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    Exceptional! 5/5
    (12 reviews)
    avg/night
    • 7 BR
    • 4 BA
    • Sleeps 24
    Lodge #3967190ha
    12
    Viewed 21 times in the last 48 hours
      • 3 BR
      • 3 BA
      • Sleeps 8
      House #4160650ha
      Viewed 12 times in the last 48 hours
        • 3 BR
        • 2 BA
        • Sleeps 8
        House #4054294ha
        1
        Viewed 8 times in the last 48 hours
          Exceptional! 5/5
          (6 reviews)
          avg/night
          • 2 BR
          • 2 BA
          • Sleeps 6
          House #804956
          6
          Viewed 39 times in the last 48 hours
            • 3 BR
            • 1 BA
            • Sleeps 5
            House #997962
            Viewed 8 times in the last 48 hours
              • 6 BR
              • 5 BA
              • 1 HF BA
              • Sleeps 12
              House #3772603ha
              1
                avg/night
                • 3 BR
                • 2 BA
                • Sleeps 6
                House #844147
                3
                Viewed 27 times in the last 48 hours
                  • 4 BR
                  • 3 BA
                  • 1 HF BA
                  • Sleeps 10
                  House #997408
                    Wonderful! 4.9/5
                    (11 reviews)
                    avg/night
                    • 4 BR
                    • 3 BA
                    • 1 HF BA
                    • Sleeps 10
                    House #914309
                    11
                    Viewed 25 times in the last 48 hours
                      • 5 BR
                      • 4 BA
                      • 2 HF BA
                      • Sleeps 13
                      House #4431787ha
                      Viewed 13 times in the last 48 hours
                        Excellent! 4.5/5
                        (6 reviews)
                        avg/night
                        • 1 BR
                        • 1 BA
                        • Sleeps 4
                        Cabin #407773
                        6
                          Exceptional! 5/5
                          (13 reviews)
                          avg/night
                          • 3 BR
                          • 1 BA
                          • Sleeps 6
                          Cottage #507657
                          13
                          Viewed 24 times in the last 48 hours
                            Wonderful! 4.8/5
                            (26 reviews)
                            avg/night
                            • 8 BR
                            • 5 BA
                            • Sleeps 16
                            Estate #387726ha
                            26
                            Viewed 47 times in the last 48 hours
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              House #881860
                              3
                              Viewed 9 times in the last 48 hours
                                Excellent! 4.6/5
                                (5 reviews)
                                avg/night
                                • 4 BR
                                • 2 BA
                                • Sleeps 10
                                House #584584
                                5
                                Viewed 12 times in the last 48 hours
                                  • 4 BR
                                  • 1 BA
                                  • 1 HF BA
                                  • Sleeps 8
                                  House #3935381ha
                                  7
                                    Exceptional! 5/5
                                    (7 reviews)
                                    avg/night
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 6
                                    Estate #837730
                                    7
                                    Viewed 36 times in the last 48 hours
                                      Exceptional! 5/5
                                      (17 reviews)
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • 2 HF BA
                                      • Sleeps 8
                                      House #600619
                                      17
                                      Viewed 15 times in the last 48 hours
                                        Wonderful! 4.8/5
                                        (5 reviews)
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • 1 HF BA
                                        • Sleeps 6
                                        House #718791
                                        5
                                        Viewed 6 times in the last 48 hours
                                          Excellent! 4.5/5
                                          (11 reviews)
                                          avg/night
                                          • 3 BR
                                          • 3 BA
                                          • Sleeps 5
                                          Chateau / Country House #832
                                          11
                                          Viewed 15 times in the last 48 hours
                                            • 3 BR
                                            • 2 BA
                                            • 1 HF BA
                                            • Sleeps 8
                                            House #819994
                                            2
                                              Wonderful! 4.9/5
                                              (12 reviews)
                                              avg/night
                                              • 3 BR
                                              • 2 BA
                                              • 1 HF BA
                                              • Sleeps 10
                                              House #580955
                                              12
                                              Viewed 22 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (29 reviews)
                                                avg/night
                                                • 4 BR
                                                • 2 BA
                                                • Sleeps 10
                                                House #656445
                                                29
                                                Viewed 10 times in the last 48 hours
                                                  Exceptional! 5/5
                                                  (18 reviews)
                                                  avg/night
                                                  • 5 BR
                                                  • 5 BA
                                                  • 1 HF BA
                                                  • Sleeps 8
                                                  Farmhouse #367880
                                                  18
                                                  Viewed 6 times in the last 48 hours
                                                    • 2 BR
                                                    • 1 BA
                                                    • 1 HF BA
                                                    • Sleeps 7
                                                    Cottage #835252
                                                      Exceptional! 5/5
                                                      (4 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 8
                                                      House #896328
                                                      4
                                                      Viewed 18 times in the last 48 hours
                                                        Wonderful! 4.9/5
                                                        (23 reviews)
                                                        avg/night
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        Cottage #701005
                                                        23
                                                        Viewed 23 times in the last 48 hours
                                                          Exceptional! 5/5
                                                          (6 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 4 BA
                                                          • Sleeps 12
                                                          Chateau / Country House #755105
                                                          6
                                                          Viewed 15 times in the last 48 hours
                                                            • 3 BR
                                                            • 2 BA
                                                            • 1 HF BA
                                                            • Sleeps 9
                                                            House #4117650ha
                                                            1
                                                              avg/night
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              Apartment #823411
                                                              2
                                                              Viewed 11 times in the last 48 hours
                                                                Wonderful! 4.9/5
                                                                (16 reviews)
                                                                avg/night
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 2
                                                                Cottage #13495
                                                                16
                                                                Viewed 10 times in the last 48 hours
                                                                  Exceptional! 5/5
                                                                  (4 reviews)
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 12
                                                                  Farmhouse #854497
                                                                  4
                                                                  Viewed 11 times in the last 48 hours
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 1 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 7
                                                                    House #4287284ha
                                                                    Viewed 19 times in the last 48 hours
                                                                      Exceptional! 5/5
                                                                      (5 reviews)
                                                                      avg/night
                                                                      • 6 BR
                                                                      • 5 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 10
                                                                      House #4160754ha
                                                                      5
                                                                      Viewed 20 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (13 reviews)
                                                                        avg/night
                                                                        • 5 BR
                                                                        • 4 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 18
                                                                        House #613671
                                                                        13
                                                                        Viewed 18 times in the last 48 hours
                                                                          Excellent! 4.7/5
                                                                          (6 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 9
                                                                          House #263517
                                                                          6
                                                                          Viewed 15 times in the last 48 hours
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 1 BA
                                                                            • Sleeps 6
                                                                            Cottage #4311234ha
                                                                            Viewed 6 times in the last 48 hours
                                                                              Exceptional! 5/5
                                                                              (11 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 8
                                                                              House #4193492ha
                                                                              11
                                                                              Viewed 12 times in the last 48 hours
                                                                                Exceptional! 5/5
                                                                                (19 reviews)
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 7
                                                                                Barn #384686
                                                                                19
                                                                                Viewed 14 times in the last 48 hours
                                                                                  Exceptional! 5/5
                                                                                  (9 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 8
                                                                                  Chateau / Country House #509078
                                                                                  9
                                                                                  Viewed 18 times in the last 48 hours
                                                                                    Exceptional! 5/5
                                                                                    (6 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 8
                                                                                    House #607435
                                                                                    6
                                                                                    Viewed 46 times in the last 48 hours
                                                                                      • 4 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 10
                                                                                      House #704679
                                                                                      3
                                                                                      Viewed 5 times in the last 48 hours
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 10
                                                                                        House #721167
                                                                                        9
                                                                                          Wonderful! 4.8/5
                                                                                          (6 reviews)
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 8
                                                                                          Farmhouse #775315
                                                                                          6
                                                                                          Viewed 5 times in the last 48 hours
                                                                                            Wonderful! 4.8/5
                                                                                            (21 reviews)
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 11
                                                                                            House #311084
                                                                                            21
                                                                                              Exceptional! 5/5
                                                                                              (5 reviews)
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 8
                                                                                              House #165971ha
                                                                                              5
                                                                                              Viewed 17 times in the last 48 hours
                                                                                                • 3 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 6
                                                                                                House #1026197
                                                                                                Viewed 6 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  House #4428674ha
                                                                                                  2
                                                                                                  Viewed 11 times in the last 48 hours
                                                                                                    Excellent! 4.6/5
                                                                                                    (14 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 11
                                                                                                    House #147570ha
                                                                                                    14
                                                                                                    Viewed 22 times in the last 48 hours
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 8
                                                                                                      House #348554
                                                                                                      2
                                                                                                      • 1 - 50 of 300+

