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Additional fees apply. Taxes may be added.
    Exceptional! 5/5
    (6 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 6
    Farmhouse #4055121
    6
    Viewed 15 times in the last 48 hours
      avg/night
      • 4 BR
      • 2 BA
      • 1 HF BA
      • Sleeps 12
      House #3540922
      3
      Viewed 10 times in the last 48 hours
        Wonderful! 4.8/5
        (5 reviews)
        avg/night
        • 3 BR
        • 1 BA
        • 1 HF BA
        • Sleeps 8
        House #3801704
        5
        Viewed 6 times in the last 48 hours
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 8
          House #500712vb
          3
          Viewed 26 times in the last 48 hours
            • 3 BR
            • 2 BA
            • Sleeps 5
            House #628732vb
            2
              Wonderful! 4.9/5
              (37 reviews)
              avg/night
              • 2 BR
              • 1 BA
              • 1 HF BA
              • Sleeps 6
              Cottage #144916
              37
              Viewed 86 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 55 times in the last 48 hours
                  $80
                  avg/night
                  • 1 BR
                  • 1 BA
                  • Sleeps 2
                  Apartment #4222309
                  1
                  Viewed 44 times in the last 48 hours
                    Wonderful! 4.9/5
                    (79 reviews)
                    avg/night
                    • 3 BR
                    • 1 BA
                    • 1 HF BA
                    • Sleeps 5
                    Cottage #953622
                    79
                    Viewed 54 times in the last 48 hours
                      Wonderful! 4.8/5
                      (30 reviews)
                      avg/night
                      • 1 BR
                      • 1 BA
                      • Sleeps 2
                      Cottage #138154vb
                      30
                      Viewed 86 times in the last 48 hours
                        Wonderful! 4.9/5
                        (24 reviews)
                        $76
                        avg/night
                        • 2 BR
                        • 1 BA
                        • Sleeps 6
                        Condo #3538570
                        24
                        Viewed 35 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 28 times in the last 48 hours
                            Exceptional! 5/5
                            (34 reviews)
                            avg/night
                            • 2 BR
                            • 2 BA
                            • Sleeps 4
                            Apartment #3967410
                            34
                            Viewed 49 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 39 times in the last 48 hours
                                Wonderful! 4.9/5
                                (13 reviews)
                                avg/night
                                • 2 BR
                                • 2 BA
                                • Sleeps 5
                                Cottage #3897642
                                13
                                Viewed 96 times in the last 48 hours
                                  Excellent! 4.6/5
                                  (13 reviews)
                                  avg/night
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 2
                                  Condo #4238604
                                  13
                                  Viewed 35 times in the last 48 hours
                                    Exceptional! 5/5
                                    (31 reviews)
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • 1 HF BA
                                    • Sleeps 8
                                    House #3785458
                                    31
                                    Viewed 56 times in the last 48 hours
                                      Exceptional! 5/5
                                      (85 reviews)
                                      avg/night
                                      • 2 BR
                                      • 1 BA
                                      • 1 HF BA
                                      • Sleeps 4
                                      Bungalow #973608
                                      85
                                      Viewed 40 times in the last 48 hours
                                        Exceptional! 5/5
                                        (65 reviews)
                                        avg/night
                                        • Studio
                                        • 1 BA
                                        • Sleeps 2
                                        Apartment #3780374
                                        65
                                        Viewed 40 times in the last 48 hours
                                          Exceptional! 5/5
                                          (20 reviews)
                                          avg/night
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 6
                                          Apartment #897262vb
                                          20
                                          Viewed 30 times in the last 48 hours
                                            Exceptional! 5/5
                                            (27 reviews)
                                            avg/night
                                            • 4 BR
                                            • 2 BA
                                            • 1 HF BA
                                            • Sleeps 10
                                            House #699034vb
                                            27
                                            Viewed 96 times in the last 48 hours
                                              Wonderful! 4.9/5
                                              (16 reviews)
                                              $94
                                              avg/night
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 2
                                              Apartment #24126vb
                                              16
                                              Viewed 48 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 51 times in the last 48 hours
                                                  Exceptional! 5/5
                                                  (29 reviews)
                                                  avg/night
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  Condo #871843vb
                                                  29
                                                  Viewed 34 times in the last 48 hours
                                                    Exceptional! 5/5
                                                    (7 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 5
                                                    House #914110vb
                                                    7
                                                    Viewed 40 times in the last 48 hours
                                                      Exceptional! 5/5
                                                      (7 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 1 BA
                                                      • 1 HF BA
                                                      • Sleeps 6
                                                      Cottage #833864vb
                                                      7
                                                      Viewed 18 times in the last 48 hours
                                                        Wonderful! 4.9/5
                                                        (32 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        Cottage #656539vb
                                                        32
                                                        Viewed 17 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
                                                            Wonderful! 4.8/5
                                                            (12 reviews)
                                                            avg/night
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 2
                                                            House #12490vb
                                                            12
                                                            Viewed 18 times in the last 48 hours
                                                              Exceptional! 5/5
                                                              (19 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              House #714816vb
                                                              19
                                                              Viewed 24 times in the last 48 hours
                                                                Wonderful! 4.9/5
                                                                (22 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 4
                                                                Bungalow #669441vb
                                                                22
                                                                Viewed 15 times in the last 48 hours
                                                                  Exceptional! 5/5
                                                                  (30 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 4
                                                                  Apartment #3953635
                                                                  30
                                                                  Viewed 33 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (30 reviews)
                                                                    avg/night
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 2
                                                                    Apartment #499096vb
                                                                    30
                                                                    Viewed 42 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 12 times in the last 48 hours
                                                                        Exceptional! 5/5
                                                                        (28 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        House #962008
                                                                        28
                                                                        Viewed 70 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (18 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • Sleeps 8
                                                                          Cottage #668910vb
                                                                          18
                                                                          Viewed 62 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (10 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 6
                                                                            Apartment #4208745
                                                                            10
                                                                            Viewed 39 times in the last 48 hours
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 4
                                                                              Apartment #4311812
                                                                              1
                                                                              Viewed 37 times in the last 48 hours
                                                                                Wonderful! 4.8/5
                                                                                (8 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                Apartment #491011vb
                                                                                8
                                                                                Viewed 10 times in the last 48 hours
                                                                                  Exceptional! 5/5
                                                                                  (52 reviews)
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Apartment #3780005
                                                                                  52
                                                                                  Viewed 15 times in the last 48 hours
                                                                                    Excellent! 4.5/5
                                                                                    (4 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 8
                                                                                    Cottage #885706vb
                                                                                    4
                                                                                    Viewed 14 times in the last 48 hours
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 4
                                                                                      House #4053524
                                                                                      3
                                                                                      Viewed 34 times in the last 48 hours
                                                                                        Exceptional! 5/5
                                                                                        (22 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 6
                                                                                        House #333233vb
                                                                                        22
                                                                                        Viewed 24 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
                                                                                            (26 reviews)
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 10
                                                                                            House #232136
                                                                                            26
                                                                                            Viewed 30 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (9 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 6
                                                                                              Cottage #24124vb
                                                                                              9
                                                                                              Viewed 29 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (49 reviews)
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 13
                                                                                                House #333300vb
                                                                                                49
                                                                                                Viewed 37 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 30 times in the last 48 hours
                                                                                                    Exceptional! 5/5
                                                                                                    (6 reviews)
                                                                                                    avg/night
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    Cottage #4169887
                                                                                                    6
                                                                                                    Viewed 69 times in the last 48 hours
                                                                                                      Exceptional! 5/5
                                                                                                      (26 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 6
                                                                                                      House #3945398
                                                                                                      26
                                                                                                      Viewed 15 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Chebeague Island: Vacation Rentals (571)

