House vacation rentals in Columbia County

Find and book unique houses on Airbnb

Top-rated house rentals in Columbia County

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

Guest favourite
Home in Ghent
Stylish Hawthorne Valley Farmhouse Retreat
Hawthorne is a renovated 1920s farmhouse set on 11 acres of pastoral fields, forest and pond, featuring stylish, comfortable, art-filled white and green rooms. Take in the view from the sun porch, nap on the big L-shaped sofa, share cocktails in the field overlooking the valley, and cozy up by the fieldstone fireplace at night. A fully equipped house, with Watson Kennedy goods throughout. Professional design, high quality kitchen equipment and accoutrement, linens, blankets and comforters, with Malin+Goetz & Molton Brown supplies make this your luxe country getaway. Now with unlimited WiFi. The perfect getaway for one to three couples, Hawthorne offers multiple rooms and lots of space for maximum relaxation and taking in the country. >> Enjoy the view from the sun-drenched front porch. >> Nap on the big L-shaped sofa in the living room. The two extra deep Restoration Hardware couches are 7’ long; they also serve as larger than usual single beds >> Cozy up with a book by the fieldstone fireplace in the fully screened back porch (with glass panels in Fall and Winter). >> Share sunset cocktails in the Adirondack chairs up in the field overlooking the valley. >> Cook in the well-equipped kitchen. >> Eat your candle-lit dinner in the dining room overlooking the valley. This is a fully equipped country farmhouse, with Watson Kennedy goods throughout the home. Professional design, high quality kitchen equipment and accoutrement, linens, blankets and comforters, and Malin+Goetz bath supplies make this your luxe country getaway. You will be the only guests in the house, with no one else on-site. Lots of hiking in the valley and nearby conservancy areas, biking on country roads, cross-country, downhill or snowshoe during the snowy months, or take in all the antique shops and history year-round. This peaceful property is minutes from the Hawthorne Valley Farm store, 20 minutes to the world-class food and vintage mecca of Hudson, and 30 minutes from the culture and history of Tanglewood, Jacobs PIllow and the Berkshires. For recreation there is hiking in the valley and nearby conservancy areas, biking on country roads, or cross-country, downhill or snowshoeing during the snowy months. Hawthorne is a 2-hour drive from NYC or a 2-hour Amtrak ride from Penn Station to Hudson, and then a 20 minute drive by car or taxi. The house is conveniently close to the Taconic Parkway, while set in a peaceful and quiet valley.
Jul. 5 – 12
$471 CAD per night
4.98 out of 5 average rating, 103 reviews
Guest favourite
Home in Chatham
2BR Chatham Vlg Home Wi-fi Park@Door Keyless 55"TV
WELCOME ALL. Pedestrian/Bike friendly Village home sits 200' to fine dining & Main St pubs/pizza/movies/shopping. 12mi Hudson Amtrak (taxi, Uber avail). Walk to town park w/swim pond. 30mins Albany/Lenox. Keyless entry but hosts a text away if needed. Smoke/Pet-free property. Ck-in 4pm/-out 11a. 55" Sony Roku TV. High-speed WiFi for work/play. Stocked kitchen/full bath incl W/D. Private outdoor dining area w/propane bbq. 2 guests ideal but a 3rd could be accommodated. Snow removal incl.
Oct. 8 – 15
$175 CAD per night
4.9 out of 5 average rating, 143 reviews
Guest favourite
Home in Ghent
Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi
This charming location is perfect for a weekend (or longer!) getaway. With enough sleeping arrangements for 5 people, the cabin is ideal for a couple or a small group of close friends/family. Linens and toiletries are provided, as well as a fully stocked coffee bar. Grocery and bar packages are available upon request and can be set-up prior to arrival. Escape from the everyday & enjoy experiences like Art Omi, local wineries, downtown Hudson & Chatham, skiing, hiking and so much more!
Apr. 11 – 18
$271 CAD per night
4.96 out of 5 average rating, 211 reviews

Popular amenities for Columbia County house rentals

House rentals with a pool

Guest favourite
Home in Hudson
Casa Luna Country Retreat with Pool, Hudson, NY
Jul. 20 – 27
$823 CAD per night
4.93 out of 5 average rating, 227 reviews
Guest favourite
Home in Ghent
Modern Barn on 12 acres w Sauna, FirePit+swimming
Jul. 7 – 14
$578 CAD per night
4.87 out of 5 average rating, 259 reviews
Guest favourite
Home in Catskill
The Grandview | Catskill, NY
Oct. 9 – 16
$925 CAD per night
4.93 out of 5 average rating, 156 reviews
Guest favourite
Home in Sheffield
Race Mountain House
Jul. 25 – Aug. 1
$871 CAD per night
4.85 out of 5 average rating, 114 reviews
Guest favourite
Home in Pine Plains
Stylish, Secluded Getaway with Pool & Fireplace
May 28 – Jun. 4
$807 CAD per night
4.95 out of 5 average rating, 131 reviews
Superhost
Home in Kinderhook
The Big Yard at Kinderhook
Sep. 9 – 16
$338 CAD per night
4.91 out of 5 average rating, 53 reviews
Guest favourite
Home in Hudson
Secluded classic farmhouse near Hudson-pool+hottub
Jun. 10 – 17
$1,200 CAD per night
4.87 out of 5 average rating, 31 reviews
Guest favourite
Home in Hillsdale
Ives Farmhouse | Retreat in the Hudson Valley
Feb. 5 – 12
$625 CAD per night
5.0 out of 5 average rating, 26 reviews
Guest favourite
Home in Craryville
Poets Hill - Modern poolhouse with magical views.
Jun. 8 – 15
$1,039 CAD per night
5.0 out of 5 average rating, 28 reviews
Guest favourite
Home in Catskill
Hudson Valley & Catskill Mountain Views • Hot Tub
Aug. 1 – 8
$944 CAD per night
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Great Barrington
Newly Remodeled Private Estate-Pool, Tennis Court!
Nov. 4 – 11
$1,697 CAD per night
4.97 out of 5 average rating, 33 reviews
Guest favourite
Home in Germantown
Beautiful Riverside Retreat; W/Pool&Mountain Views
Mar. 3 – 10
$969 CAD per night
5.0 out of 5 average rating, 12 reviews

