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  • Showing 1-50 of 300+
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Additional fees apply. Taxes may be added.
    Exceptional! 5/5
    (6 reviews)
    avg/night
    Farmhouse #4055121
    • 3 BR
    • 2 BA
    • Sleeps 6
    6
    Viewed 23 times in the last 48 hours

    Confirmation within 24 hours

    Your booking request will be confirmed or denied within 24 hours.

      Wonderful! 4.8/5
      (5 reviews)
      avg/night
      House #3801704
      • 3 BR
      • 1 BA
      • 1 HF BA
      • Sleeps 8
      5
      Viewed 18 times in the last 48 hours

      Confirmation within 24 hours

      Your booking request will be confirmed or denied within 24 hours.

        avg/night
        House #500712vb
        • 3 BR
        • 2 BA
        • Sleeps 8
        4
        Viewed 16 times in the last 48 hours

        Confirmation within 24 hours

        Your booking request will be confirmed or denied within 24 hours.

          House #896161vb
          • 3 BR
          • 1 BA
          • 1 HF BA
          • Sleeps 6
          1
          Viewed 14 times in the last 48 hours

          Confirmation within 24 hours

          Your booking request will be confirmed or denied within 24 hours.

            House #628732vb
            • 3 BR
            • 2 BA
            • Sleeps 5
            2

            Confirmation within 24 hours

            Your booking request will be confirmed or denied within 24 hours.

              avg/night
              Cottage #292966
              • 2 BR
              • 1 BA
              • Sleeps 5
              2
              Viewed 26 times in the last 48 hours

              Confirmation within 24 hours

              Your booking request will be confirmed or denied within 24 hours.

                Cottage #128182
                • 2 BR
                • Sleeps 4
                Viewed 15 times in the last 48 hours

                Confirmation within 24 hours

                Your booking request will be confirmed or denied within 24 hours.

                  Wonderful! 4.9/5
                  (37 reviews)
                  avg/night
                  Cottage #144916
                  • 2 BR
                  • 1 BA
                  • 1 HF BA
                  • Sleeps 6
                  37
                  Viewed 163 times in the last 48 hours

                  Confirmation within 24 hours

                  Your booking request will be confirmed or denied within 24 hours.

                    Excellent! 4.6/5
                    (5 reviews)
                    avg/night
                    House #4232093
                    • 4 BR
                    • 2 BA
                    • 1 HF BA
                    • Sleeps 8
                    5
                    Viewed 39 times in the last 48 hours

                    Confirmation within 24 hours

                    Your booking request will be confirmed or denied within 24 hours.

                      Wonderful! 4.9/5
                      (15 reviews)
                      avg/night
                      Cottage #3897642
                      • 2 BR
                      • 2 BA
                      • Sleeps 5
                      15
                      Viewed 153 times in the last 48 hours

                      Confirmation within 24 hours

                      Your booking request will be confirmed or denied within 24 hours.

                        Wonderful! 4.9/5
                        (24 reviews)
                        $67
                        avg/night
                        Condo #3538570
                        • 2 BR
                        • 1 BA
                        • Sleeps 6
                        24
                        Viewed 92 times in the last 48 hours

                        Confirmation within 24 hours

                        Your booking request will be confirmed or denied within 24 hours.

                          Wonderful! 4.9/5
                          (80 reviews)
                          avg/night
                          Cottage #953622
                          • 3 BR
                          • 1 BA
                          • 1 HF BA
                          • Sleeps 5
                          80
                          Viewed 48 times in the last 48 hours

                          Confirmation within 24 hours

                          Your booking request will be confirmed or denied within 24 hours.

                            Wonderful! 4.8/5
                            (10 reviews)
                            avg/night
                            Cottage #833864vb
                            • 3 BR
                            • 1 BA
                            • 1 HF BA
                            • Sleeps 6
                            10
                            Viewed 21 times in the last 48 hours

                            Confirmation within 24 hours

                            Your booking request will be confirmed or denied within 24 hours.

                              Exceptional! 5/5
                              (39 reviews)
                              avg/night
                              Apartment #3967410
                              • 2 BR
                              • 2 BA
                              • Sleeps 4
                              39
                              Viewed 83 times in the last 48 hours

                              Confirmation within 24 hours

                              Your booking request will be confirmed or denied within 24 hours.

                                Wonderful! 4.8/5
                                (35 reviews)
                                avg/night
                                Cottage #138154vb
                                • 1 BR
                                • 1 BA
                                • Sleeps 2
                                35
                                Viewed 103 times in the last 48 hours

                                Confirmation within 24 hours

                                Your booking request will be confirmed or denied within 24 hours.

                                  Exceptional! 5/5
                                  (26 reviews)
                                  avg/night
                                  Apartment #897262vb
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 6
                                  26
                                  Viewed 55 times in the last 48 hours

                                  Confirmation within 24 hours

                                  Your booking request will be confirmed or denied within 24 hours.

                                    Condo #4288987
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 10
                                    1
                                    Viewed 135 times in the last 48 hours

                                    Confirmation within 24 hours

                                    Your booking request will be confirmed or denied within 24 hours.

