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Holiday rentals in Columbia County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Columbia County

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

Toasty Warm Hygge in the Magical Winter Berkshires
Entire residential home · 6 guests · 3 beds · 2 bathrooms
Toasty Warm Hygge in the Magical Winter Berkshires*Ski season is here-under 10 minutes to Catamount Mountain Resort* -Newly renovated and thoughtfully designed mid century retreat -Gourmet kitchen, high end decor, home theater, log fire and luxury bedding -Upscale bathrooms, complimentary toiletries and plush robes to recharge -Marvel at the night sky as you enjoy the fire pit and outdoor pizza oven -New Washer Dryer and Ultra-fast Wi-Fi -Set in one the most desirable locations in Hillsdale: enjoy farmers markets, cideries & the Berkshires
Cozy 2 Bedroom New construction!
SUPERHOST
Entire bungalow · 4 guests · 4 beds · 1 bathroom
Cozy 2 Bedroom New construction!Keep it simple at this peaceful and centrally-located place. Whether getting out of town with friends, family or for a romantic getaway this new construction home is the perfect place. Boaters, skiers, antique shoppers, this quaint yet eclectic village has all of your needs. The village offers restaurants, a brewery, Hudson River waterfront and much more. All in walking distance from this home. Whether cooking home by the fire or stepping out, all amenities are here for you.
Cozy, charming cottage by the creek
Entire cottage · 4 guests · 2 beds · 1 bathroom
Cozy, charming cottage by the creekTake it easy at this unique and tranquil getaway across from the Kinderhook Creek just outside of Malden Bridge, NY. Great for walkers, bike-riders, fishermen and fisherwomen, and lovers of natural beauty. Great fishing and swimming holes nearby. Well-supplied kitchen, washer and dryer, and lightning fast internet. Well-mannered dogs considered. Fenced in yard.

Holiday rentals for every style

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Popular amenities for Columbia County holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Columbia County

  1. Entire cottage
  2. Old Chatham
Charming upstate cottage close to Berkshires
₹9,368 per night
SUPERHOST
  1. Entire cottage
  2. Valatie
Welcome to the "Red Bridge Cottage"
₹14,828 per night
SUPERHOST
  1. Entire guest suite
  2. Valatie
Brand New Guest Suite in Old Chatham Hunt Country
₹7,119 per night
  1. Treehouse
  2. Catskill
Catskill Modern Home with a View
₹28,103 per night
  1. Entire rental unit
  2. Catskill
Catskill Village House - Mountain View Suite
₹9,368 per night
SUPERHOST
  1. Entire residential home
  2. Canaan
Country Cottage
₹9,368 per night
SUPERHOST
  1. Entire residential home
  2. Kinderhook
O.K. (Old Kinderhook) HideAway
₹16,862 per night
  1. Entire cottage
  2. Germantown
New to market - Tranquil 2 bedroom home
₹12,879 per night
  1. Entire residential home
  2. Hudson
Sun-drenched, upstate escape outside of Hudson
₹22,482 per night
SUPERHOST
  1. Entire guest suite
  2. Hudson
Warren St. Garden Suite, parking - Pets allowed
₹11,241 per night
  1. Entire residential home
  2. Egremont
Modern and Stylish Country Lakeside Cottage
₹21,240 per night
  1. Entire residential home
  2. Hudson
Charming Peppercorn House! - Hudson, NY
₹8,351 per night