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    avg/night
    • 4 BR
    • 4 BA
    • 1 HF BA
    • Sleeps 8
    House #3956984
    3
    Viewed 51 times in the last 48 hours
      Excellent! 4.5/5
      (24 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Sleeps 7
      House #251516vb
      24
      Viewed 32 times in the last 48 hours
        Exceptional! 5/5
        (12 reviews)
        avg/night
        • 4 BR
        • 1 BA
        • 1 HF BA
        • Sleeps 9
        House #514278vb
        12
        Viewed 22 times in the last 48 hours
          avg/night
          • 2 BR
          • 2 BA
          • Sleeps 5
          Cottage #4193906
          4
          Viewed 15 times in the last 48 hours
            Wonderful! 4.9/5
            (24 reviews)
            avg/night
            • 3 BR
            • 2 BA
            • 1 HF BA
            • Sleeps 10
            Cabin #388406
            24
            Viewed 26 times in the last 48 hours
              Wonderful! 4.9/5
              (22 reviews)
              avg/night
              • 3 BR
              • 1 BA
              • Sleeps 6
              House #123030
              22
              Viewed 37 times in the last 48 hours
                Excellent! 4.3/5
                (11 reviews)
                avg/night
                • 2 BR
                • 1 BA
                • Sleeps 5
                House #359451vb
                11
                Viewed 29 times in the last 48 hours
                  Exceptional! 5/5
                  (15 reviews)
                  avg/night
                  • 3 BR
                  • 3 BA
                  • 1 HF BA
                  • Sleeps 6
                  House #602493vb
                  15
                  Viewed 13 times in the last 48 hours
                    Very Good! 4.1/5
                    (7 reviews)
                    avg/night
                    • 1 BR
                    • 1 BA
                    • Sleeps 3
                    Cottage #365987vb
                    7
                    Viewed 54 times in the last 48 hours
                      Wonderful! 4.9/5
                      (8 reviews)
                      avg/night
                      • 4 BR
                      • 2 BA
                      • Sleeps 10
                      House #4104196
                      8
                      Viewed 33 times in the last 48 hours
                        avg/night
                        • 3 BR
                        • 1 BA
                        • Sleeps 7
                        House #735582vb
                        4
                        Viewed 43 times in the last 48 hours
                          Wonderful! 4.9/5
                          (10 reviews)
                          avg/night
                          • 5 BR
                          • 3 BA
                          • 1 HF BA
                          • Sleeps 10
                          House #330992vb
                          10
                          Viewed 9 times in the last 48 hours
                            avg/night
                            • 3 BR
                            • 2 BA
                            • Sleeps 5
                            House #831568vb
                            2
                            Viewed 9 times in the last 48 hours
                              Exceptional! 5/5
                              (6 reviews)
                              avg/night
                              • 5 BR
                              • 4 BA
                              • Sleeps 8
                              House #457237vb
                              6
                              Viewed 11 times in the last 48 hours
                                Excellent! 4.4/5
                                (12 reviews)
                                avg/night
                                • 1 BR
                                • 1 BA
                                • Sleeps 4
                                Apartment #3962166
                                12
                                Viewed 14 times in the last 48 hours
                                  avg/night
                                  • 2 BR
                                  • 1 BA
                                  • 1 HF BA
                                  • Sleeps 7
                                  House #4487353
                                  Viewed 46 times in the last 48 hours
                                    avg/night
                                    • 4 BR
                                    • 1 BA
                                    • Sleeps 7
                                    House #577968vb
                                    3
                                    Viewed 12 times in the last 48 hours
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      Farmhouse #1080065vb
                                      Viewed 50 times in the last 48 hours
                                        avg/night
                                        • 4 BR
                                        • 2 BA
                                        • 1 HF BA
                                        • Sleeps 11
                                        House #978369
                                        1
                                        Viewed 28 times in the last 48 hours
                                          • 3 BR
                                          • 4 BA
                                          • Sleeps 6
                                          House #251758
                                          2
                                          Viewed 33 times in the last 48 hours
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                            Cottage #3666030
                                            3
                                            Viewed 11 times in the last 48 hours
                                              Exceptional! 5/5
                                              (2 reviews)
                                              avg/night
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 10
                                              House #111134vb
                                              2
                                              Viewed 6 times in the last 48 hours
                                                Exceptional! 5/5
                                                (6 reviews)
                                                avg/night
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 6
                                                House #227858vb
                                                6
                                                Viewed 7 times in the last 48 hours
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 8
                                                  House #4047908
                                                  3
                                                  Viewed 8 times in the last 48 hours
                                                    Very Good! 4/5
                                                    (5 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 7
                                                    House #345259vb
                                                    5
                                                    Viewed 122 times in the last 48 hours
                                                      avg/night
                                                      • 4 BR
                                                      • 4 BA
                                                      • Sleeps 8
                                                      House #4133942
                                                      2
                                                      Viewed 164 times in the last 48 hours
                                                        avg/night
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 8
                                                        House #569110vb
                                                        2
                                                        Viewed 9 times in the last 48 hours
                                                          Wonderful! 4.8/5
                                                          (50 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 6
                                                          Apartment #3913276
                                                          50
                                                          Viewed 139 times in the last 48 hours
                                                            Exceptional! 5/5
                                                            (25 reviews)
                                                            avg/night
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            Cottage #671843vb
                                                            25
                                                            Viewed 214 times in the last 48 hours
                                                              Wonderful! 4.8/5
                                                              (25 reviews)
                                                              avg/night
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Cottage #663097vb
                                                              25
                                                              Viewed 103 times in the last 48 hours
                                                                Wonderful! 4.9/5
                                                                (14 reviews)
                                                                avg/night
                                                                • 5 BR
                                                                • 3 BA
                                                                • Sleeps 13
                                                                House #4165895
