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Sheffield Vacation Rentals(18)

18 Results
$183 - $543
per night
3 - 60 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 9
3 - 60 night min stay
(31)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
(12)
$1,600 - $2,000
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(9)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night min stay
(4)
$300
per night
3 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 night min stay
(17)
$400 - $600
per night
2 - 7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 16
2 - 7 night min stay
(26)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night min stay
(6)
$200
per night
5 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 night min stay
(5)
$1,302
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
$400 - $450
per night
2 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night min stay
(4)
$225 - $350
per night
2 night min stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 night min stay
$188 - $500
per night
2 - 30 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 - 30 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 15
2 - 5 night min stay
(10)
$275
per night
2 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night min stay
(11)
  • 3 BR,
  • 2 BA,
  • Sleeps 4
2 - 3 night min stay
(13)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
$8,500
per month
31 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
31 night min stay
$2,000
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 11
7 night min stay
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Recent Sheffield Reviews

amazing!!

5 of 5
The home is beautiful. 3 families stayed and we had plenty of room. The owner is extremely helpful. Will be coming back.
  • Submitted: Feb 12, 2015
  • Stayed: Feb 2015

Loved this house! Great location!

5 of 5
This was the perfect house for our Berkshire vacation - the location is private and lovely: lawns, plantings and shady trees. Close to awesome Great Barrington and everything The Berkshires has to offer. But best is the house - the rooms are very large and inviting. The house has a country elegance, but not at all fussy or precious. Great kitchen for cooking up farmers market finds and lots of room in and out for kids to play and chill. The master bedroom is enormous - it's a sanctuary! All beds are very comfy with great quality linens. Owner is very communicative and accommodating. We will definitely be back!!!
  • Submitted: Jan 2, 2015
  • Stayed: Jun 2014

A wonderful vacation

5 of 5
My wife and I together with our small dog and cat had a wonderful time at this beautiful Berkshire country home. We are from Tucson and previously lived in Connecticut and were able to use the home as a springboard to see our old friends from Connecticut and savor the cultural attractions of Norfolk, CT, Music Mountain in Falls Village CT, as well as Tanglewood and Jacob's Pillow. The location was terrific and its closeness to Great Barrington with all its fine restaurants was another bonus. The house was comfortable and accommodated our family from Boston and friends form the area. The owners were helpful in all arrangements and I recommend this fine house to other prospective renters,
  • Submitted: Sep 27, 2014
  • Stayed: Aug 2014