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

  • 1 - 50 of 300+
Additional fees apply. Taxes may be added.
    Wonderful! 4.9/5
    (38 reviews)
    $75
    avg/night
    • 2 BR
    • 1 BA
    • Sleeps 4
    House #3827615
    38
    Viewed 26 times in the last 48 hours
      Wonderful! 4.9/5
      (36 reviews)
      avg/night
      • 4 BR
      • 2 BA
      • 1 HF BA
      • Sleeps 11
      House #691643vb
      36
      Viewed 24 times in the last 48 hours
        Wonderful! 4.9/5
        (10 reviews)
        avg/night
        • 4 BR
        • 3 BA
        • 2 HF BA
        • Sleeps 10
        House #852940vb
        10
        Viewed 34 times in the last 48 hours
          avg/night
          • 2 BR
          • 1 BA
          • Sleeps 4
          Apartment #881170vb
          4
          Viewed 14 times in the last 48 hours
            • 5 BR
            • 4 BA
            • 1 HF BA
            • Sleeps 12
            House #4255164
            1
            Viewed 38 times in the last 48 hours
              avg/night
              • 2 BR
              • 1 BA
              • Sleeps 8
              Apartment #4337476
              Viewed 18 times in the last 48 hours
                Very Good! 4.0/5
                (22 reviews)
                avg/night
                • 2 BR
                • 1 BA
                • Sleeps 6
                House #458408vb
                22
                Viewed 11 times in the last 48 hours
                  Wonderful! 4.9/5
                  (15 reviews)
                  avg/night
                  • 3 BR
                  • 1 BA
                  • 2 HF BA
                  • Sleeps 9
                  House #4019326
                  15
                  Viewed 40 times in the last 48 hours
                    Excellent! 4.7/5
                    (9 reviews)
                    $83
                    avg/night
                    • 1 BR
                    • 1 BA
                    • Sleeps 4
                    Condo #4203345
                    9
                    Viewed 74 times in the last 48 hours
                      Wonderful! 4.9/5
                      (7 reviews)
                      avg/night
                      • 2 BR
                      • 1 BA
                      • Sleeps 6
                      Cottage #4213508
                      7
                      Viewed 7 times in the last 48 hours
                        Exceptional! 5.0/5
                        (5 reviews)
                        avg/night
                        • 3 BR
                        • 1 BA
                        • Sleeps 6
                        House #295724
                        5
                        Viewed 8 times in the last 48 hours
                          Wonderful! 4.9/5
                          (8 reviews)
                          avg/night
                          • 4 BR
                          • 3 BA
                          • 1 HF BA
                          • Sleeps 10
                          House #474392vb
                          8
                          Viewed 40 times in the last 48 hours
                            avg/night
                            • 2 BR
                            • 1 BA
                            • Sleeps 4
                            Condo #3556845
                            4
                            Viewed 13 times in the last 48 hours
                              Wonderful! 4.9/5
                              (9 reviews)
                              $76
                              avg/night
                              • 1 BR
                              • 1 BA
                              • Sleeps 2
                              Apartment #3953123
                              9
                              Viewed 7 times in the last 48 hours
                                Exceptional! 5.0/5
                                (6 reviews)
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Sleeps 6
                                Farmhouse #4055121
                                6
                                Viewed 16 times in the last 48 hours
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 6
                                  Cottage #834840vb
                                  2
                                  Viewed 7 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (70 reviews)
                                    avg/night
                                    • 3 BR
                                    • 1 BA
                                    • 1 HF BA
                                    • Sleeps 5
                                    Cottage #953622
                                    70
                                    Viewed 19 times in the last 48 hours
                                      Wonderful! 4.8/5
                                      (5 reviews)
                                      avg/night
                                      • 5 BR
                                      • 4 BA
                                      • 1 HF BA
                                      • Sleeps 10
                                      House #579929vb
                                      5
                                      Viewed 19 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (8 reviews)
                                        avg/night
                                        • 4 BR
                                        • 2 BA
                                        • Sleeps 14
                                        House #3953117
                                        8
                                        Viewed 58 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (30 reviews)
                                          avg/night
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 4
                                          Apartment #3953635
                                          30
                                          Viewed 13 times in the last 48 hours
                                            Wonderful! 4.8/5
                                            (5 reviews)
                                            avg/night
                                            • 4 BR
                                            • 2 BA
                                            • Sleeps 12
                                            House #885656vb
                                            5
                                            Viewed 43 times in the last 48 hours
                                              avg/night
                                              • 3 BR
                                              • 2 BA
                                              • 1 HF BA
                                              • Sleeps 8
                                              House #929515vb
                                              Viewed 12 times in the last 48 hours
                                                Wonderful! 4.8/5
                                                (6 reviews)
                                                avg/night
                                                • 4 BR
                                                • 2 BA
                                                • 1 HF BA
                                                • Sleeps 8
                                                House #477307vb
                                                6
                                                Viewed 8 times in the last 48 hours
                                                  Excellent! 4.4/5
                                                  (11 reviews)
                                                  avg/night
                                                  • 4 BR
                                                  • 2 BA
                                                  • 1 HF BA
                                                  • Sleeps 8
                                                  House #234306
                                                  11
                                                  Viewed 36 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 10 times in the last 48 hours
                                                      avg/night
                                                      • 4 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 12
                                                      House #3540922
                                                      3
                                                      Viewed 11 times in the last 48 hours
                                                        Wonderful! 4.8/5
                                                        (17 reviews)
                                                        avg/night
                                                        • 4 BR
                                                        • 3 BA
                                                        • 1 HF BA
                                                        • Sleeps 10
                                                        House #3560721
                                                        17
                                                        Viewed 23 times in the last 48 hours
                                                          Excellent! 4.7/5
                                                          (19 reviews)
                                                          avg/night
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          House #597466vb
                                                          19
                                                          Viewed 11 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (22 reviews)
                                                            avg/night
                                                            • 4 BR
                                                            • 2 BA
                                                            • 1 HF BA
                                                            • Sleeps 10
                                                            House #699034vb
                                                            22
                                                            Viewed 40 times in the last 48 hours
                                                              avg/night
                                                              • Studio
                                                              • 2 BA
                                                              • Sleeps 12
                                                              House #3967857
                                                              3
                                                              Viewed 9 times in the last 48 hours
                                                                Wonderful! 4.9/5
                                                                (12 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Cottage #735915vb
                                                                12
                                                                Viewed 6 times in the last 48 hours
                                                                  Wonderful! 4.8/5
                                                                  (13 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  House #589984vb
                                                                  13
                                                                  Viewed 12 times in the last 48 hours
