check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit
  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    House #420727vb
    • 3 BR
    • 2 BA
    • Sleeps 12
    27

    Confirmation within 24 hours

    Your booking request will be confirmed or denied within 24 hours.

      House #469617vb
      • 3 BR
      • 1 BA
      • Sleeps 6
      36

      Confirmation within 24 hours

      Your booking request will be confirmed or denied within 24 hours.

        House #344576vb
        • 3 BR
        • 2 BA
        • Sleeps 7
        8

        Confirmation within 24 hours

        Your booking request will be confirmed or denied within 24 hours.

          House #310035vb
          • 1 BR
          • 1 BA
          • Sleeps 4
          23

          Confirmation within 24 hours

          Your booking request will be confirmed or denied within 24 hours.

            Cottage #203288vb
            • 3 BR
            • 1 BA
            • Sleeps 6
            15

            Confirmation within 24 hours

            Your booking request will be confirmed or denied within 24 hours.

              Apartment #133082
              • 1 BR
              • 1 BA
              • Sleeps 4
              14

              Instant confirmation

              Your booking request will be confirmed immediately.

                Condo #595232vb
                • 3 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 9
                9

                Confirmation within 24 hours

                Your booking request will be confirmed or denied within 24 hours.

                  Cottage #310698
                  • 2 BR
                  • 1 BA
                  • Sleeps 7
                  6

                  Confirmation within 24 hours

                  Your booking request will be confirmed or denied within 24 hours.

                    Cottage #425380vb
                    • 5 BR
                    • 3 BA
                    • Sleeps 8
                    3

                    Confirmation within 24 hours

                    Your booking request will be confirmed or denied within 24 hours.

                      Estate #802737vb
                      • 5 BR
                      • 3 BA
                      • 2 HF BA
                      • Sleeps 9
                      1

                      Confirmation within 24 hours

                      Your booking request will be confirmed or denied within 24 hours.

                        House #4113926
                        • 2 BR
                        • 1 BA
                        • Sleeps 6
                        1

                        Confirmation within 24 hours

                        Your booking request will be confirmed or denied within 24 hours.

                          Condo #878199vb
                          • 3 BR
                          • 3 BA
                          • Sleeps 13
                          1

                          Confirmation within 24 hours

                          Your booking request will be confirmed or denied within 24 hours.

                            Townhome #4320036
                            • 4 BR
                            • 2 BA
                            • 1 HF BA
                            • Sleeps 10
                            1

                            Confirmation within 24 hours

                            Your booking request will be confirmed or denied within 24 hours.

                              House #251195vb
                              • 7 BR
                              • 3 BA
                              • Sleeps 18
                              23

                              Confirmation within 24 hours

                              Your booking request will be confirmed or denied within 24 hours.

                                Apartment #615402vb
                                • 2 BR
                                • 1 BA
                                • Sleeps 4
                                4

                                Confirmation within 24 hours

                                Your booking request will be confirmed or denied within 24 hours.

                                  Townhome #4170111
                                  • 4 BR
                                  • 3 BA
                                  • 1 HF BA
                                  • Sleeps 8
                                  0

                                  Confirmation within 24 hours

                                  Your booking request will be confirmed or denied within 24 hours.

                                    House #985738vb
                                    • 8 BR
                                    • 5 BA
                                    • Sleeps 20
                                    0

                                    Confirmation within 24 hours

                                    Your booking request will be confirmed or denied within 24 hours.

                                      Condo #4365894
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 4
                                      0

                                      Confirmation within 24 hours

                                      Your booking request will be confirmed or denied within 24 hours.

                                        House #804956vb
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 6
                                        6

                                        Confirmation within 24 hours

                                        Your booking request will be confirmed or denied within 24 hours.

                                          Estate #4258796
                                          • 6 BR
                                          • 5 BA
                                          • Sleeps 20
                                          14

                                          Confirmation within 24 hours

                                          Your booking request will be confirmed or denied within 24 hours.

                                            House #330190
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 7
                                            9

                                            Confirmation within 24 hours

                                            Your booking request will be confirmed or denied within 24 hours.

                                              Cottage #707780vb
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 5
                                              20

                                              Confirmation within 24 hours

                                              Your booking request will be confirmed or denied within 24 hours.

                                                Farmhouse #627684vb
                                                • 4 BR
                                                • 2 BA
                                                • 1 HF BA
                                                • Sleeps 8
                                                10

                                                Confirmation within 24 hours

                                                Your booking request will be confirmed or denied within 24 hours.

