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  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    House #345355
    • 5 BR
    • 3 BA
    • Sleeps 14
    10

    Confirmation within 24 hours

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

      House #259766vb
      • 5 BR
      • 3 BA
      • Sleeps 14
      10

      Confirmation within 24 hours

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

        House #340808
        • 3 BR
        • 2 BA
        • Sleeps 10
        23

        Confirmation within 24 hours

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

          Chalet #640519vb
          • 3 BR
          • 2 BA
          • Sleeps 20
          2

          Instant confirmation

          Your booking request will be confirmed immediately.

            House #129127vb
            • 4 BR
            • 3 BA
            • Sleeps 10
            6

            Confirmation within 24 hours

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

              House #334430
              • 5 BR
              • 3 BA
              • Sleeps 12
              11

              Confirmation within 24 hours

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

                House #622687vb
                • 5 BR
                • 2 BA
                • Sleeps 12
                12

                Confirmation within 24 hours

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

                  Chalet #4335951
                  • 3 BR
                  • 2 BA
                  • Sleeps 8
                  2

                  Confirmation within 24 hours

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

                    Chalet #3642810
                    • 3 BR
                    • 2 BA
                    • Sleeps 8
                    10

                    Confirmation within 24 hours

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

                      House #148104vb
                      • 3 BR
                      • 2 BA
                      • 1 HF BA
                      • Sleeps 15
                      57

                      Confirmation within 24 hours

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

                        House #166942vb
                        • 3 BR
                        • 2 BA
                        • Sleeps 10
                        21

                        Confirmation within 24 hours

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

                          House #429854vb
                          • 3 BR
                          • 1 BA
                          • 1 HF BA
                          • Sleeps 8
                          9

                          Confirmation within 24 hours

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

                            House #759492vb
                            • 4 BR
                            • 2 BA
                            • Sleeps 11
                            0

                            Instant confirmation

                            Your booking request will be confirmed immediately.

                              House #868730vb
                              • 2 BR
                              • 1 BA
                              • Sleeps 8
                              1

                              Instant confirmation

                              Your booking request will be confirmed immediately.

                                Condo #938633
                                • 5 BR
                                • 3 BA
                                • Sleeps 16
                                1

                                Instant confirmation

                                Your booking request will be confirmed immediately.

                                  House #3861821
                                  • 4 BR
                                  • 2 BA
                                  • Sleeps 8
                                  0

                                  Confirmation within 24 hours

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

                                    House #764994vb
                                    • 3 BR
                                    • 3 BA
                                    • Sleeps 6
                                    0

                                    Instant confirmation

                                    Your booking request will be confirmed immediately.

                                      House #4328487
                                      • 3 BR
                                      • 2 BA
                                      • 1 HF BA
                                      • Sleeps 6
                                      9

                                      Instant confirmation

                                      Your booking request will be confirmed immediately.

                                        Cabin #176037
                                        • 2 BR
                                        • 1 BA
                                        • 1 HF BA
                                        • Sleeps 5
                                        89

                                        Confirmation within 24 hours

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

                                          House #119086
                                          • 5 BR
                                          • 2 BA
                                          • 1 HF BA
                                          • Sleeps 13
                                          37

                                          Confirmation within 24 hours

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

                                            Condo #104286
                                            • 4 BR
                                            • 2 BA
                                            • Sleeps 10
                                            5

                                            Instant confirmation

                                            Your booking request will be confirmed immediately.

                                              Cabin #754153vb
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 4
                                              9

                                              Confirmation within 24 hours

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

                                                Condo #846796vb
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 4
                                                4

                                                Confirmation within 24 hours

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

                                                  Condo #628992vb
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  3

                                                  Confirmation within 24 hours

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

                                                    Apartment #4053247
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    2

                                                    Confirmation within 24 hours

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

                                                      House #3809315
                                                      • 4 BR
                                                      • 2 BA
                                                      • Sleeps 10
                                                      33

                                                      Confirmation within 24 hours

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

                                                        Condo #3840565
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        0

                                                        Instant confirmation

                                                        Your booking request will be confirmed immediately.

                                                          Condo #758489vb
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          14

                                                          Confirmation within 24 hours

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

                                                            Cottage #4272059
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            3

                                                            Confirmation within 24 hours

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

                                                              House #4086336
                                                              • 5 BR
                                                              • 3 BA
                                                              • Sleeps 18
                                                              11

                                                              Confirmation within 24 hours

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

                                                                Cottage #3929442
                                                                • 3 BR
                                                                • 1 BA
                                                                • Sleeps 8
                                                                9

                                                                Confirmation within 24 hours

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

                                                                  Condo #374633vb
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  85

                                                                  Confirmation within 24 hours

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

                                                                    House #112754
                                                                    • 5 BR
                                                                    • 2 BA
                                                                    • Sleeps 18
                                                                    14

                                                                    Confirmation within 24 hours

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

                                                                      House #411999vb
                                                                      • 2 BR
                                                                      • 3 BA
                                                                      • Sleeps 6
                                                                      29

                                                                      Confirmation within 24 hours

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

                                                                        Condo #4053986
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        12

                                                                        Instant confirmation

                                                                        Your booking request will be confirmed immediately.

                                                                          House #104116
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          13

                                                                          Confirmation within 24 hours

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

                                                                            House #495543vb
                                                                            • 5 BR
                                                                            • 2 BA
                                                                            • Sleeps 7
                                                                            4

                                                                            Confirmation within 24 hours

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

                                                                              Condo #264900
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              16

                                                                              Confirmation within 24 hours

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

                                                                                Cabin #401479vb
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                19

                                                                                Confirmation within 24 hours

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

                                                                                  Farmhouse #3839959
                                                                                  • 7 BR
                                                                                  • 4 BA
                                                                                  • Sleeps 24
                                                                                  23

                                                                                  Confirmation within 24 hours

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

                                                                                    Cottage #256292
                                                                                    • 3 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 6
                                                                                    5

                                                                                    Confirmation within 24 hours

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

                                                                                      Condo #128197
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      37

                                                                                      Confirmation within 24 hours

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

                                                                                        House #258826vb
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 7
                                                                                        9

                                                                                        Confirmation within 24 hours

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

                                                                                          House #3992583
                                                                                          • 3 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 10
                                                                                          14

                                                                                          Confirmation within 24 hours

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

                                                                                            Condo #221835
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            41

                                                                                            Confirmation within 24 hours

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

                                                                                              House #853465vb
                                                                                              • 5 BR
                                                                                              • 3 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 13
                                                                                              7

                                                                                              Confirmation within 24 hours

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

                                                                                                Lodge #263450vb
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 14
                                                                                                23

                                                                                                Confirmation within 24 hours

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

                                                                                                  Apartment #354330
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  51

                                                                                                  Confirmation within 24 hours

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

                                                                                                    Condo #772841vb
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    8

                                                                                                    Confirmation within 24 hours

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

                                                                                                      House #127098
                                                                                                      • 7 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 15
                                                                                                      4

                                                                                                      Confirmation within 24 hours

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

                                                                                                      • 1 - 50 of 300+

                                                                                                      Pittsfield Vacation Rentals (300+)