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  • Showing 1-50 of 62
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Additional fees apply. Taxes may be added.
    Exceptional! 5/5
    (11 reviews)
    avg/night
    House #220506vb
    • 3 BR
    • 2 BA
    • Sleeps 6
    11
    Viewed 10 times in the last 48 hours

    Confirmation within 24 hours

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

      Exceptional! 5/5
      (7 reviews)
      avg/night
      House #759063vb
      • 3 BR
      • 2 BA
      • Sleeps 6
      7

      Confirmation within 24 hours

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

        House #4487352
        • 4 BR
        • 3 BA
        • Sleeps 8
        1
        Viewed 5 times in the last 48 hours

        Confirmation within 24 hours

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

          avg/night
          House #4558937
          • 4 BR
          • 2 BA
          • 1 HF BA
          • Sleeps 8
          Viewed 11 times in the last 48 hours

          Confirmation within 24 hours

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

            avg/night
            House #1054955vb
            • 4 BR
            • 3 BA
            • Sleeps 8
            Viewed 43 times in the last 48 hours

            Confirmation within 24 hours

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

              avg/night
              Apartment #975033vb
              • 1 BR
              • 1 BA
              • Sleeps 2
              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
                House #294688vb
                • 3 BR
                • 3 BA
                • Sleeps 8
                55
                Viewed 44 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)
                  $96
                  avg/night
                  Apartment #844031vb
                  • 1 BR
                  • 1 BA
                  • 1 HF BA
                  • Sleeps 4
                  10
                  Viewed 19 times in the last 48 hours

                  Confirmation within 24 hours

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

                    Exceptional! 5/5
                    (7 reviews)
                    avg/night
                    Cottage #883977vb
                    • 3 BR
                    • 2 BA
                    • Sleeps 8
                    7
                    Viewed 22 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 #356548vb
                      • 4 BR
                      • 4 BA
                      • 1 HF BA
                      • Sleeps 13
                      40
                      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
                        (11 reviews)
                        avg/night
                        Apartment #409821vb
                        • 3 BR
                        • 2 BA
                        • Sleeps 9
                        11
                        Viewed 17 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
                          (17 reviews)
                          avg/night
                          House #3786046
                          • 4 BR
                          • 3 BA
                          • Sleeps 12
                          17
                          Viewed 23 times in the last 48 hours

                          Confirmation within 24 hours

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

                            Exceptional! 5/5
                            (24 reviews)
                            avg/night
                            Cottage #608459vb
                            • 2 BR
                            • 2 BA
                            • Sleeps 5
                            24
                            Viewed 31 times in the last 48 hours

                            Confirmation within 24 hours

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

                              Excellent! 4.7/5
                              (21 reviews)
                              avg/night
                              House #704799vb
                              • 4 BR
                              • 2 BA
                              • Sleeps 10
                              21
                              Viewed 23 times in the last 48 hours

                              Confirmation within 24 hours

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

                                Exceptional! 5/5
                                (20 reviews)
                                avg/night
                                Cottage #503705vb
                                • 3 BR
                                • 2 BA
                                • 1 HF BA
                                • Sleeps 8
                                20
                                Viewed 22 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
                                  (13 reviews)
                                  avg/night
                                  House #398147vb
                                  • 4 BR
                                  • 2 BA
                                  • Sleeps 10
                                  13
                                  Viewed 28 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
                                    (31 reviews)
                                    avg/night
                                    House #429782vb
                                    • 3 BR
                                    • 1 BA
                                    • 1 HF BA
                                    • Sleeps 7
                                    31
                                    Viewed 18 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
                                      (32 reviews)
                                      avg/night
                                      House #7002752
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 12
                                      32
                                      Viewed 39 times in the last 48 hours

                                      Confirmation within 24 hours

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

                                        Wonderful! 4.8/5
                                        (26 reviews)
                                        avg/night
                                        House #431733vb
                                        • 2 BR
                                        • 1 BA
                                        • 1 HF BA
                                        • Sleeps 6
                                        26
                                        Viewed 15 times in the last 48 hours

                                        Instant confirmation

                                        Your booking request will be confirmed immediately.

                                          Exceptional! 5/5
                                          (7 reviews)
                                          avg/night
                                          House #797359vb
                                          • 3 BR
                                          • 2 BA
                                          • 1 HF BA
                                          • Sleeps 8
                                          7
                                          Viewed 18 times in the last 48 hours

                                          Confirmation within 24 hours

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

                                            Excellent! 4.7/5
                                            (15 reviews)
                                            avg/night
                                            House #235930
                                            • 6 BR
                                            • 2 BA
                                            • Sleeps 11
                                            15
                                            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
                                              (31 reviews)
                                              avg/night
                                              Apartment #494798vb
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 5
                                              31
                                              Viewed 21 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
                                                House #571411vb
                                                • 3 BR
                                                • 1 BA
                                                • 1 HF BA
                                                • Sleeps 8
                                                10
                                                Viewed 14 times in the last 48 hours

                                                Confirmation within 24 hours

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

                                                  avg/night
                                                  House #440251vb
                                                  • 3 BR
                                                  • 1 BA
                                                  • Sleeps 8
                                                  2
                                                  Viewed 14 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)
                                                    avg/night
                                                    Estate #730130vb
                                                    • 4 BR
                                                    • 2 BA
                                                    • Sleeps 8
                                                    14
                                                    Viewed 50 times in the last 48 hours

                                                    Confirmation within 24 hours

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

                                                      Exceptional! 5/5
                                                      (6 reviews)
                                                      avg/night
                                                      Chateau / Country House #738311vb
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      6
                                                      Viewed 18 times in the last 48 hours

                                                      Confirmation within 24 hours

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

                                                        Farmhouse #598989vb
                                                        • 4 BR
                                                        • 2 BA
                                                        • Sleeps 10
                                                        2
                                                        Viewed 38 times in the last 48 hours

                                                        Instant confirmation

                                                        Your booking request will be confirmed immediately.