                                                                    avg/night
                                                                    • 6 BR
                                                                    • 3 BA
                                                                    • Sleeps 16
                                                                    House #4193423
                                                                    3
                                                                    Viewed 9 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (15 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 6
                                                                      Apartment #897262vb
                                                                      15
                                                                      Viewed 17 times in the last 48 hours
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 4
                                                                        Apartment #4311812
                                                                        Viewed 35 times in the last 48 hours
                                                                          Wonderful! 4.8/5
                                                                          (10 reviews)
                                                                          avg/night
                                                                          • 5 BR
                                                                          • 2 BA
                                                                          • Sleeps 15
                                                                          House #150051
                                                                          10
                                                                          Viewed 18 times in the last 48 hours
                                                                            Wonderful! 4.8/5
                                                                            (5 reviews)
                                                                            avg/night
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • Sleeps 8
                                                                            House #191742
                                                                            5
                                                                            Viewed 13 times in the last 48 hours
                                                                              Very Good! 4.2/5
                                                                              (9 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 1 BA
                                                                              • Sleeps 8
                                                                              Apartment #225540
                                                                              9
                                                                              Viewed 12 times in the last 48 hours
                                                                                Wonderful! 4.8/5
                                                                                (26 reviews)
                                                                                avg/night
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • Sleeps 10
                                                                                House #232136
                                                                                26
                                                                                Viewed 19 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (28 reviews)
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 2
                                                                                  Cottage #483388vb
                                                                                  28
                                                                                  Viewed 10 times in the last 48 hours
                                                                                    Exceptional! 5.0/5
                                                                                    (26 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 8
                                                                                    House #3785458
                                                                                    26
                                                                                    Viewed 16 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (21 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 4
                                                                                      Bungalow #669441vb
                                                                                      21
                                                                                      Viewed 15 times in the last 48 hours
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 10
                                                                                        Cottage #807139vb
                                                                                        2
                                                                                        Viewed 10 times in the last 48 hours
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 8
                                                                                          House #4119078
                                                                                          Viewed 13 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 6
                                                                                            Apartment #4209546
                                                                                            Viewed 25 times in the last 48 hours
                                                                                              Excellent! 4.7/5
                                                                                              (14 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 1 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 8
                                                                                              House #879800vb
                                                                                              14
                                                                                              Viewed 31 times in the last 48 hours
                                                                                                Wonderful! 4.8/5
                                                                                                (8 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                Cottage #37511vb
                                                                                                8
                                                                                                Viewed 10 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (32 reviews)
                                                                                                  avg/night
                                                                                                  • 4 BR
                                                                                                  • 3 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 11
                                                                                                  House #123373
                                                                                                  32
                                                                                                  Viewed 27 times in the last 48 hours
                                                                                                    Excellent! 4.7/5
                                                                                                    (20 reviews)
                                                                                                    avg/night
                                                                                                    • 5 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 10
                                                                                                    House #240989
                                                                                                    20
                                                                                                    Viewed 29 times in the last 48 hours
                                                                                                      Exceptional! 5.0/5
                                                                                                      (47 reviews)
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 13
                                                                                                      House #333300vb
                                                                                                      47
                                                                                                      Viewed 14 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Little Diamond Island Reviews

                                                                                                      An A-plus Cottage

                                                                                                      5 of 5
                                                                                                      The cottage was wonderful. It was well appointed and cozy. The fireplace was perfect for the cold evenings. We enjoyed playing the board games and appreciated all those homey touches. All of us agreed the cottage was a perfect place for our Thanksgiving.
                                                                                                      • Submitted: Dec 6, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Very comfortable and Clean

                                                                                                      4 of 5
                                                                                                      We had a great time and loved the house! had some issues with a lot of the electrical outlets not working to plug in phones and baby equipment but other than that, no complaints! Great house and nice quiet street. close to downtown Portland too, that was definitely a plus :)
                                                                                                      • Submitted: Dec 1, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Beautiful house!

                                                                                                      5 of 5
                                                                                                      House is a perfect house for families. All the comforts of home. Great location . Will book this house when I go back to Portland .
                                                                                                      • Submitted: Nov 21, 2016
                                                                                                      • Stayed: Nov 2016