Vacation Rentals & Cabins in Winthrop

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Filtering by: Walking trips

17 Houses

    25

    Updated Maranacook Lake Cabin w/ Dock & Deck!

    Maine / Winthrop

    Winthrop house

    3 8 min stay varies

    • 3 bedrooms
    • sleeps 8
    • min stay varies

    Price per night from

    $286

    Responds fast!
    avg. 21 minutes

    Price per night from

    $286

      26

      Cozy Winthrop Cottage on Maranacook Lake w/ Dock!

      Maine / Winthrop

      Winthrop cottage

      1 4 min stay varies

      • 1 bedroom
      • sleeps 4
      • min stay varies
      • Child Friendly

      Price per night from

      $144

      Responds fast!
      avg. 21 minutes

      Price per night from

      $144

        24

        Winthrop Home w/ Elevated Deck & 170-ft Lakefront!

        Maine / Winthrop

        Winthrop house

        2 4 min stay varies

        • 2 bedrooms
        • sleeps 4
        • min stay varies
        • Ski
        • Child Friendly
        • Pet Friendly

        Price per night from

        $161

        Responds fast!
        avg. 21 minutes

        Price per night from

        $161

          32

          Lakefront Winthrop Home w/Outdoor Bar, Deck & Dock

          Maine / Winthrop

          Winthrop house

          4 12 min stay varies

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

          Price per night from

          $315

          Responds fast!
          avg. 21 minutes

          Price per night from

          $315

          (3) Very Good 

            22

            Charming Lakefront Cabin, Great View, Private Dock

            Maine / Winthrop

            Winthrop log cabin

            3 8 4 nights min

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

            Price per night from

            $229

            Price per night from

            $229

            Great rentals within 20 miles that match your search

            Distance approx 3.17 km from Winthrop Show on Map

            (1) Excellent 

              37

              Gorgeous Lakefront Cottage on Cobbessee Lake near Lighthouse

              Maine / East Winthrop

              East Winthrop cottage

              3 10 7 nights min

              • 3 bedrooms
              • sleeps 10
              • 7 nights min
              • Beach / lakeside relaxation
              • Nearest beach 60 mi
              • Child Friendly

              Price per night from

              $245

              Responds fast!
              avg. 2 hours 18 minutes

              Price per night from

              $245

              Distance approx 6.8 km from Winthrop Show on Map

                17

                Room #6 at the Maple Hill Farm Inn – Augusta and Hallowell, Maine

                Maine / Hallowell

                Hallowell b&b

                1 3 1 night min

                • 1 bedroom
                • sleeps 3
                • 1 night min
                • Child Friendly

                Price per night from

                $193

                Price per night from

                $193

                Distance approx 9.04 km from Winthrop

                  53

                  Beautiful lake house on Tacoma Lakes near Coast

                  Maine / Litchfield

                  Litchfield house

                  4 10 4 nights min

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

                  Price per night from

                  $195

                  Price per night from

                  $195

                  Distance approx 6.8 km from Winthrop Show on Map

                    16

                    Room #4 at the Maple Hill Farm Inn – Augusta and Hallowell, Maine

                    Maine / Hallowell

                    Hallowell b&b

                    1 3 1 night min

                    • 1 bedroom
                    • sleeps 3
                    • 1 night min
                    • Child Friendly
                    • Air conditioning
                    • Private garden

                    Price per night from

                    $136

                    Price per night from

                    $136

                    Distance approx 12.2 km from Winthrop

                      25

                      Greene House w/ Vineyard, Porch & Working Farm!

                      Maine / Greene

                      Greene house

                      4 10 2 nights min

                      • 4 bedrooms
                      • sleeps 10
                      • 2 nights min
                      • Ski
                      • Child Friendly
                      • Pet Friendly

                      Price per night from

                      $161

                      Responds fast!
                      avg. 21 minutes

                      Price per night from

                      $161

                      Distance approx 15.71 km from Winthrop

                        25

                        NEW! Charming Hartford Cottage w/Dock on Bear Pond

                        Maine / North Turner

                        North Turner cottage

                        1 5 3 nights min

                        • 1 bedroom
                        • sleeps 5
                        • 3 nights min
                        • Child Friendly
                        • Air conditioning

                        Price per night from

                        $115

                        Responds fast!
                        avg. 21 minutes

                        Price per night from

                        $115

                        Distance approx 6.8 km from Winthrop Show on Map

                          17

                          Room #7 at the Maple Hill Farm Inn – Augusta and Hallowell, Maine

                          Maine / Hallowell

                          Hallowell b&b

                          1 3 1 night min

                          • 1 bedroom
                          • sleeps 3
                          • 1 night min
                          • Child Friendly

                          Price per night from

                          $160

                          Price per night from

                          $160

                          Distance approx 6.8 km from Winthrop Show on Map

                            17

                            Room #8 at the Maple Hill Farm Inn – Augusta and Hallowell, Maine

                            Maine / Hallowell

                            Hallowell b&b

                            1 3 1 night min

                            • 1 bedroom
                            • sleeps 3
                            • 1 night min
                            • Child Friendly

                            Price per night from

                            $205

                            Price per night from

                            $205

                            Distance approx 13.72 km from Winthrop

                              47

                              Star Point on Snow Pond in the Belgrade Lakes with a 21' Boat Dock and Mooring.

                              Maine / Belgrade

                              Belgrade cottage

                              2 5 min stay varies

                              • 2 bedrooms
                              • sleeps 5
                              • min stay varies
                              • Nearest beach 105 mi
                              • Child Friendly
                              • Air conditioning

                              Price per night from

                              $229

                              Price per night from

                              $229

                              Distance approx 6.8 km from Winthrop Show on Map

                                18

                                Room #2 at the Maple Hill Farm Inn – Augusta and Hallowell, Maine

                                Maine / Hallowell

                                Hallowell b&b

                                1 3 1 night min

                                • 1 bedroom
                                • sleeps 3
                                • 1 night min
                                • Child Friendly
                                • Air conditioning
                                • Private garden

                                Price per night from

                                $212

                                Price per night from

                                $212

                                Distance approx 6.8 km from Winthrop Show on Map

                                  16

                                  Room #5 at the Maple Hill Farm Inn – Augusta and Hallowell, Maine

                                  Maine / Hallowell

                                  Hallowell b&b

                                  1 2 1 night min

                                  • 1 bedroom
                                  • sleeps 2
                                  • 1 night min
                                  • Child Friendly

                                  Price per night from

                                  $160

                                  Price per night from

                                  $160

                                  Distance approx 6.8 km from Winthrop Show on Map

                                    13

                                    Room #3 at the Maple Hill Farm Inn – Augusta and Hallowell, Maine

                                    Maine / Hallowell

                                    Hallowell b&b

                                    1 2 1 night min

                                    • 1 bedroom
                                    • sleeps 2
                                    • 1 night min
                                    • Child Friendly

                                    Price per night from

                                    $144

                                    Price per night from

                                    $144