filters

Search results; Over 1,000 homes in Great Barrington

Guest favorite
Floor-to-ceiling windows and a skylight fill this wooded Great Barrington apartment
1 bedroom, 1 bed, 1 private bath
Oct 12 – 17
,
4.81 out of 5 average rating, 303 reviews
Top guest favorite
Soak in the wood-fired hot tub at this eco-friendly Lee house in the Berkshires
4.99 out of 5 average rating, 313 reviews, 3 bedrooms, 4 beds, 2 baths
Sep 20 – 25
Top guest favorite
This renovated Great Barrington apartment puts you near trails, with a fire pit and patio
4.98 out of 5 average rating, 47 reviews, 2 bedrooms, 2 beds, 1 bath
Oct 13 – 18
Guest favorite
This Housatonic house gives you a front porch and fenced backyard for dining
4.89 out of 5 average rating, 9 reviews, 3 bedrooms, 4 beds, 2 baths
Aug 23 – 28
Guest favorite
This mid-century Great Barrington apartment gives you a patio and local art
4.92 out of 5 average rating, 213 reviews, 1 bed, 1 bath
Aug 30 – Sep 4
Guest favorite
This newly built Great Barrington house gives you mountain views, a hot tub, and fire pit
4.91 out of 5 average rating, 22 reviews, 4 bedrooms, 4 beds, 2 baths
Aug 23 – 28
River views greet you at this historic duplex on the Housatonic in Great Barrington
4.46 out of 5 average rating, 28 reviews, 3 bedrooms, 4 beds, 1 bath
Aug 23 – 28
Top guest favorite
This modern Great Barrington suite gives you a patio firepit and mountain view
4.99 out of 5 average rating, 135 reviews, 1 bedroom, 2 beds, 1 bath
Sep 7 – 12
Guest favorite
This newly renovated Victorian duplex in Housatonic puts you near the river
4.95 out of 5 average rating, 172 reviews, 3 bedrooms, 4 beds, 1 bath
Aug 16 – 21
Top guest favorite
This mid-century motel turned studio in Great Barrington gives you a private patio
4.92 out of 5 average rating, 164 reviews, 1 bed, 1 bath
Aug 30 – Sep 4
Top guest favorite
Soak in Monument Mountain views from the barrel sauna at this Great Barrington house
5.0 out of 5 average rating, 56 reviews, 3 bedrooms, 4 beds, 2 baths
Sep 27 – Oct 2
Top guest favorite
Private room
Hear the river from the porch at this vintage farmhouse in Great Barrington
5.0 out of 5 average rating, 51 reviews, 1 queen bed, 1 bath
Aug 30 – Sep 4
Guest favorite
This Great Barrington cabin gives you a fireplace, private backyard, and BBQ area
4.89 out of 5 average rating, 36 reviews, 2 bedrooms, 4 beds, 1 bath
Aug 23 – 28
Top guest favorite
This converted carriage house gives you a chef’s kitchen and fire pit in Great Barrington
4.93 out of 5 average rating, 154 reviews, 2 bedrooms, 3 beds, 1.5 baths
Oct 25 – 30
Guest favorite
This renovated post-and-beam guesthouse in Egremont gives you a deck and spacious yard
4.95 out of 5 average rating, 37 reviews, 2 bedrooms, 5 beds, 1 bath
Aug 16 – 21
Top guest favorite
This private Great Barrington house gives you a fire pit, patio, and acre of lawn
4.97 out of 5 average rating, 137 reviews, 2 bedrooms, 2 beds, 1 bath
Sep 9 – 14
Top guest favorite
This 1887 Victorian in Housatonic gives you a chef’s kitchen, sauna, and fire pit
5.0 out of 5 average rating, 57 reviews, 3 bedrooms, 4 beds, 3.5 baths
Aug 25 – 30
Top guest favorite
This renovated 1800s farmhouse in Stockbridge sets you on 5 park-like acres
4.95 out of 5 average rating, 185 reviews, 2 bedrooms, 2 beds, 2.5 baths
Oct 18 – 23
Top guest favorite
This Great Barrington guesthouse puts you trailside with a fire pit and lake access
5.0 out of 5 average rating, 13 reviews, 1 bedroom, 3 beds, 1 bath
Sep 28 – Oct 3