Skip to content
300+ stays

Stays in Columbia County

Review COVID-19 travel restrictions before you book.
Learn more
SUPERHOST
Entire cabin in Red Hook
Modern Upstate cabin + hot pool near Rhinebeck NY.
6 guests2 bedrooms3 beds1.5 baths
Air conditioningWifi
Rating 4.95 out of 5;157 reviews
Price:$345 / night
SUPERHOST
Entire cabin in Hudson
Unique, off-the-grid slanted cabin on 20 acres
2 guests1 bedroom1 bedHalf-bath
KitchenFree parking
Rating 4.95 out of 5;130 reviews
Price:$88 / night
SUPERHOST
Entire apartment in Catskill
Catskill Village House - Mountain View Suite
3 guests1 bedroom1 bed1 bath
Air conditioningWifi
Rating 4.94 out of 5;103 reviews
Price:$95 / night
SUPERHOST
Entire house in Germantown
Scandinavian Upstate Barn with Catskill Views
4 guests1 bedroom2 beds1 bath
Air conditioningWifi
Rating 4.92 out of 5;121 reviews
Price:$352 / night
Entire cottage in Hudson
Charming Peppercorn Cottage - Hudson, NY
4 guests2 bedrooms2 beds1 bath
Air conditioningWifi
Rating 4.81 out of 5;63 reviews
Price:$140 / night
SUPERHOST
Entire house in Hudson
Rushing Rapids Cottage – a birdwatcher's paradise
5 guests2 bedrooms3 beds2 baths
Air conditioningWifi
Rating 4.95 out of 5;184 reviews
Price:$126 / night
SUPERHOST
Entire cottage in Craryville
Raspberry Ridge Cottage
6 guests3 bedrooms4 beds2 baths
Air conditioning
Rating 4.89 out of 5;285 reviews
Price:$146 / night
SUPERHOST
Entire cottage in Red Hook
bright serene + spacious barn
5 guests2 bedrooms4 beds1.5 baths
Air conditioningWifi
Rating 4.99 out of 5;339 reviews
Price:$333 / night
SUPERHOST
Entire guest suite in Egremont
Berkshire Mountain Views
2 guests1 bedroom1 bed1 bath
Air conditioningWifi
Rating 5.0 out of 5;83 reviews
Price:$132 / night
SUPERHOST
Yurt in Germantown
Stargazer Upstate glamping at Gatherwild Ranch
4 guests1 bedroom1 bed1.5 baths
Wifi
Rating 4.94 out of 5;147 reviews
Price:$189 / night
SUPERHOST
Entire house in Catskill
Catskill Village House quiet location water view
5 guests3 bedrooms2 beds1.5 baths
Air conditioningWifi
Rating 4.87 out of 5;46 reviews
Price:$165 / night
SUPERHOST
Entire cabin in Tivoli
Get Cozy at The Barn in Tivoli
6 guests3 bedrooms5 beds2.5 baths
Air conditioningWifi
Rating 4.91 out of 5;212 reviews
Price:$417 / night
SUPERHOST
Entire house in Hudson
Hudson Pool House-Modern meets Rustic
4 guests2 bedrooms2 beds2 baths
Air conditioningWifi
Rating 5.0 out of 5;24 reviews
Price:$793 / night
SUPERHOST
Entire house in Ghent
Newly renovated guesthouse on 52 acres!
3 guests1 bedroom1 bed1 bath
Air conditioningWifi
Rating 4.91 out of 5;127 reviews
Price:$221 / night
SUPERHOST
Entire guesthouse in Hudson
The Carriage House, Hudson, NY
2 guests1 bedroom1 bed1 bath
Air conditioningWifi
Rating 4.81 out of 5;233 reviews
Price:$181 / night
Entire apartment in Albany Area
Cozy Suite with huge bar and stone fireplace!
4 guestsStudio1 bed1 bath
Air conditioningWifi
Rating 4.61 out of 5;195 reviews
Price:$47 / night
SUPERHOST
Entire guest suite in Germantown
The Studio at Pear Farm
2 guestsStudio1 bed1 bath
Air conditioningWifi
Rating 4.93 out of 5;68 reviews
Price:$195 / night
SUPERHOST
Entire guesthouse in Canaan
Airy cottage with meadow views in The Berkshires
4 guests1 bedroom3 beds1 bath
Wifi
Rating 4.94 out of 5;100 reviews
Price:$145 / night
PLUS
Entire apartment in Hudson
Admire Abstract Artwork at a Contemporary Hudson Hideaway
2 guests1 bedroom1 bed1 bath
Air conditioningWifi
Rating 4.93 out of 5;351 reviews
Price:$144 / night
SUPERHOST
Entire guest suite in Valatie
Brand New Guest Suite in Old Chatham Hunt Country
2 guests1 bedroom1 bed1 bath
Air conditioningWifi
Rating 4.97 out of 5;144 reviews
Price:$95 / night
1 20 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.