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Berkshires Vacation Rentals with Air Conditioning(360)

360 Results
$500
per night
4 night minimum stay
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
4 night minimum stay
(10)
$750 - $857
per night
2 - 7 night minimum stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 16
2 - 7 night minimum stay
(9)
  • 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)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
(4)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 7 night minimum stay
(3)
$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)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 3 night minimum stay
(28)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
7 night minimum stay
$66 - $209
per night
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
$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
$199 - $809
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(9)
$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
(6)
$125 - $600
per night
3 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night minimum stay
(12)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
(12)
$525
per night
3 - 31 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 9
3 - 31 night minimum stay
(29)
$600 - $750
per night
2 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 12
2 - 7 night minimum stay
(6)
$300
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
1 Review
$650
per night
2 night minimum stay
  • 5 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 12
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 night minimum stay
(3)
$1,500 - $2,000
per week
7 - 14 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 - 14 night minimum stay
(5)
$250 - $350
per night
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 - 3 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
$250 - $300
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(3)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
6 - 14 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 8
(4)
 

Recent Berkshires Reviews

Wonderful house, great view!

5 of 5
Stayed with a group of 10 for our wedding in the area. The house is beautiful and well built, with unreal views of the mountains. A short trek to town or the trail up Greylock. Very comfortable, fantastic kitchen, 2 master bedrooms that were great, and numerous other beds and pullouts. All-in-all a great rental experience. Only tiny complaint is the door alarm announces every time a door opens which is a bit annoying.
  • Submitted: Oct 4, 2014
  • Stayed: Sep 2014

Wonderful House With Grace And Charm

5 of 5
This house is perfectly located on a quiet street, private yet very close to downtown and area attractions. Very clean, well-maintained and thoughtfully appointed. While enjoying coffee each morning on the spacious screened porch we were entertained by three deer walking across the lawn and up the driveway! We would not hesitate to return. Thank you again, Amy.
  • Submitted: Sep 30, 2014
  • Stayed: Sep 2014

Great home for Berkshires!

5 of 5
We spent a week in this beautiful home in August and loved it. From the whiffle ball and bat Jessie left for our kids upon our arrival and her tips throughout the week, everything about this home was terrific. The location is perfect because it's a block from downtown Lenox, so the evening walk for ice cream was a requirement. I highly recommend this home!!
  • Submitted: Aug 31, 2014
  • Stayed: Aug 2014