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    avg/night
    • 4 BR
    • 2 BA
    • 1 HF BA
    • Sleeps 12
    House #3540922
    3
    Viewed 9 times in the last 48 hours
      • 3 BR
      • 1 BA
      • 1 HF BA
      • Sleeps 8
      House #3801704
      5
        • 3 BR
        • 2 BA
        • Sleeps 5
        House #628732vb
        2
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 8
          House #500712vb
          3
          Viewed 9 times in the last 48 hours
            Excellent! 4.5/5
            (4 reviews)
            avg/night
            • 4 BR
            • 2 BA
            • 1 HF BA
            • Sleeps 8
            House #4232093
            4
            Viewed 28 times in the last 48 hours
              Wonderful! 4.9/5
              (15 reviews)
              avg/night
              • 4 BR
              • 3 BA
              • 2 HF BA
              • Sleeps 10
              House #852940vb
              15
              Viewed 58 times in the last 48 hours
                Exceptional! 5/5
                (26 reviews)
                avg/night
                • 4 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 10
                House #699034vb
                26
                Viewed 94 times in the last 48 hours
                  Exceptional! 5/5
                  (29 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • 1 HF BA
                  • Sleeps 8
                  House #3785458
                  29
                  Viewed 70 times in the last 48 hours
                    Wonderful! 4.9/5
                    (40 reviews)
                    $95
                    avg/night
                    • 2 BR
                    • 1 BA
                    • Sleeps 4
                    House #3827615
                    40
                    Viewed 46 times in the last 48 hours
                      Exceptional! 5/5
                      (22 reviews)
                      avg/night
                      • 5 BR
                      • 2 BA
                      • 1 HF BA
                      • Sleeps 12
                      House #273305vb
                      22
                      Viewed 118 times in the last 48 hours
                        Wonderful! 4.8/5
                        (12 reviews)
                        avg/night
                        • 1 BR
                        • 1 BA
                        • Sleeps 2
                        House #12490vb
                        12
                        Viewed 26 times in the last 48 hours
                          Exceptional! 5/5
                          (28 reviews)
                          avg/night
                          • 3 BR
                          • 2 BA
                          • Sleeps 6
                          House #962008
                          28
                          Viewed 57 times in the last 48 hours
                            avg/night
                            • 2 BR
                            • 2 BA
                            • Sleeps 4
                            House #4053524
                            3
                            Viewed 13 times in the last 48 hours
                              Wonderful! 4.8/5
                              (26 reviews)
                              avg/night
                              • 4 BR
                              • 3 BA
                              • Sleeps 10
                              House #232136
                              26
                              Viewed 63 times in the last 48 hours
                                Wonderful! 4.9/5
                                (49 reviews)
                                avg/night
                                • 4 BR
                                • 2 BA
                                • Sleeps 13
                                House #333300vb
                                49
                                Viewed 77 times in the last 48 hours
                                  Exceptional! 5/5
                                  (19 reviews)
                                  avg/night
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 4
                                  House #714816vb
                                  19
                                  Viewed 29 times in the last 48 hours
                                    Exceptional! 5/5
                                    (6 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 5
                                    House #914110vb
                                    6
                                    Viewed 52 times in the last 48 hours
                                      Wonderful! 4.9/5
                                      (10 reviews)
                                      avg/night
                                      • 3 BR
                                      • 3 BA
                                      • Sleeps 6
                                      House #746656vb
                                      10
                                      Viewed 20 times in the last 48 hours
                                        Wonderful! 4.8/5
                                        (10 reviews)
                                        avg/night
                                        • 5 BR
                                        • 2 BA
                                        • Sleeps 15
                                        House #150051
                                        10
                                        Viewed 38 times in the last 48 hours
                                          Exceptional! 5/5
                                          (21 reviews)
                                          avg/night
                                          • 5 BR
                                          • 4 BA
                                          • Sleeps 12
                                          House #3751251
                                          21
                                          Viewed 101 times in the last 48 hours
                                            Exceptional! 5/5
                                            (22 reviews)
                                            avg/night
                                            • 3 BR
                                            • 3 BA
                                            • Sleeps 6
                                            House #333233vb
                                            22
                                            Viewed 23 times in the last 48 hours
                                              Wonderful! 4.8/5
                                              (20 reviews)
                                              avg/night
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 4
                                              House #597466vb
                                              20
                                              Viewed 18 times in the last 48 hours
                                                Exceptional! 5/5
                                                (11 reviews)
                                                avg/night
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 8
                                                House #361866
                                                11
                                                Viewed 23 times in the last 48 hours
                                                  Wonderful! 4.8/5
                                                  (20 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 5
                                                  House #464656vb
                                                  20
                                                  Viewed 40 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 5 times in the last 48 hours
                                                      Exceptional! 5/5
                                                      (26 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 1 BA
                                                      • Sleeps 6
                                                      House #3945398
                                                      26
                                                      Viewed 16 times in the last 48 hours
                                                        Wonderful! 4.8/5
                                                        (4 reviews)
                                                        avg/night
                                                        • 4 BR
                                                        • 2 BA
                                                        • Sleeps 8
                                                        House #740086vb
                                                        4
                                                        Viewed 27 times in the last 48 hours
                                                          Exceptional! 5/5
                                                          (6 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          House #4263454
                                                          6
                                                          Viewed 20 times in the last 48 hours
                                                            Excellent! 4.7/5
                                                            (22 reviews)
                                                            avg/night
                                                            • Studio
                                                            • 2 BA
                                                            • Sleeps 6
                                                            House #3922300
                                                            22
                                                            Viewed 32 times in the last 48 hours
                                                              Excellent! 4.7/5
                                                              (24 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              House #11932vb
                                                              24
                                                              Viewed 34 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 69 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (7 reviews)
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                  House #3985774
                                                                  7
                                                                  Viewed 20 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 69 times in the last 48 hours
                                                                      Exceptional! 5/5
                                                                      (17 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 9
                                                                      House #686629vb
                                                                      17
                                                                      Viewed 24 times in the last 48 hours
                                                                        Exceptional! 5/5
                                                                        (17 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 3 BA
                                                                        • Sleeps 8
                                                                        House #287481
                                                                        17
                                                                        Viewed 40 times in the last 48 hours
                                                                          Wonderful! 4.8/5
                                                                          (12 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • Sleeps 11
                                                                          House #720224vb
                                                                          12
                                                                          Viewed 38 times in the last 48 hours
                                                                            Exceptional! 5/5
                                                                            (8 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            House #3959925
                                                                            8
                                                                            Viewed 31 times in the last 48 hours
                                                                              Very Good! 4.1/5
                                                                              (8 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 8
                                                                              House #3015202
                                                                              8
                                                                              Viewed 57 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 35 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
                                                                                    Wonderful! 4.8/5
                                                                                    (6 reviews)
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 10
                                                                                    House #656978vb
                                                                                    6
                                                                                    Viewed 41 times in the last 48 hours
                                                                                      avg/night
                                                                                      • 6 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 16
                                                                                      House #4193423
                                                                                      3
                                                                                      Viewed 30 times in the last 48 hours
                                                                                        Exceptional! 5/5
                                                                                        (5 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 3 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 8
                                                                                        House #918265vb
                                                                                        5
                                                                                        Viewed 41 times in the last 48 hours
                                                                                          Wonderful! 4.8/5
                                                                                          (49 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 7
                                                                                          House #132471
                                                                                          49
                                                                                          Viewed 67 times in the last 48 hours
                                                                                            Excellent! 4.7/5
                                                                                            (24 reviews)
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            House #295408vb
                                                                                            24
                                                                                            Viewed 7 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 32 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (38 reviews)
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 2 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 11
                                                                                                House #691643vb
                                                                                                38
                                                                                                Viewed 36 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 6 BR
                                                                                                  • 4 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 10
                                                                                                  House #4070859
                                                                                                  1
                                                                                                  Viewed 15 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (16 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 10
                                                                                                    House #186651
                                                                                                    16
                                                                                                    Viewed 69 times in the last 48 hours
                                                                                                      Exceptional! 5/5
                                                                                                      (5 reviews)
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 8
                                                                                                      House #598102vb
                                                                                                      5
                                                                                                      Viewed 30 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Chebeague Island: House Rentals (415)