                                                                                                       

                                                                                                      Recent Chebeague Island Reviews

                                                                                                      Charming, cozy cottage by the sea

                                                                                                      5 of 5
                                                                                                      My husband and I were looking for a quiet, pleasant spot to relax for a few days and luckily, we chose Ocean Breeze. We arrived a day before a major late winter blizzard and enjoyed watching the snow building and the winds whipping outside the many-windowed cottage while we were safe and warm inside. It was the perfect place to be on a snowy day since we could relax, read, snooze, cook and sip some adult beverages. The next few bright and sunny days we enjoyed the walks on the nearby Willard Beach and the overall pleasant atmosphere of the neighborhood. Of course, we visited the famous Scratch Bakery and convinced ourselves that, because we were on vacation, none of those calories would count. The charming city of Portland is a ten minute drive and worth the trip if you haven't been there before. A great foodie town. The cottage itself is lovely...clean, pleasantly furnished with comfy couches and beds and just perfect for us. Michael is an attentive host and made sure we had everything we needed. In short, Ocean Breeze is a treasure. Thank you, Mike!
                                                                                                      • Submitted: Mar 22, 2017
                                                                                                      • Stayed: Mar 2017

                                                                                                      Lovely Stay

                                                                                                      4 of 5
                                                                                                      Cute little cottage in the most amazing little beach community.
                                                                                                      • Submitted: Mar 11, 2017
                                                                                                      • Stayed: Mar 2017

                                                                                                      Great place!!!

                                                                                                      5 of 5
                                                                                                      This was a great place to stay, Clean, quiet, and very convenient to all areas. Great restaurants and bakeries near by. Bonus the bakeries here sell wine, also you have to try the Italian place right around the corner it is wonderful. Park is just a short walk away. We enjoyed our stay greatly
                                                                                                      • Submitted: Mar 9, 2017
                                                                                                      • Stayed: Feb 2017