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
Apr 7 – 14
Home in Pittsfield
4.98 out of 5 average rating, 102 reviewsHidden Oasis in the Mountains by Evergreen Home
Jan 9 – 16
Home in Colebrook
4.99 out of 5 average rating, 202 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
Apr 1 – 8
Home in Otis
4.85 out of 5 average rating, 162 reviewsThe Meadows House @ Otis Ridge w/ 7-person hot tub
Nov 9 – 16
Home in Craryville
4.98 out of 5 average rating, 187 reviewsModern Home in Woods | Hot Tub | 20 mins to Skiing
Dec 10 – 17
Home in Hudson
4.95 out of 5 average rating, 249 reviewsLivingston Farmhouse Escape with hot tub and sauna
Oct 8 – 15
Home in High Falls
5.0 out of 5 average rating, 193 reviewsOur Place - A Big Little House
Jul 21 – 28
Home in Craryville
4.92 out of 5 average rating, 220 reviewsThe City Farmers Upstate. Farm house with hot tub
Jun 16 – 23
House rentals with free parking
Home in Great Barrington
4.93 out of 5 average rating, 107 reviewsFormer Sunset View Inn
Jan 19 – 26
Home in Canaan
5.0 out of 5 average rating, 134 reviewsCountry Cottage
Apr 12 – 19
Home in New Marlborough
4.89 out of 5 average rating, 122 reviewsLake House in the Berkshire (Access Dock & Canoe
Oct 2 – 9
Home in Woodstock
4.91 out of 5 average rating, 640 reviewsDutch Touch Woodstock Cottage
Nov 19 – 26
Home in Great Barrington
4.96 out of 5 average rating, 113 reviewsModern Victorian on the Hill
Jan 3 – 10
Home in Lee
4.9 out of 5 average rating, 204 reviews1817 Berkshire Farmhouse- Close to Everything.
Sep 2 – 9
Home in Rhinebeck
4.91 out of 5 average rating, 254 reviewsArchitectural wonder in the woods
Jul 17 – 24
Home in Egremont
4.9 out of 5 average rating, 109 reviewsCozy Berkshire Cape
Dec 15 – 22
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
Dec 4 – 11
Home in Woodstock
4.98 out of 5 average rating, 100 reviewsWoodstock Historic Artist Estate- The Museum House
Dec 5 – 12
Home in New Paltz
4.98 out of 5 average rating, 435 reviewsmidcentury modern in ground pool walk 2 trail/town
Nov 26 – Dec 3
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
Sep 13 – 20
Home in Saugerties
5.0 out of 5 average rating, 132 reviewsUpstate Modern Scandinavian Barn in the Catskills
Oct 27 – Nov 3
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
Jul 8 – 15
Home in Woodstock
4.91 out of 5 average rating, 209 reviewsJapanese Teahouse & Onsen, outside shower, tennis
Sep 20 – 27
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
Sep 8 – 15
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
€ 47 before taxes and fees
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