filters

Search results; Over 1,000 homes in Great Barrington

Photo 1 of 29
Guest favourite
Home in Great Barrington
GB at your doorstep
3 bedrooms, 4 beds, 2 shared bathrooms
26–31 Oct
,
4.94 out of 5 average rating, 141 reviews
Photo 1 of 13
Guest favourite
Flat in Great Barrington
King Bed |Wi-Fi| 2m to Ski Resort
1 king bed, 1 bathroom
4–9 Oct
4.92 out of 5 average rating, 224 reviews
Photo 1 of 15
Guest favourite
Flat in Great Barrington
King Bed, Wi-Fi, 2m Ski Resort
1 king bed, 1 bathroom
24–29 Oct
4.94 out of 5 average rating, 204 reviews
Photo 1 of 29
Top guest favourite
Cottage in Great Barrington
Carriage house with Chef's Kitchen, close to town
2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
4.93 out of 5 average rating, 161 reviews
Photo 1 of 29
Guest favourite
Guest house in Great Barrington
Sweet Victorian in Housatonic
3 bedrooms, 4 beds, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 177 reviews
Photo 1 of 8
Guest favourite
Cabin in Great Barrington
Kenyon's Cabin
2 bedrooms, 4 beds, 1 bathroom
1–6 Oct
4.87 out of 5 average rating, 38 reviews
Photo 1 of 25
Top guest favourite
Flat in Great Barrington
Private En Suite in Beautiful Victorian
1 bedroom, 1 queen bed, 1 bathroom
2–7 Nov
4.95 out of 5 average rating, 429 reviews
Photo 1 of 29
Guest favourite
Treehouse in New Marlborough
Berkshire Treehouse Retreat
3 bedrooms, 4 beds, WC
1–6 Oct
4.91 out of 5 average rating, 181 reviews
Photo 1 of 17
Home in Great Barrington
Downtown Housatonic house –10 miles to Tangelwood
3 bedrooms, 4 beds, 2 bathrooms
19–24 Oct
4.9 out of 5 average rating, 10 reviews
Photo 1 of 29
Top guest favourite
Home in Great Barrington
Walk to Town! Great Barrington 4-bedroom farmhouse
4 bedrooms, 4 beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 116 reviews
Photo 1 of 13
Top guest favourite
Guest house in Stockbridge
Bitty Berkshire Bungalow
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.98 out of 5 average rating, 61 reviews
Photo 1 of 21
Top guest favourite
Home in Great Barrington
Sauna + Hot Tub Escape | Private & Pet Friendly
3 bedrooms, 4 beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 56 reviews
Photo 1 of 29
Home in Great Barrington
Luxurious Victorian, Walking Distance to Town
4 bedrooms, 4 beds, 4.5 bathrooms
1–6 Oct
Photo 1 of 21
Home in Great Barrington
Mountain Views + Scenic Berkshires Hideaway
3 bedrooms, 6 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Top guest favourite
Cottage in Monterey
Beaver Lodge
3 bedrooms, 3 queen beds, 1.5 bathrooms
24–29 Oct
5.0 out of 5 average rating, 84 reviews
Photo 1 of 25
Top guest favourite
Flat in Great Barrington
The River’s Whisper
2 bedrooms, 2 queen beds, 1 bathroom
25–30 Oct
4.98 out of 5 average rating, 51 reviews
Photo 1 of 6
Superhost
Room in Great Barrington
Quiet refuge in Great Barrington
1 queen bed, 1 bathroom
4–9 Oct
4.92 out of 5 average rating, 244 reviews
Photo 1 of 10
Superhost
Home in Great Barrington
Relaxing Housatonic Retreat
3 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
4.7 out of 5 average rating, 128 reviews
Photo 1 of 6
Room in Great Barrington
Gracious Private Room & Bath in the Berkshires
1 queen bed, 1.5 bathrooms
15–20 Oct
New place to stay