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, 135 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 Colebrook
4.99 out of 5 average rating, 202 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
Home in Mount Tremper
4.94 out of 5 average rating, 172 reviewsThe Mountain Wonder - Hot tub, sauna, great views
Home in Otis
4.85 out of 5 average rating, 162 reviewsThe Meadows House @ Otis Ridge w/ 7-person hot tub
Home in Craryville
4.98 out of 5 average rating, 187 reviewsModern Home in Woods | Hot Tub | 20 mins to Skiing
Home in Hudson
4.95 out of 5 average rating, 249 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
House rentals with free parking
Home in Canaan
5.0 out of 5 average rating, 134 reviewsCountry Cottage
Home in New Marlborough
4.89 out of 5 average rating, 122 reviewsLake House in the Berkshire (Access Dock & Canoe
Home in Monterey
4.93 out of 5 average rating, 116 reviewsPerfect Berkshire getaway.Cozy cottage.Great wifi.
Home in Great Barrington
4.93 out of 5 average rating, 107 reviewsFormer Sunset View Inn
Home in Woodstock
4.91 out of 5 average rating, 640 reviewsDutch Touch Woodstock Cottage
Home in Great Barrington
4.96 out of 5 average rating, 113 reviewsModern Victorian on the Hill
Home in Rhinebeck
4.91 out of 5 average rating, 254 reviewsArchitectural wonder in the woods
Home in Lee
4.9 out of 5 average rating, 204 reviews1817 Berkshire Farmhouse- Close to Everything.
House rentals with a pool
Home in Ghent
4.87 out of 5 average rating, 270 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Home in Woodstock
4.98 out of 5 average rating, 100 reviewsWoodstock Historic Artist Estate- The Museum House
Home in New Paltz
4.98 out of 5 average rating, 435 reviewsmidcentury modern in ground pool walk 2 trail/town
Home in Saugerties
5.0 out of 5 average rating, 132 reviewsUpstate Modern Scandinavian Barn in the Catskills
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
Home in Woodstock
4.91 out of 5 average rating, 209 reviewsJapanese Teahouse & Onsen, outside shower, tennis
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
$50 before taxes and fees
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