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.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Great Barrington vacation rentals
Stay near Great Barrington's top sights
Other great vacation rentals in Great Barrington
Guest favourite
Tiny homes in Chatham
4.99 out of 5 average rating, 183 reviewsTiny House on 70 Private Acres in Hudson Valley
Oct. 15 – 22
$226 CAD per night
Guest favourite
Guesthouse in New Marlborough
4.91 out of 5 average rating, 179 reviewsCOZY GUESTHOUSE MINUTES AWAY FROM HIKING!
Jul. 18 – 25
$264 CAD per night
Superhost
Apartment in Great Barrington
4.95 out of 5 average rating, 131 reviewsGB Eclectic Victorian
Sep. 18 – 25
$318 CAD per night
Guest favourite
Cottage in Great Barrington
4.93 out of 5 average rating, 235 reviewsArtist Cottage
Oct. 30 – Nov. 6
$374 CAD per night
Guest favourite
Barn in Hillsdale
4.97 out of 5 average rating, 117 reviewsHudson Valley Hilltop Barn
Sep. 23 – 30
$1,566 CAD per night
Guest favourite
Guest suite in Great Barrington
5.0 out of 5 average rating, 45 reviewsSweet 1-bedroom with salt water pool
Jun. 8 – 15
$228 CAD per night
Guest favourite
Apartment in Great Barrington
5.0 out of 5 average rating, 8 reviewsBerkshire Retreat|King Bed|Wi-Fi|2m Ski Resort
Nov. 3 – 10
$252 CAD per night
Guest favourite
Guesthouse in Great Barrington
4.97 out of 5 average rating, 90 reviewsStudio in Bucolic Berkshire Setting
Sep. 27 – Oct. 4
$211 CAD per night
Quick stats about vacation rentals in Great Barrington
Total rentals
250 properties
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
120 properties allow pets
Family-friendly rentals
180 properties are a good fit for families
Total number of reviews
8.4K reviews
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- Fitness-friendly rentals Great Barrington
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