sleeps 14
                                    • min stay varies
                                    • Beach / lakeside relaxation
                                    • Child Friendly
                                    • Air conditioning

                                    Price per night from

                                    $585

                                    Responds fast!
                                    avg. 6 minutes

                                    Price per night from

                                    $585

                                    Distance approx 19.53 km from Windermere

                                    (3) Excellent 

                                      25

                                      Awesome Buck Lake Cottage - ATV-Sled-Relax-FUN!

                                      Muskoka District / Huntsville

                                      Huntsville cottage

                                      4 10 1 night min

                                      • 4 bedrooms
                                      • sleeps 10
                                      • 1 night min
                                      • Beach / lakeside relaxation
                                      • Nearest beach 0.1 mi
                                      • Child Friendly

                                      Price per night from

                                      $257

                                      Responds fast!
                                      avg. 3 hours 44 minutes

                                      Price per night from

                                      $257

                                      Distance approx 19.53 km from Windermere

                                      (4) Excellent 

                                        32

                                        'Mellow Yellow' - 5 Bedroom Luxury Muskoka Cottage

                                        Muskoka District / Gravenhurst

                                        Gravenhurst cottage

                                        5 12 3 nights min

                                        • 5 bedrooms
                                        • sleeps 12
                                        • 3 nights min
                                        • Beach / lakeside relaxation
                                        • Child Friendly
                                        • Ask about pets

                                        Price per night from

                                        $456

                                        Responds fast!
                                        avg. 3 hours 47 minutes

                                        Price per night from

                                        $456

                                        Distance approx 14.05 km from Windermere

                                        (3) Very Good 

                                          29

                                          The Main Lodge Cottage - Clyffe House Cottage Resort

                                          Huntsville / Port Sydney

                                          Port Sydney cottage

                                          5 12 min stay varies

                                          • 5 bedrooms
                                          • sleeps 12
                                          • min stay varies
                                          • Child Friendly

                                          Price per night from

                                          $414

                                          Price per night from

                                          $414

                                          Distance approx 14.11 km from Windermere

                                            27

                                            Dining Room Cottage - Clyffe House Cottage Resort

                                            Huntsville / Port Sydney

                                            Port Sydney cottage

                                            5 10 min stay varies

                                            • 5 bedrooms
                                            • sleeps 10
                                            • min stay varies
                                            • Child Friendly

                                            Price per night from

                                            $305

                                            Price per night from

                                            $305

                                            Distance approx 8.2 km from Windermere

                                              13

                                              Muskoka, bass lake Cottage No. 2

                                              Muskoka District / Muskoka Lakes

                                              Muskoka Lakes house

                                              4 2 7 nights min

                                              • 4 bedrooms
                                              • sleeps 2
                                              • 7 nights min
                                              • Child Friendly
                                              • Pet Friendly
                                              • Private garden

                                              Price per night from

                                              $220

                                              Price per night from

                                              $220

                                              Distance approx 17.94 km from Windermere

                                                15

                                                Muskoka Luxury Cottage-Private- Beachfront- Dock & Toys

                                                Muskoka District / Gravenhurst

                                                Gravenhurst cottage

                                                4 8 3 nights min

                                                • 4 bedrooms
                                                • sleeps 8
                                                • 3 nights min
                                                • Child Friendly

                                                Price per night from

                                                $428

                                                Price per night from

                                                $428

                                                Distance approx 18.56 km from Windermere

                                                (4) Excellent 

                                                  28

                                                  3 Bedroom Cottage on Beautiful Horseshoe Lake

                                                  Northeastern Ontario / Parry Sound

                                                  Parry Sound cottage

                                                  3 6 7 nights min

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • 7 nights min
                                                  • Beach / lakeside relaxation
                                                  • Suitable for children age 5+
                                                  • Ask about pets

                                                  Price per night from

                                                  $183

                                                  Responds fast!
                                                  avg. 2 hours 55 minutes

