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
    (7 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 6
    House #759063vb
    7
      • 4 BR
      • 3 BA
      • Sleeps 8
      House #4487352
      4
      Viewed 13 times in the last 48 hours
        avg/night
        • 4 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 8
        House #4558937
        2
        Viewed 9 times in the last 48 hours
          • 2 BR
          • 1 BA
          • Sleeps 4
          House #1156052vb
            Exceptional! 5/5
            (63 reviews)
            avg/night
            • 3 BR
            • 3 BA
            • Sleeps 8
            House #294688vb
            63
            Viewed 34 times in the last 48 hours
              Exceptional! 5/5
              (13 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 8
              Cottage #883977vb
              13
              Viewed 22 times in the last 48 hours
                Wonderful! 4.9/5
                (14 reviews)
                avg/night
                • 1 BR
                • 1 BA
                • 1 HF BA
                • Sleeps 4
                Apartment #844031vb
                14
                Viewed 12 times in the last 48 hours
                  Wonderful! 4.8/5
                  (23 reviews)
                  avg/night
                  • 4 BR
                  • 3 BA
                  • Sleeps 12
                  House #3786046
                  23
                  Viewed 37 times in the last 48 hours
                    Wonderful! 4.9/5
                    (26 reviews)
                    avg/night
                    • 5 BR
                    • 5 BA
                    • 1 HF BA
                    • Sleeps 10
                    House #3592853
                    26
                    Viewed 58 times in the last 48 hours
                      Wonderful! 4.9/5
                      (13 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 9
                      Apartment #409821vb
                      13
                      Viewed 28 times in the last 48 hours
                        Wonderful! 4.9/5
                        (21 reviews)
                        avg/night
                        • 5 BR
                        • 4 BA
                        • Sleeps 18
                        House #581725vb
                        21
                        Viewed 28 times in the last 48 hours
                          Exceptional! 5/5
                          (26 reviews)
                          avg/night
                          • 2 BR
                          • 2 BA
                          • Sleeps 5
                          Cottage #608459vb
                          26
                          Viewed 24 times in the last 48 hours
                            Excellent! 4.6/5
                            (36 reviews)
                            avg/night
                            • 3 BR
                            • 1 BA
                            • 1 HF BA
                            • Sleeps 7
                            House #429782vb
                            36
                            Viewed 11 times in the last 48 hours
                              Excellent! 4.7/5
                              (23 reviews)
                              avg/night
                              • 4 BR
                              • 2 BA
                              • Sleeps 10
                              House #704799vb
                              23
                              Viewed 28 times in the last 48 hours
                                Exceptional! 5/5
                                (42 reviews)
                                View details for price
                                • 4 BR
                                • 4 BA
                                • 1 HF BA
                                • Sleeps 13
                                House #356548vb
                                42
                                Viewed 21 times in the last 48 hours
                                  Exceptional! 5/5
                                  (20 reviews)
                                  avg/night
                                  • 4 BR
                                  • 2 BA
                                  • Sleeps 10
                                  House #398147vb
                                  20
                                  Viewed 32 times in the last 48 hours
                                    Excellent! 4.6/5
                                    (40 reviews)
                                    avg/night
                                    • 3 BR
                                    • 3 BA
                                    • Sleeps 12
                                    House #7002752
                                    40
                                    Viewed 57 times in the last 48 hours
                                      Exceptional! 5/5
                                      (26 reviews)
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • 1 HF BA
                                      • Sleeps 8
                                      Cottage #503705vb
                                      26
                                      Viewed 15 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (35 reviews)
                                        avg/night
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 5
                                        Apartment #494798vb
                                        35
                                        Viewed 5 times in the last 48 hours
                                          Wonderful! 4.8/5
                                          (16 reviews)
                                          avg/night
                                          • 6 BR
                                          • 2 BA
                                          • Sleeps 11
                                          House #235930
                                          16
                                          Viewed 19 times in the last 48 hours
                                            Wonderful! 4.9/5
                                            (17 reviews)
                                            avg/night
                                            • 4 BR
                                            • 2 BA
                                            • Sleeps 8
                                            Estate #730130vb
                                            17
                                            Viewed 23 times in the last 48 hours
                                              Wonderful! 4.8/5
                                              (12 reviews)
                                              avg/night
                                              • 3 BR
                                              • 1 BA
                                              • 1 HF BA
                                              • Sleeps 8
                                              House #571411vb
                                              12
                                              Viewed 5 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (9 reviews)
                                                avg/night
                                                • 3 BR
                                                • 2 BA
                                                • 1 HF BA
                                                • Sleeps 8
                                                House #797359vb
                                                9
                                                Viewed 9 times in the last 48 hours
                                                  Very Good! 4/5
                                                  (5 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 1 BA
                                                  • Sleeps 8
                                                  House #440251vb
                                                  5
                                                  Viewed 9 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (8 reviews)
                                                    avg/night
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 5
                                                    Apartment #838035vb
                                                    8
                                                    Viewed 6 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (22 reviews)
                                                      avg/night
                                                      • 4 BR
                                                      • 2 BA
                                                      • Sleeps 8
                                                      Cottage #431105vb
                                                      22
                                                      Viewed 11 times in the last 48 hours
                                                        Wonderful! 4.9/5
                                                        (10 reviews)
                                                        avg/night
                                                        • 4 BR
                                                        • 3 BA
                                                        • 1 HF BA
                                                        • Sleeps 8
