Search results; Over 1,000 homes in Great Barrington

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Condo in Great Barrington
Luxury Apt in Downtown Great Barrington
4 guests1 bedroom1 bed1 bath
Sep 2 – 9
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Sep 2 – 9
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ﺩ.ﺇ9,687 for 7 nights

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Guest favorite
Apartment in Great Barrington
King Bed | Patio | 2m to Ski Resort
1 bed
Aug 10 – 15
ﺩ.ﺇ2,067 for 5 nights
4.92 out of 5 average rating, 96 reviews
Guest favorite
Apartment in Great Barrington
Berkshire Retreat|King Bed|Wi-Fi|2m Ski Resort
1 bed
Aug 2 – 7
ﺩ.ﺇ2,644 for 5 nights
4.91 out of 5 average rating, 115 reviews
Guest favorite
Apartment in Great Barrington
Kitchenette|King Bed|Couch
1 bed
Aug 17 – 22
ﺩ.ﺇ2,605 for 5 nights
4.89 out of 5 average rating, 114 reviews
Guest favorite
Room in Great Barrington
Stay with KarenWriter, entrepreneur,
Comfy single for a night or two (Eco Airbnb)
Aug 1 – 6
ﺩ.ﺇ1,396 for 5 nights
4.88 out of 5 average rating, 33 reviews
Top guest favorite
Guest suite in Great Barrington
The Serendipity Spot
1 bed
Aug 3 – 8
ﺩ.ﺇ3,681 for 5 nights
4.96 out of 5 average rating, 46 reviews
Guesthouse in West Stockbridge
Guest House 15 mins from Tanglewood
2 beds
Sep 9 – 14
ﺩ.ﺇ2,734 for 5 nights
New place to stay
Top guest favorite
Apartment in Great Barrington
Walk Everywhere! | Relax in Easy Elegance!
3 beds
Aug 26 – 31
ﺩ.ﺇ6,402 for 5 nights
5.0 out of 5 average rating, 124 reviews
Apartment in Great Barrington
The River’s Whisper
2 queen beds
Sep 2 – 7
ﺩ.ﺇ4,605 for 5 nights
5.0 out of 5 average rating, 6 reviews
Top guest favorite
Room in Great Barrington
Stay with CarolBody, mind, & spirit,
Cozy & Convenient
Aug 24 – 29
ﺩ.ﺇ2,420 for 5 nights
5.0 out of 5 average rating, 29 reviews
Guest favorite
Cottage in Great Barrington
Artist Cottage
1 queen bed
Nov 1 – 6
ﺩ.ﺇ5,489 for 5 nights
4.93 out of 5 average rating, 300 reviews
Top guest favorite
Guest suite in Great Barrington
Hillside Haven
2 beds
Aug 28 – Sep 2
ﺩ.ﺇ5,274 for 5 nights
4.98 out of 5 average rating, 116 reviews
Superhost
Boutique hotel in Great Barrington
Studio|King Bed|Wifi|Dog-Friendly|Prime Berkshires
1 king bed
Aug 5 – 10
ﺩ.ﺇ4,433 for 5 nights
4.75 out of 5 average rating, 4 reviews
Guesthouse in Town of Hillsdale
Hudson Valley and The Berkshires Cottage
1 queen bed
Aug 3 – 8
ﺩ.ﺇ2,740 for 5 nights
4.74 out of 5 average rating, 38 reviews
Apartment in Great Barrington
Cozy studio near downtown GB
1 bed
Aug 17 – 22
ﺩ.ﺇ2,816 for 5 nights
4.7 out of 5 average rating, 30 reviews
Top guest favorite
Home in Great Barrington
Granite Ledge, Modern home in a unique setting
3 beds
Sep 12 – 17
ﺩ.ﺇ9,407 for 5 nights
4.99 out of 5 average rating, 125 reviews
Top guest favorite
Home in Great Barrington
Berkshires Fall Escape with Views & Cozy Fireplace
5 beds
Sep 9 – 14
ﺩ.ﺇ11,172 for 5 nights
5.0 out of 5 average rating, 28 reviews
Guest favorite
Home in Great Barrington
Spacious hideaway mins from town
3 beds
Aug 17 – 22
ﺩ.ﺇ6,049 for 5 nights
4.89 out of 5 average rating, 37 reviews
Apartment in Great Barrington
Cozy Berkshire Abode, Near Everything
1 bed
Aug 1 – 6
ﺩ.ﺇ3,079 for 5 nights
4.53 out of 5 average rating, 15 reviews