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Chebeague Island: Cottage Rentals (585)

  • 1 - 50 of 300+
Additional fees apply. Taxes may be added.
    • 2 BR
    • 1 BA
    • Sleeps 6
    Cottage #834840vb
    2
    Viewed 13 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
        Excellent! 4.6/5
        (8 reviews)
        avg/night
        • 4 BR
        • 3 BA
        • Sleeps 10
        Cottage #312163
        8
        Viewed 27 times in the last 48 hours
          avg/night
          • 3 BR
          • 1 BA
          • Sleeps 7
          Cottage #597482vb
          4
          Viewed 7 times in the last 48 hours
            Wonderful! 4.9/5
            (12 reviews)
            avg/night
            • 2 BR
            • 1 BA
            • Sleeps 4
            Cottage #735915vb
            12
            Viewed 14 times in the last 48 hours
              Wonderful! 4.9/5
              (28 reviews)
              avg/night
              • 1 BR
              • 1 BA
              • Sleeps 2
              Cottage #483388vb
              28
              Viewed 15 times in the last 48 hours
                avg/night
                • 4 BR
                • 3 BA
                • Sleeps 10
                Cottage #807139vb
                2
                Viewed 13 times in the last 48 hours
                  Exceptional! 5.0/5
                  (23 reviews)
                  avg/night
                  • 1 BR
                  • 1 BA
                  • Sleeps 4
                  Cottage #121128
                  23
                  Viewed 10 times in the last 48 hours
                    Exceptional! 5.0/5
                    (14 reviews)
                    avg/night
                    • 4 BR
                    • 1 BA
                    • 1 HF BA
                    • Sleeps 6
                    Cottage #686486vb
                    14
                    Viewed 17 times in the last 48 hours
                      Wonderful! 4.8/5
                      (5 reviews)
                      avg/night
                      • 3 BR
                      • 1 BA
                      • 1 HF BA
                      • Sleeps 6
                      Cottage #824406vb
                      5
                      Viewed 11 times in the last 48 hours
                        avg/night
                        • 4 BR
                        • 2 BA
                        • Sleeps 6
                        Cottage #4266214
                        2
                        Viewed 7 times in the last 48 hours
                          Wonderful! 4.9/5
                          (13 reviews)
                          avg/night
                          • 2 BR
                          • 2 BA
                          • Sleeps 4
                          Cottage #3535073
                          13
                          Viewed 19 times in the last 48 hours
                            Wonderful! 4.9/5
                            (7 reviews)
                            avg/night
                            • 2 BR
                            • 1 BA
                            • Sleeps 6
                            Cottage #4213489
                            7
                            Viewed 10 times in the last 48 hours
                              avg/night
                              • 6 BR
                              • 2 BA
                              • Sleeps 12
                              Cottage #865629vb
                              3
                              Viewed 26 times in the last 48 hours
                                Wonderful! 4.9/5
                                (33 reviews)
                                avg/night
                                • 3 BR
                                • 1 BA
                                • Sleeps 6
                                Cottage #189014
                                33
                                Viewed 8 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (7 reviews)
                                  avg/night
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 6
                                  Cottage #4213508
                                  7
                                  Viewed 6 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (7 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 5
                                    Cottage #873455vb
                                    7
                                    Viewed 11 times in the last 48 hours
                                      avg/night
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 5
                                      Cottage #892509vb
                                      3
                                      Viewed 8 times in the last 48 hours
                                        Excellent! 4.7/5
                                        (45 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        Cottage #323435vb
                                        45
                                        Viewed 13 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (17 reviews)
                                          avg/night
                                          • 4 BR
                                          • 3 BA
                                          • Sleeps 8
                                          Cottage #668910vb
                                          17
                                          Viewed 39 times in the last 48 hours
                                            Wonderful! 4.8/5
                                            (30 reviews)
                                            avg/night
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 2
                                            Cottage #138154vb
                                            30
                                            Viewed 9 times in the last 48 hours
                                              Excellent! 4.6/5
                                              (7 reviews)
                                              avg/night
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              Cottage #132429
                                              7
                                              Viewed 9 times in the last 48 hours
                                                Exceptional! 5.0/5
                                                (5 reviews)
                                                avg/night
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 4
                                                Cottage #4169887
                                                5
                                                Viewed 5 times in the last 48 hours
                                                  Wonderful! 4.9/5
                                                  (8 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 5
                                                  Cottage #3897642
                                                  8
                                                  Viewed 22 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (11 reviews)
                                                    avg/night
                                                    • 6 BR
                                                    • 4 BA
                                                    • Sleeps 14
                                                    Cottage #3918672
                                                    11
                                                    Viewed 7 times in the last 48 hours
                                                      avg/night
                                                      • 4 BR
                                                      • 2 BA
                                                      • Sleeps 8
                                                      Cottage #4105179
                                                      1
                                                      Viewed 5 times in the last 48 hours
                                                        • 3 BR
                                                        • 1 BA
                                                        • 1 HF BA
                                                        • Sleeps 6
                                                        Cottage #833366vb
                                                        5
                                                          Exceptional! 5.0/5
                                                          (9 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 6
                                                          Cottage #4011209
                                                          9
                                                          Viewed 10 times in the last 48 hours
                                                            Wonderful! 4.8/5
                                                            (24 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            Cottage #466142vb
                                                            24
                                                            Viewed 17 times in the last 48 hours
                                                              Exceptional! 5.0/5
                                                              (8 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 2 BA
                                                              • 1 HF BA
                                                              • Sleeps 6
                                                              Cottage #879202vb
                                                              8
                                                              Viewed 10 times in the last 48 hours
                                                                Wonderful! 4.9/5
                                                                (26 reviews)
                                                                $92
                                                                avg/night
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Cottage #369704vb
                                                                26
                                                                Viewed 9 times in the last 48 hours
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 5
                                                                  Cottage #3202757
                                                                  Viewed 6 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (17 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    Cottage #511875vb
                                                                    17
                                                                    Viewed 93 times in the last 48 hours
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 4
                                                                      Cottage #156999
                                                                      2
                                                                      Viewed 15 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (32 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Cottage #656539vb
                                                                        32
                                                                        Viewed 14 times in the last 48 hours
                                                                          • 3 BR
                                                                          • 1 BA
                                                                          • Sleeps 6
                                                                          Cottage #3878870
                                                                          4
                                                                          Viewed 21 times in the last 48 hours
                                                                            • 3 BR
                                                                            • 1 BA
                                                                            • Sleeps 5
                                                                            Cottage #4132575
                                                                            2
                                                                              Exceptional! 5.0/5
                                                                              (24 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • Sleeps 10
                                                                              Cottage #139207vb
                                                                              24
                                                                              Viewed 5 times in the last 48 hours
                                                                                Wonderful! 4.8/5
                                                                                (6 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 5
                                                                                Cottage #593079vb
                                                                                6
                                                                                Viewed 8 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (18 reviews)
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 7
                                                                                  Cottage #3491912
                                                                                  18
                                                                                  Viewed 6 times in the last 48 hours
                                                                                    Exceptional! 5.0/5
                                                                                    (5 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 7
                                                                                    Cottage #3959202
                                                                                    5
                                                                                    Viewed 10 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (7 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      Cottage #769769vb
                                                                                      7
                                                                                      Viewed 6 times in the last 48 hours
                                                                                        Exceptional! 5.0/5
                                                                                        (5 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 5
                                                                                        Cottage #4069050
                                                                                        5
                                                                                        Viewed 5 times in the last 48 hours
                                                                                          Wonderful! 4.8/5
                                                                                          (5 reviews)
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 10
                                                                                          Cottage #4241079
                                                                                          5
                                                                                          Viewed 30 times in the last 48 hours
                                                                                            Very Good! 4.1/5
                                                                                            (7 reviews)
                                                                                            avg/night
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 3
                                                                                            Cottage #239255vb
                                                                                            7
                                                                                            Viewed 26 times in the last 48 hours
                                                                                              Excellent! 4.3/5
                                                                                              (7 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 4
                                                                                              Cottage #192030
                                                                                              7
                                                                                              Viewed 10 times in the last 48 hours
                                                                                                • 4 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 8
                                                                                                Cottage #4011102
                                                                                                  Wonderful! 4.8/5
                                                                                                  (14 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 1 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 6
                                                                                                  Cottage #257809
                                                                                                  14
                                                                                                  Viewed 5 times in the last 48 hours
                                                                                                    Excellent! 4.7/5
                                                                                                    (19 reviews)
                                                                                                    $86
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 8
                                                                                                    Cottage #129107
                                                                                                    19
                                                                                                    Viewed 12 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 13 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Chebeague Island Reviews

