House holiday rentals in Columbia County

Find and book unique houses on Airbnb

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Popular amenities for Columbia County house rentals

House rentals with a pool

Top Guest favourite
Home in Catskill
4.98 out of 5 average rating, 55 reviews

Hudson Valley & Catskill Mountain Views • Hot Tub

EmmaRating, 5 stars4 days ago
We stayed here for about a week to getaway away from the city and we absolutely loved it! It was the perfect place to recharge and relax. Everything was as described!
Guest favourite
Home in Hudson
4.93 out of 5 average rating, 15 reviews

Enchanting Escape | Pool Ready for Summer Fun!

LillieRating, 5 stars1 week ago
We had an absolutely lovely stay at David's place. He is responsive and kind, a truly wonderful host. The space is gorgeous and peaceful! The perfect weekend getaway :)
Top Guest favourite
Home in Hudson
5 out of 5 average rating, 14 reviews

New! Gemini House 1892 Farmhouse w/ Pool - Hudson

PaddyRating, 5 stars6 months ago
Dianne’s place is perfect for a weekend getaway. Super close to Hudson and perfectly appointed. Thanks so much for making our stay so easy!
Top Guest favourite
Home in Coxsackie
4.98 out of 5 average rating, 81 reviews

Hudson River estate guest cottage

AbbasRating, 5 stars3 weeks ago
I had a wonderful stay at this Airbnb! The space was incredibly clean and well-kept, and the view was absolutely beautiful, such a peaceful and relaxing spot. Rebeccas and Aaron were very responsive and friendly, which made the whole experience even better. I’d definitely recommend this place to anyone looking for a comfortable and scenic getaway. Would love to stay again!
Top Guest favourite
Home in East Chatham
5 out of 5 average rating, 15 reviews

Stylish Rural Sanctuary with POOL!

CharlieRating, 5 stars2 months ago
A truly amazing experience. I wholeheartedly recommend staying at Amanda & John’s home. You won’t find a better, more cared for, more beautifully appointed home. Everything you could ask for and more. Super kind, responsive hosts and every detail is considered. Great WiFi, too. If you’re looking for an experience in a spacious landscape, in quietude, with stars up above, this is the place.
Guest favourite
Home in Catskill
4.91 out of 5 average rating, 111 reviews

Pool*Hot Tub*Pirate Ship*Fire Pit*Luxury Farmhouse

EliezerRating, 5 stars2 weeks ago
This property is beautiful! The house and amenities are actually just as nice in real and every detail was so thought out. Arp really has good taste and communicated well throughout our stay.
Guest favourite
Home in Hudson
4.93 out of 5 average rating, 54 reviews

Spring Getaway | 3BR Historic Retreat 5 | Fire pit

MikeRating, 5 stars1 month ago
Loverly house in a good location. There were a couple of issues when we first arrived but Amber quickly sorted them out. The outside areas were as good as the inside and we would not hesitate to recommend Ambers house and would certainly stay there again.
Top Guest favourite
Home in Hudson
4.98 out of 5 average rating, 55 reviews

Hudson Saltbox

TerenceRating, 5 stars2 days ago
The Soapbox was a delightful house for a two couple weekend getaway. We appreciated the privacy of the house, the relaxing fire pit and hot tub, and the convenience of being only a short 10-15m drive from anything in town. Communication was straightforward and quick, and the house was well stocked with all sorts of glassware and cookware for meal preparation.

Weekly house rentals

Guest favourite
Home in Copake
4.97 out of 5 average rating, 36 reviews

TREE FARM Hilltop Getaway: Majestic Mountain Views

KatherineRating, 5 stars4 months ago
We had a wonderful, restful stay in this beautiful home. The ambience is so peaceful and the home is spotless, with many thoughtful touches for guests. We'd definitely stay again!
Top Guest favourite
Home in Canaan
4.96 out of 5 average rating, 54 reviews

Private Retreat: Hot Tub! Movie Room! Pool Table!

MusserRating, 5 stars1 week ago
This was a bit of a last minute decision to come to the Berkshires and I was grateful that Tiffany could accommodate some quick changes. The house is just as described--lots of space, nice setting, pool table was fun (and cool in the basement), and I appreciated that our two dogs could be included. Even though the house is in NY, it is not far from the hiking trails and museums. We would like to come back--a lot more to see and do in this area.
Top Guest favourite
Home in Hollowville
5 out of 5 average rating, 26 reviews

Meditative + Musical 3 bd country home w/ hot tub

HaleyRating, 5 stars3 weeks ago
Ambyr’s home was the perfect relaxing getaway! The house and amenities were exactly as described. She was extremely responsive when I had check in questions, or when I asked for recommendations in the area. The house is a perfect short drive to downtown Hudson, and also near so many little charming restaurants and places to grab drinks. Our favorite part of the house was the hot tub and relaxing backyard. Would highly recommend!
Guest favourite
Home in Hudson
4.93 out of 5 average rating, 42 reviews

All the comforts of home Private 1 family House

FranRating, 5 stars1 day ago
Our host was very nice. The picture were precise. We loved the front porch and sat outside relaxing. The house was very comfy. We had a wedding at the Vanderbilt which was right across the road. It was perfect . We were able to walk right over. Thank you for be very accommodating
Top Guest favourite
Home in Canaan
5 out of 5 average rating, 66 reviews

