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Search results; Over 1,000 places

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Guest favourite
Cottage in Great Barrington
Artist Cottage
8-min walk
29 Apr – 4 MayHosted by Janet,
4.93 out of 5 average rating, 234 reviews
Guest favourite
Guest house in Great Barrington
Sweet Victorian in Housatonic
4-min drive
8–13 AprHosted by Emma,
5.0 out of 5 average rating, 43 reviews
Guest favourite
Home in Great Barrington
Quiet home on the hill.
4-min drive
9–14 AprHosted by Sandra,
4.93 out of 5 average rating, 67 reviews
Guest favourite
Home in Great Barrington
Lovers Lane. Hot tub, fire pit, grill, fireplace
4-min drive
3–8 AprHosted by Wende,
5.0 out of 5 average rating, 24 reviews
Guest favourite
Guest suite in Great Barrington
Sweet 1-bedroom with salt water pool
5-min drive
22–27 AprHosted by Emily,
5.0 out of 5 average rating, 42 reviews
Guest favourite
Room in Great Barrington
Quiet refuge in Great Barrington
6-min drive
8–13 JunHosted by Elaine,
4.96 out of 5 average rating, 148 reviews
Guest favourite
Cottage in Great Barrington
Cozy Country Cottage w Fireplace
6-min drive
7–12 AprHosted by Andy,
4.94 out of 5 average rating, 71 reviews
Guest favourite
Home in Great Barrington
Twin Maple Farm: Charming Modern Farmhouse
6-min walk
1–6 AprHosted by Saiid,
4.92 out of 5 average rating, 53 reviews
Guest favourite
Place to stay in Stockbridge
Cozy room with private bath, close to Kripalu
9-min drive
7–12 AprHosted by Meagan,
4.92 out of 5 average rating, 13 reviews
Guest favourite
Home in Great Barrington
Cozy Historic Schoolhouse
3-min drive
1–6 AprHosted by Robert,
4.98 out of 5 average rating, 84 reviews
Guest favourite
Flat in Great Barrington
Private En Suite in Beautiful Victorian
11-min drive
1–6 AprHosted by Stephen,
4.95 out of 5 average rating, 314 reviews
Home in West Stockbridge
Farmhouse with Pool on 63 Acres
6-min drive
11–16 AprHosted by Anna,
New place to stay
Guest favourite
Home in Great Barrington
Newly remodeled home with all the modern amenities
5-min drive
1–6 AprHosted by Krista,
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
10-min drive
22–27 AprHosted by Dan,
4.94 out of 5 average rating, 86 reviews
Guest favourite
Home in Great Barrington
Spacious hideaway mins from town
11-min drive
15–20 AprHosted by Jessica,
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Great Barrington
Private Home in The Berkshires (New Hot Tub!)
7-min drive
19–24 AprHosted by Bradley,
5.0 out of 5 average rating, 57 reviews
Guest favourite
Treehouse in Tyringham
Gingerbread House Tower in the Berkshire Hills
24-min drive
5–10 AprHosted by Josh,
5.0 out of 5 average rating, 222 reviews
Guest favourite
Home in Great Barrington
Big and Cozy, Close to Ski!
4-min drive
1–6 AprHosted by Danielle,
5.0 out of 5 average rating, 34 reviews