Vacation rentals in Great Barrington
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Top-rated vacation rentals in Great Barrington
Guests agree: these stays are highly rated for location, cleanliness, and more.
Loft in Great Barrington
4.99 out of 5 average rating, 296 reviewsThe Old Red Barn
Renovated studio in barn built circa 1830, centrally located to all activities in the Berkshires. Bright and sunny space with views of fields and spectacular sunsets. Open upstairs loft bedroom with pine floors, catherial ceiling, exposed beams, full kitchen , bathroom and washer and dryer. The Berkshires are beautiful in the fall , come stay ! 5 minute drive to town. Walk to the Green River , hike the trails. We provide all basic household supplies. We invite all to enjoy our old red barn.
Apr. 5 – 12
Home in Lee
4.89 out of 5 average rating, 234 reviewsCozy Berkshires Cottage
Stay in a cozy Berkshires 1920's cottage! The bedroom occupies the entire second floor with peaceful views of the surrounding field and yard. The cottage is set back from the main road, easily accessible yet private. - Zoned air conditioning & heating makes every room comfortable year-round. - Close to Tanglewood, Jacob's Pillow, Outlet Mall, Kripalu, Turnpike. - Ideal for couples, solo adventurers, business travelers, and furry friends (pets). (Note: MA requires 11.7% tax added to charges)
Sep. 13 – 20
Apartment in Copake Falls
4.93 out of 5 average rating, 250 reviewsModern Copake Falls Getaway - 8 Mins to Catamount
Hudson Valley/Berkshires vacation rental! Located on a 13 acre former horse farm, full size apt (private entrance) features all new everything and sits in the Taconic Mtns. Has a separate bedroom, new bathroom, kitchenette with Nespresso Coffee Maker, dining and living room with a fireplace and a private bathroom. Property has a pond, stream, 360 views. Relax on property or adventure out. 8 min from Catamount, 7 min from Bash Bish Falls, tons to do locally! 7 min walk to nearest hiking trail!
Sep. 14 – 21
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Other great vacation rentals in Great Barrington
Home in Egremont
4.93 out of 5 average rating, 254 reviewsModern Farm House 5 minutes from Great Barrington
Jun. 21 – 28
Tiny homes in Chatham
4.99 out of 5 average rating, 178 reviewsTiny House on 70 Private Acres in Hudson Valley
Sep. 13 – 20
Guesthouse in New Marlborough
4.91 out of 5 average rating, 179 reviewsCOZY GUESTHOUSE MINUTES AWAY FROM HIKING!
Jul. 18 – 25
Home in New Lebanon
4.99 out of 5 average rating, 347 reviewsThe old sawmill from 1771
Jul. 24 – 31
Barn in Hillsdale
4.97 out of 5 average rating, 116 reviewsHudson Valley Hilltop Barn
Apr. 17 – 24
Apartment in Great Barrington
4.95 out of 5 average rating, 131 reviewsGB Eclectic Victorian
Dec. 4 – 11
Guest suite in Austerlitz
4.86 out of 5 average rating, 137 reviewsRustic-Modern Studio - Near Hudson, Chatham, & GB
Feb. 26 – Mar. 5
Guest suite in Great Barrington
5.0 out of 5 average rating, 42 reviewsSweet 1-bedroom with salt water pool
May 11 – 18
Apartment in Great Barrington
5.0 out of 5 average rating, 10 reviewsKing Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
May 4 – 11
Home in Great Barrington
4.93 out of 5 average rating, 67 reviewsQuiet home on the hill.
Nov. 10 – 17
Barn in Great Barrington
5.0 out of 5 average rating, 45 reviewsSerene Renovated Barn w/ Firepit
Sep. 5 – 12
Guesthouse in Great Barrington
4.97 out of 5 average rating, 90 reviewsStudio in Bucolic Berkshire Setting
May 24 – 31
Quick stats about vacation rentals in Great Barrington
Total rentals | 240 properties |
---|---|
Rentals with dedicated workspaces | 130 properties have a dedicated workspace |
Rentals with a pool | 30 properties have a pool |
Pet-friendly rentals | 120 properties allow pets |
Family-friendly rentals | 170 properties are a good fit for families |
Total number of reviews | 8.1K reviews |
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