                                      Exceptional! 5/5
                                      (95 reviews)
                                      avg/night
                                      Bungalow #973608
                                      • 2 BR
                                      • 1 BA
                                      • 1 HF BA
                                      • Sleeps 4
                                      95
                                      Viewed 52 times in the last 48 hours

                                      Confirmation within 24 hours

                                      Your booking request will be confirmed or denied within 24 hours.

                                        Wonderful! 4.8/5
                                        (15 reviews)
                                        avg/night
                                        Cottage #735915vb
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        15
                                        Viewed 43 times in the last 48 hours

                                        Confirmation within 24 hours

                                        Your booking request will be confirmed or denied within 24 hours.

                                          Exceptional! 5/5
                                          (17 reviews)
                                          avg/night
                                          House #914110vb
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 5
                                          17
                                          Viewed 62 times in the last 48 hours

                                          Confirmation within 24 hours

                                          Your booking request will be confirmed or denied within 24 hours.

                                            Wonderful! 4.9/5
                                            (44 reviews)
                                            avg/night
                                            House #3827615
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 5
                                            44
                                            Viewed 28 times in the last 48 hours

                                            Instant confirmation

                                            Your booking request will be confirmed immediately.

                                              Exceptional! 5/5
                                              (73 reviews)
                                              avg/night
                                              Apartment #3780374
                                              • Studio
                                              • 1 BA
                                              • Sleeps 2
                                              73
                                              Viewed 45 times in the last 48 hours

                                              Confirmation within 24 hours

                                              Your booking request will be confirmed or denied within 24 hours.

                                                Exceptional! 5/5
                                                (31 reviews)
                                                avg/night
                                                House #699034vb
                                                • 4 BR
                                                • 2 BA
                                                • 1 HF BA
                                                • Sleeps 10
                                                31
                                                Viewed 34 times in the last 48 hours

                                                Confirmation within 24 hours

                                                Your booking request will be confirmed or denied within 24 hours.

                                                  Exceptional! 5/5
                                                  (36 reviews)
                                                  avg/night
                                                  Condo #871843vb
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  36
                                                  Viewed 54 times in the last 48 hours

                                                  Confirmation within 24 hours

                                                  Your booking request will be confirmed or denied within 24 hours.

                                                    Wonderful! 4.9/5
                                                    (19 reviews)
                                                    avg/night
                                                    House #852940vb
                                                    • 4 BR
                                                    • 3 BA
                                                    • 2 HF BA
                                                    • Sleeps 10
                                                    19
                                                    Viewed 63 times in the last 48 hours

                                                    Confirmation within 24 hours

                                                    Your booking request will be confirmed or denied within 24 hours.

                                                      Exceptional! 5/5
                                                      (36 reviews)
                                                      avg/night
                                                      House #3785458
                                                      • 3 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 8
                                                      36
                                                      Viewed 31 times in the last 48 hours

                                                      Confirmation within 24 hours

                                                      Your booking request will be confirmed or denied within 24 hours.

                                                        Excellent! 4.6/5
                                                        (20 reviews)
                                                        avg/night
                                                        Condo #3944741
                                                        • 1 BR
                                                        • 1 BA
                                                        • 1 HF BA
                                                        • Sleeps 5
                                                        20
                                                        Viewed 49 times in the last 48 hours

                                                        Confirmation within 24 hours

                                                        Your booking request will be confirmed or denied within 24 hours.

                                                          $80
                                                          avg/night
                                                          Apartment #4222309
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 2
                                                          2
                                                          Viewed 16 times in the last 48 hours

                                                          Confirmation within 24 hours

                                                          Your booking request will be confirmed or denied within 24 hours.

                                                            Wonderful! 4.9/5
                                                            (23 reviews)
                                                            avg/night
                                                            Cottage #668910vb
                                                            • 4 BR
                                                            • 3 BA
                                                            • Sleeps 8
                                                            23
                                                            Viewed 557 times in the last 48 hours

                                                            Confirmation within 24 hours

                                                            Your booking request will be confirmed or denied within 24 hours.

                                                              Exceptional! 5/5
                                                              (30 reviews)
                                                              avg/night
                                                              House #962008
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              30
                                                              Viewed 85 times in the last 48 hours

                                                              Confirmation within 24 hours

                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                Wonderful! 4.9/5
                                                                (41 reviews)
                                                                avg/night
                                                                Townhome #3684592
                                                                • 2 BR
                                                                • 1 HF BA
                                                                • Sleeps 4
                                                                41
                                                                Viewed 42 times in the last 48 hours

                                                                Confirmation within 24 hours

                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                  Apartment #4311812
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 4
                                                                  3
                                                                  Viewed 39 times in the last 48 hours

                                                                  Confirmation within 24 hours

                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                    $73
                                                                    avg/night
                                                                    Condo #340174
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    2
                                                                    Viewed 199 times in the last 48 hours

                                                                    Confirmation within 24 hours

                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                      Wonderful! 4.9/5
                                                                      (11 reviews)
                                                                      avg/night
                                                                      Apartment #4208745
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 6
                                                                      11
                                                                      Viewed 25 times in the last 48 hours

                                                                      Confirmation within 24 hours

                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                        Wonderful! 4.8/5
                                                                        (21 reviews)
                                                                        avg/night
                                                                        House #597466vb
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        21
                                                                        Viewed 20 times in the last 48 hours

                                                                        Confirmation within 24 hours

                                                                        Your booking request will be confirmed or denied within 24 hours.

