Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled
  • Showing 1-50 of 300+
  View map Map
Additional fees apply. Taxes may be added.
    • 1 BR
    • 1 BA
    • Sleeps 6
    Condo #3896538ha
    16
      • 2 BR
      • 1 BA
      • Sleeps 6
      Condo #716031
      15
        • 4 BR
        • 2 BA
        • Sleeps 12
        House #4240841ha
        13
          Very Good! 4.1/5
          (7 reviews)
          avg/night
          • 2 BR
          • 1 BA
          • Sleeps 5
          Condo #3804012ha
          7
          Viewed null times in the last 48 hours
            Excellent! 4.3/5
            (18 reviews)
            avg/night
            • 2 BR
            • 1 BA
            • Sleeps 6
            Cabin #3014265ha
            18
              Very Good! 4/5
              (10 reviews)
              avg/night
              • 3 BR
              • 3 BA
              • Sleeps 6
              Condo #4014526ha
              10
              Viewed null times in the last 48 hours
                Wonderful! 4.9/5
                (16 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 4
                House #4044539ha
                16
                  • 3 BR
                  • 3 BA
                  • Sleeps 8
                  Cottage #175549ha
                  10
                    Exceptional! 5/5
                    (6 reviews)
                    avg/night
                    • 3 BR
                    • 3 BA
                    • Sleeps 7
                    Townhome #689905
                    6
                      • 3 BR
                      • 2 BA
                      • Sleeps 10
                      House #3924952ha
                      6
                        Very Good! 4/5
                        (6 reviews)
                        avg/night
                        • 2 BR
                        • 1 BA
                        • Sleeps 5
                        Cabin #3016070ha
                        6
                        Viewed null times in the last 48 hours
                          avg/night
                          • 3 BR
                          • 2 BA
                          • Sleeps 9
                          House #4313390ha
                          2
                          Viewed null times in the last 48 hours
                            • 3 BR
                            • 2 BA
                            • Sleeps 8
                            House #4073769ha
                            18
                              Wonderful! 4.8/5
                              (21 reviews)
                              avg/night
                              • 3 BR
                              • 1 BA
                              • Sleeps 8
                              House #7080936ha
                              21
                                • 2 BR
                                • 1 BA
                                • 1 HF BA
                                • Sleeps 7
                                Cottage #3828287ha
                                9
                                  Exceptional! 5/5
                                  (9 reviews)
                                  avg/night
                                  • 4 BR
                                  • 1 BA
                                  • Sleeps 7
                                  Cottage #3496194ha
                                  9
                                    • 6 BR
                                    • 3 BA
                                    • Sleeps 26
                                    House #258920ha
                                    14
                                      • 4 BR
                                      • 2 BA
                                      • Sleeps 8
                                      Cottage #1020543
                                      2
                                        • 6 BR
                                        • 3 BA
                                        • Sleeps 12
                                        House #557834
                                        1
                                          • 7 BR
                                          • 4 BA
                                          • Sleeps 18
                                          House #1034527
                                            Excellent! 4.6/5
                                            (16 reviews)
                                            avg/night
                                            • 2 BR
                                            • 2 BA
                                            • 1 HF BA
                                            • Sleeps 8
                                            Cabin #641786
                                            16
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              Cabin #4087680ha
                                                • 2 BR
                                                • 1 BA
                                                • 1 HF BA
                                                • Sleeps 7
                                                Condo #1036429
                                                  • 4 BR
                                                  • 2 BA
                                                  • 1 HF BA
                                                  • Sleeps 8
                                                  Chalet #593993
                                                    • 6 BR
                                                    • 2 BA
                                                    • Sleeps 11
                                                    Lodge #3727616ha
                                                    1
                                                      • 4 BR
                                                      • 2 BA
                                                      • Sleeps 13
                                                      House #948569
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 8
                                                        Cottage #4473478ha
                                                        1
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 9
                                                          Chalet #3348
                                                          31
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 9
                                                            House #4479049ha
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              Apartment #948565
                                                              3
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 2
                                                                Cabin #1021229
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  Cabin #4537664ha
                                                                  1
                                                                    • 3 BR
                                                                    • 1 BA
                                                                    • Sleeps 6
                                                                    Cabin #740351
                                                                    4
                                                                      • 5 BR
                                                                      • 2 BA
                                                                      • Sleeps 8
                                                                      House #239560ha
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 8
                                                                        Townhome #978720ha
                                                                        14
                                                                          • 4 BR
                                                                          • 1 BA
                                                                          • Sleeps 7
                                                                          Cottage #3667204ha
                                                                          1
                                                                            • 4 BR
                                                                            • 4 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 16
                                                                            Apartment #3726412ha
                                                                            1
                                                                              Wonderful! 4.9/5
                                                                              (76 reviews)
                                                                              avg/night
                                                                              • 5 BR
                                                                              • 3 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 18
                                                                              House #179508ha