                                                                                                      Chatham: Apartments, Estates & More (300+)

                                                                                                       

                                                                                                      Recent Chatham Reviews

                                                                                                      Perfect upstate NY home.

                                                                                                      5 of 5
                                                                                                      We were home to celebrate my mom's 87th bday. There was plenty of room for the cousins to gather around the table & celebrate. We made a fire everyday which was wonderful & welcoming compared to the frigid temps outside & added to the overall coziness of this awesome home. We would definately stay again.
                                                                                                      • Submitted: Mar 17, 2017
                                                                                                      • Stayed: Mar 2017

                                                                                                      As advertised

                                                                                                      5 of 5
                                                                                                      We had 16 adults stay up at the Berkshire Country Estate this past weekend to celebrate my birthday. The house was in pristine condition with plenty of room to make everyone feel comfortable. With the unusual cold snap, we spent the majority of the weekend indoors at the house and enjoyed the game room, the living room and toasty fires (although the heat in the house was strong and we didn't need it). We also were able to sit in the dining room all at once and enjoy family meals together. We'll totally rent this house again, and will come back in the summer to enjoy the beautiful grounds and the pool!
                                                                                                      • Submitted: Mar 15, 2017
                                                                                                      • Stayed: Mar 2017

                                                                                                      Stylish, comfortable getaway in a scenic setting.

                                                                                                      5 of 5
                                                                                                      We had a wonderful time at Ed and Kathy's Berkshires retreat. Even before we arrived I knew this was the place for us—they were incredibly responsive and helpful in answering our Qs. The house is immaculate; it looks like it walked out of the pages of House Beautiful. The location is perfect; 2.5 hours from Brooklyn and close to little towns like Chatham, plus ski areas, etc. It snowed a lot the weekend we went up, but the property's caretaker came over early and plowed out the driveway, and then he came back to salt the pavement. The kitchen was well stocked; the beds and baths were super comfortable. I'd recommend this property to anyone looking for a chic getaway that blends the quiet seclusion of the country with modern, comfortable amenities!
                                                                                                      • Submitted: Feb 28, 2017
                                                                                                      • Stayed: Feb 2017