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
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!
  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    Very Good! 4.2/5
    (6 reviews)
    avg/night
    • 2 BR
    • 1 BA
    • Sleeps 5
    Condo #3804012
    6
    Viewed 26 times in the last 48 hours
      Excellent! 4.6/5
      (14 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • 1 HF BA
      • Sleeps 8
      Cabin #641786vb
      14
      Viewed 13 times in the last 48 hours
        Wonderful! 4.9/5
        (8 reviews)
        avg/night
        • 3 BR
        • 3 BA
        • Sleeps 8
        Cottage #175549
        8
        Viewed 21 times in the last 48 hours
          Wonderful! 4.8/5
          (9 reviews)
          avg/night
          • 4 BR
          • 2 BA
          • Sleeps 12
          House #4240841
          9
          Viewed 11 times in the last 48 hours
            Excellent! 4.4/5
            (11 reviews)
            $98
            avg/night
            • 1 BR
            • 1 BA
            • Sleeps 6
            Condo #3896538
            11
            Viewed 45 times in the last 48 hours
              Exceptional! 5.0/5
              (6 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 10
              House #3924952
              6
              Viewed 5 times in the last 48 hours
                Wonderful! 4.9/5
                (8 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 4
                House #4044539
                8
                Viewed 13 times in the last 48 hours
                  Wonderful! 4.9/5
                  (14 reviews)
                  avg/night
                  • 2 BR
                  • 1 BA
                  • Sleeps 6
                  Condo #716031vb
                  14
                  Viewed 9 times in the last 48 hours
                    Wonderful! 4.9/5
                    (13 reviews)
                    avg/night
                    • 3 BR
                    • 2 BA
                    • Sleeps 8
                    House #4073769
                    13
                    Viewed 10 times in the last 48 hours
                      • 2 BR
                      • 2 BA
                      • Sleeps 8
                      Cabin #4222462
                        Very Good! 4.0/5
                        (7 reviews)
                        avg/night
                        • 3 BR
                        • 3 BA
                        • Sleeps 6
                        Condo #4014526
                        7
                        Viewed 41 times in the last 48 hours
                          Exceptional! 5.0/5
                          (9 reviews)
                          avg/night
                          • 4 BR
                          • 1 BA
                          • Sleeps 7
                          Cottage #3496194
                          9
                          Viewed 12 times in the last 48 hours
                            Wonderful! 4.8/5
                            (12 reviews)
                            avg/night
                            • 3 BR
                            • 2 BA
                            • Sleeps 8
                            House #7080936
                            12
                            Viewed 20 times in the last 48 hours
                              Excellent! 4.7/5
                              (7 reviews)
                              avg/night
                              • 3 BR
                              • 2 BA
                              • Sleeps 6
                              Cabin #4231925
                              7
                              Viewed 18 times in the last 48 hours
                                Wonderful! 4.8/5
                                (12 reviews)
                                avg/night
                                • 3 BR
                                • 2 BA
                                • 1 HF BA
                                • Sleeps 8
                                Townhome #978720
                                12
                                Viewed 17 times in the last 48 hours
                                  Good! 3.8/5
                                  (5 reviews)
                                  avg/night
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 5
                                  Cabin #3016070
                                  5
                                  Viewed 25 times in the last 48 hours
                                    Excellent! 4.3/5
                                    (17 reviews)
                                    avg/night
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 6
                                    Cabin #3014265
                                    17
                                    Viewed 44 times in the last 48 hours
                                      Excellent! 4.5/5
                                      (8 reviews)
                                      avg/night
                                      • 2 BR
                                      • 1 BA
                                      • 1 HF BA
                                      • Sleeps 7
                                      Cottage #3828287
                                      8
                                      Viewed 7 times in the last 48 hours
                                        Exceptional! 5.0/5
                                        (5 reviews)
                                        • 4 BR
                                        • 2 BA
                                        • Sleeps 10
                                        House #876933vb
                                        5
                                        Viewed 10 times in the last 48 hours
                                          avg/night
                                          • 6 BR
                                          • 2 BA
                                          • Sleeps 11
                                          Lodge #3727616
                                          1 Review
                                          Viewed 8 times in the last 48 hours
                                            Exceptional! 5.0/5
                                            (6 reviews)
                                            avg/night
                                            • 3 BR
                                            • 3 BA
                                            • Sleeps 7
                                            Townhome #689905vb
                                            6
                                            Viewed 6 times in the last 48 hours
                                              Excellent! 4.3/5
                                              (13 reviews)
                                              avg/night
                                              • 6 BR
                                              • 3 BA
                                              • Sleeps 20
                                              House #258920
                                              13
                                              Viewed 18 times in the last 48 hours
                                                avg/night
                                                • 4 BR
                                                • 2 BA
                                                • 1 HF BA
                                                • Sleeps 8
                                                Chalet #593993vb
                                                Viewed 6 times in the last 48 hours
                                                  avg/night
                                                  • 4 BR
                                                  • 1 BA
                                                  • Sleeps 7
                                                  Cottage #3667204
                                                  1 Review
                                                  Viewed 11 times in the last 48 hours
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    Cabin #4087680
                                                    Viewed 22 times in the last 48 hours
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 9
                                                      House #4313390
                                                      Viewed 25 times in the last 48 hours
                                                        avg/night
                                                        • 4 BR
                                                        • 4 BA
                                                        • 1 HF BA
                                                        • Sleeps 16
                                                        Apartment #3726412
                                                        1 Review
                                                        Viewed 10 times in the last 48 hours
                                                          • 3 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 6
                                                          House #863696vb
                                                          2 Reviews
                                                            avg/night
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 10
                                                            House #387688vb
                                                            Viewed 17 times in the last 48 hours
                                                              avg/night
                                                              • 3 BR
                                                              • 3 BA
                                                              • Sleeps 8
                                                              House #622903vb
                                                              3
                                                              Viewed 7 times in the last 48 hours
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 8
                                                                House #7083768
                                                                1 Review
                                                                Viewed 7 times in the last 48 hours
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 4 BA
                                                                  • Sleeps 13
                                                                  House #784245vb
                                                                  4
                                                                  Viewed 5 times in the last 48 hours
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 3 BA
                                                                    • Sleeps 14
                                                                    House #4154905
                                                                    3
                                                                    Viewed 34 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (17 reviews)
                                                                      avg/night
                                                                      • 8 BR
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 16
                                                                      Lodge #3022139
                                                                      17
                                                                      Viewed 45 times in the last 48 hours
                                                                        • 6 BR
                                                                        • 4 BA
                                                                        • Sleeps 18
                                                                        House #781031vb
                                                                        4
                                                                        Viewed 22 times in the last 48 hours
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          House #4084910
                                                                          Viewed 6 times in the last 48 hours
                                                                            Excellent! 4.7/5
                                                                            (24 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 1 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 8
                                                                            Chalet #367276vb
                                                                            24
                                                                            Viewed 9 times in the last 48 hours
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 1 BA
                                                                              • Sleeps 7
                                                                              House #4208239
                                                                              3
                                                                              Viewed 12 times in the last 48 hours
                                                                                avg/night
                                                                                • 8 BR
                                                                                • 9 BA
                                                                                • Sleeps 18
                                                                                Lodge #955694vb
                                                                                Viewed 19 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (19 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 12
                                                                                  House #716522vb
                                                                                  19
                                                                                  Viewed 19 times in the last 48 hours
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    Cabin #4277500
                                                                                    Viewed 12 times in the last 48 hours
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      Apartment #270837
                                                                                      2 Reviews
                                                                                      Viewed 6 times in the last 48 hours
                                                                                        Wonderful! 4.8/5
                                                                                        (12 reviews)
                                                                                        avg/night
                                                                                        • 5 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 12
                                                                                        House #189443
                                                                                        12
                                                                                        Viewed 26 times in the last 48 hours
                                                                                          Excellent! 4.4/5
                                                                                          (14 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 8
                                                                                          Cottage #338616
                                                                                          14
                                                                                          Viewed 10 times in the last 48 hours
                                                                                            • 5 BR
                                                                                            • 3 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 14
                                                                                            House #914537vb
                                                                                            1 Review
                                                                                            Viewed 30 times in the last 48 hours
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 2
                                                                                              Cottage #3959078
                                                                                              9
                                                                                              Viewed 5 times in the last 48 hours
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 4
                                                                                                Cottage #3958091
                                                                                                3
                                                                                                Viewed 14 times in the last 48 hours
                                                                                                  • 4 BR
                                                                                                  • 1 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 7
                                                                                                  House #4105501
                                                                                                    Wonderful! 4.9/5
                                                                                                    (12 reviews)
                                                                                                    avg/night
                                                                                                    • 5 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 12
                                                                                                    Lodge #619116vb
                                                                                                    12
                                                                                                    Viewed 26 times in the last 48 hours
                                                                                                    • 1 - 50 of 300+

