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Make a vacation rental in Berkshires, USA your home away from home

The Berkshires are a range of hills in Northwestern Massachusetts. Holidaymakers head for vacation rentals in the Berkshires to admire some lovely natural landscapes and take part if a host of outdoor activities, from walking to mountain biking and horseback riding. The region is also a key centre for the arts, with various important institutions located here.

Things to do in the Berkshires, USA

The region around Berkshires vacation accommodation is first and foremost a destination for outdoor activities. The world-famous Appalachian Trail runs through here, and there is also a huge network of other trails to explore taking walkers through expanses rich in natural beauty. A highlight is Mount Washington, a pretty town with easy access to the eponymous State Park. Nearby Bash Bish Falls, the highest waterfall in the state is found in this area.

In summer around Berkshire accommodation you could make the most of the region’s rivers, going on a fishing or rafting trip. On land you could head for one of the area’s many excellent golf courses. Great choices would be Berkshire Hills Country Club, Pontoosuc Lake, Wahconah, Bas Ridge, Skyline, Waubeeka, Taconic and Donnybrook.

Meanwhile in the winter, Berkshire vacation rentals are found in a good winter sport destination. Perhaps the most popular activity at this time of year is cross-country skiing, thanks to the numerous national parks, but there are also a number of resorts here, including Catamount, Bousquet and Jiminy Peak, which is the largest resort for ski and snowboard in the whole of New England.

Places to visit on holiday in Berkshires, USA

The City of Albany, in Upstate New York, is no more than an hour by car from Berkshires self-catering accommodation. It’s the capital of the state. And features New York’s Capitol with its elaborate architecture, as well as the Empire State Plaza, which is a venue for live music in the summer months. The New York State Museum is the largest of its kind in the country, and details the history of the state.

Weather in Berkshires, USA

On holiday at Berkshires vacation rentals you’ll be able to expect cold weather in winter, with temperatures slipping below freezing between November and March. There’s also quite a lot of snowfall on higher ground at this time of year. In summer there are warm conditions, from June to September.

Cheap flights to Berkshires, USA

If you head for Berkshires self-catering vacation accommodation from the UK, the most convenient way to get here would be to fly to Boston Logan International (BOS) from London Heathrow (LHR) with Delta, Virgin or British Airways, and then make the two hour drive across to Berkshire County.