                                                  Price per night from

                                                  $183

                                                  Distance approx 17.21 km from Windermere

                                                  (3) Excellent 

                                                    23

                                                    Luxury Waterfront Cottage, Fox Lake in Huntsville

                                                    Muskoka District / Huntsville

                                                    Huntsville cottage

                                                    3 9 min stay varies

                                                    • 3 bedrooms
                                                    • sleeps 9
                                                    • min stay varies
                                                    • Child Friendly
                                                    • Air conditioning
                                                    • Pet Friendly

                                                    Price per night from

                                                    $411

                                                    Price per night from

                                                    $411

                                                    Distance approx 15.45 km from Windermere

                                                      8

                                                      Beautiful Two Bedroom Cottage on Kapikog Lake

                                                      Muskoka District / Mactier

                                                      Mactier cottage

                                                      2 4 7 nights min

                                                      • 2 bedrooms
                                                      • sleeps 4
                                                      • 7 nights min
                                                      • Child Friendly

                                                      Price per night from

                                                      $159

                                                      Price per night from

                                                      $159

                                                      Distance approx 19.28 km from Windermere

                                                        12

                                                        Cottage Rental on Beautiful Six Mile Lake

                                                        Muskoka District / Big Chute

                                                        Big Chute cottage

                                                        4 8 7 nights min

                                                        • 4 bedrooms
                                                        • sleeps 8
                                                        • 7 nights min
                                                        • Child Friendly

                                                        Price per night from

                                                        $245

                                                        Price per night from

                                                        $245

                                                        Distance approx 3.78 km from Windermere

                                                          48

                                                          Muskoka Reflections ~ family fun minutes from Port Carling

                                                          Muskoka Lakes / Port Carling

                                                          Port Carling cottage

                                                          6 14 min stay varies

                                                          • 6 bedrooms
                                                          • sleeps 14
                                                          • min stay varies
                                                          • Beach / lakeside relaxation
                                                          • Child Friendly
                                                          • Air conditioning

                                                          Price per night from

                                                          $881

                                                          Responds fast!
                                                          avg. 6 minutes

                                                          Price per night from

                                                          $881

                                                          Distance approx 17.53 km from Windermere

                                                            44

                                                            Lakefront Treasure

                                                            Ontario / Kawartha Lakes

                                                            Kawartha Lakes cottage

                                                            3 8 7 nights min

                                                            • 3 bedrooms
                                                            • sleeps 8
                                                            • 7 nights min
                                                            • Child Friendly

                                                            Price per night from

                                                            $343

                                                            Price per night from

                                                            $343

                                                            Distance approx 13.32 km from Windermere

                                                              45

                                                              Winsome~Perfect for a large family or two families

                                                              Northeastern Ontario / Seguin

                                                              Seguin house

                                                              4 9 min stay varies

                                                              • 4 bedrooms
                                                              • sleeps 9
                                                              • min stay varies
                                                              • Beach / lakeside relaxation
                                                              • Child Friendly
                                                              • Air conditioning

                                                              Price per night from

                                                              $360

                                                              Responds fast!
                                                              avg. 6 minutes

                                                              Price per night from

                                                              $360

                                                              Distance approx 13.78 km from Windermere

                                                                37

                                                                Deja Blue~Mary Lake boathouse~Full of charm!

                                                                Huntsville / Port Sydney

                                                                Port Sydney cottage

                                                                3 7 4 nights min

                                                                • 3 bedrooms
                                                                • sleeps 7
                                                                • 4 nights min
                                                                • Beach / lakeside relaxation
                                                                • Child Friendly
                                                                • Pet Friendly

                                                                Price per night from

                                                                $337

                                                                Responds fast!
                                                                avg. 6 minutes

                                                                Price per night from

                                                                $337

                                                                Distance approx 8.9 km from Windermere

                                                                  37

                                                                  Spring Water Bay ~ Private & serene Lake Muskoka cottage

                                                                  Muskoka Lakes / Torrance

                                                                  Torrance house

                                                                  4 6 min stay varies

                                                                  • 4 bedrooms
                                                                  • sleeps 6
                                                                  • min stay varies
                                                                  • Beach / lakeside relaxation
                                                                  • Child Friendly

                                                                  Price per night from

                                                                  $444

                                                                  Responds fast!
                                                                  avg. 6 minutes

                                                                  Price per night from

                                                                  $444

                                                                  Distance approx 8.88 km from Windermere

                                                                    29

                                                                    Sunshine Cove~Four bedroom, 2 bath on sheltered Lake Muskoka bay!

