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    Excellent! 4.6/5
    (16 reviews)
    $89
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 6
    Condo #3896538ha
    16
    Viewed 26 times in the last 48 hours
      Wonderful! 4.8/5
      (18 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 6
      Condo #716031
      18
      Viewed 25 times in the last 48 hours
        Excellent! 4.3/5
        (18 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 6
        Cabin #3014265ha
        18
        Viewed 26 times in the last 48 hours
          Very Good! 4/5
          (11 reviews)
          avg/night
          • 3 BR
          • 3 BA
          • Sleeps 6
          Condo #4014526ha
          11
          Viewed 44 times in the last 48 hours
            Wonderful! 4.9/5
            (11 reviews)
            avg/night
            • 3 BR
            • 3 BA
            • Sleeps 8
            Cottage #175549ha
            11
            Viewed 13 times in the last 48 hours
              Wonderful! 4.9/5
              (19 reviews)
              avg/night
              • 2 BR
              • 2 BA
              • Sleeps 4
              House #4044539ha
              19
              Viewed 22 times in the last 48 hours
                Excellent! 4.3/5
                (8 reviews)
                avg/night
                • 2 BR
                • 1 BA
                • Sleeps 5
                Condo #3804012ha
                8
                Viewed 23 times in the last 48 hours
                  Exceptional! 5/5
                  (10 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 10
                  House #3924952ha
                  10
                  Viewed 12 times in the last 48 hours
                    Wonderful! 4.9/5
                    (15 reviews)
                    avg/night
                    • 4 BR
                    • 2 BA
                    • Sleeps 12
                    House #4240841ha
                    15
                    Viewed 29 times in the last 48 hours
                      Exceptional! 5/5
                      (5 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 9
                      House #4313390ha
                      5
                      Viewed 8 times in the last 48 hours
                        Very Good! 4/5
                        (7 reviews)
                        avg/night
                        • 2 BR
                        • 1 BA
                        • Sleeps 5
                        Cabin #3016070ha
                        7
                        Viewed 32 times in the last 48 hours
                          Exceptional! 5/5
                          (9 reviews)
                          avg/night
                          • 3 BR
                          • 3 BA
                          • Sleeps 7
                          Townhome #689905
                          9
                          Viewed 7 times in the last 48 hours
                            Wonderful! 4.9/5
                            (21 reviews)
                            avg/night
                            • 3 BR
                            • 2 BA
                            • Sleeps 8
                            House #4073769ha
                            21
                            Viewed 6 times in the last 48 hours
                              Wonderful! 4.8/5
                              (24 reviews)
                              avg/night
                              • 3 BR
                              • 1 BA
                              • Sleeps 8
                              House #7080936ha
                              24
                              Viewed 15 times in the last 48 hours
                                Exceptional! 5/5
                                (10 reviews)
                                avg/night
                                • 4 BR
                                • 1 BA
                                • Sleeps 7
                                Cottage #3496194ha
                                10
                                Viewed 7 times in the last 48 hours
                                  Very Good! 4.2/5
                                  (14 reviews)
                                  avg/night
                                  • 6 BR
                                  • 3 BA
                                  • Sleeps 26
                                  House #258920ha
                                  14
                                  Viewed 39 times in the last 48 hours
                                    Excellent! 4.6/5
                                    (10 reviews)
                                    avg/night
                                    • 2 BR
                                    • 1 BA
                                    • 1 HF BA
                                    • Sleeps 7
                                    Cottage #3828287ha
                                    10
                                    Viewed 31 times in the last 48 hours
                                      avg/night
                                      • 4 BR
                                      • 2 BA
                                      • Sleeps 8
                                      Cottage #1020543
                                      2
                                      Viewed 11 times in the last 48 hours
                                        • 6 BR
                                        • 3 BA
                                        • Sleeps 12
                                        House #557834
                                        1
                                        Viewed 14 times in the last 48 hours
                                          • 2 BR
                                          • 1 BA
                                          • 1 HF BA
                                          • Sleeps 7
                                          Condo #1036429
                                          1
                                          Viewed 14 times in the last 48 hours
                                            • 4 BR
                                            • 2 BA
                                            • 1 HF BA
                                            • Sleeps 8
                                            Chalet #593993
                                            1
                                              Excellent! 4.6/5
                                              (17 reviews)
                                              avg/night
                                              • 2 BR
                                              • 2 BA
                                              • 1 HF BA
                                              • Sleeps 8
                                              Cabin #641786
                                              17
                                              Viewed 14 times in the last 48 hours
                                                avg/night
                                                • 7 BR
                                                • 4 BA
                                                • Sleeps 18
                                                House #1034527
                                                Viewed 64 times in the last 48 hours
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • 1 HF BA
                                                  • Sleeps 8
                                                  Townhome #1115287
                                                  Viewed 34 times in the last 48 hours
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    Cabin #4087680ha
                                                    Viewed 42 times in the last 48 hours
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 9
                                                      Chalet #3348
                                                      31
                                                        • 6 BR
                                                        • 2 BA
                                                        • Sleeps 11
                                                        Lodge #3727616ha
                                                        1
                                                        Viewed 19 times in the last 48 hours
                                                          avg/night
                                                          • 4 BR
                                                          • 2 BA
                                                          • Sleeps 13
                                                          House #948569
                                                          2
                                                          Viewed 34 times in the last 48 hours
                                                            avg/night
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 8
                                                            Cottage #4473478ha
                                                            2
                                                            Viewed 23 times in the last 48 hours
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 9
                                                              House #4479049ha
                                                              1
                                                              Viewed 6 times in the last 48 hours
                                                                avg/night
                                                                • 3 BR
                                                                • 2 BA
                                                                • 1 HF BA
                                                                • Sleeps 6
                                                                Townhome #1115909
                                                                Viewed 18 times in the last 48 hours
                                                                  $91
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 6
                                                                  Apartment #948565
                                                                  4
                                                                  Viewed 8 times in the last 48 hours
                                                                    avg/night
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 2
                                                                    Cabin #1021229
