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Pittsfield: House Rentals (155)

  • 1 - 50 of 155
Additional fees apply. Taxes may be added.
    • 3 BR
    • 1 BA
    • Sleeps 8
    31
      • 1 BR
      • 1 BA
      • Sleeps 4
      21
        • 5 BR
        • 3 BA
        • Sleeps 10
        1 Review
          • 3 BR
          • 2 BA
          • Sleeps 12
          27
            • 4 BR
            • 3 BA
            • 1 HF BA
            • Sleeps 12
            3
              • 3 BR
              • 2 BA
              • Sleeps 7
              7
                • 7 BR
                • 3 BA
                • Sleeps 18
                22
                  • 3 BR
                  • 1 BA
                  • 1 HF BA
                  • Sleeps 5
                    • 5 BR
                    • 3 BA
                    • 2 HF BA
                    • Sleeps 12
                    3
                      • 5 BR
                      • 3 BA
                      • Sleeps 10
                      2 Reviews
                        • 3 BR
                        • 2 BA
                        • 1 HF BA
                        • Sleeps 6
                        6
                          • 2 BR
                          • 2 BA
                          • 1 HF BA
                          • Sleeps 4
                          11
                            • 3 BR
                            • 2 BA
                            • Sleeps 8
                              • 3 BR
                              • 2 BA
                              • Sleeps 6
                              3
                                • 4 BR
                                • 3 BA
                                • 1 HF BA
                                • Sleeps 10
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 3
                                  27
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 4
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 8
                                      5
                                        • 3 BR
                                        • 1 BA
                                        • Sleeps 6
                                        2 Reviews
                                          • 4 BR
                                          • 3 BA
                                          • Sleeps 9
                                          5
                                            • 4 BR
                                            • 3 BA
                                            • Sleeps 9
                                            5
                                              • 4 BR
                                              • 4 BA
                                              • Sleeps 8
                                                • 4 BR
                                                • 3 BA
                                                • Sleeps 8
                                                6
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                    • 4 BR
                                                    • 2 BA
                                                    • 1 HF BA
                                                    • Sleeps 8
                                                      • 4 BR
                                                      • 3 BA
                                                      • 1 HF BA
                                                      • Sleeps 8
                                                      2 Reviews
                                                        • 4 BR
                                                        • 2 BA
                                                        • 1 HF BA
                                                        • Sleeps 7
                                                        6
                                                          • 3 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 8
                                                          7
                                                            • 5 BR
                                                            • 4 BA
                                                            • 1 HF BA
                                                            • Sleeps 8
                                                            1 Review
                                                              • 3 BR
                                                              • 2 BA
                                                              • 1 HF BA
                                                              • Sleeps 9
                                                              8
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                6
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 6
                                                                    • 4 BR
                                                                    • 3 BA
                                                                    • Sleeps 12
                                                                    9
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 10
                                                                        • 4 BR
                                                                        • 6 BA
                                                                        • Sleeps 9
                                                                        7
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          8
                                                                            • 4 BR
                                                                            • 4 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 12
                                                                            7
                                                                              • 3 BR
                                                                              • 1 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 8
                                                                              10
                                                                                • 4 BR
                                                                                • 2 BA
                                                                                • Sleeps 8
                                                                                18
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  1 Review
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 8
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 7
                                                                                      7
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 9
                                                                                        3
                                                                                          • 3 BR
                                                                                          • 1 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 6
                                                                                          11
                                                                                            • 3 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 5
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 8
                                                                                              3
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 7
                                                                                                9
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 8
                                                                                                  18
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 8
                                                                                                    25
                                                                                                      • 3 BR
                                                                                                      • 3 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 10
                                                                                                      7
                                                                                                      • 1 - 50 of 155
                                                                                                       

                                                                                                      Recent Pittsfield Reviews

                                                                                                      Terrific late September weekend spot!

                                                                                                      5 of 5
                                                                                                      Our group had a wedding in Lenox. This property is quaint, cozy and cute. Surrounded by great wooded areas, there was plenty of room to relax inside or outside. A+ home owner A+ property.
                                                                                                      • Submitted: Sep 26, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      Wonderful property in the Berkshires!

                                                                                                      5 of 5
                                                                                                      Our family rented this property for a week. It is a beautiful home and accommodated 4 couples comfortably. Well stocked kitchen, washer/dryer a plus. The location is prime and close to Stockbridge, Lee, Lenox, Great Barrington and Tanglewood. Having access to the lake was a great feature and Foxhollow is an amazing property with ammenities. Howard made us feel welcome and was very responsive to any request. We would not hesitate to rent this property again.
                                                                                                      • Submitted: Sep 24, 2016
                                                                                                      • Stayed: Aug 2016

                                                                                                      Beautiful Lake house!

                                                                                                      5 of 5
                                                                                                      Having never been to lake Ashmere, our expectations were not high. We wanted to be right on the water in a quiet setting in a comfortable and clean house. We got all of this and much more. Kayaking, canoeing, biking, swimming and leisurely walks were our daily activities and this doesn't even include reading by the Lake. The house was clean and had plenty of room for everyone. The back porch was a perfect place for coffee in the morning, lunch and a few games of gin rummy. We used the fire pit every night and even a few nights of S'more making. This was by far the most relaxing "staycation" we have ever had. We are already planning to book time next summer.
                                                                                                      • Submitted: Sep 24, 2016
                                                                                                      • Stayed: Aug 2016