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  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    • 1 BR
    • 1 BA
    • Sleeps 4
    House #310035vb
    0
      • 3 BR
      • 1 BA
      • Sleeps 6
      House #469617vb
      0
        • 5 BR
        • 3 BA
        • 2 HF BA
        • Sleeps 9
        Estate #802737vb
        0
          • 3 BR
          • 2 BA
          • Sleeps 12
          House #420727vb
          0
            • 3 BR
            • 3 BA
            • Sleeps 13
            Condo #878199vb
            0
              • 3 BR
              • 1 BA
              • Sleeps 6
              Cottage #203288vb
              0
                • 5 BR
                • 3 BA
                • Sleeps 8
                Cottage #425380vb
                0
                  • 4 BR
                  • 2 BA
                  • 1 HF BA
                  • Sleeps 10
                  Townhome #4320036
                  0
                    • 3 BR
                    • 2 BA
                    • 1 HF BA
                    • Sleeps 9
                    Condo #595232vb
                    0
                      • 2 BR
                      • 1 BA
                      • Sleeps 7
                      Cottage #310698
                      0
                        • 1 BR
                        • 1 BA
                        • Sleeps 4
                        Apartment #133082
                        0
                          • 3 BR
                          • 2 BA
                          • Sleeps 7
                          House #344576vb
                          0
                            • 7 BR
                            • 3 BA
                            • Sleeps 18
                            House #251195vb
                            0
                              • 2 BR
                              • 1 BA
                              • Sleeps 4
                              Apartment #615402vb
                              0
                                • 8 BR
                                • 5 BA
                                • Sleeps 20
                                House #985738vb
                                0
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 4
                                  Condo #4365894
                                  0
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 6
                                    Cottage #4231093
                                    0
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 4
                                      Apartment #129461vb
                                      0
                                        • 5 BR
                                        • 3 BA
                                        • Sleeps 8
                                        House #4160350
                                        0
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 6
                                          Cottage #300900
                                          0
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 3
                                            House #135474vb
                                            0
                                              • 4 BR
                                              • 3 BA
                                              • Sleeps 8
                                              House #585864vb
                                              0
                                                • 5 BR
                                                • 3 BA
                                                • 1 HF BA
                                                • Sleeps 15
                                                House #660967vb
                                                0
                                                  • 5 BR
                                                  • 2 BA
                                                  • 1 HF BA
                                                  • Sleeps 9
                                                  House #923513vb
                                                  0
                                                    • 3 BR
                                                    • 2 BA
                                                    • 1 HF BA
                                                    • Sleeps 6
                                                    House #693973vb
                                                    0
                                                      • 4 BR
                                                      • 3 BA
                                                      • Sleeps 9
                                                      House #174313
                                                      0
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 8
                                                        House #905333vb
                                                        0
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 8
                                                          Condo #907348vb
                                                          0
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 8
                                                            Condo #4281302
                                                            0
                                                              • 2 BR
                                                              • 2 BA
                                                              • 1 HF BA
                                                              • Sleeps 4
                                                              House #3002071
                                                              0
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                Condo #651723vb
                                                                0
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                  Condo #3815326
                                                                  0
                                                                    • 4 BR
                                                                    • 2 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 7
                                                                    House #700267vb
                                                                    0
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 8
                                                                      Condo #575909vb
                                                                      0
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 8
                                                                        Condo #650023vb
                                                                        0
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 8
                                                                          House #705514vb
                                                                          0
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            Condo #786429vb
                                                                            0
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              Cottage #962761
                                                                              0
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                House #631820vb
                                                                                0
                                                                                  • 5 BR
                                                                                  • 3 BA
                                                                                  • 2 HF BA
                                                                                  • Sleeps 12
                                                                                  House #679329vb
                                                                                  0
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    Condo #3952850
                                                                                    0
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 5
                                                                                      House #122780
                                                                                      0
                                                                                        • 6 BR
                                                                                        • 5 BA
                                                                                        • Sleeps 20
                                                                                        Estate #4258796
                                                                                        0
                                                                                          • 4 BR
                                                                                          • 5 BA
                                                                                          • 2 HF BA
                                                                                          • Sleeps 14
                                                                                          House #928559vb
                                                                                          0
                                                                                            • 5 BR
                                                                                            • 5 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 14
                                                                                            Chalet #923721
                                                                                            0
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              Cottage #554803vb
                                                                                              0
                                                                                                • 10 BR
                                                                                                • 9 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 17
                                                                                                Estate #4174661
                                                                                                0
                                                                                                  • 4 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 9
                                                                                                  House #404919vb
                                                                                                  0
                                                                                                    • 4 BR
                                                                                                    • 3 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 8
                                                                                                    House #288088
                                                                                                    0
                                                                                                      • Studio
                                                                                                      • 1 BA
                                                                                                      • Sleeps 2
                                                                                                      Cottage #571465vb
                                                                                                      0
                                                                                                      • 1 - 50 of 300+

                                                                                                      Pittsfield Vacation Rentals, Massachusetts (300+)