                                                                              76
                                                                                Exceptional! 5/5
                                                                                (105 reviews)
                                                                                avg/night
                                                                                • 7 BR
                                                                                • 6 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 19
                                                                                House #3001286ha
                                                                                105
                                                                                Viewed null times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (12 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 6
                                                                                  Cabin #802195
                                                                                  12
                                                                                  Viewed null times in the last 48 hours
                                                                                    Wonderful! 4.8/5
                                                                                    (12 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 7
                                                                                    House #863326
                                                                                    12
                                                                                      Wonderful! 4.9/5
                                                                                      (37 reviews)
                                                                                      avg/night
                                                                                      • 6 BR
                                                                                      • 3 BA
                                                                                      • 2 HF BA
                                                                                      • Sleeps 15
                                                                                      House #3876403ha
                                                                                      37
                                                                                        Excellent! 4.5/5
                                                                                        (13 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 4
                                                                                        Cabin #7006524ha
                                                                                        13
                                                                                        Viewed null times in the last 48 hours
                                                                                          Exceptional! 5/5
                                                                                          (26 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 6
                                                                                          Cottage #3678055ha
                                                                                          26
                                                                                          Viewed null times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (17 reviews)
                                                                                            avg/night
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 2
                                                                                            Cabin #4066619ha
                                                                                            17
                                                                                            Viewed null times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (49 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 10
                                                                                              House #423420
                                                                                              49
                                                                                              Viewed null times in the last 48 hours
                                                                                                • 6 BR
                                                                                                • 4 BA
                                                                                                • Sleeps 19
                                                                                                House #3858756ha
                                                                                                41
                                                                                                  Excellent! 4.3/5
                                                                                                  (10 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 5
                                                                                                  Cottage #3953323ha
                                                                                                  10
                                                                                                    Wonderful! 4.8/5
                                                                                                    (11 reviews)
                                                                                                    avg/night
                                                                                                    • 4 BR
                                                                                                    • 3 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 11
                                                                                                    Townhome #145704ha
                                                                                                    11
                                                                                                    Viewed null times in the last 48 hours
                                                                                                      Exceptional! 5/5
                                                                                                      (16 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 8
                                                                                                      Cabin #976461ha
                                                                                                      16
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Chestertown Reviews

                                                                                                      A beautiful get away from it all kind of place!

                                                                                                      5 of 5
                                                                                                      Frank and Carol, We can't thank you enough for sharing your lovely home. After our very long days working at Americade in Lake George, it was a real treat to return to the log home in the woods where we did nothing but cook, eat, drink and sit by the fire pit. EVERYTHING we needed was available to us, even after a storm caused us to lose electric for the night. We will definitely be in touch for next years Americade. Best, Kynan M. from Woodstock NY
                                                                                                      • Submitted: Jun 22, 2017
                                                                                                      • Stayed: Jun 2017

                                                                                                      Amazing home for a quiet getaway

                                                                                                      5 of 5
                                                                                                      We were looking for a quiet place to get away from it all. This cabin was perfect. The house was very well stocked with everything you might need. The furniture was very comfortable, and the home was extremely clean. The kitchen had everything you might need to prepare a meal. Also, the art work done by the owner, Art, was an added bonus. We look forward to returning some time soon.
                                                                                                      • Submitted: Jun 20, 2017
                                                                                                      • Stayed: Jun 2017