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Berkshires Vacation Rentals with air conditioning(64)

64 Results
  • 8 BR,
  • 5 BA,
  • Sleeps 14
(7)
$1,200 - $1,500
per night
2 night minimum stay
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 16
2 night minimum stay
(13)
$449 - $949
per night
1 - 4 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 15
1 - 4 night minimum stay
(19)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 night minimum stay
(8)
$195 - $225
per night
5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
(6)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 night minimum stay
2 Reviews
  • 4 BR,
  • 3 BA,
  • Sleeps 9
1 Review
$995
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
7 night minimum stay
2 Reviews
$275 - $425
per night
3 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 5 night minimum stay
(4)
$350 - $429
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
(8)
$2,500 - $5,500
per month
28 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
28 night minimum stay
(33)
$1,300 - $1,321
per night
2 - 7 night minimum stay
  • 9 BR,
  • 6 BA,
  • Sleeps 20
2 - 7 night minimum stay
1 Review
$1,650 - $7,500
per month
7 - 90 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 - 90 night minimum stay
(4)
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 18
  • 3 BR,
  • 2 BA,
  • Sleeps 9
1 Review
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 30 night minimum stay
(11)
  • 3 BR,
  • 2 BA,
  • Sleeps 11
3 night minimum stay
(4)
$100 - $193
per night
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 2 HF BA,
  • Sleeps 6
3 - 7 night minimum stay
(16)
$250
per night
2 - 7 night minimum stay
  • 2 BR,
  • Sleeps 4
2 - 7 night minimum stay
(20)
$490 - $564
per night
2 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
2 Reviews
$1,900 - $1,993
per night
2 - 7 night minimum stay
  • 14 BR,
  • 9 BA,
  • 2 HF BA,
  • Sleeps 30
2 - 7 night minimum stay
1 Review
$1,500 - $2,350
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
(3)
$1,400 - $1,429
per night
2 - 7 night minimum stay
  • 10 BR,
  • 7 BA,
  • 2 HF BA,
  • Sleeps 20
2 - 7 night minimum stay
$375 - $429
per night
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
(6)
$125
per night
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 night minimum stay
$150
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
(20)
  • 7 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 18
(14)
 

Recent Berkshires Reviews

The Perfect Cozy Cottage.

5 of 5
We were looking for the perfect cottage away from everything and this cottage was a hidden gem that had everything we needed. Our host, Fran was wonderful and very helpful at answering all of our questions. We can tell she loves doing what she does and making sure her guests had everything they need from activity brochures to menus for ideas on what to do and eat within the surrounding area. As soon as we walked through the doors, we were both in awe and just felt right at home. The movie selection was amazing and even had more available by request – loved it, especially if you planned on staying in on a cold snowy night. The cottage was even more beautiful in person than what is posted on the site – it’s stunning and well maintained all around. Thank you for being so accommodating and going out of your way to make sure we had the perfect weekend. We’ll definitely have to return again when the weather is warmer so we can use the deck for breakfast and explore more around the area. Thank you again for all your help. Adeeb (NY) & Maiya (NE)
  • Submitted: Jan 10, 2015
  • Stayed: Jan 2015

A wonderful pet friendly family retreat

4 of 5
We enjoyed this spacious home as a base for skiing at Jiminy peak and enjoying local berkshire attractions such as The Berkshire Theatre and Herman Melville's house. The home is bigger than it appears from the photos and has lots of charm. Our family of 5 and a dog were very comfortable and enjoyed sitting by the fireplace together as well as having some privacy. The house was clean and well maintained and the owner was accessible and responded quickly to emails. The house was well stocked with most appliances - the only things we could suggest to add/bring along would be a full sized coffee pot and a DVD player.
  • Submitted: Dec 30, 2014
  • Stayed: Dec 2014

This is the one!

5 of 5
I'm sorry for not responding sooner. Your home was the best vacation rental in which I have stayed today and I rent frequently in the Berkshires. I am going to want to stay there again for a week. The home was exactly what my wife and I needed for our family. Your instructions on what to do in the area really helped us out, and John was really wonderful as well. The grounds were beautiful. What can I say, I have finally found the right place.
  • Submitted: Dec 16, 2014
  • Stayed: Nov 2014