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Chestertown: Houses, Cabins & More (79)

  • 1 - 30 of 79
    • 2 BR
    • 2 BA
    • Sleeps 4
    1 Review
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      • 3 BR
      • 3 BA
      • Sleeps 8
      6
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        • 6 BR
        • 3 BA
        • Sleeps 20
        10
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          • 3 BR
          • 2 BA
          • Sleeps 8
          4
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            • 4 BR
            • 1 BA
            • Sleeps 7
            7
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              • 6 BR
              • 4 BA
              • 1 HF BA
              • Sleeps 22
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                • 5 BR
                • 2 BA
                • Sleeps 8
                  • 4 BR
                  • 4 BA
                  • 1 HF BA
                  • Sleeps 16
                  1 Review
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                    • 4 BR
                    • 3 BA
                    • 1 HF BA
                    • Sleeps 8
                    2 Reviews
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                      • 3 BR
                      • 3 BA
                      • Sleeps 6
                      1 Review
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                        • 4 BR
                        • 2 BA
                        • 1 HF BA
                        • Sleeps 10
                        1 Review
                          • 3 BR
                          • 2 BA
                          • Sleeps 8
                          4
                            • 1 BR
                            • 1 BA
                            • Sleeps 2
                            1 Review
                              • 2 BR
                              • 2 BA
                              • Sleeps 8
                              2 Reviews
                                • 5 BR
                                • 2 BA
                                • Sleeps 12
                                Request to Book View Details
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                                  • 3 BR
                                  • 3 BA
                                  • Sleeps 7
                                  3
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                                    • 3 BR
                                    • 2 BA
                                    • 1 HF BA
                                    • Sleeps 8
                                    1 Review
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                                    24 hrs Confirmation within 24 hours
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 5
                                      5
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                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 6
                                        2 Reviews
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                                          • 4 BR
                                          • 2 BA
                                          • 1 HF BA
                                          • Sleeps 8
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                                            • 3 BR
                                            • 1 BA
                                            • 1 HF BA
                                            • Sleeps 6
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                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 5
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                                                • 5 BR
                                                • 4 BA
                                                • 1 HF BA
                                                • Sleeps 8
                                                Request to Book View Details
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                                                  $286
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 8
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                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 10
                                                    7
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                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      2 Reviews
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                                                        • 5 BR
                                                        • 3 BA
                                                        • 1 HF BA
                                                        • Sleeps 12
                                                        Request to Book View Details
                                                        24 hrs Confirmation within 24 hours
                                                          $305
                                                          avg/night
                                                          • 3 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 10
                                                          Request to Book View Details
                                                          24 hrs Confirmation within 24 hours
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 6
                                                            14
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                                                              • 4 BR
                                                              • 2 BA
                                                              • Sleeps 12
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                                                              24 hrs Confirmation within 24 hours
                                                              • 1 - 30 of 79
                                                               

                                                              Recent Chestertown Reviews

                                                              Great location, great house, and great experience.

                                                              5 of 5
                                                              We rented this house for a New Years Week get away. The home and the owners were terrific. The pictures on the site do not reflect how spacious this house actually is. We had 4 adults and 4 children under 12 and we were all very comfortable. We could tell that the sheets and the blankets were clean, so was the house. The house had everything we needed. It is private and quiet. The correspondence with the owner was outstanding. Thank you for a wonderful stay and for accommodating us for an extra night. We had so much fun, we didn't want to leave. I would really like to rent this home next time I am in the area.
                                                              • Submitted: Jan 10, 2016
                                                              • Stayed: Dec 2015

                                                              Great House, clean and what we were looking for. Thank you Nicole

                                                              5 of 5
                                                              Great property , quiet and restful
                                                              • Submitted: Jan 5, 2016
                                                              • Stayed: Dec 2015

                                                              What a great weekend escape!

                                                              4 of 5
                                                              We were up for a the 3 Day Oktoberfest in Lake George. We rolled the dice on this one and won big time. The layout, atmosphere and amenities made the weekend great as much as the local activities at Lake George. We found ourselves lingering in the comfort when it was time to head out! Our arrival night was walk in perfect and we just enjoyed local shopping, a good "in home dinner" and hours enjoying the fireplace. Although a Condo it felt very private and had that great Adirondack feel. The owner Pamela and the property manager Nora made every aspect of booking, check in and great stay seamless. I am already looking for the excuse to make another visit and book this unit. It was a very short trip to Lake George (15 minutes tops) and it was out of the fray of being in town. Deposit was refunded within a couple of days which was appreciated. Pamela also doesn't tack on the gouging cleaning fees we saw elsewhere. Book with confidence and enjoy!
                                                              • Submitted: Oct 23, 2015
                                                              • Stayed: Oct 2015