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    Exceptional! 5/5
    (7 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 6
    House #759063vb
    7
      • 4 BR
      • 3 BA
      • Sleeps 8
      House #4487352
      3
      Viewed 10 times in the last 48 hours
        avg/night
        • 4 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 8
        House #4558937
        1
        Viewed 12 times in the last 48 hours
          avg/night
          • 4 BR
          • 3 BA
          • Sleeps 8
          House #1054955vb
          Viewed 31 times in the last 48 hours
            avg/night
            • 1 BR
            • 1 BA
            • Sleeps 2
            Apartment #975033vb
            Viewed 10 times in the last 48 hours
              Exceptional! 5/5
              (59 reviews)
              avg/night
              • 3 BR
              • 3 BA
              • Sleeps 8
              House #294688vb
              59
              Viewed 54 times in the last 48 hours
                Wonderful! 4.9/5
                (13 reviews)
                avg/night
                • 1 BR
                • 1 BA
                • 1 HF BA
                • Sleeps 4
                Apartment #844031vb
                13
                Viewed 21 times in the last 48 hours
                  Exceptional! 5/5
                  (10 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 8
                  Cottage #883977vb
                  10
                  Viewed 32 times in the last 48 hours
                    Wonderful! 4.8/5
                    (21 reviews)
                    avg/night
                    • 4 BR
                    • 3 BA
                    • Sleeps 12
                    House #3786046
                    21
                    Viewed 33 times in the last 48 hours
                      Wonderful! 4.9/5
                      (18 reviews)
                      avg/night
                      • 5 BR
                      • 4 BA
                      • Sleeps 18
                      House #581725vb
                      18
                      Viewed 42 times in the last 48 hours
                        Wonderful! 4.9/5
                        (23 reviews)
                        avg/night
                        • 5 BR
                        • 5 BA
                        • 1 HF BA
                        • Sleeps 10
                        House #3592853
                        23
                        Viewed 40 times in the last 48 hours
                          Wonderful! 4.9/5
                          (11 reviews)
                          avg/night
                          • 3 BR
                          • 2 BA
                          • Sleeps 9
                          Apartment #409821vb
                          11
                          Viewed 26 times in the last 48 hours
                            Exceptional! 5/5
                            (25 reviews)
                            avg/night
                            • 2 BR
                            • 2 BA
                            • Sleeps 5
                            Cottage #608459vb
                            25
                            Viewed 28 times in the last 48 hours
                              Exceptional! 5/5
                              (41 reviews)
                              View details for price
                              • 4 BR
                              • 4 BA
                              • 1 HF BA
                              • Sleeps 13
                              House #356548vb
                              41
                              Viewed 12 times in the last 48 hours
                                Excellent! 4.7/5
                                (23 reviews)
                                avg/night
                                • 4 BR
                                • 2 BA
                                • Sleeps 10
                                House #704799vb
                                23
                                Viewed 33 times in the last 48 hours
                                  Excellent! 4.6/5
                                  (34 reviews)
                                  avg/night
                                  • 3 BR
                                  • 1 BA
                                  • 1 HF BA
                                  • Sleeps 7
                                  House #429782vb
                                  34
                                  Viewed 18 times in the last 48 hours
                                    Exceptional! 5/5
                                    (21 reviews)
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • 1 HF BA
                                    • Sleeps 8
                                    Cottage #503705vb
                                    21
                                    Viewed 24 times in the last 48 hours
                                      Wonderful! 4.9/5
                                      (16 reviews)
                                      avg/night
                                      • 4 BR
                                      • 2 BA
                                      • Sleeps 10
                                      House #398147vb
                                      16
                                      Viewed 34 times in the last 48 hours
                                        Excellent! 4.6/5
                                        (36 reviews)
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 12
                                        House #7002752
                                        36
                                        Viewed 36 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (35 reviews)
                                          avg/night
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 5
                                          Apartment #494798vb
                                          35
                                          Viewed 23 times in the last 48 hours
                                            Wonderful! 4.8/5
                                            (16 reviews)
                                            avg/night
                                            • 6 BR
                                            • 2 BA
                                            • Sleeps 11
                                            House #235930
                                            16
                                            Viewed 17 times in the last 48 hours
                                              Wonderful! 4.8/5
                                              (6 reviews)
                                              avg/night
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 5
                                              Apartment #838035vb
                                              6
                                              Viewed 17 times in the last 48 hours
                                                Wonderful! 4.8/5
                                                (11 reviews)
                                                avg/night
                                                • 3 BR
                                                • 1 BA
                                                • 1 HF BA
                                                • Sleeps 8
                                                House #571411vb
                                                11
                                                Viewed 18 times in the last 48 hours
                                                  avg/night
                                                  • 3 BR
                                                  • 1 BA
                                                  • Sleeps 8
                                                  House #440251vb
                                                  3
                                                  Viewed 13 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (8 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • 2 BA
                                                    • 1 HF BA
                                                    • Sleeps 8
                                                    House #797359vb
                                                    8
                                                    Viewed 39 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (5 reviews)
                                                      avg/night
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 3
                                                      Apartment #589368vb
                                                      5
                                                      Viewed 12 times in the last 48 hours
                                                        Exceptional! 5/5
                                                        (6 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        Chateau / Country House #738311vb
                                                        6
                                                        Viewed 37 times in the last 48 hours
                                                          • 5 BR
                                                          • 2 BA
                                                          • Sleeps 10
                                                          Farmhouse #623923vb
                                                          3
                                                          Viewed 12 times in the last 48 hours
                                                            Wonderful! 4.9/5
                                                            (15 reviews)
                                                            avg/night
                                                            • 4 BR
                                                            • 2 BA
                                                            • Sleeps 8
                                                            Estate #730130vb
                                                            15
