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  • Showing 1-50 of 129
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    Exceptional! 5.0/5
    (23 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 4
    Cottage #4018430
    23
    Viewed 15 times in the last 48 hours
      Wonderful! 4.8/5
      (13 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 4
      Cabin #450731vb
      13
      Viewed 19 times in the last 48 hours
        avg/night
        • 4 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 8
        House #606789vb
        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 16 times in the last 48 hours
            Exceptional! 5.0/5
            (8 reviews)
            $86
            avg/night
            • 1 BR
            • 1 BA
            • Sleeps 4
            Apartment #4069856
            8
            Viewed 8 times in the last 48 hours
              Excellent! 4.7/5
              (6 reviews)
              avg/night
              • 1 BR
              • 1 BA
              • Sleeps 4
              Apartment #630224vb
              6
              Viewed 5 times in the last 48 hours
                avg/night
                • 2 BR
                • 3 BA
                • Sleeps 5
                House #741610vb
                2
                Viewed 7 times in the last 48 hours
                  Excellent! 4.5/5
                  (14 reviews)
                  $94
                  avg/night
                  • 2 BR
                  • 1 BA
                  • Sleeps 6
                  Apartment #293804
                  14
                  Viewed 23 times in the last 48 hours
                    Excellent! 4.6/5
                    (49 reviews)
                    avg/night
                    • 2 BR
                    • 1 BA
                    • Sleeps 4
                    Cabin #182224
                    49
                    Viewed 40 times in the last 48 hours
                      Wonderful! 4.8/5
                      (38 reviews)
                      avg/night
                      • 2 BR
                      • 2 BA
                      • Sleeps 6
                      Cottage #293009
                      38
                      Viewed 62 times in the last 48 hours
                        Wonderful! 4.8/5
                        (22 reviews)
                        avg/night
                        • 1 BR
                        • 1 BA
                        • Sleeps 5
                        Cabin #189705vb
                        22
                        Viewed 31 times in the last 48 hours
                          Excellent! 4.7/5
                          (39 reviews)
                          avg/night
                          • 3 BR
                          • 1 BA
                          • 1 HF BA
                          • Sleeps 8
                          House #332468
                          39
                          Viewed 54 times in the last 48 hours
                            Wonderful! 4.8/5
                            (22 reviews)
                            avg/night
                            • 3 BR
                            • 2 BA
                            • 1 HF BA
                            • Sleeps 10
                            House #503722vb
                            22
                            Viewed 25 times in the last 48 hours
                              Exceptional! 5.0/5
                              (10 reviews)
                              avg/night
                              • 6 BR
                              • 3 BA
                              • Sleeps 10
                              House #4064007
                              10
                              Viewed 34 times in the last 48 hours
                                • 3 BR
                                • 1 BA
                                • 1 HF BA
                                • Sleeps 6
                                House #602972vb
                                3
                                Viewed 8 times in the last 48 hours
                                  Wonderful! 4.8/5
                                  (13 reviews)
                                  avg/night
                                  • 3 BR
                                  • 2 BA
                                  • 1 HF BA
                                  • Sleeps 8
                                  House #607741vb
                                  13
                                  Viewed 34 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (10 reviews)
                                    avg/night
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 6
                                    Cottage #361931vb
                                    10
                                    Viewed 40 times in the last 48 hours
                                      Excellent! 4.6/5
                                      (21 reviews)
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 10
                                      House #283894vb
                                      21
                                      Viewed 28 times in the last 48 hours
                                        Exceptional! 5.0/5
                                        (14 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        Apartment #3942533
                                        14
                                        Viewed 7 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (21 reviews)
                                          avg/night
                                          • 3 BR
                                          • 1 BA
                                          • Sleeps 6
                                          House #3855112
                                          21
                                          Viewed 6 times in the last 48 hours
                                            Good! 3.9/5
                                            (10 reviews)
                                            avg/night
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 8
                                            Cottage #3576605
                                            10
                                            Viewed 20 times in the last 48 hours
                                              Wonderful! 4.9/5
                                              (15 reviews)
                                              avg/night
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              House #3720156
                                              15
                                              Viewed 17 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (9 reviews)
                                                avg/night
                                                • 4 BR
                                                • 4 BA
                                                • Sleeps 6
                                                House #3817269
                                                9
                                                Viewed 34 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (14 reviews)
                                                  avg/night
                                                  • 4 BR
                                                  • 2 BA
                                                  • Sleeps 12
                                                  Cabin #4148351
                                                  14
                                                  Viewed 54 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (9 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    House #892478vb
                                                    9
                                                    Viewed 49 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (8 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 6
                                                      House #4155013
                                                      8
                                                      Viewed 19 times in the last 48 hours
                                                        Excellent! 4.6/5
                                                        (12 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 7
                                                        House #479396vb
                                                        12
                                                        Viewed 39 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (17 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          House #3893831
                                                          17
                                                          Viewed 25 times in the last 48 hours
                                                            Wonderful! 4.9/5
                                                            (18 reviews)
                                                            avg/night
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 2
                                                            Apartment #489635vb
                                                            18
                                                            Viewed 11 times in the last 48 hours
                                                              Excellent! 4.6/5
                                                              (11 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 1 BA
                                                              • 1 HF BA
                                                              • Sleeps 6
                                                              House #586468vb
                                                              11
                                                              Viewed 18 times in the last 48 hours
                                                                Wonderful! 4.9/5
                                                                (10 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                House #765436vb
                                                                10
                                                                Viewed 17 times in the last 48 hours
                                                                  Exceptional! 5.0/5
                                                                  (29 reviews)
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 8
                                                                  House #580967vb
                                                                  29
                                                                  Viewed 14 times in the last 48 hours
                                                                    Exceptional! 5.0/5
                                                                    (10 reviews)
                                                                    avg/night
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Apartment #878355vb
                                                                    10
                                                                    Viewed 19 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (17 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 10
                                                                      House #573963vb
                                                                      17
                                                                      Viewed 16 times in the last 48 hours
                                                                        Very Good! 4.1/5
                                                                        (10 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 6
                                                                        House #91299vb
                                                                        10
                                                                        Viewed 33 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (7 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          House #3836464
                                                                          7
                                                                          Viewed 36 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (19 reviews)
                                                                            avg/night
                                                                            • 7 BR
                                                                            • 2 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 11
                                                                            House #453487vb
                                                                            19
                                                                            Viewed 27 times in the last 48 hours
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • Sleeps 12
                                                                              Barn #732038vb
                                                                              4
                                                                              Viewed 16 times in the last 48 hours
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 2
                                                                                Apartment #3004443
                                                                                19
                                                                                  • 3 BR
                                                                                  • 1 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 6
                                                                                  House #3790039
                                                                                  3
                                                                                  Viewed 7 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (48 reviews)
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 10
                                                                                    House #3903608
                                                                                    48
                                                                                    Viewed 23 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (19 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 1 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 6
                                                                                      House #3596249
                                                                                      19
                                                                                      Viewed 21 times in the last 48 hours
                                                                                        avg/night
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 2
                                                                                        Apartment #3923167
                                                                                        4
                                                                                        Viewed 15 times in the last 48 hours
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 12
                                                                                          Estate #601721vb
                                                                                          1
                                                                                          Viewed 54 times in the last 48 hours
                                                                                            Excellent! 4.6/5
                                                                                            (8 reviews)
                                                                                            $95
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            House #4191257
                                                                                            8
                                                                                            Viewed 12 times in the last 48 hours
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 3 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 10
                                                                                              House #843035vb
                                                                                              1
                                                                                              Viewed 21 times in the last 48 hours
                                                                                                Exceptional! 5.0/5
                                                                                                (6 reviews)
                                                                                                $79
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Apartment #940695
                                                                                                6
                                                                                                  Wonderful! 4.9/5
                                                                                                  (8 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 9
                                                                                                  House #122527
                                                                                                  8
                                                                                                  Viewed 13 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (53 reviews)
                                                                                                    avg/night
                                                                                                    • 4 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 10
                                                                                                    House #270876
                                                                                                    53
                                                                                                    Viewed 42 times in the last 48 hours
                                                                                                      Exceptional! 5.0/5
                                                                                                      (10 reviews)
                                                                                                      avg/night
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 2
                                                                                                      Apartment #626299vb
                                                                                                      10
                                                                                                      Viewed 13 times in the last 48 hours
                                                                                                      • 1 - 50 of 129

