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Sheffield Vacation Rentals with Air Conditioning(13)

13 Results
3 - 31 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 9
    (27)
    • 4 BR,
    • 3 BA,
    • 1 HF BA,
    • Sleeps 8
      (12)
      2 - 7 night minimum stay
      • 4 BR,
      • 3 BA,
      • Sleeps 16
        (23)
        3 - 7 night minimum stay
        • 2 BR,
        • 2 BA,
        • 1 HF BA,
        • Sleeps 8
          (3)
          3 - 7 night minimum stay
          • 3 BR,
          • 2 BA,
          • 1 HF BA,
          • Sleeps 8
            (5)
            Book it Now!
            5 night minimum stay
            • 3 BR,
            • 2 BA,
            • Sleeps 6
              (5)
              3 - 7 night minimum stay
              • 3 BR,
              • 3 BA,
              • Sleeps 12
                2 night minimum stay
                • 3 BR,
                • 2 BA,
                • Sleeps 6
                  (3)
                  Book it Now!
                  2 - 6 night minimum stay
                  • 3 BR,
                  • 2 BA,
                  • Sleeps 4
                    (11)
                    Book it Now!
                    2 night minimum stay
                    • 4 BR,
                    • 2 BA,
                    • Sleeps 9
                      Book it Now!
                      • 2 BR,
                      • 2 BA,
                      • Sleeps 4
                        Book it Now!
                        1 - 7 night minimum stay
                        • 3 BR,
                        • 2 BA,
                        • 1 HF BA,
                        • Sleeps 8
                          7 night minimum stay
                          • 2 BR,
                          • 2 BA,
                          • Sleeps 11
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                            Recent Sheffield Reviews

                            Lovely and Comfortable Home

                            5 of 5
                            We have stayed twice at this lovely, private, quiet, and spacious home in the Berkshires, and definitely plan to return. There is so much to do in the immediate area that it's hard to decide whether to stay home and enjoy the peaceful, relaxing environment or to go out and about to dine out, hike, swim, visit museums, attend concerts or plays in the glorious Berkshires. Beds are super comfy, kitchen is great, the shady deck with double hammock is so inviting- we could go on and on! It was a good value for the area and size of house. Try it- you will enjoy!
                            • Submitted: Aug 4, 2014
                            • Stayed: Jul 2014

                            Beautiful country vacation spot

                            5 of 5
                            We just returned from two blissful weeks at this lovely country house. The front deck is sunny and delightful in the morning, the back deck, shaded by soaring pines, is cool and delicious in the afternoon. The house is homey and welcoming, with a great jazz CD collection, perfect and simple WiFi, and ample supplies of kitchen staples. The setting is quiet, rural, well off the road (which is well away from major roads), but not isolated. We took beautiful walks (me and our dog) and runs (my husband) along roads with spectacular mountain views, where we met cows, goats, deer and rabbits. We heard great music at Tanglewood and Music Mountain, and saw Midsummer Night's Dream at Shakespeare and Company, all within easy reach. A beautiful spot provided by kind and responsive owners.
                            • Submitted: Aug 6, 2013
                            • Stayed: Jul 2013

                            Beautiful house in a perfect location

                            5 of 5
                            As 6 women from Manhattan looking for a restful summer weekend, we were absolutely in love with this property from the perfect location (close to Great Barrington) to the gorgeous open kitchen, modern bathrooms, many outdoor porches and sitting areas, beautiful views and tasteful decor. The owner is an absolute pleasure to coordinate with. This house is a gem and even more beautiful in person.
                            • Submitted: Jul 22, 2013
                            • Stayed: Jul 2013