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Favorite
    Viewed 48 times in the last 48 hours
    • 1 BR
    • 1 BA
    • Sleeps 6
    Excellent! 4.6/5
    (16 reviews)
    $89
    avg/night
    16
    Favorite
      Viewed 43 times in the last 48 hours
      • 2 BR
      • 1 BA
      • Sleeps 6
      Wonderful! 4.8/5
      (17 reviews)
      avg/night
      17
      Favorite
        Viewed 55 times in the last 48 hours
        • 2 BR
        • 1 BA
        • Sleeps 6
        Excellent! 4.3/5
        (18 reviews)
        avg/night
        18
        Favorite
          Viewed 80 times in the last 48 hours
          • 3 BR
          • 3 BA
          • Sleeps 6
          Very Good! 4/5
          (11 reviews)
          avg/night
          11
          Favorite
            Viewed 36 times in the last 48 hours
            • 3 BR
            • 3 BA
            • Sleeps 8
            Wonderful! 4.9/5
            (11 reviews)
            avg/night
            11
            Favorite
              Viewed 41 times in the last 48 hours
              • 2 BR
              • 2 BA
              • Sleeps 4
              Wonderful! 4.9/5
              (19 reviews)
              avg/night
              19
              Favorite
                Viewed 42 times in the last 48 hours
                • 2 BR
                • 1 BA
                • Sleeps 5
                Excellent! 4.3/5
                (8 reviews)
                avg/night
                8
                Favorite
                  Viewed 29 times in the last 48 hours
                  • 3 BR
                  • 2 BA
                  • Sleeps 10
                  Exceptional! 5/5
                  (10 reviews)
                  avg/night
                  10
                  Favorite
                    Viewed 56 times in the last 48 hours
                    • 2 BR
                    • 1 BA
                    • Sleeps 5
                    Very Good! 4/5
                    (7 reviews)
                    avg/night
                    7
                    Favorite
                      Viewed 61 times in the last 48 hours
                      • 4 BR
                      • 2 BA
                      • Sleeps 12
                      Wonderful! 4.9/5
                      (15 reviews)
                      avg/night
                      15
                      Favorite
                        Viewed 14 times in the last 48 hours
                        • 3 BR
                        • 2 BA
                        • Sleeps 9
                        Exceptional! 5/5
                        (5 reviews)
                        avg/night
                        5
                        Favorite
                          Viewed 16 times in the last 48 hours
                          • 3 BR
                          • 3 BA
                          • Sleeps 7
                          Exceptional! 5/5
                          (8 reviews)
                          avg/night
                          8
                          Favorite
                            Viewed 19 times in the last 48 hours
                            • 3 BR
                            • 2 BA
                            • Sleeps 8
                            Wonderful! 4.9/5
                            (21 reviews)
                            avg/night
                            21
                            Favorite
                              Viewed 38 times in the last 48 hours
                              • 3 BR
                              • 1 BA
                              • Sleeps 8
                              Wonderful! 4.8/5
                              (24 reviews)
                              avg/night
                              24
                              Favorite
                                Viewed 13 times in the last 48 hours
                                • 4 BR
                                • 1 BA
                                • Sleeps 7
                                Exceptional! 5/5
                                (10 reviews)
                                avg/night
                                10
                                Favorite
                                  Viewed 84 times in the last 48 hours
                                  • 6 BR
                                  • 3 BA
                                  • Sleeps 26
                                  Very Good! 4.2/5
                                  (14 reviews)
                                  avg/night
                                  14
                                  Favorite
                                    Viewed 67 times in the last 48 hours
                                    • 2 BR
                                    • 1 BA
                                    • 1 HF BA
                                    • Sleeps 7
                                    Excellent! 4.6/5
                                    (10 reviews)
                                    avg/night
                                    10
                                    Favorite
                                      Viewed 26 times in the last 48 hours
                                      • 4 BR
                                      • 2 BA
                                      • Sleeps 8
                                      avg/night
                                      2
                                      Favorite
                                        Viewed 28 times in the last 48 hours
                                        • 6 BR
                                        • 3 BA
                                        • Sleeps 12
                                        avg/night
                                        1
                                        Favorite
                                          Viewed 32 times in the last 48 hours
                                          • 2 BR
                                          • 1 BA
                                          • 1 HF BA
                                          • Sleeps 7
                                          avg/night
                                          1
                                          Favorite
                                            Viewed 6 times in the last 48 hours
                                            • 4 BR
                                            • 2 BA
                                            • 1 HF BA
                                            • Sleeps 8
                                            avg/night
                                            0
                                            Favorite
                                              Viewed 35 times in the last 48 hours
                                              • 2 BR
                                              • 2 BA
                                              • 1 HF BA
                                              • Sleeps 8
                                              Excellent! 4.6/5
                                              (17 reviews)
                                              avg/night
                                              17
                                              Favorite
                                                Viewed 154 times in the last 48 hours
                                                • 7 BR
                                                • 4 BA
                                                • Sleeps 18
                                                avg/night
                                                0
                                                Favorite
                                                  Viewed 109 times in the last 48 hours
                                                  • 3 BR
                                                  • 2 BA
                                                  • 1 HF BA
                                                  • Sleeps 8
                                                  avg/night
                                                  0
                                                  Favorite
                                                    Viewed 79 times in the last 48 hours
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    avg/night
                                                    0
                                                    Favorite
                                                      Viewed 12 times in the last 48 hours
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 9
                                                      Exceptional! 5/5
                                                      (31 reviews)
                                                      avg/night
                                                      31
                                                      Favorite
                                                        Viewed 49 times in the last 48 hours
                                                        • 6 BR
                                                        • 2 BA
                                                        • Sleeps 11
                                                        avg/night
                                                        1
                                                        Favorite
                                                          Viewed 71 times in the last 48 hours
                                                          • 4 BR
                                                          • 2 BA
                                                          • Sleeps 13
                                                          avg/night
                                                          2
                                                          Favorite
                                                            Viewed 34 times in the last 48 hours
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 8
                                                            avg/night
                                                            2
                                                            Favorite
                                                              Viewed 11 times in the last 48 hours
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 9
                                                              avg/night
                                                              1
                                                              Favorite
                                                                Viewed 41 times in the last 48 hours
                                                                • 3 BR
                                                                • 2 BA
                                                                • 1 HF BA
                                                                • Sleeps 6
                                                                avg/night
                                                                0
                                                                Favorite
                                                                  Viewed 13 times in the last 48 hours
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 6
                                                                  $91
                                                                  avg/night
                                                                  4
                                                                  Favorite
                                                                    Viewed 18 times in the last 48 hours
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 2
                                                                    avg/night
                                                                    0
