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  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (5 reviews)
    avg/night
    • 5 BR
    • 3 BA
    • 1 HF BA
    • Sleeps 16
    House #866131vb
    5
    Viewed 5 times in the last 48 hours
      Exceptional! 5.0/5
      (52 reviews)
      avg/night
      • 4 BR
      • 3 BA
      • Sleeps 9
      House #95599vb
      52
      Viewed 9 times in the last 48 hours
        Wonderful! 4.9/5
        (14 reviews)
        avg/night
        • 3 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 6
        Barn #179027
        14
        Viewed 17 times in the last 48 hours
          Exceptional! 5.0/5
          (29 reviews)
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 4
          House #424508vb
          29
          Viewed 39 times in the last 48 hours
            Exceptional! 5.0/5
            (21 reviews)
            • 4 BR
            • 3 BA
            • 1 HF BA
            • Sleeps 8
            Chateau / Country House #396464vb
            21
            Viewed 9 times in the last 48 hours
              Wonderful! 4.8/5
              (48 reviews)
              avg/night
              • 2 BR
              • 1 BA
              • Sleeps 5
              Cabin #219964vb
              48
              Viewed 13 times in the last 48 hours
                • 1 BR
                • 1 BA
                • Sleeps 2
                Apartment #766104vb
                2
                  Exceptional! 5.0/5
                  (18 reviews)
                  avg/night
                  • 3 BR
                  • 3 BA
                  • Sleeps 9
                  Farmhouse #710105vb
                  18
                  Viewed 8 times in the last 48 hours
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Sleeps 4
                    House #719709vb
                    1
                    Viewed 9 times in the last 48 hours
                      Wonderful! 4.9/5
                      (11 reviews)
                      avg/night
                      • 4 BR
                      • 3 BA
                      • Sleeps 15
                      House #512619vb
                      11
                      Viewed 20 times in the last 48 hours
                        Wonderful! 4.9/5
                        (18 reviews)
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Sleeps 8
                        House #211271
                        18
                          • 2 BR
                          • 2 BA
                          • 1 HF BA
                          • Sleeps 8
                          House #104868
                          4
                            Wonderful! 4.9/5
                            (21 reviews)
                            avg/night
                            • 3 BR
                            • 2 BA
                            • 1 HF BA
                            • Sleeps 8
                            House #332864vb
                            21
                              • 5 BR
                              • 2 BA
                              • 1 HF BA
                              • Sleeps 11
                              House #577344vb
                              2
                                Excellent! 4.6/5
                                (14 reviews)
                                avg/night
                                • 2 BR
                                • 1 BA
                                • Sleeps 4
                                Cottage #373357vb
                                14
                                Viewed 10 times in the last 48 hours
                                  Exceptional! 5.0/5
                                  (5 reviews)
                                  avg/night
                                  • 4 BR
                                  • 2 BA
                                  • Sleeps 8
                                  Chateau / Country House #4021614
                                  5
                                  Viewed 5 times in the last 48 hours
                                    • 3 BR
                                    • 2 BA
                                    • 1 HF BA
                                    • Sleeps 8
                                    House #497959vb
                                    4
                                    Viewed 14 times in the last 48 hours
                                      Exceptional! 5.0/5
                                      (7 reviews)
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      House #384153
                                      7
                                        avg/night
                                        • 3 BR
                                        • 1 BA
                                        • 1 HF BA
                                        • Sleeps 6
                                        House #3893807
                                        1
                                        Viewed 12 times in the last 48 hours
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 8
                                          House #124299
                                            • 4 BR
                                            • 3 BA
                                            • 1 HF BA
                                            • Sleeps 10
                                            Chateau / Country House #464637vb
                                            2
                                            Viewed 8 times in the last 48 hours
                                              • 3 BR
                                              • 2 BA
                                              • 1 HF BA
                                              • Sleeps 6
                                              House #3558842
                                              1
                                                avg/night
                                                • 4 BR
                                                • 3 BA
                                                • 1 HF BA
                                                • Sleeps 10
                                                House #772872vb
                                                Viewed 16 times in the last 48 hours
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • 1 HF BA
                                                  • Sleeps 6
                                                  House #4317148
                                                  1
                                                  Viewed 10 times in the last 48 hours
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 10
                                                    House #575213vb
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      House #953681vb
                                                      Viewed 5 times in the last 48 hours
                                                        • 4 BR
                                                        • 4 BA
                                                        • Sleeps 10
                                                        House #453690vb
                                                        8
                                                          Wonderful! 4.8/5
                                                          (10 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 2 BA
                                                          • Sleeps 8
                                                          House #229125
                                                          10
                                                          Viewed 34 times in the last 48 hours
                                                            avg/night
                                                            • 3 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            Apartment #591402vb
                                                            1
                                                            Viewed 13 times in the last 48 hours
                                                              Wonderful! 4.8/5
                                                              (15 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 10
                                                              House #601571vb
                                                              15
                                                              Viewed 23 times in the last 48 hours
                                                                Exceptional! 5.0/5
                                                                (7 reviews)
                                                                avg/night
                                                                • 5 BR
                                                                • 4 BA
                                                                • 1 HF BA
                                                                • Sleeps 12
                                                                Chateau / Country House #777079vb
                                                                7
                                                                Viewed 20 times in the last 48 hours
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 7
                                                                  Farmhouse #945430vb
                                                                  Viewed 11 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (10 reviews)
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 4 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 12
                                                                    House #4050256
                                                                    10
                                                                    Viewed 18 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (9 reviews)
                                                                      avg/night
                                                                      • 6 BR
                                                                      • 3 BA
                                                                      • Sleeps 10
                                                                      House #4064007
                                                                      9
                                                                      Viewed 15 times in the last 48 hours
                                                                        Exceptional! 5.0/5
                                                                        (12 reviews)
                                                                        avg/night
                                                                        • 6 BR
                                                                        • 5 BA
                                                                        • Sleeps 20
                                                                        Estate #4258796
                                                                        12
                                                                        Viewed 86 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (11 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • Sleeps 8
                                                                          House #584821vb
                                                                          11
                                                                          Viewed 15 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (71 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Cottage #216065
                                                                            71
                                                                            Viewed 55 times in the last 48 hours
                                                                              Wonderful! 4.8/5
                                                                              (18 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 8
                                                                              House #236935vb
                                                                              18
                                                                              Viewed 5 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (32 reviews)
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 2
                                                                                Apartment #3591655
                                                                                32
                                                                                Viewed 21 times in the last 48 hours
                                                                                  Excellent! 4.6/5
                                                                                  (8 reviews)
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 3
                                                                                  Apartment #606556vb
                                                                                  8
                                                                                  Viewed 17 times in the last 48 hours
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 6
                                                                                    House #718791vb
                                                                                    5
                                                                                      Exceptional! 5.0/5
                                                                                      (8 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 6
                                                                                      House #4153058
                                                                                      8
                                                                                      Viewed 8 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (7 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 6
                                                                                        House #4155013
                                                                                        7
                                                                                        Viewed 16 times in the last 48 hours
                                                                                          Exceptional! 5.0/5
                                                                                          (8 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 8
                                                                                          House #854910vb
                                                                                          8
                                                                                          Viewed 12 times in the last 48 hours
                                                                                            Exceptional! 5.0/5
                                                                                            (5 reviews)
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 9
                                                                                            House #174313
                                                                                            5
                                                                                            Viewed 8 times in the last 48 hours
                                                                                              avg/night
                                                                                              • 6 BR
                                                                                              • 3 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 16
                                                                                              Barn #3939140
                                                                                              4
                                                                                              Viewed 10 times in the last 48 hours
                                                                                                Exceptional! 5.0/5
                                                                                                (5 reviews)
                                                                                                avg/night
                                                                                                • 9 BR
                                                                                                • 8 BA
                                                                                                • Sleeps 16
                                                                                                Estate #717669vb
                                                                                                5
                                                                                                Viewed 26 times in the last 48 hours
                                                                                                  • 5 BR
                                                                                                  • 4 BA
                                                                                                  • Sleeps 10
                                                                                                  House #3959837
                                                                                                  12
                                                                                                  Viewed 27 times in the last 48 hours
                                                                                                    • 4 BR
                                                                                                    • 2 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 15
                                                                                                    House #874852vb
                                                                                                    Viewed 12 times in the last 48 hours
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 8
                                                                                                      House #590505vb
                                                                                                      2
                                                                                                      • 1 - 50 of 300+

