Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Barns
Cabins
Condos
Cottages
Estates
Farmhouses
Homes
Studios
Townhomes
Boats
Bungalows
Castles
Chalets
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 Vacation Rentals with Air Conditioning(63)

63 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
(6)
$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,
  • Sleeps 8
(4)
$233 - $750
per night
2 - 90 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 12
2 - 90 night minimum stay
$200
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
(14)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
2 night minimum stay
(17)
$300
per night
4 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
4 - 7 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(10)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
4 - 7 night minimum stay
2 Reviews
  • 4 BR,
  • 3 BA,
  • Sleeps 8
  • 4 BR,
  • 3 BA,
  • Sleeps 6
2 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 9
2 night minimum stay
$4,500
per week
7 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 11
7 night minimum stay
$214 - $286
per night
6 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
6 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 15
(3)
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
$3,900 - $6,210
per month
30 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
30 night minimum stay
$300 - $400
per night
2 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 9
2 - 7 night minimum stay
(11)
$149 - $249
per night
1 - 2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
1 - 2 night minimum stay
(6)
$350 - $400
per night
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 night minimum stay
(29)
$100 - $300
per night
2 - 30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 30 night minimum stay
(9)
$114 - $150
per night
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 7 night minimum stay
(17)
$1,200
per night
4 night minimum stay
  • 8 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 18
4 night minimum stay
(4)
$600 - $786
per night
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 Reviews
$1,100 - $1,400
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
$125 - $140
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 night minimum stay
(13)
Advertisement
 

Recent Great Barrington Reviews

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

Lovely country setting

4 of 5
The house itself was wonderful,fully equipped and tastefully decorated with antiques. Carol was wonderful our only issue was that it smelled of stale cigarette smoke brought on by the torrential downpours the few days prior to our arrival and being shut up. That was most unfortunate as we had members of our family that are breathing comprimised and we had to find other lodging for them on short notice. I will say that once told of the smoke Carol was most gracious and contacted the owner and we were refunded half of our money which was fair.Again, they made a negative experience a positive one. Trustworthy and honest owners .
  • Submitted: Sep 17, 2014
  • Stayed: Aug 2014

August 2014 stay

5 of 5
My family and I stayed at this house for two weeks in August 2014. We had a lovely time. The house was well furnished and tidy, entirely consistent with the pictures. Great, usable kitchen that came well-stocked for cooking. Nice vegetable garden that landlord lets you help yourself to. Landlord was very easy to deal with, and flexible when we asked to extend our stay by a bit. House was private from nearly every angle, with no close-by neighbors. Ideal location for easy access to GB. My only recommendation would be if you have young children, bring some toys/games as the house only had board games suitable for adults. Would definitely stay here again.
  • Submitted: Sep 1, 2014
  • Stayed: Aug 2014