Search results; Over 1,000 places in Great Barrington

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Guest favorite
Apartment in Great Barrington
Secluded but not isolated Berkshire Retreat
5 guests2 bedrooms2 beds1.5 baths
Aug 30 – Sep 4
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Aug 30 – Sep 4
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R18,224 ZAR for 5 nights

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Guest favorite
Apartment in Great Barrington
King Bed, Wi-Fi, 2m Ski Resort
Free cancellation
Jul 13 – 18
R10,357 ZAR for 5 nights
4.95 out of 5 average rating, 81 reviews
Guest favorite
Apartment in Great Barrington
King Bed|Berkshires|2m Ski Resort|Patio|Wi-Fi
Free cancellation
Jul 7 – 12
R11,780 ZAR for 5 nights
4.94 out of 5 average rating, 89 reviews
Guest favorite
Apartment in Great Barrington
Kitchenette|King Bed|Couch
Free cancellation
Jul 27 – Aug 1
R15,567 ZAR for 5 nights
4.89 out of 5 average rating, 107 reviews
Guest favorite
Room in Great Barrington
Stay with KarenWriter, entrepreneur,
Comfy single for a night or two (Eco Airbnb)
Jul 5 – 10
R6,408 ZAR for 5 nights
4.87 out of 5 average rating, 30 reviews
Top guest favorite
Guest suite in Great Barrington
The Serendipity Spot
1 bed
Jul 6 – 11
R18,872 ZAR for 5 nights
4.95 out of 5 average rating, 43 reviews
Guest favorite
Room in Great Barrington
Stay with ElaineHosting for 4 years,
Quiet refuge in Great Barrington
Jul 13 – 18
R7,637 ZAR for 5 nights
4.95 out of 5 average rating, 188 reviews
Superhost
Home in Great Barrington
Berkshire’s Best
3 beds
Aug 1 – 6
R78,260 ZAR for 5 nights
New place to stay
Guesthouse in West Stockbridge
Guest House 15 mins from Tanglewood
Free cancellation
Jul 28 – Aug 2
R13,286 ZAR for 5 nights
New place to stay
Superhost
Boutique hotel in Great Barrington
Luxe Unit in Berkshires|King Bed|Sleeps 4|Wifi
2 beds
Jul 9 – 14
R23,834 ZAR for 5 nights
4.71 out of 5 average rating, 7 reviews
Superhost
Boutique hotel in Great Barrington
Studio|King Bed|Wifi|Dog-Friendly|Prime Berkshires
1 king bed
Jul 6 – 11
R15,579 ZAR for 5 nights
4.75 out of 5 average rating, 4 reviews
Top guest favorite
Room in Great Barrington
Stay with CarolBody, mind, & spirit,
Cozy & Convenient
Aug 10 – 15
R14,562 ZAR for 5 nights
5.0 out of 5 average rating, 26 reviews
Top guest favorite
Loft in Great Barrington
The Nest 5 min walk to downtown Great Barrington
Free cancellation
Sep 7 – 12
R28,768 ZAR for 5 nights
5.0 out of 5 average rating, 18 reviews
Superhost
Cabin in Great Barrington
Kenyon's Cabin
4 beds
Jul 5 – 10
R27,722 ZAR for 5 nights
4.86 out of 5 average rating, 14 reviews
Home in Lee
Laurel House
5 beds
Jul 5 – 10
R42,261 ZAR for 5 nights
New place to stay
Guest favorite
Home in Great Barrington
NEW! Hilltop Ski and Sun Chalet with Hot Tub
Free cancellation
Sep 8 – 13
R41,656 ZAR for 5 nights
5.0 out of 5 average rating, 18 reviews
Home in Great Barrington
A Berkshires Abode - Minutes to Ski & Downtown GB!
3 beds
Jul 3 – 8
R63,897 ZAR for 5 nights
New place to stay
Superhost
Apartment in Great Barrington
1BR+Kitchenette|Wifi|Sleeps 4|ADA|Tanglewood
2 beds
Jul 9 – 14
R20,829 ZAR for 5 nights
5.0 out of 5 average rating, 5 reviews
Guest favorite
Guesthouse in Great Barrington
Sweet Victorian in Housatonic
Free cancellation
Jul 6 – 11
R25,630 ZAR for 5 nights
4.95 out of 5 average rating, 127 reviews