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Berkshires Long Term Vacation Rentals(48)

48 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)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 night minimum stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 9
1 Review
$550 - $650
per night
2 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 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)
$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)
$167 - $425
per night
2 - 31 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 12
2 - 31 night minimum stay
(15)
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
  • 4 BR,
  • 4 BA,
  • Sleeps 12
30 night minimum stay
2 Reviews
$50 - $325
per night
2 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 - 7 night minimum stay
(17)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 30 night minimum stay
(11)
$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
  • 2 BR,
  • 2 BA,
  • Sleeps 14
2 night minimum stay
2 Reviews
$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
$125
per night
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
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)
$300
per night
2 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
2 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
10 night minimum stay
$150
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 10
3 night minimum stay
(7)
  • 8 BR,
  • 5 BA,
  • Sleeps 16
1 Review
  • 5 BR,
  • 2 BA,
  • Sleeps 9
2 Reviews
$180
per night
2 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
1 Review
 

Recent Berkshires Reviews

Family Trip

5 of 5
Had a great weekend with family! Perfect location and plenty to do!
  • Submitted: Jan 13, 2015
  • Stayed: Jan 2015

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

Perfect Getaway for Cousins Club Weekend!

5 of 5
We were in search of a large house that could accommodate many families for our cousins club weekend and the Berkshire Country Estate was the perfect find! Plenty of room for families to have their own space but also convene together for dining and game playing. We were all very comfortable in this beautiful, charming home and the owners were a pleasure to deal with and very welcoming. The house is well equipped with cooking utensils and a grill so it was easy to eat in as a family. Also, the game room was a big plus for the kids (they loved the air hockey and pin ball machine) and the outside swing set and basketball hoop were a plus and we all enjoyed ping pong in the barn. We even had a family kick ball game on the large yard. I know there are plenty of sightseeing opportunities close to this property but the house was so great, we never left for the weekend! Thank you for a memorable weekend and we look forward to returning:)
  • Submitted: Nov 13, 2014
  • Stayed: May 2014