Weekly house rentals

Guest favourite
Home in Germantown
Germantown Cottage! Catskills Views! H River trail
Apr. 30 – May 7
$534 CAD per night
4.96 out of 5 average rating, 248 reviews
Guest favourite
Home in Germantown
Private Hudson Valley Loft on 200 Acre Horse Farm
Dec. 29 – Jan. 5
$497 CAD per night
4.99 out of 5 average rating, 268 reviews
Guest favourite
Home in Chatham
Pet-friendly, Chatham, NY. No neighbors in sight.
Sep. 15 – 22
$292 CAD per night
4.88 out of 5 average rating, 189 reviews
Guest favourite
Home in Craryville
The City Farmers Upstate. Farm house with hot tub
Sep. 29 – Oct. 6
$568 CAD per night
4.93 out of 5 average rating, 216 reviews
Guest favourite
Home in Catskill
Athens, NY House - 1 Bedroom "Want to Get Away"?
Aug. 10 – 17
$231 CAD per night
4.99 out of 5 average rating, 126 reviews
Guest favourite
Home in Ghent
Blacksmith House, Ghent, NY
May 1 – 8
$336 CAD per night
4.94 out of 5 average rating, 121 reviews
Guest favourite
Home in Chatham
Country house on Indian Creek
Dec. 9 – 16
$262 CAD per night
4.88 out of 5 average rating, 136 reviews
Guest favourite
Home in Copake
Lakefront +views +skiing +bbq +firepit
Feb. 20 – 27
$495 CAD per night
4.96 out of 5 average rating, 169 reviews
Guest favourite
Home in Hudson
Rushing Rapids Cottage – a birdwatcher's paradise
Mar. 2 – 9
$274 CAD per night
4.96 out of 5 average rating, 339 reviews
Guest favourite
Home in Catskill
HEAVEN ON EARTH - Hudson Riverfront Home
Feb. 1 – 8
$741 CAD per night
4.95 out of 5 average rating, 129 reviews
Guest favourite
Home in Copake
Copake Retreat
Sep. 4 – 11
$234 CAD per night
4.92 out of 5 average rating, 106 reviews
Guest favourite
Home in New Lebanon
The old sawmill from 1771
Dec. 15 – 22
$209 CAD per night
4.99 out of 5 average rating, 347 reviews

Private house rentals

Guest favourite
Home in Hudson
320 State - Beautiful Backyard 2 blks from Warren
Mar. 3 – 10
$179 CAD per night
4.86 out of 5 average rating, 236 reviews
Guest favourite
Home in Leeds
A Peaceful Escape
Aug. 14 – 21
$184 CAD per night
4.88 out of 5 average rating, 139 reviews
Guest favourite
Home in Canaan
Country Cottage
Dec. 28 – Jan. 4
$209 CAD per night
5.0 out of 5 average rating, 129 reviews
Guest favourite
Home in Kinderhook
Jenny’s Folk Art Museum
Jul. 2 – 9
$297 CAD per night
4.87 out of 5 average rating, 103 reviews
Guest favourite
Home in Hudson
Garden Paradise minutes from Hudson
Feb. 9 – 14
$274 CAD per night
4.99 out of 5 average rating, 184 reviews
Guest favourite
Home in Great Barrington
Elegant Year-Round Lakeside Retreat with AC
Dec. 31 – Jan. 7
$683 CAD per night
4.96 out of 5 average rating, 134 reviews
Guest favourite
Home in Hudson
Livingston Farmhouse Escape with hot tub and sauna
Apr. 8 – 15
$765 CAD per night
4.95 out of 5 average rating, 245 reviews
Guest favourite
Home in Chatham
Beautiful Lake/Mountain Views. Bright Sunlit Home.
Jan. 30 – Feb. 6
$508 CAD per night
4.93 out of 5 average rating, 187 reviews
Superhost
Home in Copake
Modern, cozy log cabin in Copake
May 15 – 22
$526 CAD per night
4.9 out of 5 average rating, 119 reviews
Superhost
Home in Copake
Dreamy Hudson Valley Lakehouse with Hot Tub
Apr. 15 – 22
$559 CAD per night
4.88 out of 5 average rating, 108 reviews
Guest favourite
Home in Egremont
The Berkshires Mountain Terrace LUX Home Sleeps 7
Oct. 17 – 24
$1,046 CAD per night
4.96 out of 5 average rating, 100 reviews
Guest favourite
Home in Copake
Yellow Door House
Jan. 23 – 30
$163 CAD per night
4.92 out of 5 average rating, 36 reviews

Destinations to explore