House vacation rentals in Great Barrington
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Top-rated house rentals in Great Barrington
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Great Barrington house rentals
House rentals with a hot tub
Home in Catskill
4.96 out of 5 average rating, 136 reviewsHEAVEN ON EARTH - Hudson Riverfront Home
Home in Pittsfield
4.98 out of 5 average rating, 102 reviewsHidden Oasis in the Mountains by Evergreen Home
Home in Craryville
4.98 out of 5 average rating, 189 reviewsModern Home in Woods w/ Hot Tub 10 Miles to Hudson
Home in Otis
4.85 out of 5 average rating, 164 reviewsThe Meadows House @ Otis Ridge w/ 7-person hot tub
Home in Colebrook
4.99 out of 5 average rating, 203 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
Home in Hudson
4.95 out of 5 average rating, 250 reviewsLivingston Farmhouse Escape with hot tub and sauna
Home in Craryville
4.92 out of 5 average rating, 220 reviewsThe City Farmers Upstate. Farm house with hot tub
Home in High Falls
5.0 out of 5 average rating, 194 reviewsMahali Petu - A Big Little House
House rentals with free parking
Home in Chatham
4.9 out of 5 average rating, 146 reviews2BR Chatham Vlg Home Wi-fi Park@Door Keyless 55"TV
Home in Great Barrington
4.93 out of 5 average rating, 107 reviewsFormer Sunset View Inn
Home in Great Barrington
4.96 out of 5 average rating, 114 reviewsModern Victorian on the Hill
Home in Woodstock
4.91 out of 5 average rating, 642 reviewsDutch Touch Woodstock Cottage
Home in Great Barrington
4.9 out of 5 average rating, 111 reviewsYour own private Berkshires retreat
Home in Rhinebeck
4.91 out of 5 average rating, 256 reviewsArchitectural wonder in the woods
Home in Dalton
4.88 out of 5 average rating, 114 reviewsThe Yellow House
Home in Sheffield
4.93 out of 5 average rating, 111 reviewsA Private Peninsula Retreat In The Berkshires!
House rentals with a pool
Home in Woodstock
4.98 out of 5 average rating, 101 reviewsWoodstock Historic Artist Estate- The Museum House
Home in New Paltz
4.98 out of 5 average rating, 437 reviewsmidcentury modern in ground pool walk 2 trail/town
Home in Ghent
4.87 out of 5 average rating, 271 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
Home in Hudson
4.95 out of 5 average rating, 112 reviewsHudson Retreat w/HotTub, PlungePool+ OutdoorShower
Home in Saugerties
5.0 out of 5 average rating, 132 reviewsUpstate Modern Scandinavian Barn in the Catskills
Home in Litchfield
4.93 out of 5 average rating, 165 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Quick stats about house rentals in Great Barrington
Total rentals
150 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
70 properties allow pets
Family-friendly rentals
140 properties are a good fit for families
Total number of reviews
4K reviews
Nightly prices starting at
€ 46 before taxes and fees
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