                                                          avg/night
                                                          Apartment #589368vb
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 3
                                                          4
                                                          Viewed 17 times in the last 48 hours

                                                          Confirmation within 24 hours

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

                                                            House #3917327
                                                            • 4 BR
                                                            • 2 BA
                                                            • Sleeps 8
                                                            2
                                                            Viewed 17 times in the last 48 hours

                                                            Instant confirmation

                                                            Your booking request will be confirmed immediately.

                                                              Excellent! 4.5/5
                                                              (11 reviews)
                                                              avg/night
                                                              House #706116vb
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 9
                                                              11
                                                              Viewed 19 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 #53282vb
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 6
                                                                19
                                                                Viewed 24 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
                                                                  (22 reviews)
                                                                  avg/night
                                                                  Cottage #418738vb
                                                                  • 3 BR
                                                                  • 1 BA
                                                                  • Sleeps 6
                                                                  22
                                                                  Viewed 32 times in the last 48 hours

                                                                  Instant confirmation

                                                                  Your booking request will be confirmed immediately.

                                                                    Wonderful! 4.9/5
                                                                    (8 reviews)
                                                                    avg/night
                                                                    House #458295vb
                                                                    • 4 BR
                                                                    • 3 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 8
                                                                    8
                                                                    Viewed 22 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
                                                                      (19 reviews)
                                                                      avg/night
                                                                      Estate #606821vb
                                                                      • 4 BR
                                                                      • 4 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 10
                                                                      19
                                                                      Viewed 22 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
                                                                        (9 reviews)
                                                                        avg/night
                                                                        Farmhouse #582873vb
                                                                        • 5 BR
                                                                        • 2 BA
                                                                        • Sleeps 10
                                                                        9
                                                                        Viewed 14 times in the last 48 hours

                                                                        Instant confirmation

                                                                        Your booking request will be confirmed immediately.

                                                                          Apartment #1045032vb
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          Viewed 29 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
                                                                            (29 reviews)
                                                                            avg/night
                                                                            House #410328vb
                                                                            • 4 BR
                                                                            • 4 BA
                                                                            • Sleeps 8
                                                                            29
                                                                            Viewed 11 times in the last 48 hours

                                                                            Confirmation within 24 hours

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

                                                                              Exceptional! 5/5
                                                                              (6 reviews)
                                                                              avg/night
                                                                              House #935769vb
                                                                              • 7 BR
                                                                              • 4 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 13
                                                                              6
                                                                              Viewed 27 times in the last 48 hours

                                                                              Confirmation within 24 hours

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

                                                                                $59
                                                                                avg/night
                                                                                Hotel #4093884
                                                                                • 8 BR
                                                                                • 8 BA
                                                                                • Sleeps 4
                                                                                Viewed 18 times in the last 48 hours

                                                                                Confirmation within 24 hours

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

                                                                                  House #4204088
                                                                                  • 3 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 8
                                                                                  1

                                                                                  Confirmation within 24 hours

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

                                                                                    House #4112420
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 5
                                                                                    1
                                                                                    Viewed 10 times in the last 48 hours

                                                                                    Confirmation within 24 hours

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

                                                                                      $37
                                                                                      avg/night
                                                                                      House #4533503
                                                                                      • Studio
                                                                                      • 1 BA
                                                                                      • Sleeps 2
                                                                                      Viewed 11 times in the last 48 hours

                                                                                      Instant confirmation

                                                                                      Your booking request will be confirmed immediately.

                                                                                        Estate #1015635vb
                                                                                        • 6 BR
                                                                                        • 4 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 11
                                                                                        Viewed 17 times in the last 48 hours

                                                                                        Instant confirmation

                                                                                        Your booking request will be confirmed immediately.

                                                                                          House #592542vb
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 11

                                                                                          Instant confirmation

                                                                                          Your booking request will be confirmed immediately.

                                                                                            avg/night
                                                                                            House #4247910
                                                                                            • 3 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 6
                                                                                            Viewed 16 times in the last 48 hours

                                                                                            Confirmation within 24 hours

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

                                                                                              House #732410vb
                                                                                              • 4 BR
                                                                                              • 4 BA
                                                                                              • Sleeps 10
                                                                                              Viewed 7 times in the last 48 hours

                                                                                              Instant confirmation

                                                                                              Your booking request will be confirmed immediately.

                                                                                                avg/night
                                                                                                House #4176971
                                                                                                • 4 BR
                                                                                                • 4 BA
                                                                                                • Sleeps 8
                                                                                                Viewed 9 times in the last 48 hours

                                                                                                Confirmation within 24 hours

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

                                                                                                  House #1078296vb
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 7
                                                                                                  Viewed 6 times in the last 48 hours

                                                                                                  Instant confirmation

                                                                                                  Your booking request will be confirmed immediately.

                                                                                                    $43
                                                                                                    avg/night
                                                                                                    Recreational Vehicle #4243662
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 10
                                                                                                    Viewed 45 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
                                                                                                      (19 reviews)
                                                                                                      avg/night
                                                                                                      House #395841vb
                                                                                                      • 4 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 12
                                                                                                      19
                                                                                                      Viewed 42 times in the last 48 hours

                                                                                                      Confirmation within 24 hours

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

                                                                                                      • 1 - 50 of 62

                                                                                                      Chestertown Vacation Rentals (62)