Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled
    Exceptional! 5/5
    (11 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 6
    House #220506vb
    11
    Viewed 10 times in the last 48 hours
      Exceptional! 5/5
      (7 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Sleeps 6
      House #759063vb
      7
        • 4 BR
        • 3 BA
        • Sleeps 8
        House #4487352
        Viewed 20 times in the last 48 hours
          avg/night
          • 3 BR
          • 3 BA
          • Sleeps 8
          House #1054955vb
          Viewed 15 times in the last 48 hours
            avg/night
            • 1 BR
            • 1 BA
            • Sleeps 2
            Apartment #975033vb
            Viewed 27 times in the last 48 hours
              Exceptional! 5/5
              (47 reviews)
              avg/night
              • 3 BR
              • 3 BA
              • Sleeps 8
              House #294688vb
              47
              Viewed 35 times in the last 48 hours
                Exceptional! 5/5
                (22 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 5
                Cottage #608459vb
                22
                Viewed 42 times in the last 48 hours
                  Wonderful! 4.8/5
                  (14 reviews)
                  avg/night
                  • 4 BR
                  • 3 BA
                  • Sleeps 12
                  House #3786046
                  14
                  Viewed 40 times in the last 48 hours
                    • 3 BR
                    • 2 BA
                    • Sleeps 8
                    Cottage #883977vb
                    2
                    Viewed 24 times in the last 48 hours
                      Wonderful! 4.8/5
                      (16 reviews)
                      avg/night
                      • 4 BR
                      • 2 BA
                      • Sleeps 10
                      House #704799vb
                      16
                      Viewed 20 times in the last 48 hours
                        Wonderful! 4.9/5
                        (8 reviews)
                        avg/night
                        • 1 BR
                        • 1 BA
                        • 1 HF BA
                        • Sleeps 4
                        Apartment #844031vb
                        8
                        Viewed 18 times in the last 48 hours
                          Wonderful! 4.9/5
                          (10 reviews)
                          avg/night
                          • 3 BR
                          • 2 BA
                          • Sleeps 9
                          Apartment #409821vb
                          10
                          Viewed 24 times in the last 48 hours
                            Excellent! 4.7/5
                            (14 reviews)
                            avg/night
                            • 6 BR
                            • 2 BA
                            • Sleeps 11
                            House #235930
                            14
                            Viewed 35 times in the last 48 hours
                              Wonderful! 4.9/5
                              (10 reviews)
                              avg/night
                              • 4 BR
                              • 2 BA
                              • Sleeps 10
                              House #398147vb
                              10
                              Viewed 8 times in the last 48 hours
                                Exceptional! 5/5
                                (17 reviews)
                                avg/night
                                • 3 BR
                                • 2 BA
                                • 1 HF BA
                                • Sleeps 8
                                Cottage #503705vb
                                17
                                Viewed 23 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 24 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (31 reviews)
                                    avg/night
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 5
                                    Apartment #494798vb
                                    31
                                    Viewed 23 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 7 times in the last 48 hours
                                        Exceptional! 5/5
                                        (5 reviews)
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • 1 HF BA
                                        • Sleeps 8
                                        House #797359vb
                                        5
                                        Viewed 8 times in the last 48 hours
                                          Exceptional! 5/5
                                          (40 reviews)
                                          avg/night
                                          • 4 BR
                                          • 4 BA
                                          • 1 HF BA
                                          • Sleeps 13
                                          House #356548vb
                                          40
                                          Viewed 21 times in the last 48 hours
                                            Excellent! 4.6/5
                                            (31 reviews)
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 12
                                            House #7002752
                                            31
                                            Viewed 42 times in the last 48 hours
                                              Wonderful! 4.9/5
                                              (8 reviews)
                                              avg/night
                                              • 5 BR
                                              • 2 BA
                                              • Sleeps 10
                                              Farmhouse #582873vb
                                              8
                                              Viewed 18 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (12 reviews)
                                                avg/night
                                                • 4 BR
                                                • 2 BA
                                                • Sleeps 8
                                                Estate #730130vb
                                                12
                                                Viewed 46 times in the last 48 hours
                                                  avg/night
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 3
                                                  Apartment #589368vb
                                                  3
                                                  Viewed 22 times in the last 48 hours
                                                    • 4 BR
                                                    • 2 BA
                                                    • Sleeps 10
                                                    Farmhouse #598989vb
                                                    2
                                                    Viewed 11 times in the last 48 hours
                                                      Very Good! 4/5
                                                      (5 reviews)
                                                      avg/night
                                                      • 5 BR
                                                      • 3 BA
                                                      • Sleeps 8
                                                      House #726629vb
                                                      5
                                                      Viewed 32 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 25 times in the last 48 hours
                                                          Exceptional! 5/5
                                                          (4 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          Chateau / Country House #738311vb
                                                          4
                                                          Viewed 15 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
                                                              Excellent! 4.3/5
                                                              (9 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 9
