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  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    avg/night
    • 4 BR
    • 2 BA
    • 1 HF BA
    • Sleeps 12
    House #3540922
    3
    Viewed 6 times in the last 48 hours
      • 3 BR
      • 2 BA
      • Sleeps 5
      House #628732vb
      2
        Wonderful! 4.8/5
        (5 reviews)
        avg/night
        • 3 BR
        • 1 BA
        • 1 HF BA
        • Sleeps 8
        House #3801704
        5
        Viewed 8 times in the last 48 hours
          avg/night
          • 4 BR
          • 2 BA
          • 1 HF BA
          • Sleeps 8
          House #4232093
          4
          Viewed 25 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
              (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
                  • 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
                      (19 reviews)
                      avg/night
                      • 2 BR
                      • 1 BA
                      • Sleeps 4
                      House #714816vb
                      19
                      Viewed 53 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
                          Exceptional! 5.0/5
                          (29 reviews)
                          avg/night
                          • 2 BR
                          • 1 BA
                          • Sleeps 5
                          House #425046vb
                          29
                            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
                              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
                                  (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
                                      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
                                        (6 reviews)
                                        avg/night
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 5
                                        House #914110vb
                                        6
                                        Viewed 49 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! 4.8/5
                                            (12 reviews)
                                            avg/night
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 2
                                            House #12490vb
                                            12
                                            Viewed 8 times in the last 48 hours
                                              Wonderful! 4.9/5
                                              (7 reviews)
                                              avg/night
                                              • 4 BR
                                              • 2 BA
                                              • Sleeps 8
                                              House #3985774
                                              7
                                              Viewed 24 times in the last 48 hours
                                                Exceptional! 5.0/5
                                                (17 reviews)
                                                avg/night
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 9
                                                House #686629vb
                                                17
                                                Viewed 63 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (26 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 1 BA
                                                  • Sleeps 6
                                                  House #3945398
                                                  26
                                                  Viewed 18 times in the last 48 hours
                                                    Excellent! 4.7/5
                                                    (24 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    House #11932vb
                                                    24
                                                    Viewed 26 times in the last 48 hours
                                                      Exceptional! 5.0/5
                                                      (22 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 3 BA
                                                      • Sleeps 6
                                                      House #333233vb
                                                      22
                                                      Viewed 38 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (11 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 8
                                                        House #361866
                                                        11
                                                        Viewed 26 times in the last 48 hours
                                                          Wonderful! 4.8/5
                                                          (6 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 2 BA
                                                          • Sleeps 10
                                                          House #656978vb
                                                          6
                                                          Viewed 60 times in the last 48 hours
                                                            Wonderful! 4.8/5
                                                            (12 reviews)
                                                            avg/night
                                                            • 4 BR
                                                            • 2 BA
                                                            • Sleeps 11
                                                            House #720224vb
                                                            12
                                                            Viewed 21 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (37 reviews)
                                                              avg/night
                                                              • 4 BR
                                                              • 2 BA
                                                              • 1 HF BA
                                                              • Sleeps 11
                                                              House #691643vb
                                                              37
                                                              Viewed 72 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 43 times in the last 48 hours
                                                                  Wonderful! 4.8/5
                                                                  (20 reviews)
                                                                  avg/night
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  House #597466vb
                                                                  20
                                                                  Viewed 32 times in the last 48 hours
                                                                    Excellent! 4.7/5
                                                                    (21 reviews)
                                                                    avg/night
                                                                    • Studio
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    House #3922300
                                                                    21
                                                                    Viewed 26 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (8 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      House #3959925
                                                                      8
                                                                      Viewed 43 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (13 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        House #589984vb
                                                                        13
                                                                        Viewed 26 times in the last 48 hours
                                                                          Very Good! 4.1/5
                                                                          (8 reviews)
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 1 BA
                                                                          • Sleeps 6
                                                                          House #281502vb
                                                                          8
                                                                          Viewed 6 times in the last 48 hours
                                                                            Wonderful! 4.8/5
                                                                            (8 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            House #719947vb
                                                                            8
                                                                            Viewed 27 times in the last 48 hours
                                                                              Exceptional! 5.0/5
                                                                              (17 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 3 BA
                                                                              • Sleeps 8
                                                                              House #287481
                                                                              17
                                                                              Viewed 69 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (9 reviews)
                                                                                avg/night
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 10
                                                                                House #474392vb
                                                                                9
                                                                                Viewed 49 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 11 times in the last 48 hours
                                                                                    • 4 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 8
                                                                                    House #740086vb
                                                                                    4
                                                                                    Viewed 15 times in the last 48 hours
                                                                                      Wonderful! 4.8/5
                                                                                      (48 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 7
                                                                                      House #132471
                                                                                      48
                                                                                      Viewed 118 times in the last 48 hours
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        House #295408vb
                                                                                        24
                                                                                          Exceptional! 5.0/5
                                                                                          (6 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          House #4263454
                                                                                          6
                                                                                          Viewed 19 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (20 reviews)
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 1 BA
                                                                                            • 2 HF BA
                                                                                            • Sleeps 9
                                                                                            House #4019326
                                                                                            20
                                                                                            Viewed 76 times in the last 48 hours
                                                                                              Exceptional! 5.0/5
                                                                                              (5 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 3 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 8
                                                                                              House #918265vb
                                                                                              5
                                                                                              Viewed 55 times in the last 48 hours
                                                                                                Excellent! 4.6/5
                                                                                                (13 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 6
                                                                                                House #593166vb
                                                                                                13
                                                                                                Viewed 16 times in the last 48 hours
                                                                                                  Excellent! 4.7/5
                                                                                                  (13 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 10
                                                                                                  House #945780
                                                                                                  13
                                                                                                  Viewed 35 times in the last 48 hours
                                                                                                    Wonderful! 4.8/5
                                                                                                    (12 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    House #608597vb
                                                                                                    12
                                                                                                    Viewed 18 times in the last 48 hours
                                                                                                      avg/night
                                                                                                      • 6 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 16
                                                                                                      House #4193423
                                                                                                      3
                                                                                                      Viewed 36 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Chebeague Island: House Rentals (410)

                                                                                                       

                                                                                                      Recent Chebeague Island Reviews

                                                                                                      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

                                                                                                      Heavenly! Perfection!

                                                                                                      5 of 5
                                                                                                      Cannot recommend highly enough! Beautiful views, clean soft beds, lovely warm decor. We stayed for a long weekend with family to celebrate a birthday. We were a total of ten people including three kids, three couples, and one single. It was absolutely perfect for our needs--rooms were private and allowed for people to get away when needed. Walking distance to the beach. No restaurants were open so can't comment on that but there are several within walking distance. We do Homeaway rentals most years for vacations, and this was by far the most superior stay we have ever done. We were there in the cold of winter, and would definitely be back in any season. Thank you!!!
                                                                                                      • Submitted: Jan 16, 2017
                                                                                                      • Stayed: Jan 2017

                                                                                                      Cozy cottage for family and friends!

                                                                                                      5 of 5
                                                                                                      My wife and I stayed at this lovely cottage in South Portland in January while visiting our daughter who lives in Portland. The house was clean, with a vey nice, up to date kitchen, a comfortable living room with a fireplace (which came in handy since the temp got down to 6 degrees one morning). The Danish have a word for a place that is beyond cozy, "Hygge". This house tucked into a beautiful neighborhood a short walk from Willard beach is Hygge!
                                                                                                      • Submitted: Jan 12, 2017
                                                                                                      • Stayed: Jan 2017