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Columbia County vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Columbia County

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Tiny home · Chatham
Our "Sugar Shack"... 300 sq ft of pure sweetness.
Last min & only availability in Aug: Sun. 8/21-Wed. 8/24. Our unique interpretation of a NYS sugar shack: All the sweetness comes from a combination of your own private luxurious mineral spa, a separate cabana for lounging/reading/TV--and of course, the Tiny Home itself! Enjoy this private oasis yet steps away from restaurants, brewery, shops, theater, galleries, parks, swimming holes. If you're looking for a double the sweetness experience, see our Wunderhaus--2 BR/2 BA (with private hot tub).
$232 per night
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Tiny home · Chatham
Tiny House Amid the Grandeur of The Hudson Valley
Welcome to "The Tiny" at The Hemptons in Upstate New York! The not-so-tiny house is 400sf with plenty of space to stretch out. Each of the two bedroom lofts have a comfy queen bed on a low profile frame. The kitchen is equipped for basic cooking (read: Not good for Thanksgiving, but perfectly suited for standard cooking endeavors). Although we'd encourage you to check out many the local eateries (see below)! The bathroom is full size and likely bigger than the one in your first NYC apartment.
$181 per night
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Entire rental unit · Hudson
Restored 19th century farm house apartment
Brought back from the original bnb boarding house days of the 19th century is our 1 bedroom first floor apartment. Conveniently located on a peaceful country road 15 minutes from Red Hook or Hudson. This private apartment has its own entrance and outdoor patio. The house itself is surrounded by 12 acres of fields and forest that we welcome you to explore. Our dream is to make this place into a small homestead with sheep and chickens, a geo dome greenhouse, and a wood fired sauna. Hope you enjoy!
$102 per night

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Other great vacation rentals in Columbia County

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Entire home · Canaan
Country Cottage
$150 per night
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Private room · North Chatham
Arnold Farmhouse (LOVE)
$89 per night
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Entire guest suite · Austerlitz
Rustic-Modern Studio - Near Hudson, Chatham, & GB
$85 per night
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Entire home · Chatham
Hilltop studio apartment on 100 acres near village
$117 per night
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Entire home · Austerlitz
Fog Hill Cabin Wooded Getaway to the Berkshires
$164 per night
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Entire cottage · New Lebanon
The Writer's Cottage
$105 per night
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Private room · Ravena
Spacious Room in 1930 Home
$68 per night
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Entire cottage · Ghent
Beautiful Cabin with all the modern amenities.
$318 per night
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Private room · Valatie
Charming Eyebrow Colonial North Chatham, NY
$115 per night
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Entire guest suite · East Chatham
Private guest suite without the high price.
$130 per night
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Barn · Kinderhook
Unique Village Antique Print/Shop Studio Apartment
$133 per night
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Entire cottage · Kinderhook
The Cottage on Sylvester Street
$130 per night