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  • Showing 1-50 of 117
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (23 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 4
    Cottage #4018430
    23
    Viewed 14 times in the last 48 hours
      Wonderful! 4.8/5
      (13 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 4
      Cabin #450731vb
      13
      Viewed 25 times in the last 48 hours
        • 4 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 8
        House #606789vb
        3
          Wonderful! 4.9/5
          (22 reviews)
          avg/night
          • 2 BR
          • 2 BA
          • Sleeps 4
          House #608766vb
          22
            Wonderful! 4.9/5
            (9 reviews)
            avg/night
            • 4 BR
            • 4 BA
            • Sleeps 6
            House #3817269
            9
            Viewed 6 times in the last 48 hours
              Wonderful! 4.8/5
              (23 reviews)
              avg/night
              • 2 BR
              • 1 BA
              • Sleeps 8
              House #196466vb
              23
              Viewed 12 times in the last 48 hours
                • 2 BR
                • 1 BA
                • Sleeps 6
                Cottage #159704
                16
                  Wonderful! 4.8/5
                  (21 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • 1 HF BA
                  • Sleeps 10
                  House #503722vb
                  21
                  Viewed 9 times in the last 48 hours
                    Excellent! 4.7/5
                    (15 reviews)
                    avg/night
                    • 4 BR
                    • 3 BA
                    • Sleeps 10
                    Farmhouse #313075vb
                    15
                    Viewed 7 times in the last 48 hours
                      Exceptional! 5.0/5
                      (12 reviews)
                      avg/night
                      • 2 BR
                      • 1 BA
                      • Sleeps 6
                      Cottage #3924319
                      12
                        • 3 BR
                        • 1 BA
                        • 1 HF BA
                        • Sleeps 6
                        House #602972vb
                        3
                        Viewed 8 times in the last 48 hours
                          Exceptional! 5.0/5
                          (15 reviews)
                          avg/night
                          • 2 BR
                          • 1 BA
                          • Sleeps 5
                          Apartment #334295
                          15
                          Viewed 18 times in the last 48 hours
                            • 2 BR
                            • 1 BA
                            • Sleeps 4
                            Apartment #970510vb
                              • 1 BR
                              • 1 BA
                              • Sleeps 3
                              Studio #970521vb
                                • 2 BR
                                • 1 BA
                                • Sleeps 3
                                Apartment #970515vb
                                  Wonderful! 4.8/5
                                  (6 reviews)
                                  avg/night
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 6
                                  House #3792910
                                  6
                                  Viewed 14 times in the last 48 hours
                                    Wonderful! 4.8/5
                                    (10 reviews)
                                    avg/night
                                    • 4 BR
                                    • 2 BA
                                    • Sleeps 8
                                    House #229125
                                    10
                                    Viewed 16 times in the last 48 hours
                                      Wonderful! 4.9/5
                                      (18 reviews)
                                      avg/night
                                      • 3 BR
                                      • 1 BA
                                      • 1 HF BA
                                      • Sleeps 6
                                      House #3596249
                                      18
                                      Viewed 11 times in the last 48 hours
                                        avg/night
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 2
                                        Apartment #3923167
                                        3
                                        Viewed 9 times in the last 48 hours
                                          avg/night
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 5
                                          Apartment #4250919
                                          4
                                          Viewed 23 times in the last 48 hours
                                            • 4 BR
                                            • 2 BA
                                            • Sleeps 8
                                            House #757099vb
                                            3
                                              avg/night
                                              • 4 BR
                                              • 2 BA
                                              • 1 HF BA
                                              • Sleeps 12
                                              Estate #601721vb
                                              1 Review
                                              Viewed 23 times in the last 48 hours
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 2
                                                Apartment #628196vb
                                                3
                                                  Wonderful! 4.9/5
                                                  (14 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  House #3720156
                                                  14
                                                  Viewed 8 times in the last 48 hours
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 2
                                                    Apartment #3004443
                                                    19
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      House #4231064
                                                      1 Review
                                                      Viewed 10 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (8 reviews)
                                                        $83
                                                        avg/night
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        Apartment #4069856
                                                        8
                                                        Viewed 8 times in the last 48 hours
                                                          Wonderful! 4.8/5
                                                          (22 reviews)
                                                          avg/night
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 5
                                                          Cabin #189705vb
                                                          22
                                                          Viewed 12 times in the last 48 hours
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            Mill #3661512
                                                            1 Review
                                                              Excellent! 4.7/5
                                                              (23 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 8
                                                              Estate #101832
                                                              23
                                                              Viewed 41 times in the last 48 hours
                                                                Excellent! 4.7/5
                                                                (38 reviews)
                                                                avg/night
                                                                • 4 BR
                                                                • 1 BA
                                                                • 1 HF BA
                                                                • Sleeps 8
                                                                House #332468
                                                                38
                                                                Viewed 26 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (16 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  House #3893831
                                                                  16
                                                                  Viewed 24 times in the last 48 hours
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 3 BA
                                                                    • Sleeps 9
                                                                    House #3906728
                                                                    Viewed 24 times in the last 48 hours
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 8
                                                                      House #641907vb
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Cottage #962761
                                                                        13
                                                                          Wonderful! 4.8/5
                                                                          (37 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          Cottage #293009
                                                                          37
                                                                          Viewed 51 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (14 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Apartment #3942533
                                                                            14
                                                                              Excellent! 4.4/5
                                                                              (10 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              Cabin #395895
                                                                              10
                                                                                • 6 BR
                                                                                • 3 BA
                                                                                • Sleeps 25
                                                                                House #4173005
                                                                                Viewed 40 times in the last 48 hours
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 3
                                                                                  Apartment #670274vb
                                                                                  2 Reviews
                                                                                  Viewed 10 times in the last 48 hours
                                                                                    Excellent! 4.7/5
                                                                                    (18 reviews)
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 8
                                                                                    House #118052
                                                                                    18
                                                                                    Viewed 41 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (8 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      House #892478vb
                                                                                      8
                                                                                      Viewed 19 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (18 reviews)
                                                                                        avg/night
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 2
                                                                                        Apartment #489635vb
                                                                                        18
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 8
                                                                                          House #579045vb
                                                                                          8
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 5 BA
                                                                                            • 2 HF BA
                                                                                            • Sleeps 14
                                                                                            House #928559vb
                                                                                            Viewed 5 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (20 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 6
                                                                                              Cottage #980198
                                                                                              20
                                                                                              Viewed 21 times in the last 48 hours
                                                                                                Exceptional! 5.0/5
                                                                                                (11 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 8
                                                                                                House #3835382
                                                                                                11
                                                                                                Viewed 22 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  House #847124vb
                                                                                                  Viewed 10 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (10 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 6
                                                                                                    Cottage #361931vb
                                                                                                    10
                                                                                                    Viewed 9 times in the last 48 hours
                                                                                                      Excellent! 4.6/5
                                                                                                      (48 reviews)
                                                                                                      $99
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      Cabin #182224
                                                                                                      48
                                                                                                      Viewed 21 times in the last 48 hours
                                                                                                      • 1 - 50 of 117