                                                            Viewed 53 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (9 reviews)
                                                              avg/night
                                                              • 4 BR
                                                              • 3 BA
                                                              • 1 HF BA
                                                              • Sleeps 8
                                                              House #458295vb
                                                              9
                                                              Viewed 10 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (29 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 1 BA
                                                                • 1 HF BA
                                                                • Sleeps 6
                                                                House #431733vb
                                                                29
                                                                Viewed 26 times in the last 48 hours
                                                                  Wonderful! 4.8/5
                                                                  (20 reviews)
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 4 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 10
                                                                  Estate #606821vb
                                                                  20
                                                                  Viewed 23 times in the last 48 hours
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Apartment #1045032vb
                                                                    4
                                                                    Viewed 71 times in the last 48 hours
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • Sleeps 10
                                                                      Farmhouse #598989vb
                                                                      2
                                                                      Viewed 19 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (23 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 1 BA
                                                                        • Sleeps 6
                                                                        Cottage #418738vb
                                                                        23
                                                                        Viewed 29 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (10 reviews)
                                                                          avg/night
                                                                          • 5 BR
                                                                          • 2 BA
                                                                          • Sleeps 10
                                                                          Farmhouse #582873vb
                                                                          10
                                                                          Viewed 25 times in the last 48 hours
                                                                            • 4 BR
                                                                            • 2 BA
                                                                            • Sleeps 8
                                                                            House #3917327
                                                                            3
                                                                            Viewed 22 times in the last 48 hours
                                                                              Exceptional! 5/5
                                                                              (7 reviews)
                                                                              avg/night
                                                                              • 7 BR
                                                                              • 4 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 13
                                                                              House #935769vb
                                                                              7
                                                                              Viewed 11 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (20 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 6
                                                                                House #53282vb
                                                                                20
                                                                                Viewed 37 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (29 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 4 BA
                                                                                  • Sleeps 8
                                                                                  House #410328vb
                                                                                  29
                                                                                  Viewed 10 times in the last 48 hours
                                                                                    avg/night
                                                                                    • 8 BR
                                                                                    • 8 BA
                                                                                    • Sleeps 4
                                                                                    Hotel #4093884
                                                                                    Viewed 22 times in the last 48 hours
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 5
                                                                                      House #4112420
                                                                                      1
                                                                                      Viewed 8 times in the last 48 hours
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 8
                                                                                        House #4204088
                                                                                        1
                                                                                        Viewed 10 times in the last 48 hours
                                                                                          Wonderful! 4.9/5
                                                                                          (20 reviews)
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 8
                                                                                          Cottage #431105vb
                                                                                          20
                                                                                          Viewed 28 times in the last 48 hours
                                                                                            avg/night
                                                                                            • Studio
                                                                                            • 1 BA
                                                                                            • Sleeps 2
                                                                                            House #4533503
                                                                                            Viewed 10 times in the last 48 hours
                                                                                              • 6 BR
                                                                                              • 4 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 11
                                                                                              Estate #1015635vb
                                                                                              Viewed 11 times in the last 48 hours
                                                                                                • 4 BR
                                                                                                • 2 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 11
                                                                                                House #592542vb
                                                                                                  avg/night
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 2
                                                                                                  Guest House #1113002vb
                                                                                                  Viewed 12 times in the last 48 hours
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 6
                                                                                                    House #4247910
                                                                                                    Viewed 10 times in the last 48 hours
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 4 BA
                                                                                                      • Sleeps 8
                                                                                                      House #4176971
                                                                                                      Viewed 11 times in the last 48 hours

                                                                                                      Chestertown Vacation Rentals, Maryland (66)