                                                  Cabin #182224
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  49

                                                  Confirmation within 24 hours

                                                  Your booking request will be confirmed or denied within 24 hours.

                                                    House #729783vb
                                                    • 5 BR
                                                    • 5 BA
                                                    • Sleeps 12
                                                    23

                                                    Confirmation within 24 hours

                                                    Your booking request will be confirmed or denied within 24 hours.

                                                      Cottage #293009
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      38

                                                      Confirmation within 24 hours

                                                      Your booking request will be confirmed or denied within 24 hours.

                                                        Chateau / Country House #4149878
                                                        • 3 BR
                                                        • 1 BA
                                                        • 1 HF BA
                                                        • Sleeps 6
                                                        10

                                                        Confirmation within 24 hours

                                                        Your booking request will be confirmed or denied within 24 hours.

                                                          Cabin #189705vb
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 5
                                                          22

                                                          Confirmation within 24 hours

                                                          Your booking request will be confirmed or denied within 24 hours.

                                                            House #272149vb
                                                            • 3 BR
                                                            • 3 BA
                                                            • 1 HF BA
                                                            • Sleeps 10
                                                            18

                                                            Confirmation within 24 hours

                                                            Your booking request will be confirmed or denied within 24 hours.

                                                              Estate #629154vb
                                                              • 6 BR
                                                              • 4 BA
                                                              • 1 HF BA
                                                              • Sleeps 12
                                                              17

                                                              Confirmation within 24 hours

                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                House #3811779
                                                                • 3 BR
                                                                • 1 BA
                                                                • 1 HF BA
                                                                • Sleeps 8
                                                                16

                                                                Confirmation within 24 hours

                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                  Barn #616214vb
                                                                  • 5 BR
                                                                  • 2 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 10
                                                                  14

                                                                  Confirmation within 24 hours

                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                    House #4064007
                                                                    • 6 BR
                                                                    • 3 BA
                                                                    • Sleeps 10
                                                                    10

                                                                    Confirmation within 24 hours

                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                      Lodge #3967190
                                                                      • 7 BR
                                                                      • 4 BA
                                                                      • Sleeps 24
                                                                      8

                                                                      Confirmation within 24 hours

                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                        House #561543vb
                                                                        • 5 BR
                                                                        • 2 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 12
                                                                        17

                                                                        Instant confirmation

                                                                        Your booking request will be confirmed immediately.

                                                                          House #4193492
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          10

                                                                          Confirmation within 24 hours

                                                                          Your booking request will be confirmed or denied within 24 hours.

                                                                            House #583082vb
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 12
                                                                            16

                                                                            Confirmation within 24 hours

                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                              House #4222851
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 8
                                                                              0

                                                                              Confirmation within 24 hours

                                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                                Farmhouse #719766vb
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 5
                                                                                9

                                                                                Confirmation within 24 hours

                                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                                  House #135474vb
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 3
                                                                                  32

                                                                                  Confirmation within 24 hours

                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                    House #224680
                                                                                    • 3 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 8
                                                                                    20

                                                                                    Confirmation within 24 hours

                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                      Estate #568397vb
                                                                                      • 6 BR
                                                                                      • 6 BA
                                                                                      • Sleeps 12
                                                                                      15

                                                                                      Confirmation within 24 hours

                                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                                        House #3860654
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 4
                                                                                        11

                                                                                        Confirmation within 24 hours

                                                                                        Your booking request will be confirmed or denied within 24 hours.

                                                                                          Cottage #361931vb
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 6
                                                                                          10

                                                                                          Confirmation within 24 hours

                                                                                          Your booking request will be confirmed or denied within 24 hours.

                                                                                            House #396147vb
                                                                                            • 6 BR
                                                                                            • 5 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 16
                                                                                            16

                                                                                            Confirmation within 24 hours

                                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                                              House #283894vb
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 10
                                                                                              21

                                                                                              Confirmation within 24 hours

                                                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                                                Condo #3471790
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 6
                                                                                                22

                                                                                                Confirmation within 24 hours

                                                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                                                  House #4160350
                                                                                                  • 5 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 8
                                                                                                  5

                                                                                                  Confirmation within 24 hours

                                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                                    Condo #3712818
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 6
                                                                                                    7

                                                                                                    Confirmation within 24 hours

                                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                                      House #603552vb
                                                                                                      • 5 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 10
                                                                                                      14

                                                                                                      Confirmation within 24 hours

                                                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                                                      • 1 - 50 of 300+

                                                                                                      Pittsfield Vacation Rentals (300+)