  • Showing 1-50 of 300+
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    Exceptional! 5/5
    (5 reviews)
    avg/night
    • 2 BR
    • 1 BA
    • Sleeps 4
    Apartment #3752748
    5
    Viewed 32 times in the last 48 hours
      Wonderful! 4.9/5
      (9 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Sleeps 7
      House #330190
      9
      Viewed 25 times in the last 48 hours
        Exceptional! 5/5
        (19 reviews)
        avg/night
        • 6 BR
        • 5 BA
        • Sleeps 20
        Estate #4258796
        19
        Viewed 126 times in the last 48 hours
          Exceptional! 5/5
          (9 reviews)
          avg/night
          • 2 BR
          • 2 BA
          • Sleeps 6
          Cottage #3790476
          9
          Viewed 13 times in the last 48 hours
            Wonderful! 4.9/5
            (20 reviews)
            avg/night
            • 2 BR
            • 1 BA
            • Sleeps 5
            Cottage #707780vb
            20
            Viewed 39 times in the last 48 hours
              Exceptional! 5/5
              (31 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 4
              House #424508vb
              31
              Viewed 49 times in the last 48 hours
                Wonderful! 4.9/5
                (26 reviews)
                avg/night
                • 5 BR
                • 5 BA
                • Sleeps 12
                House #729783vb
                26
                Viewed 26 times in the last 48 hours
                  Exceptional! 5/5
                  (53 reviews)
                  avg/night
                  • 4 BR
                  • 3 BA
                  • Sleeps 9
                  House #95599vb
                  53
                  Viewed 22 times in the last 48 hours
                    Wonderful! 4.9/5
                    (32 reviews)
                    avg/night
                    • 3 BR
                    • 3 BA
                    • Sleeps 8
                    House #406592vb
                    32
                    Viewed 26 times in the last 48 hours
                      Wonderful! 4.9/5
                      (10 reviews)
                      avg/night
                      • 4 BR
                      • 2 BA
                      • Separate Toilet
                      • Sleeps 8
                      Farmhouse #627684vb
                      10
                      Viewed 10 times in the last 48 hours
                        • 4 BR
                        • 2 BA
                        • Sleeps 8
                        House #711169vb
                        3
                        Viewed 63 times in the last 48 hours
                          Excellent! 4.7/5
                          (10 reviews)
                          avg/night
                          • 3 BR
                          • 1 BA
                          • Separate Toilet
                          • Sleeps 6
                          Chateau / Country House #4149878
                          10
                          Viewed 54 times in the last 48 hours
                            Exceptional! 5/5
                            (7 reviews)
                            avg/night
                            • 5 BR
                            • 4 BA
                            • Separate Toilet
                            • Sleeps 12
                            Chateau / Country House #777079vb
                            7
                            Viewed 32 times in the last 48 hours
                              Wonderful! 4.9/5
                              (8 reviews)
                              avg/night
                              • 2 BR
                              • 1 BA
                              • Sleeps 6
                              Condo #3712818
                              8
                              Viewed 16 times in the last 48 hours
                                Wonderful! 4.8/5
                                (24 reviews)
                                avg/night
                                • 7 BR
                                • 4 BA
                                • Sleeps 10
                                Farmhouse #444851vb
                                24
                                Viewed 19 times in the last 48 hours
                                  Wonderful! 4.8/5
                                  (38 reviews)
                                  avg/night
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 6
                                  Cottage #293009
                                  38
                                  Viewed 52 times in the last 48 hours
                                    Wonderful! 4.8/5
                                    (5 reviews)
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 8
                                    Bungalow #717959vb
                                    5
                                    Viewed 8 times in the last 48 hours
                                      Excellent! 4.6/5
                                      (51 reviews)
                                      avg/night
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 4
                                      Cabin #182224
                                      51
                                      Viewed 62 times in the last 48 hours
                                        Exceptional! 5/5
                                        (14 reviews)
                                        avg/night
                                        • 5 BR
                                        • 2 BA
                                        • Separate Toilet
                                        • Sleeps 10
                                        Barn #616214vb
                                        14
                                        Viewed 49 times in the last 48 hours
                                          Wonderful! 4.8/5
                                          (21 reviews)
                                          avg/night
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 8
                                          House #236935vb
                                          21
                                          Viewed 16 times in the last 48 hours
                                            Wonderful! 4.8/5
                                            (19 reviews)
                                            avg/night
                                            • 3 BR
                                            • 3 BA
                                            • Separate Toilet
                                            • Sleeps 10
                                            House #272149vb
                                            19
                                            Viewed 33 times in the last 48 hours
                                              Excellent! 4.7/5
                                              (7 reviews)
                                              avg/night
                                              • 4 BR
                                              • 3 BA
                                              • Sleeps 8
                                              Farmhouse #3765427
                                              7
                                              Viewed 8 times in the last 48 hours
                                                Exceptional! 5/5
                                                (10 reviews)
                                                avg/night
                                                • 6 BR
                                                • 3 BA
                                                • Sleeps 10
                                                House #4064007
                                                10
                                                Viewed 13 times in the last 48 hours
                                                  Wonderful! 4.8/5
                                                  (22 reviews)
                                                  avg/night
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 5
                                                  Cabin #189705vb
                                                  22
                                                  Viewed 41 times in the last 48 hours
                                                    • 4 BR
                                                    • 1 BA
                                                    • Separate Toilet
                                                    • Sleeps 8
                                                    House #700566vb
                                                    7
                                                      Exceptional! 5/5
                                                      (5 reviews)
                                                      avg/night
                                                      • 5 BR
                                                      • 3 BA
                                                      • Sleeps 8
                                                      House #4160350
                                                      5
                                                      Viewed 9 times in the last 48 hours
                                                        Exceptional! 5/5
                                                        (17 reviews)
                                                        avg/night
                                                        • 6 BR
                                                        • 4 BA
                                                        • Separate Toilet
                                                        • Sleeps 12
                                                        Estate #629154vb
                                                        17
                                                        Viewed 7 times in the last 48 hours
                                                          Excellent! 4.5/5
                                                          (13 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          House #3860654
                                                          13
                                                          Viewed 24 times in the last 48 hours
                                                            Good! 3.9/5
                                                            (10 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 8
                                                            Cottage #3576605
                                                            10
                                                            Viewed 25 times in the last 48 hours
                                                              Exceptional! 5/5
                                                              (16 reviews)
                                                              avg/night
                                                              • 6 BR
                                                              • 5 BA
                                                              • Separate Toilet
                                                              • Sleeps 16
                                                              House #396147vb
                                                              16
                                                              Viewed 75 times in the last 48 hours
                                                                Wonderful! 4.9/5
                                                                (33 reviews)
                                                                avg/night
