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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 9 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 16 times in the last 48 hours
          Exceptional! 5.0/5
          (6 reviews)
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 6
          Farmhouse #4055121
          6
          Viewed 14 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 43 times in the last 48 hours
              avg/night
              • 4 BR
              • 2 BA
              • 1 HF BA
              • Sleeps 8
              House #4232093
              4
              Viewed 24 times in the last 48 hours
                Wonderful! 4.9/5
                (77 reviews)
                avg/night
                • 3 BR
                • 1 BA
                • 1 HF BA
                • Sleeps 5
                Cottage #953622
                77
                Viewed 32 times in the last 48 hours
                  Excellent! 4.6/5
                  (19 reviews)
                  avg/night
                  • 1 BR
                  • 1 BA
                  • 1 HF BA
                  • Sleeps 5
                  Condo #3944741
                  19
                  Viewed 48 times in the last 48 hours
                    $42
                    avg/night
                    • 1 BR
                    • 1 BA
                    • Sleeps 2
                    Apartment #4222309
                    1
                    Viewed 18 times in the last 48 hours
                      Wonderful! 4.8/5
                      (30 reviews)
                      avg/night
                      • 1 BR
                      • 1 BA
                      • Sleeps 2
                      Cottage #138154vb
                      30
                      Viewed 64 times in the last 48 hours
                        Exceptional! 5.0/5
                        (31 reviews)
                        avg/night
                        • 2 BR
                        • 2 BA
                        • Sleeps 4
                        Apartment #3967410
                        31
                        Viewed 59 times in the last 48 hours
                          Exceptional! 5.0/5
                          (65 reviews)
                          avg/night
                          • Studio
                          • 1 BA
                          • Sleeps 2
                          Apartment #3780374
                          65
                          Viewed 38 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 69 times in the last 48 hours
                              Exceptional! 5.0/5
                              (25 reviews)
                              avg/night
                              • 4 BR
                              • 2 BA
                              • 1 HF BA
                              • Sleeps 10
                              House #699034vb
                              25
                              Viewed 92 times in the last 48 hours
                                Exceptional! 5.0/5
                                (28 reviews)
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Sleeps 6
                                House #962008
                                28
                                Viewed 71 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 86 times in the last 48 hours
                                    Exceptional! 5.0/5
                                    (83 reviews)
                                    avg/night
                                    • 2 BR
                                    • 1 BA
                                    • 1 HF BA
                                    • Sleeps 4
                                    Bungalow #973608
                                    83
                                    Viewed 33 times in the last 48 hours
                                      Wonderful! 4.9/5
                                      (32 reviews)
                                      avg/night
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 4
                                      Cottage #656539vb
                                      32
                                      Viewed 30 times in the last 48 hours
                                        Exceptional! 5.0/5
                                        (19 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        House #714816vb
                                        19
                                        Viewed 24 times in the last 48 hours
                                          Excellent! 4.6/5
                                          (13 reviews)
                                          avg/night
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 2
                                          Condo #4238604
                                          13
                                          Viewed 44 times in the last 48 hours
                                            Wonderful! 4.9/5
                                            (40 reviews)
                                            $96
                                            avg/night
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 4
                                            House #3827615
                                            40
                                            Viewed 21 times in the last 48 hours
                                              Exceptional! 5.0/5
                                              (29 reviews)
                                              avg/night
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 5
                                              House #425046vb
                                              29
                                                Wonderful! 4.9/5
                                                (30 reviews)
                                                avg/night
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 2
                                                Apartment #499096vb
                                                30
                                                Viewed 12 times in the last 48 hours
                                                  Wonderful! 4.9/5
                                                  (16 reviews)
                                                  avg/night
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 2
                                                  Apartment #24126vb
                                                  16
                                                  Viewed 21 times in the last 48 hours
                                                    Exceptional! 5.0/5
                                                    (7 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • 1 BA
                                                    • 1 HF BA
                                                    • Sleeps 6
                                                    Cottage #833864vb
                                                    7
                                                    Viewed 16 times in the last 48 hours
                                                      Exceptional! 5.0/5
                                                      (30 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 4
                                                      Apartment #3953635
                                                      30
                                                      Viewed 28 times in the last 48 hours
                                                        Excellent! 4.4/5
                                                        (8 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 4
                                                        Cottage #192030
                                                        8
                                                        Viewed 26 times in the last 48 hours
                                                          Wonderful! 4.8/5
                                                          (26 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 3 BA
                                                          • Sleeps 10
                                                          House #232136
                                                          26
                                                          Viewed 43 times in the last 48 hours
                                                            Wonderful! 4.9/5
                                                            (21 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 4
                                                            Bungalow #669441vb
                                                            21
                                                            Viewed 17 times in the last 48 hours
                                                              Exceptional! 5.0/5
                                                              (48 reviews)
                                                              avg/night
                                                              • 4 BR
                                                              • 2 BA
                                                              • Sleeps 13
                                                              House #333300vb
                                                              48
                                                              Viewed 32 times in the last 48 hours
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 4
                                                                House #4053524
                                                                3
                                                                Viewed 11 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (17 reviews)
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 8
                                                                  Cottage #668910vb
                                                                  17
