Vacation Rentals & Cabins in Winthrop

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36 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. 33 minutes

    Price per night from

    $286

      0

      Rustic lakefront home w/ private dock, wood fireplace & modern conveniences

      Maine / Winthrop

      Winthrop house

      5 9 min stay varies

      • 5 bedrooms
      • sleeps 9
      • min stay varies
      • Child Friendly
      • Car not necessary

      Price per night from

      $174

      Responds fast!
      avg. 1 hour 20 minutes

      Price per night from

      $174

        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

        $143

        Responds fast!
        avg. 33 minutes

        Price per night from

        $143

          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

          $160

          Responds fast!
          avg. 33 minutes

          Price per night from

          $160

            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. 2 hours 37 minutes

            Price per night from

            $315

              90

              Lovely lakefront home w/ private dock, screened porch, firepit & gorgeous view!

              Maine / Winthrop

              Winthrop house

              5 10 min stay varies

              • 5 bedrooms
              • sleeps 10
              • min stay varies
              • Child Friendly
              • Car not necessary

              Price per night from

              $251

              Responds fast!
              avg. 1 hour 20 minutes

              Price per night from

              $251

              (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 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

                    $228

                    Price per night from

                    $228

                    Distance approx 14.24 km from Winthrop

                    (1) Excellent 

                      19

                      Belgrade Me lake front

                      Maine / Mount Vernon

                      Mount Vernon house

                      3 8 4 nights min

                      • 3 bedrooms
                      • sleeps 8
                      • 4 nights min
                      • Beach / lakeside relaxation
                      • Nearest beach 90 mi
                      • Child Friendly

                      Price per night from

                      $571

                      Price per night from

                      $571

                      Distance approx 4.22 km from Winthrop Show on Map

                      (1) Excellent 

                        20

                        Villa on Cobbossee Lake, private beach, lake view,

                        Maine / Manchester

                        Manchester villa

                        3 8 7 nights min

                        • 3 bedrooms
                        • sleeps 8
                        • 7 nights min
                        • Beach / lakeside relaxation
                        • Child Friendly
                        • Ask about pets

                        Price per night from

                        $580

                        Price per night from

                        $580

                        Distance approx 5.52 km from Winthrop Show on Map

                        (2) Excellent 

                          34

                          Duck_Inn_Wayne

                          Maine / Wayne

                          Wayne house

                          3 6 min stay varies

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

                          Price per night from

                          $268

                          Price per night from

                          $268

                          Distance approx 4.78 km from Winthrop Show on Map

                            12

                            PARADISE ON A LAKE

                            Maine / Wayne

                            Wayne house

                            4 8 4 nights min

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

                            Price per night from

                            $200

                            Price per night from

                            $200

                            Distance approx 4.47 km from Winthrop Show on Map

                              15

                              Sunshine_Cottage_On_Cobbossee

                              Maine / East Winthrop

                              East Winthrop house

                              5 10 min stay varies

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

                              Price per night from

                              $258

                              Price per night from

                              $258

                              Distance approx 14.1 km from Winthrop

                              (2) Excellent 

                                26

                                Loon Call

                                Maine / Belgrade

                                Belgrade house

                                3 10 min stay varies

                                • 3 bedrooms
                                • sleeps 10
                                • min stay varies
                                • Child Friendly
                                • Air conditioning
                                • Pet Friendly

                                Price per night from

                                $229

                                Responds fast!
                                avg. 3 hours 2 minutes

                                Price per night from

                                $229

                                Distance approx 9.98 km from Winthrop

                                  6

                                  #7 Best Augusta Location - Studio Apt #7 in quiet area

                                  Maine / Augusta

                                  Augusta condo

                                  1 2 1 night min

                                  • 1 bedroom
                                  • sleeps 2
                                  • 1 night min
                                  • Child Friendly
                                  • Air conditioning
                                  • Private garden

                                  Price per night from

                                  $63

                                  Price per night from

                                  $63

                                  Distance approx 6.25 km from Winthrop

                                    6

                                    Family Friendly Cottage on Androscoggin Lake

                                    Maine / Leeds

                                    Leeds cottage

                                    2 7 min stay varies

                                    • 2 bedrooms
                                    • sleeps 7
                                    • min stay varies
                                    • Beach / lakeside relaxation
                                    • Child Friendly
                                    • Pet Friendly

                                    Price per night from

                                    $143

                                    Price per night from

                                    $143

                                    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 and b

                                      1 3 1 night min

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

                                      Price per night from

                                      $182

                                      Price per night from

                                      $182

                                      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 and b

                                        1 2 1 night min

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

                                        Price per night from

                                        $136

                                        Price per night from

                                        $136

                                        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 and b

                                          1 3 1 night min

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

                                          Price per night from

                                          $148

                                          Price per night from

                                          $148

                                          Distance approx 6.8 km from Winthrop Show on Map

                                            12

                                            Room #1 at the Maple Hill Farm Inn -- Augusta and Hallowell, Maine

                                            Maine / Hallowell

                                            Hallowell b and b

                                            1 3 1 night min

                                            • 1 bedroom
                                            • sleeps 3
                                            • 1 night min
                                            • Nearest beach 26 mi
                                            • Child Friendly
                                            • Air conditioning