                                                                          Wonderful! 4.8/5
                                                                          (29 reviews)
                                                                          avg/night
                                                                          House #232136
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • Sleeps 10
                                                                          29
                                                                          Viewed 26 times in the last 48 hours

                                                                          Confirmation within 24 hours

                                                                          Your booking request will be confirmed or denied within 24 hours.

                                                                            Wonderful! 4.9/5
                                                                            (34 reviews)
                                                                            avg/night
                                                                            Apartment #499096vb
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 2
                                                                            34
                                                                            Viewed 24 times in the last 48 hours

                                                                            Confirmation within 24 hours

                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                              Exceptional! 5/5
                                                                              (55 reviews)
                                                                              avg/night
                                                                              Apartment #3780005
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              55
                                                                              Viewed 16 times in the last 48 hours

                                                                              Confirmation within 24 hours

                                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                                Wonderful! 4.9/5
                                                                                (35 reviews)
                                                                                avg/night
                                                                                Cottage #656539vb
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                35
                                                                                Viewed 33 times in the last 48 hours

                                                                                Confirmation within 24 hours

                                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                                  Wonderful! 4.9/5
                                                                                  (10 reviews)
                                                                                  avg/night
                                                                                  Cottage #24124vb
                                                                                  • 3 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 6
                                                                                  10
                                                                                  Viewed 80 times in the last 48 hours

                                                                                  Confirmation within 24 hours

                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                    Wonderful! 4.9/5
                                                                                    (22 reviews)
                                                                                    avg/night
                                                                                    Townhome #3723457
                                                                                    • 2 BR
                                                                                    • 1 HF BA
                                                                                    • Sleeps 4
                                                                                    22
                                                                                    Viewed 15 times in the last 48 hours

                                                                                    Confirmation within 24 hours

                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                      Wonderful! 4.9/5
                                                                                      (14 reviews)
                                                                                      View details for price
                                                                                      House #12490vb
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 2
                                                                                      14
                                                                                      Viewed 13 times in the last 48 hours

                                                                                      Confirmation within 24 hours

                                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                                        Exceptional! 5/5
                                                                                        (39 reviews)
                                                                                        avg/night
                                                                                        Apartment #3953635
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 4
                                                                                        39
                                                                                        Viewed 40 times in the last 48 hours

                                                                                        Confirmation within 24 hours

                                                                                        Your booking request will be confirmed or denied within 24 hours.

                                                                                          Wonderful! 4.9/5
                                                                                          (16 reviews)
                                                                                          avg/night
                                                                                          Apartment #24126vb
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 2
                                                                                          16
                                                                                          Viewed 47 times in the last 48 hours

                                                                                          Confirmation within 24 hours

                                                                                          Your booking request will be confirmed or denied within 24 hours.

                                                                                            Exceptional! 5/5
                                                                                            (40 reviews)
                                                                                            avg/night
                                                                                            House #465503vb
                                                                                            • 5 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 10
                                                                                            40
                                                                                            Viewed 38 times in the last 48 hours

                                                                                            Confirmation within 24 hours

                                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                                              Wonderful! 4.9/5
                                                                                              (18 reviews)
                                                                                              avg/night
                                                                                              Estate #3799103
                                                                                              • 9 BR
                                                                                              • 3 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 20
                                                                                              18
                                                                                              Viewed 83 times in the last 48 hours

                                                                                              Confirmation within 24 hours

                                                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                                                Exceptional! 5/5
                                                                                                (12 reviews)
                                                                                                avg/night
                                                                                                Cottage #4169887
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                12
                                                                                                Viewed 79 times in the last 48 hours

                                                                                                Confirmation within 24 hours

                                                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                                                  Wonderful! 4.9/5
                                                                                                  (22 reviews)
                                                                                                  avg/night
                                                                                                  House #714816vb
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  22
                                                                                                  Viewed 32 times in the last 48 hours

                                                                                                  Confirmation within 24 hours

                                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                                    Exceptional! 5/5
                                                                                                    (8 reviews)
                                                                                                    avg/night
                                                                                                    House #4263454
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    8
                                                                                                    Viewed 26 times in the last 48 hours

                                                                                                    Confirmation within 24 hours

                                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                                      View details for price
                                                                                                      Cottage #885706vb
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 8
                                                                                                      4
                                                                                                      Viewed 14 times in the last 48 hours

                                                                                                      Confirmation within 24 hours

                                                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                                                      • 1 - 50 of 300+

                                                                                                      Chebeague Island Vacation Rentals (300+)