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  • Showing 1-50 of 300+
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    avg/night
    • 5 BR
    • 1 BA
    • 1 HF BA
    • Sleeps 10
    Cottage #340142vb
    1
    Viewed 17 times in the last 48 hours
      Wonderful! 4.9/5
      (37 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • 1 HF BA
      • Sleeps 6
      Cottage #144916
      37
      Viewed 84 times in the last 48 hours
        Wonderful! 4.9/5
        (77 reviews)
        avg/night
        • 3 BR
        • 1 BA
        • 1 HF BA
        • Sleeps 5
        Cottage #953622
        77
        Viewed 36 times in the last 48 hours
          Excellent! 4.6/5
          (19 reviews)
          avg/night
          • 1 BR
          • 1 BA
          • 1 HF BA
          • Sleeps 5
          Condo #3944741
          19
          Viewed 65 times in the last 48 hours
            $42
            avg/night
            • 1 BR
            • 1 BA
            • Sleeps 2
            Apartment #4222309
            1
            Viewed 21 times in the last 48 hours
              Wonderful! 4.8/5
              (30 reviews)
              avg/night
              • 1 BR
              • 1 BA
              • Sleeps 2
              Cottage #138154vb
              30
              Viewed 63 times in the last 48 hours
                Exceptional! 5.0/5
                (31 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 4
                Apartment #3967410
                31
                Viewed 71 times in the last 48 hours
                  Excellent! 4.6/5
                  (9 reviews)
                  $50
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 10
                  House #3556198
                  9
                  Viewed 123 times in the last 48 hours
                    Exceptional! 5.0/5
                    (65 reviews)
                    avg/night
                    • Studio
                    • 1 BA
                    • Sleeps 2
                    Apartment #3780374
                    65
                    Viewed 40 times in the last 48 hours
                      Exceptional! 5.0/5
                      (26 reviews)
                      avg/night
                      • 4 BR
                      • 2 BA
                      • 1 HF BA
                      • Sleeps 10
                      House #699034vb
                      26
                      Viewed 106 times in the last 48 hours
                        Exceptional! 5.0/5
                        (22 reviews)
                        avg/night
                        • 5 BR
                        • 2 BA
                        • 1 HF BA
                        • Sleeps 12
                        House #273305vb
                        22
                        Viewed 121 times in the last 48 hours
                          Exceptional! 5.0/5
                          (28 reviews)
                          avg/night
                          • 3 BR
                          • 2 BA
                          • 1 HF BA
                          • Sleeps 8
                          House #3785458
                          28
                          Viewed 76 times in the last 48 hours
                            Exceptional! 5.0/5
                            (28 reviews)
                            avg/night
                            • 3 BR
                            • 2 BA
                            • Sleeps 6
                            House #962008
                            28
                            Viewed 121 times in the last 48 hours
                              Wonderful! 4.9/5
                              (13 reviews)
                              avg/night
                              • 4 BR
                              • 3 BA
                              • 2 HF BA
                              • Sleeps 10
                              House #852940vb
                              13
                              Viewed 59 times in the last 48 hours
                                Exceptional! 5.0/5
                                (83 reviews)
                                avg/night
                                • 2 BR
                                • 1 BA
                                • 1 HF BA
                                • Sleeps 4
                                Bungalow #973608
                                83
                                Viewed 79 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (30 reviews)
                                  avg/night
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 2
                                  Apartment #499096vb
                                  30
                                  Viewed 33 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (32 reviews)
                                    avg/night
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 4
                                    Cottage #656539vb
                                    32
                                    Viewed 28 times in the last 48 hours
                                      Exceptional! 5.0/5
                                      (30 reviews)
                                      avg/night
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 4
                                      Apartment #3953635
                                      30
                                      Viewed 56 times in the last 48 hours
                                        Exceptional! 5.0/5
                                        (19 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        House #714816vb
                                        19
                                        Viewed 53 times in the last 48 hours
                                          Excellent! 4.6/5
                                          (13 reviews)
                                          avg/night
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 2
                                          Condo #4238604
                                          13
                                          Viewed 44 times in the last 48 hours
                                            Wonderful! 4.9/5
                                            (40 reviews)
                                            $96
                                            avg/night
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 4
                                            House #3827615
                                            40
                                            Viewed 43 times in the last 48 hours
                                              Wonderful! 4.9/5
                                              (16 reviews)
                                              avg/night
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 2
                                              Apartment #24126vb
                                              16
                                              Viewed 36 times in the last 48 hours
                                                Excellent! 4.7/5
                                                (20 reviews)
                                                avg/night
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 6
                                                House #473189vb
                                                20
                                                Viewed 50 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (7 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 1 BA
                                                  • 1 HF BA
                                                  • Sleeps 6
                                                  Cottage #833864vb
                                                  7
                                                  Viewed 29 times in the last 48 hours
                                                    Excellent! 4.4/5
                                                    (8 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 4
                                                    Cottage #192030
                                                    8
                                                    Viewed 40 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (26 reviews)
                                                      avg/night
                                                      • 4 BR
                                                      • 3 BA
                                                      • Sleeps 10
                                                      House #232136
                                                      26
                                                      Viewed 63 times in the last 48 hours
                                                        Wonderful! 4.8/5
                                                        (5 reviews)
                                                        avg/night
                                                        • 4 BR
                                                        • 2 BA
                                                        • Sleeps 12
                                                        House #885656vb
                                                        5
                                                        Viewed 88 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (26 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 2 BA
                                                          • Sleeps 10
                                                          Cottage #153919vb
                                                          26
                                                          Viewed 30 times in the last 48 hours
                                                            Excellent! 4.7/5
                                                            (15 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Condo #187279
                                                            15
                                                            Viewed 20 times in the last 48 hours
                                                              Exceptional! 5.0/5
                                                              (48 reviews)
                                                              avg/night
                                                              • 4 BR
                                                              • 2 BA
                                                              • Sleeps 13
                                                              House #333300vb
                                                              48
                                                              Viewed 62 times in the last 48 hours
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 4
                                                                House #4053524
                                                                3
                                                                Viewed 22 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (21 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 4
                                                                  Bungalow #669441vb
                                                                  21
                                                                  Viewed 23 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (17 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 6
                                                                    Apartment #897262vb
                                                                    17
                                                                    Viewed 43 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (13 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      Cottage #735915vb
                                                                      13
                                                                      Viewed 34 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (10 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 3 BA
                                                                        • Sleeps 6
                                                                        House #746656vb
                                                                        10
                                                                        Viewed 13 times in the last 48 hours
                                                                          Wonderful! 4.8/5
                                                                          (20 reviews)
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 5
                                                                          House #464656vb
                                                                          20
                                                                          Viewed 35 times in the last 48 hours
                                                                            Wonderful! 4.8/5
                                                                            (5 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Condo #619872vb
                                                                            5
                                                                            Viewed 10 times in the last 48 hours
                                                                              Wonderful! 4.9/5
                                                                              (19 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 1 HF BA
                                                                              • Sleeps 4
                                                                              Townhome #3723457
                                                                              19
                                                                              Viewed 39 times in the last 48 hours
                                                                                Wonderful! 4.8/5
                                                                                (10 reviews)
                                                                                avg/night
                                                                                • 5 BR
                                                                                • 2 BA
                                                                                • Sleeps 15
                                                                                House #150051
                                                                                10
                                                                                Viewed 51 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (18 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 6
                                                                                  Cottage #3001385
                                                                                  18
                                                                                  Viewed 88 times in the last 48 hours
                                                                                    Exceptional! 5.0/5
                                                                                    (21 reviews)
                                                                                    avg/night
                                                                                    • 5 BR
                                                                                    • 4 BA
                                                                                    • Sleeps 12
                                                                                    House #3751251
                                                                                    21
                                                                                    Viewed 96 times in the last 48 hours
                                                                                      Exceptional! 5.0/5
                                                                                      (52 reviews)
                                                                                      avg/night
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      Apartment #3780005
                                                                                      52
                                                                                      Viewed 23 times in the last 48 hours
                                                                                        Exceptional! 5.0/5
                                                                                        (5 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 1 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 6
                                                                                        Townhome #732361vb
                                                                                        5
                                                                                        Viewed 16 times in the last 48 hours
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 8
                                                                                          Cottage #885706vb
                                                                                          3
                                                                                          Viewed 24 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (11 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 7
                                                                                            Cottage #593876vb
                                                                                            11
                                                                                            Viewed 13 times in the last 48 hours
                                                                                              Wonderful! 4.8/5
                                                                                              (24 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              Cottage #466142vb
                                                                                              24
                                                                                              Viewed 31 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (37 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 1 HF BA
                                                                                                • Sleeps 4
                                                                                                Townhome #3684592
                                                                                                37
                                                                                                Viewed 42 times in the last 48 hours
                                                                                                  Wonderful! 4.8/5
                                                                                                  (12 reviews)
                                                                                                  avg/night
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 2
                                                                                                  House #12490vb
                                                                                                  12
                                                                                                  Viewed 8 times in the last 48 hours
                                                                                                    • 4 BR
                                                                                                    • 2 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 12
                                                                                                    House #4119864
                                                                                                    3
                                                                                                    Viewed 9 times in the last 48 hours
                                                                                                      Wonderful! 4.9/5
                                                                                                      (12 reviews)
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 8
                                                                                                      House #179634
                                                                                                      12
                                                                                                      Viewed 98 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Little Diamond Island: Houses, Cottages & More (300+)