                                            Price per night from

                                            $194

                                            Price per night from

                                            $194

                                            Distance approx 6.32 km from Winthrop

                                              12

                                              Peaceful family friendly lakeside cottage for rent

                                              Maine / Leeds

                                              Leeds cottage

                                              2 8 7 nights min

                                              • 2 bedrooms
                                              • sleeps 8
                                              • 7 nights min
                                              • Child Friendly
                                              • Pet Friendly

                                              Price per night from

                                              $196

                                              Price per night from

                                              $196

                                              Distance approx 7.72 km from Winthrop

                                                12

                                                Year-Round Lakefront Retreat on Quiet Lake

                                                Maine / Kents Hill

                                                Kents Hill house

                                                3 8 min stay varies

                                                • 3 bedrooms
                                                • sleeps 8
                                                • min stay varies
                                                • Child Friendly
                                                • Private garden

                                                Price per night from

                                                $343

                                                Price per night from

                                                $343

                                                Distance approx 17.97 km from Winthrop

                                                  15

                                                  King's Kastle

                                                  Maine / Belgrade Lakes

                                                  Belgrade Lakes house

                                                  2 6 7 nights min

                                                  • 2 bedrooms
                                                  • sleeps 6
                                                  • 7 nights min
                                                  • Child Friendly
                                                  • Air conditioning
                                                  • Pet Friendly

                                                  Price per night from

                                                  $223

                                                  Responds fast!
                                                  avg. 2 hours 21 minutes

                                                  Price per night from

                                                  $223

                                                  Distance approx 9.98 km from Winthrop

                                                    6

                                                    #1 Best Augusta Location - Studio Apt #1 in quiet area

                                                    Maine / Augusta

                                                    Augusta condo

                                                    1 2 1 night min

                                                    • 1 bedroom
                                                    • sleeps 2
                                                    • 1 night min
                                                    • Child Friendly
                                                    • Air conditioning
                                                    • Private garden

                                                    Price per night from

                                                    $63

                                                    Price per night from

                                                    $63

                                                    Distance approx 9.98 km from Winthrop

                                                      6

                                                      #3 Best Augusta Location - Studio Apt #3 in quiet area

                                                      Maine / Augusta

                                                      Augusta condo

                                                      1 2 1 night min

                                                      • 1 bedroom
                                                      • sleeps 2
                                                      • 1 night min
                                                      • Child Friendly
                                                      • Air conditioning
                                                      • Private garden

                                                      Price per night from

                                                      $63

                                                      Price per night from

                                                      $63

                                                      Distance approx 9.98 km from Winthrop

                                                        6

                                                        #4 Best Augusta Location - Studio Apt #4 in quiet area

                                                        Maine / Augusta

                                                        Augusta condo

                                                        1 2 1 night min

                                                        • 1 bedroom
                                                        • sleeps 2
                                                        • 1 night min
                                                        • Child Friendly
                                                        • Air conditioning
                                                        • Private garden

                                                        Price per night from

                                                        $63

                                                        Price per night from

                                                        $63

                                                        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

                                                            17

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

                                                            Maine / Hallowell

                                                            Hallowell b and b

                                                            1 3 1 night min

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

                                                            Price per night from

                                                            $189

                                                            Price per night from

                                                            $189

                                                            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 and b

                                                              1 3 1 night min

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

                                                              Price per night from

                                                              $125

                                                              Price per night from

                                                              $125

                                                              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 and b

                                                                1 3 1 night min

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

                                                                Price per night from

                                                                $189

                                                                Price per night from

                                                                $189

                                                                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 and b

                                                                  1 2 1 night min

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

                                                                  Price per night from

                                                                  $132

                                                                  Price per night from

                                                                  $132

                                                                  Distance approx 9.98 km from Winthrop

                                                                    6

                                                                    #2 Best Augusta Location - Studio Apt #2 in quiet area

                                                                    Maine / Augusta

                                                                    Augusta condo

                                                                    1 2 1 night min

                                                                    • 1 bedroom
                                                                    • sleeps 2
                                                                    • 1 night min
                                                                    • Child Friendly
                                                                    • Air conditioning
                                                                    • Private garden

                                                                    Price per night from

                                                                    $63

                                                                    Price per night from

                                                                    $63

                                                                    Distance approx 14.11 km from Winthrop

                                                                      17

                                                                      Brand New Maine Camp

                                                                      Maine / Belgrade

                                                                      Belgrade house

                                                                      4 8 min stay varies

                                                                      • 4 bedrooms
                                                                      • sleeps 8
                                                                      • min stay varies
                                                                      • Child Friendly
                                                                      • Pet Friendly

                                                                      Price per night from

                                                                      $229

                                                                      Responds fast!
                                                                      avg. 3 hours 2 minutes

                                                                      Price per night from

                                                                      $229

                                                                      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

                                                                        $160

                                                                        Responds fast!
                                                                        avg. 33 minutes

                                                                        Price per night from

                                                                        $160

                                                                        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. 33 minutes

                                                                          Price per night from

                                                                          $115