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Vacation Rentals in Cheshire, Massachusetts (264)

  • 1 - 50 of 264
Additional fees apply. Taxes may be added.
    • 2 BR
    • 1 BA
    • Sleeps 5
    House #122780
      • 4 BR
      • 1 BA
      • Sleeps 10
      Barn #346642vb
        • 2 BR
        • 1 BA
        • Sleeps 6
        Cottage #300900
          • 5 BR
          • 3 BA
          • Sleeps 10
          House #603552vb
            • 2 BR
            • 2 BA
            • Sleeps 8
            Condo #907348vb
              • 2 BR
              • 2 BA
              • Sleeps 8
              Condo #4281302
                • 5 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 9
                House #923513vb
                  • 2 BR
                  • 2 BA
                  • Sleeps 6
                  Condo #651723vb
                    • 6 BR
                    • 3 BA
                    • 1 HF BA
                    • Sleeps 17
                    House #937764
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      Condo #575909vb
                        • 2 BR
                        • 2 BA
                        • Sleeps 6
                        Condo #786429vb
                          • 2 BR
                          • 2 BA
                          • Sleeps 8
                          Condo #3815326
                            • 2 BR
                            • 2 BA
                            • Sleeps 8
                            Condo #650023vb
                              • 1 BR
                              • 1 BA
                              • Sleeps 4
                              Apartment #129461vb
                                • 3 BR
                                • 2 BA
                                • Sleeps 8
                                Condo #105168
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 12
                                  House #420727vb
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 8
                                    Condo #224073
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 6
                                      House #3011344
                                        • 3 BR
                                        • 2 BA
                                        • 1 HF BA
                                        • Sleeps 9
                                        House #122527
                                          • 4 BR
                                          • 3 BA
                                          • 1 HF BA
                                          • Sleeps 8
                                          House #3661207
                                            • Studio
                                            • 1 BA
                                            • Sleeps 2
                                            Hotel #3905417
                                              • 6 BR
                                              • 2 BA
                                              • Sleeps 13
                                              House #7060428
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 4
                                                House #3836464
                                                  • 4 BR
                                                  • 2 BA
                                                  • 1 HF BA
                                                  • Sleeps 8
                                                  House #956972vb
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 9
                                                    Condo #4022419
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 10
                                                      House #471272vb
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 8
                                                        Condo #620198vb
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          House #310035vb
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            Cottage #962761
                                                              • 3 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              Apartment #901029vb
                                                                • 7 BR
                                                                • 3 BA
                                                                • Sleeps 18
                                                                House #251195vb
                                                                  • 5 BR
                                                                  • 5 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 10
                                                                  House #857164vb
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Cabin #395895
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      Cottage #7079868
                                                                        • 4 BR
                                                                        • 2 BA
                                                                        • Sleeps 8
                                                                        House #579045vb
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          House #471229vb
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 8
                                                                            Condo #925349vb
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 7
                                                                              Condo #3836408
                                                                                • 4 BR
                                                                                • 2 BA
                                                                                • Sleeps 8
                                                                                House #118052
                                                                                  • 4 BR
                                                                                  • 5 BA
                                                                                  • 2 HF BA
                                                                                  • Sleeps 14
                                                                                  House #928559vb
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 5
                                                                                    Farmhouse #228968
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      Hotel #3905418
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 8
                                                                                        Condo #925324vb
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          Apartment #615402vb
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 10
                                                                                            Estate #3911459
                                                                                              • 3 BR
                                                                                              • 1 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 6
                                                                                              House #4284743
                                                                                                • 3 BR
                                                                                                • 1 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 5
                                                                                                Apartment #900625vb
                                                                                                  • 3 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 8
                                                                                                  Condo #878199vb
                                                                                                    • 3 BR
                                                                                                    • 1 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 6
                                                                                                    House #4272947
                                                                                                    • 1 - 50 of 264