                                                                    Viewed 9 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (14 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 8
                                                                      Townhome #978720ha
                                                                      14
                                                                      Viewed 19 times in the last 48 hours
                                                                        Exceptional! 5/5
                                                                        (12 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 8
                                                                        House #140995ha
                                                                        12
                                                                        Viewed 17 times in the last 48 hours
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 1 BA
                                                                          • Sleeps 6
                                                                          Cabin #740351
                                                                          4
                                                                          Viewed 5 times in the last 48 hours
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 2
                                                                            Multiple rentals Bed And Breakfast #4622172ha
                                                                              • 5 BR
                                                                              • 2 BA
                                                                              • Sleeps 8
                                                                              House #239560ha
                                                                                avg/night
                                                                                • 4 BR
                                                                                • 1 BA
                                                                                • Sleeps 7
                                                                                Cottage #3667204ha
                                                                                1
                                                                                Viewed 5 times in the last 48 hours
                                                                                  • 4 BR
                                                                                  • 4 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 16
                                                                                  Apartment #3726412ha
                                                                                  1
                                                                                    Wonderful! 4.9/5
                                                                                    (80 reviews)
                                                                                    avg/night
                                                                                    • 5 BR
                                                                                    • 3 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 18
                                                                                    House #179508ha
                                                                                    80
                                                                                    Viewed 144 times in the last 48 hours
                                                                                      Exceptional! 5/5
                                                                                      (107 reviews)
                                                                                      avg/night
                                                                                      • 7 BR
                                                                                      • 6 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 19
                                                                                      House #3001286ha
                                                                                      107
                                                                                      Viewed 109 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (42 reviews)
                                                                                        avg/night
                                                                                        • 6 BR
                                                                                        • 3 BA
                                                                                        • 2 HF BA
                                                                                        • Sleeps 15
                                                                                        House #3876403ha
                                                                                        42
                                                                                        Viewed 69 times in the last 48 hours
                                                                                          Wonderful! 4.8/5
                                                                                          (15 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 7
                                                                                          House #863326
                                                                                          15
                                                                                          Viewed 68 times in the last 48 hours
                                                                                            Very Good! 4.2/5
                                                                                            (15 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Cabin #7006524ha
                                                                                            15
                                                                                            Viewed 32 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (13 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 6
                                                                                              Cabin #802195
                                                                                              13
                                                                                              Viewed 79 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (17 reviews)
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 2
                                                                                                Cabin #4066619ha
                                                                                                17
                                                                                                Viewed 7 times in the last 48 hours
                                                                                                  Wonderful! 4.8/5
                                                                                                  (56 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 10
                                                                                                  House #423420
                                                                                                  56
                                                                                                  Viewed 47 times in the last 48 hours
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 6
                                                                                                    Cottage #3678055ha
                                                                                                    28
                                                                                                      Wonderful! 4.8/5
                                                                                                      (16 reviews)
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 3 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 11
                                                                                                      Townhome #145704ha
                                                                                                      16
                                                                                                      Viewed 74 times in the last 48 hours
                                                                                                       

                                                                                                      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

                                                                                                      Comfortable and convenient

                                                                                                      4 of 5
                                                                                                      The house was bright and comfortable with cosy, overstuffed sofas and a rocking chair. Because we had a baby with us, we appreciated the wall to wall carpeting and the door to the basement that could be closed. We loved the short walk to uncrowded Usher Park with its small sheltered beach (and lifeguard) and adjacent playground. Many kid friendly venues were just minutes away which satisfied the four children between 9 and 3 years old in our party. Here's what we didn't like: There was no good outdoor space on the property where the children could play, one of the upstairs beds was miserably hard and for some maddening, unknown reason there were no hooks or bars in two of the bathrooms for bath towels. Still, we all agreed that this rental was successful.
                                                                                                      • Submitted: Jul 25, 2017
                                                                                                      • Stayed: Jul 2017