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  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    • 4 BR
    • 2 BA
    • Sleeps 12
    House #4240841
    0
      • 2 BR
      • 1 BA
      • Sleeps 6
      Condo #716031vb
      0
        • 2 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 8
        Cabin #641786vb
        0
          • 3 BR
          • 2 BA
          • Sleeps 8
          House #4073769
          0
            • 3 BR
            • 1 BA
            • Sleeps 8
            House #7080936
            0
              • 4 BR
              • 1 BA
              • Sleeps 7
              Cottage #3496194
              0
                • 3 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 8
                Townhome #978720
                0
                  • 4 BR
                  • 2 BA
                  • Sleeps 10
                  House #876933vb
                  0
                    • 2 BR
                    • 1 BA
                    • Sleeps 6
                    Cabin #3014265
                    0
                      • 2 BR
                      • 1 BA
                      • 1 HF BA
                      • Sleeps 7
                      Cottage #3828287
                      0
                        • 2 BR
                        • 1 BA
                        • Sleeps 5
                        Cabin #3016070
                        0
                          • 3 BR
                          • 3 BA
                          • Sleeps 7
                          Townhome #689905vb
                          0
                            • 3 BR
                            • 2 BA
                            • Sleeps 10
                            House #3924952
                            0
                              • 4 BR
                              • 1 BA
                              • Sleeps 7
                              Cottage #3667204
                              0
                                • 6 BR
                                • 3 BA
                                • Sleeps 20
                                House #258920
                                0
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 9
                                  House #4313390
                                  0
                                    • 3 BR
                                    • 3 BA
                                    • Sleeps 8
                                    Cottage #175549
                                    0
                                      • 4 BR
                                      • 2 BA
                                      • 1 HF BA
                                      • Sleeps 8
                                      Chalet #593993vb
                                      0
                                        • 6 BR
                                        • 2 BA
                                        • Sleeps 11
                                        Lodge #3727616
                                        0
                                          • 5 BR
                                          • 2 BA
                                          • Sleeps 8
                                          House #239560
                                          0
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 6
                                            Apartment #948565vb
                                            0
                                              • 4 BR
                                              • 2 BA
                                              • Sleeps 13
                                              House #948569vb
                                              0
                                                • 4 BR
                                                • 4 BA
                                                • 1 HF BA
                                                • Sleeps 16
                                                Apartment #3726412
                                                0
                                                  • 6 BR
                                                  • 3 BA
                                                  • Sleeps 12
                                                  House #557834vb
                                                  0
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 8
                                                    Cabin #4222462
                                                    0
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 5
                                                      Cabin #7006524
                                                      0
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 10
                                                        House #387688vb
                                                        0
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          Cabin #4277500
                                                          0
                                                            • 8 BR
                                                            • 9 BA
                                                            • Sleeps 18
                                                            Lodge #955694vb
                                                            0
                                                              • 3 BR
                                                              • 3 BA
                                                              • Sleeps 8
                                                              House #622903vb
                                                              0
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                House #4084910
                                                                0
                                                                  • 5 BR
                                                                  • 3 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 14
                                                                  House #914537vb
                                                                  0
                                                                    • 4 BR
                                                                    • 4 BA
                                                                    • Sleeps 13
                                                                    House #784245vb
                                                                    0
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 8
                                                                      House #7083768
                                                                      0
                                                                        • 4 BR
                                                                        • 3 BA
                                                                        • Sleeps 14
                                                                        House #4154905
                                                                        0
                                                                          • 8 BR
                                                                          • 2 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 16
                                                                          Lodge #3022139
                                                                          0
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • Sleeps 12
                                                                            House #962469vb
                                                                            0
                                                                              • 3 BR
                                                                              • 1 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 8
                                                                              Chalet #367276vb
                                                                              0
                                                                                • 6 BR
                                                                                • 4 BA
                                                                                • Sleeps 18
                                                                                House #781031vb
                                                                                0
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 12
                                                                                  House #716522vb
                                                                                  0
                                                                                    • 5 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 12
                                                                                    House #189443
                                                                                    0
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 10
                                                                                      House #423420vb
                                                                                      0
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 8
                                                                                        Cottage #338616
                                                                                        0
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          Apartment #270837
                                                                                          0
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 4
                                                                                            Cottage #3958091
                                                                                            0
                                                                                              • 4 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 12
                                                                                              Cabin #916927vb
                                                                                              0
                                                                                                • 4 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 12
                                                                                                House #76007vb
                                                                                                0
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 8
                                                                                                  House #720321vb
                                                                                                  0
                                                                                                  • 1 - 50 of 300+

                                                                                                  Vacation Rentals in Chestertown, New York (300+)