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Chestertown: Houses, Estates & More (51)

  • 1 - 50 of 51
Additional fees apply. Taxes may be added.
    • 3 BR
    • 2 BA
    • Sleeps 6
    4
      • 3 BR
      • 2 BA
      • Sleeps 6
      9
        • 2 BR
        • 2 BA
        • Sleeps 5
        2 Reviews
          • 3 BR
          • 1 BA
          • 1 HF BA
          • Sleeps 6
          1 Review
            • 2 BR
            • 2 BA
            • 1 HF BA
            • Sleeps 6
            2 Reviews
              • 5 BR
              • 4 BA
              • 1 HF BA
              • Sleeps 10
              3
                • 2 BR
                • 1 BA
                • 1 HF BA
                • Sleeps 6
                23
                  • 3 BR
                  • 1 BA
                  • 1 HF BA
                  • Sleeps 7
                  29
                    • 3 BR
                    • 1 BA
                    • Sleeps 6
                    22
                      • 4 BR
                      • 4 BA
                      • 1 HF BA
                      • Sleeps 10
                      18
                        • 5 BR
                        • 4 BA
                        • Sleeps 11
                          • 2 BR
                          • 1 BA
                          • 1 HF BA
                          • Sleeps 4
                          8
                            • 5 BR
                            • 3 BA
                            • Sleeps 8
                            5
                              • 4 BR
                              • 2 BA
                              • 1 HF BA
                              • Sleeps 11
                                • 4 BR
                                • 2 BA
                                • Sleeps 12
                                19
                                  • 3 BR
                                  • 2 BA
                                  • 1 HF BA
                                  • Sleeps 8
                                  3
                                    • 3 BR
                                    • 3 BA
                                    • Sleeps 8
                                    39
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 9
                                      8
                                        • 1 BR
                                        • 1 BA
                                        • 1 HF BA
                                        • Sleeps 4
                                        4
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 9
                                          7
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 4
                                            3
                                              • 4 BR
                                              • 2 BA
                                              • Sleeps 10
                                              9
                                                • 4 BR
                                                • 2 BA
                                                • Sleeps 8
                                                12
                                                  • 3 BR
                                                  • 2 BA
                                                  • 1 HF BA
                                                  • Sleeps 8
                                                  2 Reviews
                                                    • 4 BR
                                                    • 2 BA
                                                    • Sleeps 10
                                                    14
                                                      • 6 BR
                                                      • 2 BA
                                                      • Sleeps 11
                                                      13
                                                        • 3 BR
                                                        • 2 BA
                                                        • 1 HF BA
                                                        • Sleeps 6
                                                        1 Review
                                                          • 3 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 8
                                                          16
                                                            • 3 BR
                                                            • 1 BA
                                                            • Sleeps 8
                                                              • 3 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 6
                                                                18
                                                                  • 3 BR
                                                                  • 1 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 8
                                                                  10
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 6
                                                                    1 Review
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 5
                                                                      14
                                                                        • 4 BR
                                                                        • 2 BA
                                                                        • Sleeps 8
                                                                          • 4 BR
                                                                          • 4 BA
                                                                          • Sleeps 10
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 3
                                                                            3
                                                                              • 5 BR
                                                                              • 2 BA
                                                                              • Sleeps 10
                                                                              8
                                                                                • 4 BR
                                                                                • 2 BA
                                                                                • Sleeps 10
                                                                                2 Reviews
                                                                                  • 8 BR
                                                                                  • 8 BA
                                                                                  • Sleeps 4
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 10
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 7
                                                                                      4
                                                                                        • 4 BR
                                                                                        • 4 BA
                                                                                        • Sleeps 8
                                                                                        26
                                                                                          • 5 BR
                                                                                          • 3 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 15
                                                                                          1 Review
                                                                                            • 4 BR
                                                                                            • 2 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 9
                                                                                              • 11 BR
                                                                                              • 8 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 27
                                                                                              1 Review
                                                                                                • 4 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 10
                                                                                                  • 6 BR
                                                                                                  • 4 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 11
                                                                                                  9
                                                                                                    • 4 BR
                                                                                                    • 4 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 12
                                                                                                    1 Review
                                                                                                      • 3 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 8
                                                                                                      1 Review
                                                                                                      • 1 - 50 of 51
                                                                                                       

                                                                                                      Recent Chestertown Reviews

                                                                                                      Great girls weekend!

                                                                                                      5 of 5
                                                                                                      We had a great girls weekend in Chestertown! The house was perfect! Plenty of room, everything we needed. Kitchen was well equipped. Easy walk into town
                                                                                                      • Submitted: Sep 29, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      A good stay

                                                                                                      4 of 5
                                                                                                      It was a good stay for our group. Plenty of rooms, spaces, and a near by beach. But the house was not clean enough and many things to fix. But again, it was appropriate for our group's gathering not far ways from MD and PA area. I appreciate the owner(s) for making this place available.
                                                                                                      • Submitted: Aug 22, 2016
                                                                                                      • Stayed: Aug 2016