                                                                    Muskoka Lakes / Bala

                                                                    Bala cottage

                                                                    4 8 min stay varies

                                                                    • 4 bedrooms
                                                                    • sleeps 8
                                                                    • min stay varies
                                                                    • Beach / lakeside relaxation
                                                                    • Child Friendly
                                                                    • Pet Friendly

                                                                    Price per night from

                                                                    $405

                                                                    Responds fast!
                                                                    avg. 6 minutes

                                                                    Price per night from

                                                                    $405

                                                                    Distance approx 11.7 km from Windermere

                                                                      30

                                                                      Robin's Nest~Brand new cottage across from Lake Joe *Not waterfront

                                                                      Northeastern Ontario / Rosseau

                                                                      Rosseau house

                                                                      3 9 min stay varies

                                                                      • 3 bedrooms
                                                                      • sleeps 9
                                                                      • min stay varies
                                                                      • Child Friendly
                                                                      • Pet Friendly

                                                                      Price per night from

                                                                      $351

                                                                      Responds fast!
                                                                      avg. 6 minutes

                                                                      Price per night from

                                                                      $351

                                                                      Distance approx 13.97 km from Windermere

                                                                        55

                                                                        Westwood~Stunning custom built Lake Joseph Luxury Cottage

                                                                        Muskoka Lakes / Minett

                                                                        Minett villa

                                                                        8 16 min stay varies

                                                                        • 8 bedrooms
                                                                        • sleeps 16
                                                                        • min stay varies
                                                                        • Beach / lakeside relaxation
                                                                        • Child Friendly
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $1,862

                                                                        Responds fast!
                                                                        avg. 6 minutes

                                                                        Price per night from

                                                                        $1,862

                                                                        Distance approx 12.19 km from Windermere

                                                                          53

                                                                          Summit View~An ideal family retreat on Lake Joseph with modern finishes

                                                                          Northeastern Ontario / Seguin

                                                                          Seguin cottage

                                                                          7 13 7 nights min

                                                                          • 7 bedrooms
                                                                          • sleeps 13
                                                                          • 7 nights min
                                                                          • Beach / lakeside relaxation
                                                                          • Child Friendly

                                                                          Price per night from

                                                                          $963

                                                                          Responds fast!
                                                                          avg. 6 minutes

                                                                          Price per night from

                                                                          $963

                                                                          Distance approx 5.83 km from Windermere

                                                                            45

                                                                            Yellow Log Cabin~Gorgeous Custom Built Log Cabin On Lake Rosseau!

                                                                            Muskoka Lakes / Minett

                                                                            Minett cottage

                                                                            4 10 30 nights min

                                                                            • 4 bedrooms
                                                                            • sleeps 10
                                                                            • 30 nights min
                                                                            • Child Friendly

                                                                            Price per night from

                                                                            $674

                                                                            Responds fast!
                                                                            avg. 6 minutes

                                                                            Price per night from

                                                                            $674

                                                                            Distance approx 19.37 km from Windermere

                                                                              19

                                                                              Private 4 Bedroom Muskoka Cottage

                                                                              Muskoka District / Gravenhurst

                                                                              Gravenhurst cottage

                                                                              4 8 min stay varies

                                                                              • 4 bedrooms
                                                                              • sleeps 8
                                                                              • min stay varies
                                                                              • Beach / lakeside relaxation
                                                                              • Child Friendly
                                                                              • Ask about pets

                                                                              Price per night from

                                                                              $259

                                                                              Responds fast!
                                                                              avg. 3 hours 55 minutes

                                                                              Price per night from

                                                                              $259