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Middletown: Houses, Cottages & More (60)

  • 1 - 50 of 60
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 25 times in the last 48 hours
      avg/night
      • 6 BR
      • 1 BA
      • 1 HF BA
      • Sleeps 11
      Farmhouse #629425vb
      3
      Viewed 6 times in the last 48 hours
        Wonderful! 4.9/5
        (46 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 4
        Bungalow #3632317
        46
        Viewed 25 times in the last 48 hours
          Wonderful! 4.9/5
          (35 reviews)
          avg/night
          • 3 BR
          • 1 BA
          • Sleeps 5
          House #660660vb
          35
          Viewed 19 times in the last 48 hours
            Excellent! 4.7/5
            (38 reviews)
            avg/night
            • 2 BR
            • 1 BA
            • Sleeps 6
            Cottage #213553
            38
            Viewed 30 times in the last 48 hours
              Wonderful! 4.9/5
              (75 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • 1 HF BA
              • Sleeps 9
              House #265656vb
              75
              Viewed 13 times in the last 48 hours
                Exceptional! 5.0/5
                (21 reviews)
                avg/night
                • 4 BR
                • 1 BA
                • Sleeps 8
                Cottage #772514vb
                21
                Viewed 23 times in the last 48 hours
                  Excellent! 4.7/5
                  (11 reviews)
                  avg/night
                  • 1 BR
                  • 1 BA
                  • Sleeps 4
                  Cottage #866563vb
                  11
                  Viewed 12 times in the last 48 hours
                    • 1 BR
                    • 1 BA
                    • Sleeps 3
                    Apartment #378630vb
                    8
                      Excellent! 4.7/5
                      (24 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • 1 HF BA
                      • Sleeps 6
                      House #741163vb
                      24
                      Viewed 10 times in the last 48 hours
                        Wonderful! 4.8/5
                        (38 reviews)
                        avg/night
                        • 6 BR
                        • 5 BA
                        • Sleeps 18
                        Farmhouse #930854
                        38
                        Viewed 21 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 6 times in the last 48 hours
                            Wonderful! 4.8/5
                            (19 reviews)
                            avg/night
                            • 2 BR
                            • 2 BA
                            • 1 HF BA
                            • Sleeps 6
                            Townhome #736145vb
                            19
                            Viewed 6 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 9 times in the last 48 hours
                                Wonderful! 4.9/5
                                (35 reviews)
                                avg/night
                                • 1 BR
                                • 1 BA
                                • 1 HF BA
                                • Sleeps 7
                                House #168499vb
                                35
                                Viewed 24 times in the last 48 hours
                                  Excellent! 4.6/5
                                  (16 reviews)
                                  avg/night
                                  • 4 BR
                                  • 2 BA
                                  • Sleeps 10
                                  House #398147
                                  16
                                  Viewed 10 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 7 times in the last 48 hours
                                      Exceptional! 5.0/5
                                      (16 reviews)
                                      avg/night
                                      • 4 BR
                                      • 4 BA
                                      • Sleeps 13
                                      Barn #601464vb
                                      16
                                      Viewed 7 times in the last 48 hours
                                        avg/night
                                        • 4 BR
                                        • 3 BA
                                        • Sleeps 12
                                        House #55610vb
                                        4
                                        Viewed 16 times in the last 48 hours
                                          Wonderful! 4.8/5
                                          (12 reviews)
                                          avg/night
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 6
                                          Townhome #738362vb
                                          12
                                          Viewed 12 times in the last 48 hours
                                            Exceptional! 5.0/5
                                            (54 reviews)
                                            avg/night
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 6
                                            Cottage #370992vb
                                            54
                                            Viewed 12 times in the last 48 hours
                                              avg/night
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 3
                                              Apartment #759215vb
                                              4
                                              Viewed 10 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (14 reviews)
                                                avg/night
                                                • 4 BR
                                                • 4 BA
                                                • Sleeps 7
                                                Townhome #681289vb
                                                14
                                                Viewed 10 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (7 reviews)
                                                  avg/night
                                                  • 4 BR
                                                  • 3 BA
                                                  • Sleeps 8
                                                  House #4154895
                                                  7
                                                  Viewed 7 times in the last 48 hours
                                                    Exceptional! 5.0/5
                                                    (7 reviews)
                                                    avg/night
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    Apartment #622004vb
                                                    7
                                                    Viewed 12 times in the last 48 hours
                                                      $83
                                                      avg/night
                                                      • Studio
                                                      • 1 BA
                                                      • Sleeps 3
                                                      Apartment #871431vb
                                                      2 Reviews
                                                      Viewed 7 times in the last 48 hours
                                                        avg/night
                                                        • 1 BR
                                                        • 1 BA
                                                        • 1 HF BA
                                                        • Sleeps 2
                                                        Apartment #871792vb
                                                        4
                                                        Viewed 21 times in the last 48 hours
                                                          avg/night
                                                          • 3 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 8
                                                          House #693980vb
                                                          3
                                                          Viewed 12 times in the last 48 hours
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Cabin #4151878
                                                            3
                                                              avg/night
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 3
                                                              Cottage #871426vb
                                                              Viewed 7 times in the last 48 hours
                                                                avg/night
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                House #4213276
                                                                3
                                                                Viewed 5 times in the last 48 hours
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • Sleeps 10
                                                                  House #4201472
                                                                  1 Review
                                                                  Viewed 5 times in the last 48 hours
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 2 BA
                                                                    • Sleeps 12
                                                                    Estate #803325vb
                                                                    Viewed 12 times in the last 48 hours
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 2
                                                                      House #871421vb
                                                                      Viewed 6 times in the last 48 hours
                                                                        $60
                                                                        avg/night
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 2
                                                                        House #4335088
                                                                        Viewed 6 times in the last 48 hours
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 4
                                                                          Apartment #4343704
                                                                          2 Reviews
                                                                          Viewed 21 times in the last 48 hours
                                                                            avg/night
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Cottage #487468vb
                                                                            3
                                                                            Viewed 9 times in the last 48 hours
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              Barn #707474vb
                                                                              2 Reviews
                                                                              Viewed 6 times in the last 48 hours
                                                                                avg/night
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • Sleeps 10
                                                                                Farmhouse #789557vb
                                                                                4
                                                                                Viewed 20 times in the last 48 hours
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 3
                                                                                  Cottage #871425vb
                                                                                  Viewed 7 times in the last 48 hours
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 2
                                                                                    House #871422vb
                                                                                      • 3 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 8
                                                                                      House #4338148
                                                                                        Wonderful! 4.9/5
                                                                                        (17 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • 2 HF BA
                                                                                        • Sleeps 6
                                                                                        House #167241
                                                                                        17
                                                                                        Viewed 5 times in the last 48 hours
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 2
                                                                                          House #871423vb
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Townhome #939774vb
                                                                                            Viewed 11 times in the last 48 hours
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 6
                                                                                              Farmhouse #914805vb
                                                                                              Viewed 19 times in the last 48 hours
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 5
                                                                                                House #4366176
                                                                                                Viewed 10 times in the last 48 hours
                                                                                                  Wonderful! 4.8/5
                                                                                                  (8 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 6
                                                                                                  Cottage #653404vb
                                                                                                  8
                                                                                                  Viewed 15 times in the last 48 hours
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 4
                                                                                                    Cottage #871427vb
                                                                                                      avg/night
                                                                                                      • 5 BR
                                                                                                      • 2 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 12
                                                                                                      House #873786vb
                                                                                                      Viewed 30 times in the last 48 hours
                                                                                                      • 1 - 50 of 60
                                                                                                       

                                                                                                      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