
Vacation rentals with a pool in Columbia County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Columbia County
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House rentals with a pool
Superhost

Home in Old Chatham
4.93 out of 5 average rating, 29 reviewsHaddock + Cotter - Chic Farmhouse and Barn w/ Pool
IdaRating, 5 stars4 weeks ago
We had a good stay at Victoria’s farmhouse. The location is really peaceful and relaxing, surrounded by nature—perfect if you’re looking to unplug a bit. The house itself is beautiful and very comfortable, with unique interiors that feel like something out of a design magazine. Victoria was easy to communicate with and helpful when we had questions. It’s a bit off the beaten path, which we liked, but still just a 15-minute drive to shops and about 30 minutes to the train and some great restaurants in Hudson. Overall, a lovely spot for a quiet getaway.
Superhost

Home in Hudson
4.75 out of 5 average rating, 61 reviewsModern Glass House
CelesteRating, 5 stars1 day ago
Stunning property! Had a great stay
Guest favorite

Home in Pine Plains
5 out of 5 average rating, 41 reviewsStunningly Designed Luxury Home w/ Pool & Hot Tub
NaomiRating, 5 stars4 weeks ago
We had an amazing relaxing weekend. The beds are comfy, pool heated, quiet serene area. All around perfect weekend getaway. The house was clean and had everything we could have possibly needed.
Guest favorite

Home in Athens
4.93 out of 5 average rating, 43 reviewsCatskills Lake Community Escape near Hudson
TinaRating, 5 stars4 weeks ago
House is very comfortable and clean in a convenient location to Hudson and other local attractions. The host is very responsive, helpful and accommodating. There is the additional bonus of having access to the lake and the amenities in Sleepy Hollow community, but we were so busy with hiking, visiting a winery and dining at some great restaurants we didn’t use it! We had a really great long holiday weekend and would definitely recommend staying at this air bnb!
Top guest favorite

Home in Egremont
5 out of 5 average rating, 31 reviewsThe Catamount Ski Haus w. Pool/Hot Tub
JulieRating, 5 stars4 weeks ago
This house was perfect for our needs. We were in town for Berkshires graduation. It was 15 min from the school and 15 min from Great Barrington. Wish the weather would have been better for the pool! They were very available for any of our questions and needs. Definitely recommend!
Guest favorite

Home in New Lebanon
4.98 out of 5 average rating, 60 reviewsBerkshire Mountain home views, pool, Queechy Lake
GeorgeRating, 5 stars4 months ago
The house was very spacious, the kids ranging from 6-10 loved the games, especially cue ball and fuzz ball. The adults loved the fact there was a lower half where the kids can watch movies and play, while the adults did grown up chatting in the living space. A memorable ski weekend that everyone enjoyed to the fulliest and sad it went so fast. We look forward returning one day in the spring or summer to see a different aspect of the area. Thank you!
Guest favorite

Home in Hudson
4.94 out of 5 average rating, 77 reviewsHudson River Sunset Getaway
AmandaRating, 5 stars2 months ago
The view from this house is amazing and my family loved putting up the blinds every morning to gaze out. The sitting room and bedrooms were so lovely, homey, and comfortable to lounge in. Maura was welcoming and proactive in communication and had beautiful flowers waiting in the living room for us.
Top guest favorite

Home in Athens
4.96 out of 5 average rating, 53 reviewsModern & Cozy Lake Oasis ~ Hot Tub ~ Games ~ View
DanielleRating, 5 stars2 weeks ago
We loved Kathryn’s place! It was so peaceful and pretty, we loved having lake access, and it was convenient to drive to several local towns with great restaurants. The whole family enjoyed the kayaks and the community pool and the lovely outdoor space. My favorite part of the stay was the friendly fox who would visit the property in the mornings. Kathryn was also a wonderful host and responsive to our questions/messages. I would definitely stay here again!
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- Hunter Mountain
- Saratoga Race Course
- Howe Caverns
- John Boyd Thacher State Park
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- Taconic State Park
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Zoom Flume
- Windham Mountain
- Kent Falls State Park
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Norman Rockwell Museum
- Mohawk Mountain Ski Area
- Beartown State Forest
- Hancock Shaker Village
- Hunter Mountain Resort
- Opus 40
- Naumkeag
- Brignole Vineyards
- Things to do Columbia County
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