                                                                    Favorite
                                                                      Viewed 44 times in the last 48 hours
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 8
                                                                      Exceptional! 5/5
                                                                      (12 reviews)
                                                                      avg/night
                                                                      12
                                                                      Favorite
                                                                        Viewed 13 times in the last 48 hours
                                                                        • 3 BR
                                                                        • 1 BA
                                                                        • Sleeps 6
                                                                        avg/night
                                                                        4
                                                                        Favorite
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 2
                                                                          avg/night
                                                                          0
                                                                          Favorite
                                                                            Viewed 7 times in the last 48 hours
                                                                            • 5 BR
                                                                            • 2 BA
                                                                            • Sleeps 8
                                                                            $86
                                                                            avg/night
                                                                            0
                                                                            Favorite
                                                                              Viewed 32 times in the last 48 hours
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 8
                                                                              Wonderful! 4.9/5
                                                                              (14 reviews)
                                                                              avg/night
                                                                              14
                                                                              Favorite
                                                                                Viewed 12 times in the last 48 hours
                                                                                • 4 BR
                                                                                • 1 BA
                                                                                • Sleeps 7
                                                                                avg/night
                                                                                1
                                                                                Favorite
                                                                                  Viewed 9 times in the last 48 hours
                                                                                  • 4 BR
                                                                                  • 4 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 16
                                                                                  avg/night
                                                                                  1
                                                                                  Favorite
                                                                                    Viewed 319 times in the last 48 hours
                                                                                    • 5 BR
                                                                                    • 3 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 18
                                                                                    Wonderful! 4.9/5
                                                                                    (80 reviews)
                                                                                    avg/night
                                                                                    80
                                                                                    Favorite
                                                                                      Viewed 232 times in the last 48 hours
                                                                                      • 7 BR
                                                                                      • 6 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 19
                                                                                      Exceptional! 5/5
                                                                                      (107 reviews)
                                                                                      avg/night
                                                                                      107
                                                                                      Favorite
                                                                                        Viewed 122 times in the last 48 hours
                                                                                        • 6 BR
                                                                                        • 3 BA
                                                                                        • 2 HF BA
                                                                                        • Sleeps 15
                                                                                        Wonderful! 4.9/5
                                                                                        (42 reviews)
                                                                                        avg/night
                                                                                        42
                                                                                        Favorite
                                                                                          Viewed 141 times in the last 48 hours
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 7
                                                                                          Wonderful! 4.8/5
                                                                                          (15 reviews)
                                                                                          avg/night
                                                                                          15
                                                                                          Favorite
                                                                                            Viewed 59 times in the last 48 hours
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Excellent! 4.4/5
                                                                                            (14 reviews)
                                                                                            avg/night
                                                                                            14
                                                                                            Favorite
                                                                                              Viewed 186 times in the last 48 hours
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 6
                                                                                              Wonderful! 4.9/5
                                                                                              (13 reviews)
                                                                                              avg/night
                                                                                              13
                                                                                              Favorite
                                                                                                Viewed 21 times in the last 48 hours
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 2
                                                                                                Wonderful! 4.9/5
                                                                                                (17 reviews)
                                                                                                avg/night
                                                                                                17
                                                                                                Favorite
                                                                                                  Viewed 101 times in the last 48 hours
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 10
                                                                                                  Wonderful! 4.8/5
                                                                                                  (55 reviews)
                                                                                                  avg/night
                                                                                                  55
                                                                                                  Favorite
                                                                                                    Viewed 14 times in the last 48 hours
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 6
                                                                                                    Exceptional! 5/5
                                                                                                    (28 reviews)
                                                                                                    avg/night
                                                                                                    28
                                                                                                    Favorite
                                                                                                      Viewed 54 times in the last 48 hours
                                                                                                      • 6 BR
                                                                                                      • 4 BA
                                                                                                      • Sleeps 19
                                                                                                      Exceptional! 5/5
                                                                                                      (44 reviews)
                                                                                                      avg/night
                                                                                                      44
                                                                                                       