                                                                                                       

                                                                                                      Recent Chebeague Island Reviews

                                                                                                      Wonderful Oceanside winter weekend.

                                                                                                      5 of 5
                                                                                                      A group of us, family and friends, celebrated the new year in this beautiful spacious Freeport home. The ocean wrapped around most of the house - predominantly cliffs of glacial boulder on one side and stairs that lead down to a small sandy beach on another side. Since it was winter we did not get to use the long pier but it's there for you. The kids went sledding and built a fort. We hiked through snowy fields and forest and along the ocean bluff, just by stepping out the front door. The bedrooms were comfortable and the one with no ocean view was my daughter's favorite. The entire place had a great energy about it. The town lost power but we didn't know because a generator took over which was very much appreciated. There is a lot of room for a large group to sit in the open dining area to cook, play games and talk. Plenty of chairs, sofas, a daybed, surrounded by window after window with the most breathtaking ocean views. Lots of little nooks for the the children to play in with a variety of games and puzzles for them in a trunk. There is an extensive collection of books, many of them on history and anthropology. I could've read the entire winter away, cuddled up by the fire and watching the seabirds paddle by. It is a truly spectacular sanctuary.
                                                                                                      • Submitted: Jan 31, 2017
                                                                                                      • Stayed: Dec 2016

                                                                                                      A lovely home

                                                                                                      5 of 5
                                                                                                      We really enjoyed our stay in this South Portland home. We were in town for a family get-together and found this house very comfortable in every way. The rooms were spacious and nicely decorated. The beds were comfortable and the linens and pillows high quality. Unlike many other rentals we have visited, this one included so many essentials, like dish soap, toilet paper, paper towels and trash bags. The manager was accommodating and helpful when we needed an early check-in time. The kitchen is beautiful and modern and very well stocked with terrific cooking tools, including sharp knives! The 2 1/2 bathrooms were beautiful, and the whole place was spotlessly clean. My daughter had to work from the house one day, and found the little desk/computer area in one of the sunny bedrooms just delightful and efficient. Another plus is port-a-crib, changing table and high chair, which we didn't need this trip but maybe next time. A great location too, close to Willard Beach and an easy drive to Portland and the airport. We hope to be able to come back soon. Thank you for making our stay so enjoyable!
                                                                                                      • Submitted: Jan 29, 2017
                                                                                                      • Stayed: Jan 2017

                                                                                                      Very Nice Place

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