                                                              House #706116vb
                                                              9
                                                              Viewed 34 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (22 reviews)
                                                                avg/night
                                                                • 3 BR
                                                                • 1 BA
                                                                • Sleeps 6
                                                                Cottage #418738vb
                                                                22
                                                                Viewed 25 times in the last 48 hours
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                  House #3917327
                                                                  1
                                                                  Viewed 28 times in the last 48 hours
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 1 BA
                                                                    • Sleeps 8
                                                                    House #440251vb
                                                                    1
                                                                    Viewed 24 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 8 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (18 reviews)
                                                                        avg/night
                                                                        • 4 BR
                                                                        • 4 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 10
                                                                        Estate #606821vb
                                                                        18
                                                                        Viewed 12 times in the last 48 hours
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 5
                                                                          House #4112420
                                                                          1
                                                                          Viewed 15 times in the last 48 hours
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 1 BA
                                                                            • Sleeps 8
                                                                            House #4204088
                                                                            1
                                                                            Viewed 11 times in the last 48 hours
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 8
                                                                              House #565548vb
                                                                              3
                                                                              Viewed 14 times in the last 48 hours
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 6
                                                                                House #707088vb
                                                                                1
                                                                                  avg/night
                                                                                  • 8 BR
                                                                                  • 8 BA
                                                                                  • Sleeps 4
                                                                                  Hotel #4093884
                                                                                  Viewed 13 times in the last 48 hours
                                                                                    Exceptional! 5/5
                                                                                    (9 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 4
                                                                                    House #473897vb
                                                                                    9
                                                                                      • 4 BR
                                                                                      • 2 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 11
                                                                                      House #592542vb
                                                                                        • 6 BR
                                                                                        • 4 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 11
                                                                                        Estate #1015635vb
                                                                                        Viewed 7 times in the last 48 hours
                                                                                          • 5 BR
                                                                                          • 4 BA
                                                                                          • Sleeps 11
                                                                                          House #912542vb
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Apartment #1045032vb
                                                                                              • 4 BR
                                                                                              • 4 BA
                                                                                              • Sleeps 10
                                                                                              House #732410vb
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 4 BA
                                                                                                • Sleeps 8
                                                                                                House #4176971
                                                                                                Viewed 5 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 10
                                                                                                  Recreational Vehicle #4243662
                                                                                                  Viewed 23 times in the last 48 hours
                                                                                                    Wonderful! 4.8/5
                                                                                                    (19 reviews)
                                                                                                    avg/night
                                                                                                    • 4 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 12
                                                                                                    House #395841vb
                                                                                                    19
                                                                                                    Viewed 54 times in the last 48 hours
                                                                                                      avg/night
                                                                                                      • 5 BR
                                                                                                      • 5 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 10
                                                                                                      House #600779vb
                                                                                                      3
                                                                                                      Viewed 16 times in the last 48 hours
                                                                                                      • 1 - 50 of 64

                                                                                                      Vacation Rentals in Chestertown, Maryland (64)