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Middletown: Houses, Cottages & More (93)

  • 1 - 50 of 93
Additional fees apply. Taxes may be added.
    Excellent! 4.6/5
    (40 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 5
    Cabin #392560
    40
    Viewed 17 times in the last 48 hours
      • 6 BR
      • 1 BA
      • 1 HF BA
      • Sleeps 11
      Farmhouse #629425vb
      3
        Wonderful! 4.9/5
        (37 reviews)
        avg/night
        • 3 BR
        • 2 BA
        • Sleeps 6
        House #645358vb
        37
        Viewed 16 times in the last 48 hours
          Wonderful! 4.9/5
          (45 reviews)
          avg/night
          • 2 BR
          • 1 BA
          • Sleeps 4
          Bungalow #3632317
          45
          Viewed 42 times in the last 48 hours
            Wonderful! 4.9/5
            (34 reviews)
            avg/night
            • 3 BR
            • 1 BA
            • Sleeps 5
            House #660660vb
            34
            Viewed 11 times in the last 48 hours
              Excellent! 4.7/5
              (38 reviews)
              avg/night
              • 2 BR
              • 1 BA
              • Sleeps 6
              Cottage #213553
              38
              Viewed 27 times in the last 48 hours
                • 1 BR
                • 1 BA
                • 1 HF BA
                • Sleeps 3
                House #269130vb
                3
                  Wonderful! 4.9/5
                  (75 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • 1 HF BA
                  • Sleeps 9
                  House #265656vb
                  75
                  Viewed 24 times in the last 48 hours
                    Exceptional! 5.0/5
                    (21 reviews)
                    avg/night
                    • 4 BR
                    • 1 BA
                    • Sleeps 8
                    Cottage #772514vb
                    21
                    Viewed 24 times in the last 48 hours
                      • 1 BR
                      • 1 BA
                      • Sleeps 3
                      Apartment #378630vb
                      8
                        Excellent! 4.7/5
                        (11 reviews)
                        avg/night
                        • 1 BR
                        • 1 BA
                        • Sleeps 4
                        Cottage #866563vb
                        11
                        Viewed 26 times in the last 48 hours
                          Excellent! 4.7/5
                          (24 reviews)
                          avg/night
                          • 3 BR
                          • 2 BA
                          • 1 HF BA
                          • Sleeps 6
                          House #741163vb
                          24
                          Viewed 14 times in the last 48 hours
                            Wonderful! 4.8/5
                            (38 reviews)
                            avg/night
                            • 6 BR
                            • 5 BA
                            • Sleeps 18
                            Farmhouse #930854
                            38
                            Viewed 39 times in the last 48 hours
                              Wonderful! 4.8/5
                              (18 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • 1 HF BA
                              • Sleeps 6
                              Townhome #736145vb
                              18
                              Viewed 18 times in the last 48 hours
                                Wonderful! 4.8/5
                                (20 reviews)
                                avg/night
                                • 1 BR
                                • 1 BA
                                • Sleeps 4
                                Cottage #479638vb
                                20
                                Viewed 8 times in the last 48 hours
                                  Exceptional! 5.0/5
                                  (37 reviews)
                                  avg/night
                                  • 2 BR
                                  • 1 BA
                                  • 1 HF BA
                                  • Sleeps 4
                                  Cottage #3586026
                                  37
                                  Viewed 8 times in the last 48 hours
                                    Excellent! 4.5/5
                                    (15 reviews)
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • 1 HF BA
                                    • Sleeps 6
                                    Townhome #3474377
                                    15
                                    Viewed 5 times in the last 48 hours
                                      • 3 BR
                                      • 3 BA
                                      • Sleeps 6
                                      Townhome #4215591
                                      1
                                      Viewed 18 times in the last 48 hours
                                        Excellent! 4.6/5
                                        (7 reviews)
                                        avg/night
                                        • 3 BR
                                        • 3 BA
                                        • Sleeps 6
                                        Estate #475224vb
                                        7
                                        Viewed 13 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (5 reviews)
                                          avg/night
                                          • 5 BR
                                          • 4 BA
                                          • 1 HF BA
                                          • Sleeps 8
                                          House #591131vb
                                          5
                                          Viewed 5 times in the last 48 hours
                                            • 2 BR
                                            • 1 BA
                                            • 1 HF BA
                                            • Sleeps 4
                                            Cabin #480828vb
                                            20
                                              Wonderful! 4.9/5
                                              (35 reviews)
                                              avg/night
                                              • 1 BR
                                              • 1 BA
                                              • 1 HF BA
                                              • Sleeps 7
                                              House #168499vb
                                              35
                                              Viewed 27 times in the last 48 hours
                                                Excellent! 4.6/5
                                                (16 reviews)
                                                avg/night
                                                • 4 BR
                                                • 2 BA
                                                • Sleeps 10
                                                House #398147
                                                16
                                                Viewed 8 times in the last 48 hours
                                                  Wonderful! 4.8/5
                                                  (6 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  Cabin #897329vb
                                                  6
                                                  Viewed 34 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (35 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • 2 BA
                                                    • 1 HF BA
                                                    • Sleeps 6
                                                    Townhome #611998vb
                                                    35
                                                    Viewed 8 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (12 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 1 BA
                                                      • 1 HF BA
                                                      • Sleeps 7
                                                      Cottage #701226vb
                                                      12
                                                      Viewed 10 times in the last 48 hours
                                                        Wonderful! 4.9/5
                                                        (17 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 2 BA
                                                        • 1 HF BA
                                                        • Sleeps 8
                                                        Chateau / Country House #3812200
                                                        17
                                                        Viewed 29 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (16 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 4 BA
                                                          • Sleeps 13
                                                          Barn #601464vb
                                                          16
                                                          Viewed 29 times in the last 48 hours
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 12
                                                            House #563758vb
                                                            1
                                                            Viewed 29 times in the last 48 hours
                                                              Wonderful! 4.8/5
                                                              (11 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              Townhome #738362vb
                                                              11
                                                              Viewed 23 times in the last 48 hours
                                                                avg/night
                                                                • 4 BR
                                                                • 3 BA
                                                                • Sleeps 12
                                                                House #55610vb
                                                                4
                                                                Viewed 33 times in the last 48 hours
                                                                  Exceptional! 5.0/5
                                                                  (54 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  Cottage #370992vb
                                                                  54
                                                                  Viewed 19 times in the last 48 hours
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 3
