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Top-rated vacation rentals in Great Barrington
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Private room in Hillsdale
Sunny Victorian Suite by Catamount, Taconic Ridge
The historic Mount Washington House is located in the center of Hillsdale, NY, where the Hudson Valley meets the Berkshires. Built in 1881, it is a mansard victorian that retains beautiful original details/layout and is currently being restored. It was a summer resort at one time, then a traditional boarding house complete w/local tavern. This room has hosted guests for over 100 years, is spacious and gets great light all day. There are two other Airbnb units in the house. Host lives close by.
$97 per night
Cottage in Great Barrington
Romantic Cottage Get a way
Enchanting, private, romantic, retro style, artsy, cottage & lodge building with fireplaces and outdoor hot tub and shower area in a quaint, quiet, neighborhood nested at the base of Flag Rock and near nature trails and downtown Great Barrington. Perfect for a romantic get-away. Open retro style kitchen with wood stove and TV is stocked with utensils and pans for cooking with gas oven and retro appliances. Upstairs bedroom with ensuite large bathroom with soaking tub and message chair.
$208 per night
Vacation home in Great Barrington
Home in Great Barrington. Steps from downtown!
Central and Private!
Just steps away from historic downtown Great Barrington and East Mountain Hiking trails. Enjoy sunset views with friends and family, before you walk into town for a night out!
10 minutes (2 miles) to Butternut Ski Area
This brand new home features all new appliances and furniture.
Enjoy luxury, charm, and privacy while you rest easy at The Maple.