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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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    avg/night
    • 2 BR
    • 1 BA
    • Sleeps 4
    Apartment #3752748
    4
    Viewed 22 times in the last 48 hours
      Wonderful! 4.9/5
      (9 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Sleeps 7
      House #330190
      9
      Viewed 10 times in the last 48 hours
        Exceptional! 5.0/5
        (18 reviews)
        avg/night
        • 6 BR
        • 5 BA
        • Sleeps 20
        Estate #4258796
        18
        Viewed 115 times in the last 48 hours
          Exceptional! 5.0/5
          (9 reviews)
          avg/night
          • 2 BR
          • 2 BA
          • Sleeps 6
          Cottage #3790476
          9
          Viewed 10 times in the last 48 hours
            Wonderful! 4.9/5
            (20 reviews)
            avg/night
            • 2 BR
            • 1 BA
            • Sleeps 5
            Cottage #707780vb
            20
            Viewed 28 times in the last 48 hours
              Exceptional! 5.0/5
              (31 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 4
              House #424508vb
              31
              Viewed 32 times in the last 48 hours
                Exceptional! 5.0/5
                (53 reviews)
                avg/night
                • 4 BR
                • 3 BA
                • Sleeps 9
                House #95599vb
                53
                Viewed 24 times in the last 48 hours
                  Wonderful! 4.9/5
                  (32 reviews)
                  avg/night
                  • 3 BR
                  • 3 BA
                  • Sleeps 8
                  House #406592vb
                  32
                  Viewed 20 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 16 times in the last 48 hours
                      Wonderful! 4.9/5
                      (25 reviews)
                      avg/night
                      • 5 BR
                      • 5 BA
                      • Sleeps 12
                      House #729783vb
                      25
                      Viewed 19 times in the last 48 hours
                        • 4 BR
                        • 2 BA
                        • Sleeps 8
                        House #711169vb
                        3
                        Viewed 61 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 49 times in the last 48 hours
                            Exceptional! 5.0/5
                            (7 reviews)
                            avg/night
                            • 5 BR
                            • 4 BA
                            • Separate Toilet
                            • Sleeps 12
                            Chateau / Country House #777079vb
                            7
                            Viewed 45 times in the last 48 hours
                              Excellent! 4.6/5
                              (50 reviews)
                              avg/night
                              • 2 BR
                              • 1 BA
                              • Sleeps 4
                              Cabin #182224
                              50
                              Viewed 39 times in the last 48 hours
                                Wonderful! 4.8/5
                                (24 reviews)
                                avg/night
                                • 7 BR
                                • 4 BA
                                • Sleeps 10
                                Farmhouse #444851vb
                                24
                                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 7 times in the last 48 hours
                                    Wonderful! 4.8/5
                                    (38 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 6
                                    Cottage #293009
                                    38
                                    Viewed 37 times in the last 48 hours
                                      Wonderful! 4.8/5
                                      (21 reviews)
                                      avg/night
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 8
                                      House #236935vb
                                      21
                                      Viewed 11 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 17 times in the last 48 hours
                                          Excellent! 4.7/5
                                          (7 reviews)
                                          avg/night
                                          • 4 BR
                                          • 3 BA
                                          • Sleeps 8
                                          Farmhouse #3765427
                                          7
                                          Viewed 11 times in the last 48 hours
                                            Exceptional! 5.0/5
                                            (14 reviews)
                                            avg/night
                                            • 5 BR
                                            • 2 BA
                                            • Separate Toilet
                                            • Sleeps 10
                                            Barn #616214vb
                                            14
                                            Viewed 27 times in the last 48 hours
                                              Exceptional! 5.0/5
                                              (10 reviews)
                                              avg/night
                                              • 6 BR
                                              • 3 BA
                                              • Sleeps 10
                                              House #4064007
                                              10
                                              Viewed 24 times in the last 48 hours
                                                • 4 BR
                                                • 1 BA
                                                • Separate Toilet
                                                • Sleeps 8
                                                House #700566vb
                                                7
                                                  Exceptional! 5.0/5
                                                  (5 reviews)
                                                  avg/night
                                                  • 5 BR
                                                  • 3 BA
                                                  • Sleeps 8
                                                  House #4160350
                                                  5
                                                  Viewed 7 times in the last 48 hours
                                                    Exceptional! 5.0/5
                                                    (17 reviews)
                                                    avg/night
                                                    • 6 BR
                                                    • 4 BA
                                                    • Separate Toilet
                                                    • Sleeps 12
                                                    Estate #629154vb
                                                    17
                                                    Viewed 6 times in the last 48 hours
                                                      Good! 3.9/5
                                                      (10 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 8
                                                      Cottage #3576605
                                                      10
                                                      Viewed 16 times in the last 48 hours
                                                        Excellent! 4.5/5
                                                        (13 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        House #3860654
                                                        13
                                                        Viewed 14 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (16 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 1 BA
                                                          • Separate Toilet
                                                          • Sleeps 8
                                                          House #3811779
                                                          16
                                                          Viewed 19 times in the last 48 hours
                                                            Wonderful! 4.9/5
                                                            (27 reviews)
                                                            avg/night
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 12
                                                            House #420727vb
                                                            27
                                                            Viewed 17 times in the last 48 hours
                                                              Wonderful! 4.8/5
                                                              (22 reviews)
                                                              avg/night
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 5
                                                              Cabin #189705vb
                                                              22
                                                              Viewed 26 times in the last 48 hours
                                                                Exceptional! 5.0/5
                                                                (17 reviews)
