Skip to content
300+ stays

Stays in Columbia County

Entire apartment in Great Barrington
The Treehouse
3 guests2 bedrooms2 beds1 bath
WifiKitchenAir conditioningFree parking
Rating 4.64 out of 5;223 reviews
Price:$133 / night
PLUS
Entire house in Coxsackie
Victorian Hudson River Jungalow in Historic Coxsackie
5 guests2 bedrooms2 beds1 bath
WifiKitchenFree parking
Rating 4.89 out of 5;63 reviews
Price:$175 / night
PLUS
Entire apartment in Hudson
Admire Abstract Artwork at a Contemporary Hudson Hideaway
2 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioning
Rating 4.93 out of 5;352 reviews
Price:$144 / night
SUPERHOST
Entire cottage in Red Hook
bright serene + spacious barn
5 guests2 bedrooms4 beds1.5 baths
WifiKitchenAir conditioningFree parking
Rating 4.98 out of 5;340 reviews
Price:$333 / night
SUPERHOST
Entire bungalow in Hillsdale
Copake Lake & Catamount/Berkshires Cottage
6 guests2 bedrooms2 beds1 bath
WifiKitchenAir conditioningFree parking
Rating 4.88 out of 5;65 reviews
Price:$140 / night
Entire house in Great Barrington
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
10 guests4 bedrooms6 beds2 baths
WifiKitchenFree parking
Rating 3.81 out of 5;16 reviews
Price:$277 / night
Entire cabin in Old Chatham
RaW Magical Cabin in the Woods
4 guests1 bedroom2 beds0 baths
WifiKitchenAir conditioningFree parking
Rating 4.94 out of 5;48 reviews
Price:$193 / night
SUPERHOST
Entire apartment in Hudson
The Mechanic's Sky Loft - Hudson NY
2 guestsStudio1 bed1 bath
WifiAir conditioning
Rating 5.0 out of 5;12 reviews
Price:$106 / night
SUPERHOST
Entire house in East Chatham
Windswept Acres In the Berkshires~Canaan, New York
4 guests3 bedrooms3 beds1 bath
WifiKitchenAir conditioningFree parking
Rating 4.84 out of 5;91 reviews
Price:$214 / night
Entire house in Sheffield
Cozy Berkshire Getaway walk to Brewery w/ HOT TUB
6 guests2 bedrooms2 beds2 baths
WifiKitchenFree parking
Rating 4.0 out of 5;3 reviews
Price:$140 / night
SUPERHOST
Entire cabin in Tivoli
Get Cozy at The Barn in Tivoli
6 guests3 bedrooms5 beds2.5 baths
WifiKitchenAir conditioningFree parking
Rating 4.91 out of 5;212 reviews
Price:$416 / night
Entire apartment in Albany Area
Cozy Suite with huge bar and stone fireplace!
4 guestsStudio1 bed1 bath
WifiKitchenAir conditioningFree parking
Rating 4.61 out of 5;196 reviews
Price:$48 / night
SUPERHOST
Entire cabin in Hillsdale
Secluded Mountain Getaway with Swimming Pond.
8 guests4 bedrooms4 beds3 baths
WifiKitchenFree parking
Rating 4.87 out of 5;47 reviews
Price:$253 / night
SUPERHOST
Entire house in Taghkanic
My Country Home
4 guests2 bedrooms2 beds1 bath
WifiKitchenAir conditioningFree parking
Rating 4.88 out of 5;26 reviews
Price:$195 / night
Entire house in Red Hook
New House with year round Hot Pool near Rhinebeck
6 guests3 bedrooms3 beds2 baths
WifiKitchenAir conditioningFree parking
Price:$530 / night
Entire house in Ghent
Private newly renovated farm house
6 guests2 bedrooms3 beds1.5 baths
WifiKitchenAir conditioningFree parking
Price:$175 / night
SUPERHOST
Entire apartment in Leeds
Murphy’s Law Public House charming studio.
2 guestsStudio1 bed1 bath
WifiKitchenAir conditioningFree parking
Rating 4.82 out of 5;60 reviews
Price:$85 / night
SUPERHOST
Entire house in Egremont
Modern Farm House 5 minutes from Great Barrington
4 guests2 bedrooms2 beds2 baths
WifiKitchenAir conditioningFree parking
Rating 4.94 out of 5;105 reviews
Price:$335 / night
SUPERHOST
Entire apartment in Valatie
Holland House: Modern Rustic Guest Apartment
4 guests2 bedrooms2 beds1 bath
WifiKitchenAir conditioning
Rating 4.98 out of 5;84 reviews
Price:$99 / night
SUPERHOST
Entire house in Hudson
Large mid century house minutes from Hudson
6 guests3 bedrooms3 beds2.5 baths
WifiKitchenAir conditioningFree parking
Rating 4.97 out of 5;35 reviews
Price:$406 / night
21 40 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.