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Winter Harbor: Houses, Cottages & More (87)

  • 1 - 50 of 87
Additional fees apply. Taxes may be added.
    • 1 BR
    • 2 BA
    • Sleeps 4
    1 Review
      • 3 BR
      • 2 BA
      • Sleeps 7
      21
        • 3 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 10
        21
          • 3 BR
          • 1 BA
          • Sleeps 6
          21
            Exceptional! 5.0/5
            (12 reviews)
            avg/night
            • 4 BR
            • 1 BA
            • 1 HF BA
            • Sleeps 9
            12
              Exceptional! 5.0/5
              (15 reviews)
              View details for price
              • 3 BR
              • 3 BA
              • 1 HF BA
              • Sleeps 6
              15
                Wonderful! 4.9/5
                (10 reviews)
                avg/night
                • 5 BR
                • 3 BA
                • 1 HF BA
                • Sleeps 10
                10
                  • 4 BR
                  • 4 BA
                  • 1 HF BA
                  • Sleeps 8
                  1 Review
                    • 3 BR
                    • 2 BA
                    • Sleeps 8
                    3
                      Exceptional! 5.0/5
                      (5 reviews)
                      avg/night
                      • 2 BR
                      • 2 BA
                      • Sleeps 6
                      5
                        • 4 BR
                        • 1 BA
                        • Sleeps 7
                        2 Reviews
                          Wonderful! 4.8/5
                          (6 reviews)
                          View details for price
                          • 4 BR
                          • 2 BA
                          • Sleeps 10
                          6
                            Excellent! 4.4/5
                            (11 reviews)
                            avg/night
                            • 1 BR
                            • 1 BA
                            • Sleeps 4
                            11
                              Excellent! 4.3/5
                              (11 reviews)
                              avg/night
                              • 2 BR
                              • 1 BA
                              • Sleeps 5
                              11
                                • 2 BR
                                • 2 BA
                                • Sleeps 5
                                3
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 6
                                  3
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 4
                                    2 Reviews
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 3
                                      6
                                        Wonderful! 4.9/5
                                        (7 reviews)
                                        avg/night
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 4
                                        7
                                          • 6 BR
                                          • 4 BA
                                          • Sleeps 8
                                          5
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 10
                                            1 Review
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 2
                                              1 Review
                                                • 3 BR
                                                • 1 BA
                                                • Sleeps 7
                                                4
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 7
                                                  4
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 8
                                                    2 Reviews
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      2 Reviews
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        3
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          4
                                                            Exceptional! 5.0/5
                                                            (10 reviews)
                                                            avg/night
                                                            • 3 BR
                                                            • 1 BA
                                                            • 1 HF BA
                                                            • Sleeps 6
                                                            10
                                                              • 3 BR
                                                              • 2 BA
                                                              • 1 HF BA
                                                              • Sleeps 7
                                                              7
                                                                Wonderful! 4.9/5
                                                                (7 reviews)
                                                                avg/night
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                7
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                  1 Review
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 4
                                                                    3
                                                                      Wonderful! 4.9/5
                                                                      (19 reviews)
                                                                      avg/night
                                                                      • 4 BR
                                                                      • 3 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 12
                                                                      19
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 2
                                                                          • 3 BR
                                                                          • 1 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 8
                                                                          1 Review
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 5
                                                                            10
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 2
                                                                                Exceptional! 5.0/5
                                                                                (8 reviews)
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 2
                                                                                8
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  6
                                                                                    Exceptional! 5.0/5
                                                                                    (13 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 6
                                                                                    13
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 6
                                                                                      1 Review
                                                                                        • 3 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 6
                                                                                        20
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 8
                                                                                          6
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                              Exceptional! 5.0/5
                                                                                              (20 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 8
                                                                                              20
                                                                                                Excellent! 4.6/5
                                                                                                (17 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                17
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 8
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    4
                                                                                                      • 5 BR
                                                                                                      • 4 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 10
                                                                                                      10
                                                                                                      • 1 - 50 of 87
                                                                                                       

                                                                                                      Recent Winter Harbor Reviews

                                                                                                      serenity now, no serenity here

                                                                                                      5 of 5
                                                                                                      The log home is spectacular. Every morning you wakeup and coffee on the porch overlooking frenchmans bay will make you never want to leave this magnificent home. There is so much to do in the area but all i ever wanted was to sit out back and enjoy th views. Every night the sunsets are breathtaking. I never wanted to leave. Seriously people, if your in need of intense de-stress treatment simply stay here for a week . I guarantee you leave completly refreshed and able to go back to life in the big city.
                                                                                                      • Submitted: Sep 28, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      great value for the price

                                                                                                      4 of 5
                                                                                                      Dragonwood castle is a magical place and we enjoyed our stay very much. The location and view were spectacular as described. You awake to see the sunrise over the water from the third floor bedroom and listen to the waves as you fall asleep. We enjoyed launching our kayak from the front yard. The second floor is more like one big room with a double bed and crib on one half and two twins and a reading/nap nook in the other half. There is not the privacy of two separate bedrooms. Nearby restaurants close by 7 (and stop serving earlier); a late dinner requires a drive -- 30 minutes to Ellsworth or about an hour to Bar Harbor. The kitchen is clean and well stocked, although the spices are old and have lost their piquancy. The house is very clean although there is a musty smell, which adds to the "castle" ambiance, and a few spiderwebs in hard-to-reach places. We would definitely stay here again. It's a great value for the price.
                                                                                                      • Submitted: Sep 26, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      Great seaside vacation home.

                                                                                                      5 of 5
                                                                                                      What a great home to rent when visiting down east Maine. Thank You for offering a spacious, clean, fun home. Great for families and friends, the kitchen and dexk combo make a great place to power down for the day. A short walk to the local eateries and to the ferry to Bar Harbor make this a great home base. And next to georgeous Schoodic peninsula, we will be back.
                                                                                                      • Submitted: Sep 17, 2016
                                                                                                      • Stayed: Sep 2016