Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Barns
Cabins
Chalets
Cottages
Estates
Farmhouses
Homes
Studios
Townhomes
Boats
Bungalows
Castles
Condos
Hotels
Lodges
Villas
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Great Barrington Long Term Vacation Rentals(33)

33 Results
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
7 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 10
2 - 3 night minimum stay
(7)
$1,500 - $2,000
per week
7 - 14 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 - 14 night minimum stay
(5)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 night minimum stay
$233 - $750
per night
2 - 90 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 12
2 - 90 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 night minimum stay
2 Reviews
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(10)
  • 4 BR,
  • 3 BA,
  • Sleeps 6
2 night minimum stay
1 Review
$3,900 - $6,210
per month
30 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
30 night minimum stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
$2,000
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 9
7 night minimum stay
(6)
  • 4 BR,
  • 2 BA,
  • Sleeps 11
2 - 7 night minimum stay
$100 - $300
per night
2 - 30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 30 night minimum stay
(9)
$257 - $350
per night
2 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
$114 - $150
per night
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 7 night minimum stay
(17)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
2 night minimum stay
1 Review
  • 5 BR,
  • 3 BA,
  • Sleeps 10
2 - 7 night minimum stay
1 Review
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
(5)
$125 - $140
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 night minimum stay
(13)
14 more choices from the HomeAway Network
  • 8 BR,
  • 4 BA,
  • Sleeps 18
2 - 10 night minimum stay
(7)
  • 5 BR,
  • 4 BA,
  • Sleeps 12
2 - 5 night minimum stay
1 Review
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
$150 - $171
per night
3 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night minimum stay
(8)
$575 - $675
per night
2 - 3 night minimum stay
  • 4 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 12
2 - 3 night minimum stay
(5)
$78 - $400
per night
2 - 4 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 4 night minimum stay
(4)
$150 - $171
per night
2 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 7 night minimum stay
(4)
  • 3 BR,
  • 1 BA,
  • Sleeps 6
  • 3 BR,
  • 1 BA,
  • Sleeps 8
2 - 7 night minimum stay
$129 - $150
per night
3 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 7 night minimum stay
1 Review
  • 4 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 12
1 Review
Advertisement
 

Recent Great Barrington Reviews

perfect for our gathering.

5 of 5
This was the perfect place for 10 of us to celebrate 42 years since college graduation. Amy met us and explained the workings of the house. Being at a dead end, it was very quiet, yet close enough to town for us to walk. The River Trail was a delightful surprise. All arrangements were easy to make and Amy was always quickly accessible when the need arrived. We have already discussed returning. Highly recommended.
  • Submitted: Oct 19, 2014
  • Stayed: Oct 2014

wonderful location, great house

5 of 5
We had an awesome time staying at the house. Our contact was extremely responsive. The house easily accommodated 8 of us. I will definitely come back!
  • Submitted: Aug 18, 2014
  • Stayed: Aug 2014

Charming and convenient

5 of 5
We enjoyed our 4 days here very much. Very clean and comfortable, luxurious bed, ample bathroom, relaxing living room. Yes, the kitchen is tight, but I've stayed in larger vacation homes that were not nearly as well supplied. Very convenient spot - for getting a paper in the morning, for the restaurants in Great Barrington, for all the great events going on in the Berkshires, and, especially convenient for us, as a starting point for bike rides. Lois couldn't have been more gracious. Even her dog and cat are friendly!
  • Submitted: Aug 3, 2014
  • Stayed: Jul 2014