Search results; Over 1,000 homes in Great Barrington

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Guest favorite
Guesthouse in Great Barrington
Barn Guesthouse w/ pool
4 guests1 bedroom3 beds1 bath
Aug 27 – Sep 1
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Aug 27 – Sep 1
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R26,951 ZAR for 5 nights

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Guest favorite
Apartment in Great Barrington
King Bed|2m Ski Resort|Stylish|Fast Wi-Fi
1 bed
Aug 10 – 15
R9,724 ZAR for 5 nights
4.9 out of 5 average rating, 60 reviews
Guest favorite
Apartment in Great Barrington
King Bed | Stylish | Wi-Fi | *2m Ski Resort*
1 bed
Aug 11 – 16
R12,873 ZAR for 5 nights
4.88 out of 5 average rating, 95 reviews
Top guest favorite
Room in Great Barrington
Stay with CarolBody, mind, & spirit,
Cozy & Convenient
Aug 24 – 29
R11,880 ZAR for 5 nights
5.0 out of 5 average rating, 30 reviews
Superhost
Apartment in Great Barrington
Kitchenette|King Bed|Couch
1 bed
Aug 18 – 23
R16,044 ZAR for 5 nights
4.89 out of 5 average rating, 116 reviews
Guest favorite
Room in Great Barrington
Stay with ElaineHosting for 4 years,
Quiet refuge in Great Barrington
Aug 25 – 30
R8,498 ZAR for 5 nights
4.95 out of 5 average rating, 196 reviews
Top guest favorite
Guest suite in Great Barrington
The Serendipity Spot
1 bed
Aug 17 – 22
R18,115 ZAR for 5 nights
4.96 out of 5 average rating, 46 reviews
Top guest favorite
Apartment in Great Barrington
Zen River Studio
1 king bed
Aug 25 – 30
R26,951 ZAR for 5 nights
4.91 out of 5 average rating, 33 reviews
Top guest favorite
Apartment in Great Barrington
Private En Suite in Beautiful Victorian
1 queen bed
Sep 7 – 12
R11,098 ZAR for 5 nights
4.96 out of 5 average rating, 381 reviews
Guest favorite
Cottage in Great Barrington
Artist Cottage
1 queen bed
Nov 1 – 6
R26,951 ZAR for 5 nights
4.93 out of 5 average rating, 302 reviews
Top guest favorite
Apartment in Great Barrington
Walk Everywhere! | Relax in Easy Elegance!
3 beds
Sep 4 – 9
R30,650 ZAR for 5 nights
5.0 out of 5 average rating, 126 reviews
Top guest favorite
Home in Great Barrington
Walk to Town! Great Barrington 4-bedroom farmhouse
4 beds
Sep 16 – 21
R42,804 ZAR for 5 nights
5.0 out of 5 average rating, 90 reviews
Guest favorite
Home in Great Barrington
Evergreen Cottage: Near town-near Ski Butternut!
4 beds
Sep 2 – 7
R24,541 ZAR for 5 nights
4.96 out of 5 average rating, 26 reviews
Top guest favorite
Home in Great Barrington
Stunning luxury home with pool
4 beds
Sep 3 – 8
R63,688 ZAR for 5 nights
4.99 out of 5 average rating, 75 reviews
Top guest favorite
Home in Great Barrington
Walt's Townhouse - Berkshire living at its best
3 beds
Sep 5 – 10
R44,030 ZAR for 5 nights
5.0 out of 5 average rating, 49 reviews
Guest favorite
Room in Great Barrington
Stay with KarenWriter, entrepreneur,
Large, light bedroom on The Hill (Eco Airbnb)
Aug 31 – Sep 5
R9,139 ZAR for 5 nights
4.93 out of 5 average rating, 14 reviews
Top guest favorite
Home in Great Barrington
Berkshires Fall Escape with Views & Cozy Fireplace
5 beds
Sep 14 – 19
R62,885 ZAR for 5 nights
5.0 out of 5 average rating, 28 reviews
Guest favorite
Cottage in Great Barrington
Carriage house with Chef's Kitchen, close to town
3 beds
Sep 7 – 12
R22,618 ZAR for 5 nights
4.92 out of 5 average rating, 95 reviews
Guest favorite
Home in Great Barrington
NEW! Hilltop Ski and Sun Chalet with Hot Tub
5 beds
Sep 3 – 8
R47,306 ZAR for 5 nights
5.0 out of 5 average rating, 18 reviews