                                                                                                    Chestertown: Houses, Cottages & More (300+)

                                                                                                     

                                                                                                    Recent Chestertown Reviews

                                                                                                    Great spot for a group / family gathering

                                                                                                    5 of 5
                                                                                                    Our family of 10 had a great time here, well appointed and a great place to get together. The owners were very responsive and helpful.
                                                                                                    • Submitted: Nov 27, 2016
                                                                                                    • Stayed: Nov 2016

                                                                                                    Beautiful Late Fall Weekend at Lake George

                                                                                                    5 of 5
                                                                                                    We had 8 adults for a weekend stay at the Mountain House for a visit to The Sagamore Resort for wedding planning. Our group enjoyed the large kitchen, dining room and comfortable living room. The new 50 inch HDTV was super for viewing football games. The views of Lake George are postcard perfect off the main floor deck. We definitely will be back in 2017.
                                                                                                    • Submitted: Nov 17, 2016
                                                                                                    • Stayed: Nov 2016

                                                                                                    Incredible Property

                                                                                                    5 of 5
                                                                                                    Fourteen of us stayed at the Lodge for three days this past summer and it was more than I could have imagined. The property is truly a special place being so remote and on its own pond which was far nicer than imagined. Even with a large group it was easy to take a boat or kayak out and spend some time in peace and quiet. The owners were very accommodating and ensured that we had a wonderful experience. Would highly recommend to anyone looking for an outdoorsy vacation in very close proximity to Lake George without the crowds.
                                                                                                    • Submitted: Nov 16, 2016
                                                                                                    • Stayed: Jun 2016