                                                                                                      Chesterfield: Houses, Apartments & More (129)

                                                                                                       

                                                                                                      Recent Chesterfield Reviews

                                                                                                      Sweet country home in the Berkshires

                                                                                                      5 of 5
                                                                                                      We had a wonderful time celebrating a small family Christmas in this lovely home. There was plenty of room for the 6 of us, and the house was clean and comfortable. We had everything we needed to make our visit memorable, including a fresh layer of snow and a sweet, little Christmas tree to enhance our festivities. We even joked that it was named "Flight's End" because it was the reindeer's last stop. We would definitely stay here again.
                                                                                                      • Submitted: Jan 5, 2017
                                                                                                      • Stayed: Dec 2016

                                                                                                      Amazing house for large group

                                                                                                      5 of 5
                                                                                                      Stayed here for a four day weekend to celebrate New Years with a group of ten of us. The house was perfect could not ask for a more accommodating place to get away from the city and relax with friends. There was more than enough room where ten adults felt spread out and there where extra beds and a futon still empty. The layout of the house is ideal all the bedrooms are upstairs with an extra tv space. The down stairs is a large open space with living room, dining room, and the kitchen. We had a chef come and cook for us for NYE and it was great being able to spread out in one room. Went skiing a few days at Jiminy Peak which is less than an hour drive. Every one already can't wait to return in the summer.
                                                                                                      • Submitted: Jan 5, 2017
                                                                                                      • Stayed: Dec 2016

                                                                                                      Very nice house

                                                                                                      5 of 5
                                                                                                      We were 10 people and this house was perfect for us. Nice house. It was a comfortable stay. Mike sent us all the information in advance. Would definately recommend this place!
                                                                                                      • Submitted: Jan 5, 2017
                                                                                                      • Stayed: Dec 2016