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove

MichelleRating, 5 stars1 week ago
We had a wonderful stay at James and Lissy’s house! It was perfectly located for getting around the Berkshires. The house was clean, beautiful, and cozy. When we needed to communicate with James and Lissy they were incredibly responsive and helpful. Every year, my friends from high school and I meet up for a reunion in the Berkshires (we have been doing this annually), and the hope is to stay in this very Airbnb next year, if possible/ available! It was an exceptional Airbnb experience!
Guest favourite
Home in Great Barrington
5 out of 5 average rating, 12 reviews

Valley Vista atop Jug End

PanosRating, 5 stars1 week ago
Nice place. Great layout. Easy to navigate. Host was very communicative. We would stay there again.
Top Guest favourite
Home in Old Chatham
4.98 out of 5 average rating, 48 reviews

The Red House

SandyRating, 5 stars3 weeks ago
Leslie's house was wonderful. Comfortable home with lots of space in a peaceful setting. Beautiful views and walking distance to a bird sanctuary with nice trails. We would love to stay here again.
Guest favourite
Home in Hudson
4.98 out of 5 average rating, 91 reviews

Chic Hudson Farmhouse w/ Fireplace & Porch

EsterRating, 5 stars1 week ago
Brad's place was lovely and very quaint. Had a lovely time with family and very close to nice restaurants.

Private house rentals

Superhost
Home in Chatham
5 out of 5 average rating, 3 reviews

Chatham Farmhouse Hudson Valley

NazariyRating, 5 stars4 months ago
We had an amazing weekend stay at Micah’s place! The home was absolutely stunning—super clean, beautifully furnished, and stocked with everything you could possibly need. The kitchen was fully equipped with all the appliances, making it easy to cook and enjoy meals. The highlight was the TV room, which had incredible sound quality and made for a perfect spot to relax. The home was also very child-friendly, which made our stay even more enjoyable. Overall, a fantastic experience! Highly recommend this place.
Top Guest favourite
Home in Hillsdale
5 out of 5 average rating, 51 reviews

Cambridge Hill Farmhouse - Sauna - Swimming Pond

janetRating, 5 stars4 days ago
This was a perfect vacation home for our family trip. Spacious house with beautiful indoor and outdoor spaces, a well equipped kitchen, luxurious and extremely comfortable furnishings and a location that makes visits to surrounding charming towns so easy.
Guest favourite
Home in Hudson
5 out of 5 average rating, 11 reviews

Lovingly restored cottage

JessRating, 5 stars3 weeks ago
Wonderful peaceful place Zach was very nice to talk to and responded quickly to any concerns we had
Guest favourite
Home in Egremont
4.91 out of 5 average rating, 82 reviews

Modern and Stylish Country Lakeside Cottage

NikiRating, 5 stars3 weeks ago
This was my second time staying at Maureen’s beautiful lakeside home and it surely won’t be my last. It’s the coziest, peaceful and inspiring place. Looking forward to future visits!
Guest favourite
Home in Hillsdale
4.94 out of 5 average rating, 84 reviews

Sun-drenched cottage surrounded by farmland.

MadiRating, 5 stars3 weeks ago
Our stay here was fantastic! The house was beautiful and had everything you could need to feel right at home. Including a kitchen stocked with essentials, lots of fire wood and games. The location of perfect right between Hudson and Great Barrington and it felt super private. Would definitely stay here again.
Top Guest favourite
Home in Millerton
4.99 out of 5 average rating, 68 reviews

1800s Schoolhouse with Modern Amenities

MattRating, 5 stars2 weeks ago
Cathy was extremely helpful and great with communicating clear instructions for our stay at her great home!
Top Guest favourite
Home in Hillsdale
4.96 out of 5 average rating, 55 reviews

Gorgeous Mountain Views Retreat: Family & Nature

KathrynRating, 5 stars3 weeks ago
The house is absolutely perfect for a quiet, rural getaway that's in close proximity to Hudson and Great Barrington! The property is green and lush and there are numerous picture windows to enjoy the surroundings and stunning views. The wood floors and ceilings make the home feel incredibly cozy and there are numerous seating areas and a large kitchen. We had a fantastic time staying and would highly recommend it to anyone!
Superhost
Home in Hudson
4.83 out of 5 average rating, 23 reviews

Artist’s retreat near the woods

BeccaRating, 5 stars1 day ago
The house is clean, quiet, and pleasant. The house itself is quite old and so there are the obvious charming quirks that come with old homes. The main thing to note is that the stairs are very steep and narrow, so if there is anyone with mobility challenges, this may be hard to navigate. Also the ceilings are low as is common in these old homes, so anyone over 6’5” might be simply too tall for. The kitchen is clean and well stocked with cutlery and serve ware. There are two clean, large bathrooms. There are three bedrooms— important to note the bedroom with the twin bed is directly off the main bedroom. The only other quirk, which I thought was kind of charming in its own way, was the curtains, which are actually cut up pieces of cloth, not true curtains. But the cloth is nice and gauzy, so it lets beautiful woodsy morning light into the house.

Destinations to explore