                                                                                                      Chesterfield: Houses, Apartments & More (117)

                                                                                                       

                                                                                                      Recent Chesterfield Reviews

                                                                                                      It was a wonderful weekend getaway.

                                                                                                      4 of 5
                                                                                                      Djuna has a clean, welcoming home. It was spacious and had the necessary equipment for my weekend trip with 3 other people. I wish the heat was controllable by the us and not the owner. Besides that the communication between Djuna was minimal. Once in contact with her, she was flexible and nice. I'd consider returning back to the property in the summer. Thanks for renting out your space!
                                                                                                      • Submitted: Nov 30, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Serene and Beautiful Getaway in the Berkshires

                                                                                                      5 of 5
                                                                                                      My dearest friends and I wanted to get away from the world for a weekend, and Colesbrook Manor was just the place! As soon as we walked in the door we had a cozy feeling of being home. Andy has taken such great care in building a beautiful, warm, and peaceful oasis on this beautiful piece of property. We were truly delighted to sit by the fire, play music, and share a bottle of wine. We enjoyed exploring the trails and creek located right out the back door, as well as stargazing at night. The beds were cozy and the sauna was a treat, especially after taking a walk in the snow on Saturday. If you visit, check out the Dream Away Lodge (open seasonally from around April to Thanksgiving) for delicious food, a quirky atmosphere, and excellent music. However, we were happy that we bought groceries because we did not want to leave the house on Saturday. Andy, Thank you for being such an accommodating host and for building such a lovely home. We will be back!
                                                                                                      • Submitted: Nov 29, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Extremely cozy and wonderful host

                                                                                                      5 of 5
                                                                                                      My group had a wonderful weekend at the Jeffers Cottage! Scott met with us when we first arrived to show us the house and how everything worked as well answer any questions we had! We went in the fall and with the neighborhood being mostly summer homes we had the whole place to ourselves! The house is fully equipped with everything you need. No Wifi but we wanted a weekend off the grid. A 2 minute walk to the lake in Scott's pictures. Scott was easy to contact for anything we needed and gave us lots of info of things to do in the area (The Quarry hike was awesome!) Overall a beautiful weekend in the Berkshires!!!
                                                                                                      • Submitted: Nov 28, 2016
                                                                                                      • Stayed: Nov 2016