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    Exceptional! 5.0/5
    (11 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 6
    House #220506vb
    11
    Viewed 16 times in the last 48 hours
      Exceptional! 5.0/5
      (7 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Sleeps 6
      House #759063vb
      7
      Viewed 14 times in the last 48 hours
        avg/night
        • 3 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 5
        House #1015046vb
        Viewed 20 times in the last 48 hours
          Exceptional! 5.0/5
          (42 reviews)
          avg/night
          • 3 BR
          • 3 BA
          • Sleeps 8
          House #294688vb
          42
          Viewed 62 times in the last 48 hours
            Wonderful! 4.8/5
            (16 reviews)
            avg/night
            • 4 BR
            • 2 BA
            • Sleeps 10
            House #704799vb
            16
            Viewed 64 times in the last 48 hours
              Wonderful! 4.8/5
              (13 reviews)
              avg/night
              • 4 BR
              • 3 BA
              • Sleeps 12
              House #3786046
              13
              Viewed 84 times in the last 48 hours
                avg/night
                • 2 BR
                • 1 BA
                • Sleeps 6
                House #707088vb
                1
                Viewed 6 times in the last 48 hours
                  Wonderful! 4.9/5
                  (10 reviews)
                  avg/night
                  • 4 BR
                  • 2 BA
                  • Sleeps 10
                  House #398147vb
                  10
                  Viewed 25 times in the last 48 hours
                    Wonderful! 4.8/5
                    (25 reviews)
                    avg/night
                    • 2 BR
                    • 1 BA
                    • 1 HF BA
                    • Sleeps 6
                    House #431733vb
                    25
                    Viewed 17 times in the last 48 hours
                      Exceptional! 5.0/5
                      (40 reviews)
                      avg/night
                      • 4 BR
                      • 4 BA
                      • 1 HF BA
                      • Sleeps 13
                      House #356548vb
                      40
                      Viewed 26 times in the last 48 hours
                        avg/night
                        • 2 BR
                        • 1 BA
                        • Sleeps 5
                        House #4112420
                        1
                        Viewed 10 times in the last 48 hours
                          Excellent! 4.3/5
                          (9 reviews)
                          avg/night
                          • 3 BR
                          • 2 BA
                          • Sleeps 9
                          House #706116vb
                          9
                          Viewed 28 times in the last 48 hours
                            Excellent! 4.7/5
                            (13 reviews)
                            avg/night
                            • 6 BR
                            • 2 BA
                            • Sleeps 11
                            House #235930
                            13
                            Viewed 44 times in the last 48 hours
                              • 3 BR
                              • 2 BA
                              • 1 HF BA
                              • Sleeps 8
                              House #797359vb
                              3
                              Viewed 15 times in the last 48 hours
                                Excellent! 4.6/5
                                (30 reviews)
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Sleeps 12
                                House #7002752
                                30
                                Viewed 52 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (10 reviews)
                                  avg/night
                                  • 3 BR
                                  • 1 BA
                                  • 1 HF BA
                                  • Sleeps 8
                                  House #571411vb
                                  10
                                  Viewed 6 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (18 reviews)
                                    avg/night
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 6
                                    House #53282vb
                                    18
                                    Viewed 17 times in the last 48 hours
                                      Very Good! 4.0/5
                                      (5 reviews)
                                      avg/night
                                      • 5 BR
                                      • 3 BA
                                      • Sleeps 8
                                      House #726629vb
                                      5
                                      Viewed 60 times in the last 48 hours
                                        Excellent! 4.7/5
                                        (29 reviews)
                                        avg/night
                                        • 3 BR
                                        • 1 BA
                                        • 1 HF BA
                                        • Sleeps 7
                                        House #429782vb
                                        29
                                        Viewed 38 times in the last 48 hours
                                          • 4 BR
                                          • 2 BA
                                          • Sleeps 8
                                          House #3917327
                                          1
                                          Viewed 91 times in the last 48 hours
                                            Wonderful! 4.9/5
                                            (8 reviews)
                                            avg/night
                                            • 4 BR
                                            • 3 BA
                                            • 1 HF BA
                                            • Sleeps 8
                                            House #458295vb
                                            8
                                            Viewed 25 times in the last 48 hours
                                              • 3 BR
                                              • 2 BA
                                              • 1 HF BA
                                              • Sleeps 8
                                              House #565548vb
                                              3
                                              Viewed 13 times in the last 48 hours
                                                avg/night
                                                • 4 BR
                                                • 2 BA
                                                • 1 HF BA
                                                • Sleeps 11
                                                House #592542vb
                                                Viewed 22 times in the last 48 hours
                                                  avg/night
                                                  • 3 BR
                                                  • 1 BA
                                                  • Sleeps 8
                                                  House #4204088
                                                  1
                                                  Viewed 13 times in the last 48 hours
                                                    Exceptional! 5.0/5
                                                    (9 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 1 BA
                                                    • 1 HF BA
                                                    • Sleeps 4
                                                    House #473897vb
                                                    9
                                                    Viewed 12 times in the last 48 hours
                                                      avg/night
                                                      • 5 BR
                                                      • 5 BA
                                                      • 1 HF BA
                                                      • Sleeps 10
                                                      House #600779vb
                                                      3
                                                      Viewed 28 times in the last 48 hours
                                                        avg/night
                                                        • 3 BR
                                                        • 1 BA
                                                        • Sleeps 8
                                                        House #440251vb
                                                        1
                                                        Viewed 39 times in the last 48 hours
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          House #781137vb
                                                          Viewed 20 times in the last 48 hours
                                                            avg/night
                                                            • 7 BR
                                                            • 4 BA
                                                            • 1 HF BA
                                                            • Sleeps 13
                                                            House #935769vb
                                                            4
                                                            Viewed 48 times in the last 48 hours
                                                              avg/night
                                                              • 5 BR
                                                              • 4 BA
                                                              • Sleeps 11
                                                              House #912542vb
                                                              Viewed 5 times in the last 48 hours
                                                                • 4 BR
                                                                • 4 BA
                                                                • Sleeps 10
                                                                House #732410vb
                                                                Viewed 5 times in the last 48 hours
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 4 BA
                                                                  • Sleeps 8
                                                                  House #4176971
                                                                  Viewed 5 times in the last 48 hours
                                                                    Wonderful! 4.8/5
                                                                    (19 reviews)
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 2 BA
                                                                    • Sleeps 12
                                                                    House #395841vb
                                                                    19
                                                                    Viewed 60 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (27 reviews)
                                                                      avg/night
                                                                      • 4 BR
                                                                      • 4 BA
                                                                      • Sleeps 8
                                                                      House #410328vb
                                                                      27
                                                                      Viewed 48 times in the last 48 hours
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 7
                                                                        House #389952vb
                                                                        4
                                                                        Viewed 7 times in the last 48 hours
                                                                          avg/night
                                                                          • 5 BR
                                                                          • 3 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 15
                                                                          House #124956vb
                                                                          1
                                                                          Viewed 39 times in the last 48 hours
                                                                            avg/night
                                                                            • 4 BR
                                                                            • 2 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 9
                                                                            House #213261vb
                                                                            Viewed 7 times in the last 48 hours
                                                                              Exceptional! 5.0/5
                                                                              (10 reviews)
                                                                              avg/night
                                                                              • 5 BR
                                                                              • 3 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 20
                                                                              House #571534vb
                                                                              10
                                                                              Viewed 15 times in the last 48 hours
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 1 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 6
                                                                                House #4252597
                                                                                1
                                                                                Viewed 22 times in the last 48 hours
                                                                                • 1 - 39 of 39

