71 Results
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

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Great Barrington Vacation Rentals(71)

71 Results
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
7 night min stay
(5)
  • 5 BR,
  • 2 BA,
  • Sleeps 10
2 - 3 night min stay
(10)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 4 night min stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night min stay
(20)
  • 2 BR,
  • 1 BA,
  • Sleeps 12
(7)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
2 night min stay
1 Review
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 Reviews
$400 - $500
per night
2 - 3 night min stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 3 night min stay
1 Review
$214 - $325
per night
3 - 7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
3 - 7 night min stay
1 Review
$200
per night
2 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night min stay
(15)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 7 night min stay
(11)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 3 night min stay
(17)
$300
per night
4 - 7 night min stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
4 - 7 night min stay
(5)
  • 4 BR,
  • Sleeps 6
2 night min stay
(17)
$1,500 - $2,000
per week
7 - 14 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 - 14 night min stay
(5)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
4 - 7 night min stay
(10)
  • 4 BR,
  • 2 BA,
  • Sleeps 15
(3)
$330 - $400
per night
2 - 7 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 9
2 - 7 night min stay
(12)
  • 4 BR,
  • 2 BA,
  • Sleeps 11
2 - 7 night min stay
1 Review
$100 - $500
per night
2 - 90 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 90 night min stay
(9)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 - 90 night min stay
(3)
$190
per night
1 - 2 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
1 - 2 night min stay
(11)
$350 - $400
per night
3 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 night min stay
(29)
  • 6 BR,
  • 4 BA,
  • Sleeps 12
7 night min stay
2 Reviews
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night min stay
(3)
$600 - $786
per night
3 - 7 night min stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night min stay
(3)
$8,000 - $8,500
per month
30 - 31 night min stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
30 - 31 night min stay
(4)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 night min stay
(13)
  • 5 BR,
  • 3 BA,
  • Sleeps 10
2 - 7 night min stay
2 Reviews
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night min stay
(3)
 View map Map
Advertisement
 

Recent Great Barrington Reviews

Amazing Thanksgiving Stay

5 of 5
Our three families (6 adults and 3 children) were delighted to stay at this house for the Thanksgiving weekend. The house has been totally redone from top to bottom with brand new bathrooms and kitchen. The kitchen had everything needed to create a wonderful meal. The house is beautifully decorated- but not fussy. The owners have thought of everything. Although we did not use it; there is a lovely outdoor area with a table, chairs, and firepit. The house is close to the center of town as well as both Catamount and Butternut ski resorts. We will definitely be back to stay!
  • Submitted: May 12, 2015
  • Stayed: Nov 2014

Charming spacious home with a great location

5 of 5
My high school friends and I meet every year at a different location for a long weekend and this year we chose Great Barrington. The house we stayed in was perfect and the owner was so gracious. There are 5 bedrooms so we each had our own room. The grounds are lovely and we enjoyed eating our breakfast outside at the table and sitting outside in the early evening with a glass of wine. We made use of the porch and ate dinner in the dining room. The kitchen has everything you need for preparing a meal which we always do since it gives us more time to "catch up" . We enjoyed touring the area by car and also walked into town since it is a short distance from the house. My friends and I want to stay at this house again when we return to the area.
  • Submitted: May 9, 2015
  • Stayed: May 2015

Wonderful, tranquil getaway

5 of 5
We came for a girl's getaway weekend and immediately felt at home. The first thing we all noticed was the beautiful backyard, inviting us to sit in the adirondack chairs and be at home. This house had everything we wanted for a big party, 8 by the end. Plenty of beds and plenty of space but not enough that we couldn't find each other. We had great meals and we never had to search for any kitchen accessories to help us accomplish this. My friends all want to find someplace on VBRO after their experience here! Thanks for the great hospitality.
  • Submitted: May 5, 2015
  • Stayed: May 2015