                                                                                                      Sheffield: Houses, Cottages & More (300+)

                                                                                                       

                                                                                                      Recent Sheffield Reviews

                                                                                                      Perfect apartment for a stay in Hudson

                                                                                                      5 of 5
                                                                                                      My wife and I stayed over the Thanksgiving weekend. The suite was comfortable, well stocked, and relaxing. The bed was especially comfortable, and if you're staying in fall/winter the suite (though always comfortably warm) is generously stocked with blankets. Mark thought of everything, and was always responsive to our questions. An excellent suite and one that we looked forward to returning to soon.
                                                                                                      • Submitted: Nov 27, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Lovely, warm, and comfortable Thanksgiving weekend

                                                                                                      4 of 5
                                                                                                      We enjoyed this home very much over Thanksgiving (while our own was under renovation). The 3 bedrooms were just right for 2 couples and 2 teens. While we didn't expect several inches of snow to greet us, it just made for a cozier time by the fire, playing family games, and sipping wine! Beds and linens were comfortable, kitchen was adequately provisioned, and house was very clean. We loved the view of a snowy pond from the hot tub and sauna as well. The only blip on the radar was an apparent malfunction of the wood stove (whose flue is supposed to always be open automatically) on our last night resulting in smoke pouring thru stove door into the room. We had successful fires the other nights, and Lourdes committed to looking into that issue. I'd recommend this lovely home and imagine it's even more welcoming in the summer.
                                                                                                      • Submitted: Nov 26, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Great house for a reunion!

                                                                                                      5 of 5
                                                                                                      Wonderful house for a reunion- slept 6 of us comfortably. Beautiful fireplace and living room. We didn't use the hot tub or fireplace on the deck ( we were there in November and it was windy!) but imagine they would be great in better weather. Lots to do for us middle aged women in Lenox, Lee and Sturbridge!
                                                                                                      • Submitted: Nov 17, 2016
                                                                                                      • Stayed: Nov 2016