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 3
                                                                House #135474vb
                                                                33
                                                                Viewed 40 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (27 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 12
                                                                  House #420727vb
                                                                  27
                                                                  Viewed 24 times in the last 48 hours
                                                                    Exceptional! 5/5
                                                                    (17 reviews)
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 3 BA
                                                                    • Separate Toilet
                                                                    • Sleeps 12
                                                                    House #583082vb
                                                                    17
                                                                    Viewed 32 times in the last 48 hours
                                                                      avg/night
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 8
                                                                      House #4222851
                                                                      Viewed 22 times in the last 48 hours
                                                                        Excellent! 4.6/5
                                                                        (12 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 7
                                                                        House #479396vb
                                                                        12
                                                                        Viewed 15 times in the last 48 hours
                                                                          Exceptional! 5/5
                                                                          (16 reviews)
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 1 BA
                                                                          • Separate Toilet
                                                                          • Sleeps 8
                                                                          House #3811779
                                                                          16
                                                                          Viewed 19 times in the last 48 hours
                                                                            Wonderful! 4.8/5
                                                                            (29 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 8
                                                                            House #419897vb
                                                                            29
                                                                            Viewed 20 times in the last 48 hours
                                                                              Wonderful! 4.9/5
                                                                              (18 reviews)
                                                                              avg/night
                                                                              • 5 BR
                                                                              • 2 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 12
                                                                              House #561543vb
                                                                              18
                                                                              Viewed 8 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (14 reviews)
                                                                                avg/night
                                                                                • 5 BR
                                                                                • 3 BA
                                                                                • Sleeps 10
                                                                                House #603552vb
                                                                                14
                                                                                Viewed 18 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (17 reviews)
                                                                                  avg/night
                                                                                  • 6 BR
                                                                                  • 6 BA
                                                                                  • Sleeps 12
                                                                                  Estate #568397vb
                                                                                  17
                                                                                  Viewed 12 times in the last 48 hours
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 8
                                                                                    House #570547vb
                                                                                    3
                                                                                      Exceptional! 5/5
                                                                                      (20 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 8
                                                                                      House #224680
                                                                                      20
                                                                                      Viewed 66 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (11 reviews)
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 10
                                                                                        House #830745vb
                                                                                        11
                                                                                        Viewed 9 times in the last 48 hours
                                                                                          Excellent! 4.5/5
                                                                                          (22 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 10
                                                                                          House #283894vb
                                                                                          22
                                                                                          Viewed 16 times in the last 48 hours
                                                                                            Exceptional! 5/5
                                                                                            (16 reviews)
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 8
                                                                                            House #592104vb
                                                                                            16
                                                                                            Viewed 24 times in the last 48 hours
                                                                                              Wonderful! 4.8/5
                                                                                              (14 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Separate Toilet
                                                                                              • Sleeps 8
                                                                                              House #607741vb
                                                                                              14
                                                                                              Viewed 12 times in the last 48 hours
                                                                                                Exceptional! 5/5
                                                                                                (20 reviews)
                                                                                                avg/night
                                                                                                • 5 BR
                                                                                                • 3 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 15
                                                                                                House #660967vb
                                                                                                20
                                                                                                Viewed 33 times in the last 48 hours
                                                                                                  Wonderful! 4.8/5
                                                                                                  (9 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 5
                                                                                                  Farmhouse #719766vb
                                                                                                  9
                                                                                                  Viewed 6 times in the last 48 hours
                                                                                                    Exceptional! 5/5
                                                                                                    (5 reviews)
                                                                                                    avg/night
                                                                                                    • 5 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 10
                                                                                                    Lodge #487322vb
                                                                                                    5
                                                                                                    Viewed 18 times in the last 48 hours
                                                                                                      Exceptional! 5/5
                                                                                                      (8 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Separate Toilet
                                                                                                      • Sleeps 6
                                                                                                      House #4153058
                                                                                                      8
                                                                                                      Viewed 13 times in the last 48 hours
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