                                                                avg/night
                                                                • 4 BR
                                                                • 3 BA
                                                                • Separate Toilet
                                                                • Sleeps 12
                                                                House #583082vb
                                                                17
                                                                Viewed 24 times in the last 48 hours
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • Separate Toilet
                                                                  • Sleeps 8
                                                                  House #4222851
                                                                  Viewed 8 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (33 reviews)
                                                                    avg/night
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 3
                                                                    House #135474vb
                                                                    33
                                                                    Viewed 13 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (16 reviews)
                                                                      avg/night
                                                                      • 6 BR
                                                                      • 5 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 16
                                                                      House #396147vb
                                                                      16
                                                                      Viewed 25 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 6 times in the last 48 hours
                                                                          Wonderful! 4.8/5
                                                                          (29 reviews)
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          House #419897vb
                                                                          29
                                                                          Viewed 16 times in the last 48 hours
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 8
                                                                            Bungalow #717959vb
                                                                            5
                                                                              Wonderful! 4.9/5
                                                                              (14 reviews)
                                                                              avg/night
                                                                              • 5 BR
                                                                              • 3 BA
                                                                              • Sleeps 10
                                                                              House #603552vb
                                                                              14
                                                                              Viewed 53 times in the last 48 hours
                                                                                Excellent! 4.5/5
                                                                                (22 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 10
                                                                                House #283894vb
                                                                                22
                                                                                Viewed 28 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (17 reviews)
                                                                                  avg/night
                                                                                  • 6 BR
                                                                                  • 6 BA
                                                                                  • Sleeps 12
                                                                                  Estate #568397vb
                                                                                  17
                                                                                  Viewed 15 times in the last 48 hours
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 8
                                                                                    House #570547vb
                                                                                    3
                                                                                    Viewed 5 times in the last 48 hours
                                                                                      Exceptional! 5.0/5
                                                                                      (20 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 8
                                                                                      House #224680
                                                                                      20
                                                                                      Viewed 45 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (11 reviews)
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 10
                                                                                        House #830745vb
                                                                                        11
                                                                                        Viewed 18 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 9 times in the last 48 hours
                                                                                            Wonderful! 4.8/5
                                                                                            (9 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 5
                                                                                            Farmhouse #719766vb
                                                                                            9
                                                                                              Exceptional! 5.0/5
                                                                                              (5 reviews)
                                                                                              avg/night
                                                                                              • 5 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 10
                                                                                              Lodge #487322vb
                                                                                              5
                                                                                              Viewed 12 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (17 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                House #3893831
                                                                                                17
                                                                                                Viewed 13 times in the last 48 hours
                                                                                                  Exceptional! 5.0/5
                                                                                                  (8 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Separate Toilet
                                                                                                  • Sleeps 6
                                                                                                  House #4153058
                                                                                                  8
                                                                                                  Viewed 5 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (10 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 6
                                                                                                    Cottage #361931vb
                                                                                                    10
                                                                                                    Viewed 31 times in the last 48 hours
                                                                                                      Wonderful! 4.9/5
                                                                                                      (19 reviews)
                                                                                                      avg/night
                                                                                                      • 5 BR
                                                                                                      • 3 BA
                                                                                                      • Separate Toilet
                                                                                                      • Sleeps 15
                                                                                                      House #660967vb
                                                                                                      19
                                                                                                      Viewed 22 times in the last 48 hours
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