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Berkshires Vacation Rentals with Air Conditioning(355)

355 Results
$500
per night
4 night minimum stay
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
4 night minimum stay
(10)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 night minimum stay
(7)
$700 - $971
per night
3 - 7 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 11
3 - 7 night minimum stay
(6)
$750 - $857
per night
2 - 7 night minimum stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 16
2 - 7 night minimum stay
(8)
$50 - $150
per night
1 - 2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 6
1 - 2 night minimum stay
(6)
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 14
3 night minimum stay
(10)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 7 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
2 Reviews
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 3 night minimum stay
(27)
$8,000 - $9,000
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
1 Review
$550 - $825
per night
2 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 - 7 night minimum stay
(8)
$3,600 - $15,000
per month
30 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
30 night minimum stay
$350 - $500
per night
3 - 4 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 4 night minimum stay
(5)
  • 5 BR,
  • 2 BA,
  • Sleeps 10
2 - 3 night minimum stay
(5)
$2,000 - $4,200
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
(12)
$525
per night
3 - 31 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 9
3 - 31 night minimum stay
(28)
$300
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
1 Review
$600 - $750
per night
2 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 12
2 - 7 night minimum stay
(6)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 night minimum stay
(3)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
(12)
$1,500 - $2,000
per week
7 - 14 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 - 14 night minimum stay
(5)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
6 - 14 night minimum stay
$199 - $809
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(7)
$275
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
2 night minimum stay
(7)
$300
per night
4 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
4 - 7 night minimum stay
(3)
$600 - $670
per night
3 night minimum stay
  • 6 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 12
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 8
(4)
$233 - $750
per night
2 - 90 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 12
2 - 90 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
(12)
$467 - $1,000
per night
2 - 29 night minimum stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 29 night minimum stay
 

Recent Berkshires Reviews

a relaxing stay

5 of 5
Our family enjoyed a lovely stay at your home. All was as promised. Accurate listing description and amenities. Clean and well- maintained. Very good customer service, and we would recommend this property. We enjoyed a variety of restaurants, concerts, movies etc. The house is also a "destination" house for relaxing.
  • Submitted: Aug 20, 2014
  • Stayed: Aug 2014

Excellent apartment, Very Comfortable !

5 of 5
This apartment was newly renovated. Everything in it is brand new. The location is perfect for anyone wanting to be right downtown and close the the galleries, shops and eateries. It was a pleasure dealing with the owner and we had a wonderful time. The apartment is a quick drive to Tanglewood and the Shakespearean Theater as well as to Monument Mountain, and a five minute walk to the Chabbad Shabbos minyan in Lenox and there are so many other interesting sites nearby. If it were possible, I would give this apartment and owner a ten star rating, but they only allow us to give a maximum of five !!!! We had one of our nicest vacations ever !!! Come to the Berkshires and stay in this apartment. I promise you will not be disappointed.
  • Submitted: Aug 15, 2014
  • Stayed: Aug 2014

Beautiful, private home near G. Barrington center!

5 of 5
We highly recommend this house as a quiet, private and lovely place to stay while enjoying Great Barrington and the surrounding area. We would stay here again. The listing was completely accurate. The property was very clean and in great shape, and Amy was very responsive. Although we visited some of the local sites, we also found ourselves just relaxing at the house, too, for example by enjoying the screened-in porch during a rainstorm.
  • Submitted: Aug 11, 2014
  • Stayed: Jul 2014