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Favorite
    Viewed 8 times in the last 48 hours
    Wonderful! 4.8/5
    (21 reviews)
    avg/night
    (6 nights minimum)
    Chalet #3935073
    21
    Favorite
      avg/night
      (3 nights minimum)
      House #4348210
      3
      Favorite
        Excellent! 4.6/5
        (25 reviews)
        avg/night
        (3 nights minimum)
        House #246335
        25
        Favorite
          Wonderful! 4.8/5
          (18 reviews)
          avg/night
          House #812330vb
          18
          Favorite
            Viewed 7 times in the last 48 hours
            Wonderful! 4.9/5
            (9 reviews)
            avg/night
            (3 nights minimum)
            House #4102778
            9
            Favorite
              Viewed 6 times in the last 48 hours
              Wonderful! 4.9/5
              (17 reviews)
              avg/night
              (2 nights minimum)
              Estate #187686
              17
              Favorite
                Excellent! 4.3/5
                (11 reviews)
                svg-lightning
                avg/night
                (3 nights minimum)
                Cabin #4226763
                11
                Favorite
                  Viewed 27 times in the last 48 hours
                  Exceptional! 5/5
                  (51 reviews)
                  svg-lightning
                  avg/night
                  (2 nights minimum)
                  Castle #240837
                  51
                  Favorite
                    Excellent! 4.6/5
                    (10 reviews)
                    avg/night
                    (3 nights minimum)
                    House #748038vb
                    10
                    Favorite
                      Viewed 6 times in the last 48 hours
                      Good! 3.9/5
                      (12 reviews)
                      svg-lightning
                      avg/night
                      (3 nights minimum)
                      Cottage #576715vb
                      12
                      Favorite
                        Viewed 11 times in the last 48 hours
                        Exceptional! 5/5
                        (7 reviews)
                        avg/night
                        (2 nights minimum)
                        Cottage #4199659
                        7
                        Favorite
                          Viewed 11 times in the last 48 hours
                          Excellent! 4.3/5
                          (45 reviews)
                          avg/night
                          (2 nights minimum)
                          Cabin #3772464
                          45
                          Favorite
                            Viewed 16 times in the last 48 hours
                            Premier Partner
                            Wonderful! 4.9/5
                            (139 reviews)
                            avg/night
                            (2 nights minimum)
                            House #181030vb
                            139
                            Favorite
                              Wonderful! 4.8/5
                              (11 reviews)
                              avg/night
                              (3 - 7 nights minimum)
                              House #772653vb
                              11
                              Favorite
                                Viewed 14 times in the last 48 hours
                                Premier Partner
                                Exceptional! 5/5
                                (150 reviews)
                                svg-lightning
                                avg/night
                                (2 nights minimum)
                                House #24790vb
                                150
                                Favorite
                                  Viewed 14 times in the last 48 hours
                                  svg-lightning
                                  avg/night
                                  (6 nights minimum)
                                  House #1141563vb
                                  4
                                  Favorite
                                    Viewed 9 times in the last 48 hours
                                    Exceptional! 5/5
                                    (12 reviews)
                                    avg/night
                                    (3 nights minimum)
                                    Estate #3952690
                                    12
                                    Favorite
                                      Exceptional! 5/5
                                      (7 reviews)
                                      avg/night
                                      (2 nights minimum)
                                      Cottage #573058vb
                                      7
                                      Favorite
                                        Wonderful! 4.9/5
                                        (8 reviews)
                                        avg/night
                                        (3 nights minimum)
                                        Cottage #485000vb
                                        8
                                        Favorite
                                          Wonderful! 4.8/5
                                          (6 reviews)
                                          avg/night
                                          (3 nights minimum)
                                          House #3995320
                                          6
                                          Favorite
                                            Viewed 9 times in the last 48 hours
                                            Premier Partner
                                            Wonderful! 4.9/5
                                            (15 reviews)
                                            avg/night
                                            (3 nights minimum)
                                            House #972803vb
                                            15
                                            Favorite
                                              svg-lightning
                                              avg/night
                                              (2 nights minimum)
                                              House #1152580vb
                                              2
                                              Favorite
                                                Exceptional! 5/5
                                                (21 reviews)
                                                avg/night
                                                (2 - 23 nights minimum)
                                                House #476575vb
                                                21
                                                Favorite
                                                  Viewed 12 times in the last 48 hours
                                                  Wonderful! 4.9/5
                                                  (35 reviews)
                                                  avg/night
                                                  (2 nights minimum)
                                                  House #3993646
                                                  35
                                                  Favorite
                                                    Excellent! 4.7/5
                                                    (14 reviews)
                                                    avg/night
                                                    (2 nights minimum)
                                                    Cottage #843324vb
                                                    14
                                                    Favorite
                                                      Viewed 7 times in the last 48 hours
                                                      avg/night
                                                      (4 nights minimum)
                                                      House #1161990vb
                                                      Favorite
                                                        Wonderful! 4.9/5
                                                        (41 reviews)
                                                        avg/night
                                                        (2 nights minimum)
                                                        House #577551vb
                                                        41
                                                        Favorite
                                                          Viewed 6 times in the last 48 hours
                                                          Exceptional! 5/5
                                                          (19 reviews)
                                                          avg/night
                                                          (2 - 7 nights minimum)
                                                          Apartment #971040
                                                          19
                                                          Favorite
                                                            Excellent! 4.7/5
                                                            (7 reviews)
                                                            avg/night
                                                            (2 nights minimum)
                                                            House #3733056
                                                            7
                                                            Favorite
                                                              Wonderful! 4.8/5
                                                              (5 reviews)
                                                              avg/night
                                                              (3 nights minimum)
                                                              Cottage #360242vb
                                                              5
                                                              Favorite
                                                                Wonderful! 4.8/5
                                                                (34 reviews)
                                                                avg/night
                                                                (2 nights minimum)
                                                                Cabin #583641vb
                                                                34
