filters

Search results; Over 1,000 homes in Great Barrington

Photo 1 of 25
Guest favourite
Guest suite in Great Barrington
The Serendipity Spot
1 bedroom, 1 bed, 1 private bathroom
1–6 Oct
,
4.95 out of 5 average rating, 56 reviews
Photo 1 of 29
Guest favourite
Guest house in Great Barrington
Sweet Victorian in Housatonic
3 bedrooms, 4 beds
18–23 Oct
4.95 out of 5 average rating, 177 reviews
Photo 1 of 21
Top guest favourite
Home in Great Barrington
Sauna + Hot Tub Escape | Private & Pet Friendly
3 bedrooms, 4 beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 56 reviews
Photo 1 of 29
Top guest favourite
Home in Great Barrington
Stunning luxury home with pool
4 bedrooms, 4 beds
19–24 Oct
4.99 out of 5 average rating, 95 reviews
Photo 1 of 21
Home in Great Barrington
Mountain Views + Scenic Berkshires Hideaway
3 bedrooms, 6 beds
1–6 Oct
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Superhost
Home in Great Barrington
Woodland - Stunning 5 bedroom home in GB!
5 bedrooms, 10 beds
1–6 Oct
Photo 1 of 17
Guest favourite
Home in Great Barrington
Charming, view, large deck, private/walk downtown
3 bedrooms, 4 beds
17–22 Oct
4.89 out of 5 average rating, 102 reviews
Photo 1 of 13
Guest favourite
Flat in Great Barrington
King Bed |Wi-Fi| 2m to Ski Resort
1 king bed
4–9 Oct
4.92 out of 5 average rating, 223 reviews
Photo 1 of 29
Superhost
Home in Great Barrington
Prime Location, Recently Redesigned, Riverfront!
4 bedrooms, 6 beds
1–6 Oct
4.9 out of 5 average rating, 10 reviews
Photo 1 of 15
Guest favourite
Flat in Great Barrington
King Bed, Wi-Fi, 2m Ski Resort
1 king bed
24–29 Oct
4.94 out of 5 average rating, 204 reviews
Photo 1 of 29
Top guest favourite
Home in Great Barrington
Country Castle-Complete privacy-minutes from town
6 bedrooms, 9 beds
4–9 Oct
4.97 out of 5 average rating, 68 reviews
Photo 1 of 29
Guest favourite
Home in Great Barrington
Hilltop Ski and Sun Chalet with Hot Tub
5 bedrooms, 6 beds
4–9 Oct
4.97 out of 5 average rating, 63 reviews
Photo 1 of 29
Top guest favourite
Cottage in Monterey
Beaver Lodge
3 bedrooms, 3 queen beds
14–19 Oct
5.0 out of 5 average rating, 84 reviews
Photo 1 of 6
Room in Great Barrington
Gracious Private Room & Bath in the Berkshires
1 queen bed
15–20 Oct
New place to stay
Photo 1 of 29
Top guest favourite
Home in Great Barrington
A Berkshires Abode - Minutes to Ski & Downtown GB!
3 bedrooms, 4 beds
1–6 Oct
4.97 out of 5 average rating, 33 reviews
Photo 1 of 11
Top guest favourite
Home in Great Barrington
Prime location for the best of the Berkshires
2 bedrooms, 2 queen beds
10–15 Nov
4.97 out of 5 average rating, 141 reviews
Photo 1 of 8
Guest favourite
Cabin in Great Barrington
Kenyon's Cabin
2 bedrooms, 4 beds
1–6 Oct
4.87 out of 5 average rating, 38 reviews
Photo 1 of 29
Top guest favourite
Home in Great Barrington
Walk to Town! Great Barrington 4-bedroom farmhouse
4 bedrooms, 4 beds
26–31 Oct
5.0 out of 5 average rating, 116 reviews
Photo 1 of 29
Top guest favourite
Home in Great Barrington
Berkshire Bliss: Nature + Luxe
5 bedrooms, 7 beds
14–19 Oct
5.0 out of 5 average rating, 12 reviews