                                                                                Chestertown: House Rentals (39)

                                                                                 

                                                                                Recent Chestertown Reviews

                                                                                Top notch!

                                                                                5 of 5
                                                                                We had a wonderful time during our stay in Centreville! It's the perfect place to get away and relax. The house is located right by the water on a private tree lined drive. We found it to be clean, comfortable and very cozy. We loved cooking in the well equipped kitchen and having breakfast on the sun porch. Also enjoyed taking long nature walks and reading books by the fire. We would highly recommend booking this house to anyone! - Katie and Jay
                                                                                • Submitted: Feb 19, 2017
                                                                                • Stayed: Feb 2017

                                                                                We love this place.

                                                                                5 of 5
                                                                                We've stayed at this location for two summer vacations in a row, early July of 2016 and September of 2015. We simply love it! The owners are incredible and so helpful from start to finish. Our family absolutely loves to hunt for sea glass and this place is the absolute best for that hobby. I have never seen so much sea glass. (Perhaps I shouldn't reveal this so no one else scoops it up!) We ran into an issue when the TVs didn't work for a day or two and the owners were super responsive. A storm had caused some issues in the area (nothing that could be done until it was fixed via the cable company). But the owners were so good at keeping us updated and are just truly nice folks. The house itself is big and well equipped. We love the deck and the big yard and of course, the beach. The neighbors are nice too! I didn't even get attacked by any black flies this past summer! Ha! We didn't have issues with any bugs and the kids truly enjoyed the treasure hunt we put together for them on the grounds. We did end up driving quite a distance to a community pool as it was really hot in July and our son LOVES swimming, but doesn't so much love swimming in the Bay. :) We would highly recommend this place to anyone. We can't wait to come back. Thank you for sharing your home with us and let me know if you decide to sell. Ha!
                                                                                • Submitted: Jan 8, 2017
                                                                                • Stayed: Jul 2016

                                                                                The place was clean and close to town.

                                                                                4 of 5
                                                                                Clean place and close to town. Nice big backyard which we didn't end up using due to the weather. We enjoyed our stay and Ann was very hospitable.
                                                                                • Submitted: Oct 16, 2016
                                                                                • Stayed: Oct 2016