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Vacation Rentals in Windsor, Massachusetts (264)

  • 1 - 50 of 264
Additional fees apply. Taxes may be added.
    • 3 BR
    • 2 BA
    • 1 HF BA
    • Sleeps 9
    House #122527
      • 5 BR
      • 2 BA
      • 1 HF BA
      • Sleeps 9
      House #923513vb
        • 2 BR
        • 1 BA
        • Sleeps 4
        Cottage #962761
          • 2 BR
          • 1 BA
          • Sleeps 4
          Cabin #395895
            • 4 BR
            • 2 BA
            • Sleeps 8
            House #579045vb
              • 4 BR
              • 2 BA
              • Sleeps 8
              House #118052
                • 4 BR
                • 5 BA
                • 2 HF BA
                • Sleeps 14
                House #928559vb
                  • 2 BR
                  • 1 BA
                  • Sleeps 4
                  House #3836464
                    • 3 BR
                    • 2 BA
                    • Sleeps 6
                    House #3792910
                      • 2 BR
                      • 1 BA
                      • Sleeps 5
                      House #122780
                        • 4 BR
                        • 1 BA
                        • Sleeps 10
                        Barn #346642vb
                          • 2 BR
                          • 1 BA
                          • Sleeps 6
                          Cottage #300900
                            • 1 BR
                            • 1 BA
                            • Sleeps 4
                            Cottage #4018430
                              • 4 BR
                              • 2 BA
                              • 1 HF BA
                              • Sleeps 8
                              House #606789vb
                                • 4 BR
                                • 1 BA
                                • 1 HF BA
                                • Sleeps 8
                                House #332468
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 8
                                  House #196466vb
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 6
                                    House #3720156
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 4
                                      Apartment #129461vb
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 4
                                        House #310035vb
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 6
                                          House #3893831
                                            • 4 BR
                                            • 2 BA
                                            • Sleeps 8
                                            House #229125
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 8
                                              House #4262691
                                                • 3 BR
                                                • 1 BA
                                                • Sleeps 5
                                                Cottage #4270922
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 5
                                                  Cabin #189705vb
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 6
                                                    Apartment #293804
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 12
                                                      House #420727vb
                                                        • 5 BR
                                                        • 3 BA
                                                        • Sleeps 10
                                                        House #603552vb
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 8
                                                          Condo #907348vb
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 8
                                                            Condo #4281302
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              Condo #651723vb
                                                                • 6 BR
                                                                • 3 BA
                                                                • 1 HF BA
                                                                • Sleeps 17
                                                                House #937764
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 10
                                                                  Estate #3911459
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 8
                                                                    Condo #575909vb
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 8
                                                                      Condo #3815326
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        Condo #786429vb
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          Condo #650023vb
                                                                            • 3 BR
                                                                            • 1 BA
                                                                            • Sleeps 6
                                                                            Apartment #901029vb
                                                                              • 7 BR
                                                                              • 3 BA
                                                                              • Sleeps 18
                                                                              House #251195vb
                                                                                • 4 BR
                                                                                • 2 BA
                                                                                • Sleeps 12
                                                                                Cabin #4148351
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Apartment #615402vb
                                                                                    • 3 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 8
                                                                                    Condo #878199vb
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      Apartment #133082
                                                                                        • 3 BR
                                                                                        • 1 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 6
                                                                                        House #602972vb
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 8
                                                                                          House #956972vb
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 9
                                                                                            Condo #595232vb
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 8
                                                                                              Condo #224073
                                                                                                • 5 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 8
                                                                                                House #4160350
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 6
                                                                                                  House #91299vb
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 8
                                                                                                    Condo #105168
                                                                                                    • 1 - 50 of 264