                                                                Favorite
                                                                  View details for price
                                                                  (2 nights minimum)
                                                                  House #4198935
                                                                  2
                                                                  Favorite
                                                                    Wonderful! 4.9/5
                                                                    (9 reviews)
                                                                    avg/night
                                                                    (2 nights minimum)
                                                                    Cabin #4238413
                                                                    9
                                                                    Favorite
                                                                      Wonderful! 4.8/5
                                                                      (27 reviews)
                                                                      avg/night
                                                                      (3 nights minimum)
                                                                      Cabin #3023600
                                                                      27
                                                                      Favorite
                                                                        avg/night
                                                                        House #4484620
                                                                        Favorite
                                                                          Viewed 6 times in the last 48 hours
                                                                          avg/night
                                                                          (2 nights minimum)
                                                                          House #4544362
                                                                          Favorite
                                                                            avg/night
                                                                            Cottage #959160vb
                                                                            Favorite
                                                                              svg-lightning
                                                                              avg/night
                                                                              (2 nights minimum)
                                                                              House #1226089vb
                                                                              Favorite
                                                                                Exceptional! 5/5
                                                                                (6 reviews)
                                                                                avg/night
                                                                                (3 nights minimum)
                                                                                Estate #4119181
                                                                                6
                                                                                Favorite
                                                                                  Exceptional! 5/5
                                                                                  (8 reviews)
                                                                                  avg/night
                                                                                  (7 nights minimum)
                                                                                  Cottage #979923
                                                                                  8
                                                                                  Favorite
                                                                                    avg/night
                                                                                    (2 nights minimum)
                                                                                    Cottage #598404vb
                                                                                    2
                                                                                    Favorite
                                                                                      avg/night
                                                                                      (3 nights minimum)
                                                                                      Cottage #560958vb
                                                                                      4
                                                                                      Favorite
                                                                                        avg/night
                                                                                        (3 nights minimum)
                                                                                        House #4444874
                                                                                        Favorite
                                                                                          Exceptional! 5/5
                                                                                          (28 reviews)
                                                                                          View details for price
                                                                                          (2 nights minimum)
                                                                                          Farmhouse #394406vb
                                                                                          28
                                                                                          Favorite
                                                                                            Excellent! 4.6/5
                                                                                            (10 reviews)
                                                                                            View details for price
                                                                                            (2 nights minimum)
                                                                                            House #3897308
                                                                                            10
                                                                                            Favorite
                                                                                              Excellent! 4.7/5
                                                                                              (7 reviews)
                                                                                              avg/night
                                                                                              (7 nights minimum)
                                                                                              Cottage #137000
                                                                                              7
                                                                                              Favorite
                                                                                                Viewed 10 times in the last 48 hours
                                                                                                Premier Partner
                                                                                                Exceptional! 5/5
                                                                                                (27 reviews)
                                                                                                avg/night
                                                                                                (7 nights minimum)
                                                                                                Cottage #3563396
                                                                                                27
                                                                                                Favorite
                                                                                                  avg/night
                                                                                                  House #1107033vb
                                                                                                  1
                                                                                                  Favorite
                                                                                                    Wonderful! 4.9/5
                                                                                                    (9 reviews)
                                                                                                    avg/night
                                                                                                    (3 nights minimum)
                                                                                                    House #695410vb
                                                                                                    9
                                                                                                    Favorite
                                                                                                      Exceptional! 5/5
                                                                                                      (4 reviews)
                                                                                                      avg/night
                                                                                                      (3 nights minimum)
                                                                                                      Cottage #300969vb
                                                                                                      4

                                                                                                      Winchendon Holiday Homes & Cottages (60)