                                                                                                      Recent Chestertown Reviews

                                                                                                      Awesome Mountain Retreat!

                                                                                                      5 of 5
                                                                                                      Our stay at this great mountain property was everything you could ask for. We were two families of four and there was more than enough room for everyone to have their own nook. The kids stayed down in the bunk bed room and loved it that they were all able to stay in the same room! The property is well maintained with incredible views off the back deck. There's plenty of things to do as the game room with ping pong was a BIG hit for us all along with the b-ball hoop and volleyball.The yard has a nice size fire pit for roasting marshmallows. There was even wood there for us (usually at other rentals we have to buy). The owners are very reachable if need be and even gave us suggestions of where and where not to shop etc. The only two things that I would might recommend would be to have an AC installed or even maybe a large ceiling fan installed downstairs just to move the air around a bit ( we picked up a $15.00 box fan and it did the job) and maybe a couple ceiling fans out in the game room. Other than those two MINOR things I wouldn't change a thing. The house is as advertised which is AWESOME! I would definitely rent this home again in a second! The only bad part is the week goes by too damn fast and you do not want to leave. Thanks again Terrence & Beth for letting us enjoy your home. Best Regards, Paul
                                                                                                      • Submitted: Jul 26, 2017
                                                                                                      • Stayed: Jul 2017

                                                                                                      Great house!!

                                                                                                      5 of 5
                                                                                                      We had a great time !! This was our second time staying at Tripp lake and could not have been happier with our accommodations!! The space was perfect for our family , home was modern ,clean and equipped with everything we needed to relax ,cook , sip wine in the jacuzzi tub , we enjoyed evening sunsets, hung many nights by the fire ! The beach in this community is perfect , use of the boats and kayaks were just fun for all , everyone is extremely friendly in this development we really enjoyed relaxing and kids had a blast swimming and jumping of the swim platforms !! Thank you for opening up your home to us !! We are hoping to one day own our own little piece of paradise at Tripp lake ❤️
                                                                                                      • Submitted: Jul 24, 2017
                                                                                                      • Stayed: Jul 2017