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Over 5,000 guest reviews for places to stay in Great Barrington, with an average of 4.8 out of 5 stars.

24 places to stay

SUPERHOST
Entire villa
Rating 4.75 out of 5;248 reviews
Mediterranean Villa with Pool
14 guests8 bedrooms8 beds5 baths
WifiKitchenIndoor fireplaceHeating
Price:$669 NZD / night
Price:Before fees & taxes
Entire villa
Villa with Access to 2 Pools, a Hot Tub, an 18-Hole Mini Golf Course, and More
4 guests1 bedroom2 beds1 bath
WifiKitchenHeating
Price:$247 NZD / night
Price:Before fees & taxes
Entire villa
Rating 4.67 out of 5;3 reviews
Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna! Great Location!
6 guests2 bedrooms3 beds2 baths
WifiKitchenHeating
Price:$306 NZD / night
Price:Before fees & taxes
SUPERHOST
Private room
Rating 4.95 out of 5;148 reviews
Berkshires “Cottage” Edmister House The Arden Room
2 guests1 bedroom1 bed1 private bath
WifiKitchenIndoor fireplaceHeating
Price:$158 NZD / night
Price:Before fees & taxes
SUPERHOST
Entire villa
Rating 4.92 out of 5;13 reviews
The Taggart House
12 guests6 bedrooms8 beds8 baths
WifiKitchenIndoor fireplaceHeating
Price:$1,573 NZD / night
Price:Before fees & taxes
Entire villa
Rating 4.91 out of 5;11 reviews
Post & Beam Villa Close to the 5 Colleges 15+ Bed
15 guests6 bedrooms8 beds3.5 baths
WifiKitchenIndoor fireplaceHeating
Price:$628 NZD / night
Price:Before fees & taxes
SUPERHOST
Entire villa
Hunter Mountain Ski House. Mountaintop Retreat.
16+ guests5 bedrooms9 beds3.5 baths
WifiKitchenIndoor fireplaceHeating
Price:$392 NZD / night
Price:Before fees & taxes
Entire villa
Rating 4.83 out of 5;12 reviews
Magical Country Retreat in the Berkshires
16+ guests10 bedrooms12 beds8 baths
WifiKitchenIndoor fireplaceHeating
Price:$5,040 NZD / night
Price:Before fees & taxes
SUPERHOST
Entire villa
Rating 4.78 out of 5;9 reviews
Bluestone Bliss
8 guests4 bedrooms5 beds3 baths
WifiKitchenIndoor fireplaceHeating
Price:$1,229 NZD / night
Price:Before fees & taxes
SUPERHOST
Entire villa
Rating 4.93 out of 5;29 reviews
Beautiful Estate w/ pool, pond, barn, arcade, gym!
15 guests8 bedrooms12 beds5 baths
WifiKitchenIndoor fireplaceHeating
Price:$1,339 NZD / night
Price:Before fees & taxes
Plus
Entire villa
Rating 4.97 out of 5;31 reviews
Magnificent Hudson River Estate with Pool And Winter Hot Tub
14 guests5 bedrooms8 beds3.5 baths
WifiKitchenIndoor fireplaceHeating
Price:$1,418 NZD / night
Price:Before fees & taxes
SUPERHOST
Entire villa
Rating 4.89 out of 5;9 reviews
Home away from home
4 guests1 bedroom1 bed2 baths
WifiKitchenHeating
Price:$197 NZD / night
Price:Before fees & taxes
Entire villa
Beautiful Colonial Getaway with Private Pool
8 guests5 bedrooms6 beds2.5 baths
WifiKitchenHeating
Price:$473 NZD / night
Price:Before fees & taxes
Entire villa
Rating 5.0 out of 5;4 reviews
Hudson River Villa w/Pool, Spa & Private Beach!
13 guests5 bedrooms7 beds4 baths
KitchenIndoor fireplace
Price:$1,492 NZD / night
Price:Before fees & taxes
Entire villa
Rating 5.0 out of 5;4 reviews
300 year old Stonehouse with a salt water pool
8 guests4 bedrooms5 beds2.5 baths
WifiKitchenIndoor fireplaceHeating
Price:$1,575 NZD / night
Price:Before fees & taxes
Entire villa
Equipped Villa with Access to Pools, a Hot Tub, 18-Hole Mini Golf, and an Arcade
8 guests3 bedrooms4 beds3 baths
WifiKitchenHeating
Price:$375 NZD / night
Price:Before fees & taxes
Entire villa
Spacious Villa with Access to Pools, a Hot Tub, Mini Golf, and a Sauna!
6 guests2 bedrooms3 beds2 baths
WifiKitchenHeating
Price:$342 NZD / night
Price:Before fees & taxes
Entire villa
Rating 5.0 out of 5;13 reviews
WILDINGS on Hudson - River Estate w amazing views
8 guests4 bedrooms6 beds3 baths
WifiKitchenHeating
Price:$1,402 NZD / night
Price:Before fees & taxes
Entire villa
Rating 5.0 out of 5;8 reviews
High Above Lake Waramaug with lakefront dock!
11 guests5 bedrooms7 beds5 baths
WifiKitchenIndoor fireplaceHeating
Price:$1,495 NZD / night
Price:Before fees & taxes
Entire villa
Rating 5.0 out of 5;6 reviews
Perfect Hudson Valley getaway (w heated pool!)
10 guests4 bedrooms5 beds4 baths
WifiKitchenHeating
Price:$866 NZD / night
Price:Before fees & taxes
120 of 24 villas
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