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Search results; Over 1,000 places

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Guest favourite
Guest house in Great Barrington
Sweet Victorian in Housatonic
4-min walk
8–13 Apr
5.0 out of 5 average rating, 43 reviews
Guest favourite
Home in Great Barrington
Quiet home on the hill.
4-min walk
9–14 Apr
4.93 out of 5 average rating, 67 reviews
Guest favourite
Home in Great Barrington
Big and Cozy, Close to Ski!
2-min walk
1–6 Apr
5.0 out of 5 average rating, 34 reviews
Home in Great Barrington
Cozy Berkshire Getaway
5-min walk
1–6 Apr
4.65 out of 5 average rating, 55 reviews
Guest favourite
Home in Great Barrington
Newly remodeled home with all the modern amenities
8-min walk
1–6 AprIndividual Host,
5.0 out of 5 average rating, 16 reviews
Guest favourite
Guest suite in Great Barrington
Sweet 1-bedroom with salt water pool
3-min drive
22–27 Apr
5.0 out of 5 average rating, 42 reviews
Superhost
Home in Great Barrington
Morgan's Millhouse (Front)
5-min walk
15–20 AprProfessional Host,
4.83 out of 5 average rating, 65 reviews
Home in West Stockbridge
Farmhouse with Pool on 63 Acres
3-min drive
11–16 AprIndividual Host,
New place to stay
Guest favourite
Place to stay in Stockbridge
Cozy room with private bath, close to Kripalu
10-min drive
7–12 Apr
4.92 out of 5 average rating, 13 reviews
Guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
6-min drive
22–27 AprIndividual Host,
4.94 out of 5 average rating, 86 reviews
Superhost
Home in Great Barrington
Sunny! Kid-friendly or romantic! Organic gardens!
6-min walk
6–11 Jul
4.78 out of 5 average rating, 18 reviews
Guest favourite
Flat in Great Barrington
2 bdrm.Riverhouse in the Berkshires
2-min drive
11–16 AprIndividual Host,
4.84 out of 5 average rating, 122 reviews
Guest favourite
Cottage in Great Barrington
Artist Cottage
3-min drive
29 Apr – 4 MayIndividual Host,
4.93 out of 5 average rating, 234 reviews
Home in Great Barrington
Great Barrington Getaway: Lake Access, Water Views
14-min drive
1–6 AprProfessional Host,
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Great Barrington
Elegant Year-Round Lakeside Retreat with AC
6 beds
7–12 Apr
4.96 out of 5 average rating, 137 reviews
Guest favourite
Cottage in Great Barrington
Cozy Country Cottage w Fireplace
10-min drive
7–12 Apr
4.94 out of 5 average rating, 71 reviews
Superhost
Home in Great Barrington
Beautiful House In The Woods, Huge Yard, Hot Tub
Professional Host
1–6 Apr
4.9 out of 5 average rating, 39 reviews
Guest favourite
Home in West Stockbridge
Loft Style Cabin In West Stockbridge, Book Now!
6-min drive
26 Apr – 1 MayProfessional Host,
4.94 out of 5 average rating, 18 reviews