                                                        House #458295vb
                                                        10
                                                        Viewed 12 times in the last 48 hours
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          Chateau / Country House #738311vb
                                                          6
                                                            • 5 BR
                                                            • 2 BA
                                                            • Sleeps 10
                                                            Farmhouse #623923vb
                                                            5
                                                              Exceptional! 5/5
                                                              (8 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Apartment #1045032vb
                                                              8
                                                              Viewed 16 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (5 reviews)
                                                                avg/night
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 3
                                                                Apartment #589368vb
                                                                5
                                                                Viewed 8 times in the last 48 hours
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 2
                                                                  Guest House #1113002vb
                                                                    avg/night
                                                                    • 5 BR
                                                                    • 4 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 10
                                                                    House #1089471vb
                                                                    1
                                                                    Viewed 8 times in the last 48 hours
                                                                      Wonderful! 4.8/5
                                                                      (21 reviews)
                                                                      avg/night
                                                                      • 4 BR
                                                                      • 4 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 10
                                                                      Estate #606821vb
                                                                      21
                                                                      Viewed 7 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 8 times in the last 48 hours
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • Sleeps 10
                                                                          Farmhouse #598989vb
                                                                          3
                                                                            • 5 BR
                                                                            • 2 BA
                                                                            • Sleeps 10
                                                                            Farmhouse #582873vb
                                                                            12
                                                                              Excellent! 4.4/5
                                                                              (7 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • Sleeps 8
                                                                              House #3917327
                                                                              7
                                                                              Viewed 22 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (20 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 6
                                                                                House #53282vb
                                                                                20
                                                                                Viewed 21 times in the last 48 hours
                                                                                  Wonderful! 4.8/5
                                                                                  (32 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 6
                                                                                  House #431733vb
                                                                                  32
                                                                                  Viewed 9 times in the last 48 hours
                                                                                    avg/night
                                                                                    • 5 BR
                                                                                    • 5 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 10
                                                                                    House #600779vb
                                                                                    3
                                                                                    Viewed 5 times in the last 48 hours
                                                                                      avg/night
                                                                                      • 8 BR
                                                                                      • 8 BA
                                                                                      • Sleeps 4
                                                                                      Hotel #4093884
                                                                                      Viewed 12 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (29 reviews)
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 4 BA
                                                                                        • Sleeps 8
                                                                                        House #410328vb
                                                                                        29
                                                                                        Viewed 8 times in the last 48 hours
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 5
                                                                                          House #4112420
                                                                                          2
                                                                                            Wonderful! 4.8/5
                                                                                            (25 reviews)
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 6
                                                                                            Cottage #418738vb
                                                                                            25
                                                                                            Viewed 12 times in the last 48 hours
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 8
                                                                                              House #4204088
                                                                                              1
                                                                                              Viewed 18 times in the last 48 hours
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 4
                                                                                                Cottage #1139912vb
                                                                                                2
                                                                                                Viewed 5 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 5 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 10
                                                                                                  House #4647406
                                                                                                  1
                                                                                                  Viewed 5 times in the last 48 hours
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 2
                                                                                                    House #1145090vb
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 2
                                                                                                      House #4533503
                                                                                                      Viewed 6 times in the last 48 hours

                                                                                                      Vacation Rentals in Chestertown, Maryland (66)