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Favorite
    Exceptional! 5/5
    (9 reviews)
    avg/night
    9
    Favorite
      Exceptional! 5/5
      (6 reviews)
      avg/night
      6
      Favorite
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        4
        Favorite
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          Favorite
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            Favorite
              Exceptional! 5/5
              (66 reviews)
              avg/night
              66
              Favorite
                Exceptional! 5/5
                (15 reviews)
                avg/night
                15
                Favorite
                  Wonderful! 4.9/5
                  (15 reviews)
                  $75
                  avg/night
                  15
                  Favorite
                    Wonderful! 4.8/5
                    (23 reviews)
                    avg/night
                    23
                    Favorite
                      Wonderful! 4.9/5
                      (26 reviews)
                      avg/night
                      26
                      Favorite
                        Wonderful! 4.9/5
                        (21 reviews)
                        avg/night
                        21
                        Favorite
                          Excellent! 4.7/5
                          (24 reviews)
                          avg/night
                          24
                          Favorite
                            Exceptional! 5/5
                            (27 reviews)
                            avg/night
                            27
                            Favorite
                              Excellent! 4.6/5
                              (36 reviews)
                              avg/night
                              36
                              Favorite
                                Excellent! 4.6/5
                                (41 reviews)
                                avg/night
                                41
                                Favorite
                                  Wonderful! 4.9/5
                                  (16 reviews)
                                  avg/night
                                  16
                                  Favorite
                                    Exceptional! 5/5
                                    (42 reviews)
                                    View details for price
                                    42
                                    Favorite
                                      Exceptional! 5/5
                                      (21 reviews)
                                      avg/night
                                      21
                                      Favorite
                                        Exceptional! 5/5
                                        (26 reviews)
                                        avg/night
                                        26
                                        Favorite
                                          Wonderful! 4.8/5
                                          (17 reviews)
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                                          17
                                          Favorite
                                            Wonderful! 4.9/5
                                            (19 reviews)
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                                            19
                                            Favorite
                                              Wonderful! 4.9/5
                                              (35 reviews)
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                                              35
                                              Favorite
                                                Very Good! 4/5
                                                (5 reviews)
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                                                5
                                                Favorite
                                                  Wonderful! 4.9/5
                                                  (8 reviews)
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                                                  8
                                                  Favorite
                                                    Wonderful! 4.8/5
                                                    (13 reviews)
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                                                    13
                                                    Favorite
                                                      Wonderful! 4.9/5
                                                      (22 reviews)
                                                      avg/night
                                                      22
                                                      Favorite
                                                        Wonderful! 4.9/5
                                                        (10 reviews)
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                                                        10
                                                        Favorite
                                                          Exceptional! 5/5
                                                          (7 reviews)
                                                          avg/night
                                                          7
                                                          Favorite
                                                            Wonderful! 4.9/5
                                                            (10 reviews)
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                                                            10
                                                            Favorite
                                                              Very Good! 4.2/5
                                                              (5 reviews)
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                                                              5
                                                              Favorite
                                                                Exceptional! 5/5
                                                                (9 reviews)
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                                                                9
                                                                Favorite
                                                                  Wonderful! 4.8/5
                                                                  (5 reviews)
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                                                                  5
                                                                  Favorite
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                                                                    1
                                                                    Favorite
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                                                                      2
                                                                      Favorite
                                                                        Wonderful! 4.8/5
                                                                        (21 reviews)
                                                                        avg/night
                                                                        21
                                                                        Favorite
                                                                          Excellent! 4.5/5
                                                                          (8 reviews)
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                                                                          8
                                                                          Favorite
                                                                            Exceptional! 5/5
                                                                            (8 reviews)
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                                                                            8
                                                                            Favorite
                                                                              avg/night
                                                                              3
                                                                              Favorite
                                                                                Wonderful! 4.9/5
                                                                                (12 reviews)
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                                                                                12
                                                                                Favorite
                                                                                  Wonderful! 4.9/5
                                                                                  (20 reviews)
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                                                                                  20
                                                                                  Favorite
                                                                                    Wonderful! 4.8/5
                                                                                    (32 reviews)
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                                                                                    32
                                                                                    Favorite
                                                                                      avg/night
                                                                                      3
                                                                                      Favorite
                                                                                        $59
                                                                                        avg/night
                                                                                        Favorite
                                                                                          Wonderful! 4.9/5
                                                                                          (29 reviews)
                                                                                          avg/night
                                                                                          29
                                                                                          Favorite
                                                                                            avg/night
                                                                                            2
                                                                                            Favorite
                                                                                              Wonderful! 4.8/5
                                                                                              (26 reviews)
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                                                                                              26
                                                                                              Favorite
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                                                                                                1
                                                                                                Favorite
                                                                                                  avg/night
                                                                                                  2
                                                                                                  Favorite
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                                                                                                    1
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                                                                                                      Recent Chestertown Reviews

                                                                                                      Great Family Friendly Home

                                                                                                      5 of 5
                                                                                                      This home was perfect for a relaxing long weekend with our daughter and her family. It's within 5 minutes of a number of restaurants and a great deli in town. The yard was perfect for the kids and the porch was even better for the adults to have cocktails and enjoy the beautiful sunsets.
                                                                                                      • Submitted: Oct 13, 2017
                                                                                                      • Stayed: Sep 2017

                                                                                                      Great property, amenities, location and hostess

                                                                                                      5 of 5
                                                                                                      My wife and I, and often our family, visit Chestertown. This will be our new home away from home when we travel with our larger family. The decor and bedding was perfect. The kitchen is outfitted perfectly for any type family meals, including a crab steamer. We used the bikes which are on good shape to explore Chestertown. Beth was always prompt and courteous in her responses to our questions. Bobby
                                                                                                      • Submitted: Oct 04, 2017
                                                                                                      • Stayed: Sep 2017