                                                                    Apartment #759215vb
                                                                    4
                                                                      Wonderful! 4.9/5
                                                                      (14 reviews)
                                                                      avg/night
                                                                      • 4 BR
                                                                      • 4 BA
                                                                      • Sleeps 7
                                                                      Townhome #681289vb
                                                                      14
                                                                      Viewed 20 times in the last 48 hours
                                                                        Exceptional! 5.0/5
                                                                        (7 reviews)
                                                                        avg/night
                                                                        • 4 BR
                                                                        • 3 BA
                                                                        • Sleeps 8
                                                                        House #4154895
                                                                        7
                                                                        Viewed 9 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (8 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 12
                                                                          Chateau / Country House #335784vb
                                                                          8
                                                                          Viewed 15 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (7 reviews)
                                                                            avg/night
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Apartment #622004vb
                                                                            7
                                                                            Viewed 8 times in the last 48 hours
                                                                              Exceptional! 5.0/5
                                                                              (11 reviews)
                                                                              avg/night
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              Cottage #818420vb
                                                                              11
                                                                              Viewed 20 times in the last 48 hours
                                                                                $83
                                                                                avg/night
                                                                                • Studio
                                                                                • 1 BA
                                                                                • Sleeps 3
                                                                                Apartment #871431vb
                                                                                2
                                                                                Viewed 10 times in the last 48 hours
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 2
                                                                                  Apartment #871792vb
                                                                                  4
                                                                                  Viewed 17 times in the last 48 hours
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 3 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 12
                                                                                    House #359198
                                                                                    4
                                                                                    Viewed 38 times in the last 48 hours
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 8
                                                                                      House #693980vb
                                                                                      3
                                                                                      Viewed 7 times in the last 48 hours
                                                                                        • 3 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 8
                                                                                        Lodge #767664vb
                                                                                        4
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          Cabin #4151878
                                                                                          3
                                                                                          Viewed 7 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 3
                                                                                            Cottage #871426vb
                                                                                            Viewed 11 times in the last 48 hours
                                                                                              avg/night
                                                                                              • 7 BR
                                                                                              • 5 BA
                                                                                              • 2 HF BA
                                                                                              • Sleeps 27
                                                                                              Lodge #884688vb
                                                                                              1
                                                                                              Viewed 40 times in the last 48 hours
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                House #4213276
                                                                                                3
                                                                                                Viewed 6 times in the last 48 hours
                                                                                                  Exceptional! 5.0/5
                                                                                                  (5 reviews)
                                                                                                  $71
                                                                                                  avg/night
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 2
                                                                                                  Apartment #4058105
                                                                                                  5
                                                                                                  Viewed 5 times in the last 48 hours
                                                                                                    avg/night
                                                                                                    • 4 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 12
                                                                                                    Estate #803325vb
                                                                                                    Viewed 24 times in the last 48 hours
                                                                                                      • 4 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 10
                                                                                                      House #4201472
                                                                                                      1
                                                                                                      Viewed 28 times in the last 48 hours
                                                                                                      • 1 - 50 of 93
                                                                                                       

                                                                                                      Recent Middletown Reviews

                                                                                                      The townhouse is very comfortable and charming plus just 1 block to Market st and the heart of town!

                                                                                                      5 of 5
                                                                                                      Christena was very responsive and accommodating to our needs. The townhouse is just as described. We are relocating to Frederick and will definitely book the townhouse for our friends and family to visit!
                                                                                                      • Submitted: Dec 5, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Very spacious and quaint farm house setting

                                                                                                      4 of 5
                                                                                                      Renu was a wonderful host and the process to rent the place was seamless. We had Thanksgiving dinner for 17 and stayed 4 nights this November. Could not have found a nice place to host the celebration. Good choice for the holidays!
                                                                                                      • Submitted: Nov 29, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      A sweet gem in Shepherdstown!

                                                                                                      5 of 5
                                                                                                      My family came in for the Thanksgiving weekend and they really enjoyed the accommodations. It was warm, comfortable, and in easy walking distance of everything in Shepherdstown. I would highly recommend!
                                                                                                      • Submitted: Nov 28, 2016
                                                                                                      • Stayed: Nov 2016