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Berkshires Rentals(380)

380 Results
  • 13 BR,
  • 12 BA,
  • 2 HF BA,
  • Sleeps 36
2 night min stay
(19)
$525 - $550
per night
4 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
4 night min stay
(10)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 7 night min stay
(7)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night min stay
(13)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 night min stay
(9)
$183 - $543
per night
3 - 60 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 9
3 - 60 night min stay
(31)
  • 5 BR,
  • 3 BA,
  • Sleeps 14
1 - 7 night min stay
(8)
  • 1 BR,
  • 1 BA,
  • Sleeps 6
2 night min stay
(11)
$714 - $825
per night
2 - 7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 - 7 night min stay
(8)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 3 night min stay
(33)
  • 5 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 10
3 - 7 night min stay
$3,600 - $15,000
per month
30 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
30 night min stay
$250 - $325
per night
1 - 3 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
1 - 3 night min stay
2 Reviews
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
$215 - $315
per night
2 - 3 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 - 3 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
30 - 31 night min stay
$975
per week
7 night min stay
  • 3 BR,
  • 1 BA,
  • Sleeps 5
7 night min stay
(16)
  • 2 BR,
  • 2 BA,
  • Sleeps 7
14 night min stay
1 Review
$6,000
per month
30 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
30 night min stay
$357 - $600
per night
3 - 7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night min stay
(15)
$350 - $500
per night
3 - 4 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 4 night min stay
(10)
  • 3 BR,
  • 1 BA,
  • Sleeps 8
2 night min stay
(18)
  • 5 BR,
  • 2 BA,
  • Sleeps 10
2 - 3 night min stay
(10)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 4 night min stay
(5)
$750 - $857
per night
2 - 7 night min stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 16
2 - 7 night min stay
(9)
$500 - $786
per night
3 - 7 night min stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 11
3 - 7 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 - 13 night min stay
(15)
$3,900 - $6,210
per month
30 - 31 night min stay
  • 5 BR,
  • 3 BA,
  • Sleeps 7
30 - 31 night min stay
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 16
(27)
 

Recent Berkshires Reviews

I highly recommend - thank you Howard!

5 of 5
My siblings and I booked this home for our family to celebrate my parents 50th wedding anniversary. We had a fantastic experience. The home and amentities were wonderful, the location at Fox Hollow is absolutely beautiful. The owner was easy to contact and was proactive in sharing information about area points of interest, events and amenities. I highly recommend.
  • Submitted: May 14, 2015
  • Stayed: May 2015

Great weekend getaway for a group

5 of 5
This is a beautiful, well-maintained house - exceeded our expectations. Plenty of room for a group of 8, with lots of outdoor space and large kitchen for entertaining. Very close to Williams College and downtown Williamstown - about a 15-20 minute walk to restaurants and shops. Would absolutely stay here again!
  • Submitted: May 13, 2015
  • Stayed: May 2015

Charming spacious home with a great location

5 of 5
My high school friends and I meet every year at a different location for a long weekend and this year we chose Great Barrington. The house we stayed in was perfect and the owner was so gracious. There are 5 bedrooms so we each had our own room. The grounds are lovely and we enjoyed eating our breakfast outside at the table and sitting outside in the early evening with a glass of wine. We made use of the porch and ate dinner in the dining room. The kitchen has everything you need for preparing a meal which we always do since it gives us more time to "catch up" . We enjoyed touring the area by car and also walked into town since it is a short distance from the house. My friends and I want to stay at this house again when we return to the area.
  • Submitted: May 9, 2015
  • Stayed: May 2015