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Columbia County vacation rentals

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Top-rated vacation rentals in Columbia County

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

Tiny home · Chatham
Sugar Shack - 300 square feet of pure sweetness.
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 with LoveSAC for lounging--and of course, the Tiny Home itself! Enjoy this VERY PRIVATE OASIS yet steps away from restaurants, brewery, shops, movie theater, galleries, parks.🍎 picking, oktoberfests, corn mazes. If you're looking for a double the sweetness experience, see The Honeydew--2 BR/2 BA (with private hot tub). Follow us @artparkhomes
$219 per night
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Private room · North Chatham
Arnold Farmhouse (Italianate - private bath)
Private entrance and an attached private bathroom. Enjoy the porch, garden, honey bees; walk around the old farm/fields., situated on the bank of the Valatie Kill in the quaint hamlet. Jiminy Peak Ski is a 30 min., Larkin Hill is a stones throw, as well as the Kinderhook Creek & OC Hunt Club. Excellent loops for cyclists. We are 30 minutes from Albany or Hudson, Schodack Island 15 min. Excellent roads. It is a wonderful way to get some real fresh air - good for couples, solo, and business.
$94 per night
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Entire cabin · Chatham
The Upstate Cabin: A secluded getaway in the woods
Cozy cabin tucked away in the woods, 2.5 hours north of NYC and 2.5 hours west of Boston - where the Catskills meet the Berkshires. There's hiking in the summer, skiing in the winter, and total peace & quiet year-round. This entire cabin has been hand-lovingly restored over the last year and we can't wait to share the space with you. Follow us on Insta at @theupstatecabin to follow our upstate adventures and cabin transformation.
$395 per night
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Other great vacation rentals in Columbia County

Entire cabin · Pine Plains
The Upstate A - Modern Luxury in the Hudson Valley
$401 per night
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Tiny home · Chatham
The Honeydew: Tree house vibes w/private hot tub
$227 per night
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Tiny home · Chatham
Tiny House Amid the Grandeur of The Hudson Valley
$181 per night
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Entire home · Chatham
Pet-friendly, Chatham, NY. No neighbors in sight.
$201 per night
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Entire guest suite · Valatie
Guest Suite in Old Chatham Hunt Country
$95 per night
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Entire home · Kinderhook
Charming Kinderhook Village Victorian Duplex
$135 per night
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Entire home · Hudson
Bright, Airy Home in Hudson w/ TONS of Character!
$194 per night
Entire cottage · Hillsdale
Cozy Cottage by Catamount, Berkshires & Hudson
$120 per night
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Entire cabin · Copake Lake
Secluded Cabin w/ PRIVATE HOT TUB and LAKE ACCESS
$230 per night
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Entire guesthouse · Valatie
Hudson Berkshire Lake Log Cabin
$182 per night
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Private room · Valatie
Charming Eyebrow Colonial North Chatham, NY
$115 per night
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Entire cabin · Old Chatham
RaW Magical Cabin in the Woods
$239 per night
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