                                                                  Viewed 27 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (17 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 6
                                                                    Apartment #897262vb
                                                                    17
                                                                    Viewed 43 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (26 reviews)
                                                                      avg/night
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • Sleeps 10
                                                                      Cottage #153919vb
                                                                      26
                                                                      Viewed 62 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (10 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 3 BA
                                                                        • Sleeps 6
                                                                        House #746656vb
                                                                        10
                                                                        Viewed 12 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (21 reviews)
                                                                          avg/night
                                                                          • 5 BR
                                                                          • 4 BA
                                                                          • Sleeps 12
                                                                          House #3751251
                                                                          21
                                                                          Viewed 140 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (13 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Cottage #735915vb
                                                                            13
                                                                            Viewed 27 times in the last 48 hours
                                                                              Wonderful! 4.8/5
                                                                              (5 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              Condo #619872vb
                                                                              5
                                                                              Viewed 13 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (37 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 1 HF BA
                                                                                • Sleeps 4
                                                                                Townhome #3684592
                                                                                37
                                                                                Viewed 18 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (19 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 1 HF BA
                                                                                  • Sleeps 4
                                                                                  Townhome #3723457
                                                                                  19
                                                                                  Viewed 9 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (18 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 6
                                                                                    Cottage #3001385
                                                                                    18
                                                                                    Viewed 65 times in the last 48 hours
                                                                                      Wonderful! 4.8/5
                                                                                      (20 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 5
                                                                                      House #464656vb
                                                                                      20
                                                                                      Viewed 27 times in the last 48 hours
                                                                                        Exceptional! 5.0/5
                                                                                        (52 reviews)
                                                                                        avg/night
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 4
                                                                                        Apartment #3780005
                                                                                        52
                                                                                        Viewed 15 times in the last 48 hours
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 8
                                                                                          Cottage #885706vb
                                                                                          3
                                                                                          Viewed 18 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (11 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 7
                                                                                            Cottage #593876vb
                                                                                            11
                                                                                            Viewed 5 times in the last 48 hours
                                                                                              Wonderful! 4.8/5
                                                                                              (10 reviews)
                                                                                              avg/night
                                                                                              • 5 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 15
                                                                                              House #150051
                                                                                              10
                                                                                              Viewed 50 times in the last 48 hours
                                                                                                Wonderful! 4.8/5
                                                                                                (23 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Apartment #599460vb
                                                                                                23
                                                                                                Viewed 50 times in the last 48 hours
                                                                                                  Wonderful! 4.8/5
                                                                                                  (12 reviews)
                                                                                                  avg/night
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 2
                                                                                                  House #12490vb
                                                                                                  12
                                                                                                  Viewed 14 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (20 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 5
                                                                                                    Condo #660098vb
                                                                                                    20
                                                                                                    Viewed 5 times in the last 48 hours
                                                                                                      Wonderful! 4.9/5
                                                                                                      (49 reviews)
                                                                                                      $80
                                                                                                      avg/night
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      Cottage #251834vb
                                                                                                      49
                                                                                                      Viewed 51 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Chebeague Island: Vacation Rentals (513)

                                                                                                       

                                                                                                      Recent Chebeague Island Reviews

                                                                                                      Very nice!

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

                                                                                                      Very Nice Place

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

                                                                                                      Perfectly situated with gorgeous views

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