                                                                14
                                                                Viewed 111 times in the last 48 hours
                                                                  Exceptional! 5/5
                                                                  (12 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  Condo #4191776
                                                                  12
                                                                  Viewed 161 times in the last 48 hours
                                                                    Exceptional! 5/5
                                                                    (9 reviews)
                                                                    avg/night
                                                                    • Studio
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Cabin #101854
                                                                    9
                                                                    Viewed 119 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (14 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      Cabin #850035vb
                                                                      14
                                                                      Viewed 74 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (11 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 5
                                                                        Villa #507900vb
                                                                        11
                                                                        Viewed 160 times in the last 48 hours
                                                                          Excellent! 4.5/5
                                                                          (6 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 5
                                                                          Cottage #4255277
                                                                          6
                                                                          Viewed 76 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (12 reviews)
                                                                            avg/night
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Cottage #790508vb
                                                                            12
                                                                            Viewed 61 times in the last 48 hours
                                                                              Exceptional! 5/5
                                                                              (22 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • Sleeps 10
                                                                              House #3830794
                                                                              22
                                                                              Viewed 80 times in the last 48 hours
                                                                                Exceptional! 5/5
                                                                                (23 reviews)
                                                                                avg/night
                                                                                • 5 BR
                                                                                • 3 BA
                                                                                • Sleeps 14
                                                                                House #181411
                                                                                23
                                                                                Viewed 91 times in the last 48 hours
                                                                                  Exceptional! 5/5
                                                                                  (21 reviews)
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Cottage #671844vb
                                                                                  21
                                                                                  Viewed 36 times in the last 48 hours
                                                                                    Wonderful! 4.8/5
                                                                                    (12 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    Cottage #3498723
                                                                                    12
                                                                                    Viewed 58 times in the last 48 hours
                                                                                      Exceptional! 5/5
                                                                                      (14 reviews)
                                                                                      avg/night
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      Cottage #790510vb
                                                                                      14
                                                                                      Viewed 36 times in the last 48 hours
                                                                                        Exceptional! 5/5
                                                                                        (11 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 6
                                                                                        Cottage #3698078
                                                                                        11
                                                                                        Viewed 55 times in the last 48 hours
                                                                                          Wonderful! 4.9/5
                                                                                          (29 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 8
                                                                                          Townhome #3579526
                                                                                          29
                                                                                          Viewed 95 times in the last 48 hours
                                                                                            Exceptional! 5/5
                                                                                            (22 reviews)
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 6
                                                                                            Townhome #287845vb
                                                                                            22
                                                                                            Viewed 41 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (22 reviews)
                                                                                              avg/night
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 2
                                                                                              Apartment #423135vb
                                                                                              22
                                                                                              Viewed 73 times in the last 48 hours
                                                                                                Excellent! 4.6/5
                                                                                                (8 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 5
                                                                                                House #589270vb
                                                                                                8
                                                                                                Viewed 10 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 4 BR
                                                                                                  • 2 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 8
                                                                                                  House #784794vb
                                                                                                  4
                                                                                                  Viewed 40 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (32 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    House #323254
                                                                                                    32
                                                                                                    Viewed 75 times in the last 48 hours
                                                                                                      Wonderful! 4.8/5
                                                                                                      (18 reviews)
                                                                                                      avg/night
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 3
                                                                                                      Studio #875902vb
                                                                                                      18
                                                                                                      Viewed 90 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Vacation Rentals in Winter Harbor, Maine (300+)