                                                                                                      Wonderful Thanksgiving holiday! Even saw a Moose!

                                                                                                      5 of 5
                                                                                                      We had a Wonderful time with our family at this home over Thanksgiving. It was Spacious and well-stocked, everything we needed. The owners were great to work with and very responsive. Definitely recommend!
                                                                                                      • Submitted: Dec 5, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Bright & Convenient Cottage with Waterviews!

                                                                                                      5 of 5
                                                                                                      My partner, our friend and I rented this cottage because we wanted to be on the beach, yet within a 10 min. drive of downtown Portland. It was perfect! The house itself is bright and spanking clean, with a full range of amenities (wifi, etc), newly renovated kitchen and bathrooms, and comfortable bedding. Michael, the owner, was pleasant and very helpful--it was nice that he met us himself to give us a tour. And we were indeed just steps from lovely Willard Beach (beloved of dogs and their owners) and downtown Portland was less than 10 min. by car. I can't recommend it too highly--it's a gem!
                                                                                                      • Submitted: Nov 23, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Perfect Spot

                                                                                                      5 of 5
                                                                                                      This house was just perfect for a group of friends and I looking to explore the Portland area. We wanted somewhere outside of town for a bit more privacy than the city would entail. The house was very clean and comfortable. The central living area made for a comfortable spot to relax and enjoy our time. The outside area in the backyard was very nice - we would have spent more time outside if the weather was a little warmer. Rob was very responsive in setting up our stay and provided some great recommendations for activities in the area. Highly recommended!
                                                                                                      • Submitted: Nov 14, 2016
                                                                                                      • Stayed: Nov 2016