                                                                                                       

                                                                                                      Recent Little Diamond Island Reviews

                                                                                                      Very nice!

                                                                                                      5 of 5
                                                                                                      I have rented this property previously and enjoyed it both times. It was clean and everything we needed was available. I liked the changes they have made with installing a bathroom upstairs. We also enjoyed the gas stove because it was very cold.
                                                                                                      • Submitted: Jan 18, 2017
                                                                                                      • Stayed: Jan 2017

                                                                                                      Very Nice Place

                                                                                                      5 of 5
                                                                                                      My wife and I were first time users of VRBO and we found Chris' location in Westbrook, Maine while planning a trip to visit our son and his family in Portland. The house was great. We shared it with my daughter and her boyfriend. Everything was great. The house was beautiful. There was a book of directions and information that was useful. Very comfortable for the 4 of us. Spacious living room, a small TV room that could be closed off if necessary. the kitchen had everything we needed and it very functional. The off street parking was a special treat especially since we got 8 inches of snow while we were there. This rental was less per night than what we would have spent in hotel and we didn't have to get dressed to have coffee. We are planning on using this location again for future visits to Portland. It is not far from local restaurants and shopping and only a 10-15 minute straight drive to downtown Portland and port.
                                                                                                      • Submitted: Jan 18, 2017
                                                                                                      • Stayed: Dec 2016

                                                                                                      Perfectly situated with gorgeous views

                                                                                                      5 of 5
                                                                                                      This is our second time returning to this lovely apt. The views are spectacular and everything is bright and well maintained. The location is perfect for exploration of Portland. Once we arrived, we never got back in our car. Everything we wanted to do-dining, shopping, yoga was within walking distance.
                                                                                                      • Submitted: Jan 16, 2017
                                                                                                      • Stayed: Jan 2017