
Vacation rentals with a pool in Hudson
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hudson
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Popular amenities for Hudson rentals with a pool
House rentals with a pool

The House on the Hill
Gorgeous house in the heart of Saugerties. The house is located on a quiet street among nature and right next to the water. It is full of old world charm and extremely spacious with a fantastic garden and a very large pool. We were two families (9 total) so we put the whole house to great use. The 5 bedrooms allowed everyone to have their own space. Multiple living rooms and a nice porch were great features The kitchen is well stocked and was put to good use! Claudia and Paul were super reactive to any questions or query. Saugerties is very close (5 min drive) and Woodstock is only a 15 min drive away. Highly recommend for families or group getaway!

Columbia County Farmhouse with Pool
Beautiful house with lots of beds and spaces to hang out. We had a lovely time here visiting the Hudson Valley in the early spring. Would certainly come back!

NEW! Catskill Family Hideout with Seasonal Pool
What a great spacious home. Plenty of room for the whole family. Clean and neat! Beds were super comfortable! Great water pressure. Beautiful back yard and three season porch. This was our second visit here and it was just as great as the first!!

Canopy Hill House - Modern w/ Pool+Hot Tub+Mt View
Amazing house that has everything you possibly need, and amazing and responsive host

Hudson Valley Oasis with in-ground pool.
Gary and Isabelle were wonderful hosts and communicated very well and were very gracious and helpful throughout our stay. Their home is very cozy and warm and comfortable, we had a wonderful time and had everything we needed there for a great stay.!! I would highly recommend their home for a stay in the Catskills if you are looking for a place there! We’ll definitely be back there in the summer as they have a wonderful large pool in the yard to enjoy !!

Harrison Field Pool 10Acres BikeRailTrail 2Town
We had a great weekend celebrating our parents anniversary. The house was plenty big for all of us and the grounds are beautiful. Nathan was quick to respond when we had trouble navigating the AC and made sure we enjoyed our stay!

Farmhouse and Guesthouse w Pool, Pond and Sauna!
Donna was an amazing host and extremely responsive. The property was beautiful and exactly as described in the listing. The pool, pond, sauna’s made the entire experience feel like a special escape from the city. I highly recommend this property and can’t wait to go back!

10 Acre Country Estate with Pool, Hot Tub & Views!
We loved staying here with our family. It worked out perfectly having our daughter’s family on the one side of the house so if the baby cried it wouldn’t wake anyone up. A pack and play was also provided by Justin so we had a place for the baby downstairs as well. The house was roomy and comfortable for everyone. The hot tub wasn’t working right away but they let us know and had it fixed so we were able to use it during our trip. We would definitely stay here again and try it in warmer weather so we could use the pool as well. Thank you for a wonderful place to stay
Condo rentals with a pool

Cozy Gem with Mountain Views
Super cozy and lovely home. Very well stocked and closed to everything. Would stay again!

Windham Condo
We had an amazing stay at Kristen’s condo with our family—my husband, our toddler, and our dog. The location was perfect—secluded and peaceful, but still close to hiking trails and charming small towns. The condo was cozy, clean, and well-equipped with everything we needed for a relaxing weekend. Kristen was responsive and helpful, making our stay even better. Highly recommend for a family getaway!

Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub
I had an amazing stay! The home was spotlessly clean, beautifully furnished, and fully stocked with everything I needed for a comfortable stay. It was the perfect place to relax and unwind—definitely a gem!

Cozy Mountain hideaway Windham, Hunter
Pristine clean, cozy, one bedroom condo unit located in Windham with seasonal access to tennis courts and a pool. Walking distance to the beautiful Windham Path. Slept better than at home in the comfy bed. Went for two days of midweek remote work. Agnieszka, the host, was gracious and responsive. The host obviously put some genuine TLC into this place and it shows. Browsed for books at Briars & Brambles, an indie bookstore in Windham adjacent to Windham Pharmacy. Purchased groceries and firewood down the road at Hickory Hill Market . Ate in area at Higher Grounds and Windham Diner. Living room has a fireplace with large screen TV just above. Great for all seasons. Thanks Agnieszka!

Hunter & Windham: Hikes, Lakes, 2BR
My friends and I really enjoyed our stay. We hiked the devils path trail and Dimitry’s place was perfectly close to the trail and the restaurants around it. His place was great to go back to with a great shower and bath, a beautiful view and very cozy place, with coffee and a coffee maker. Very clean and Dimitry was responsive the whole way through and checkin and out was very easy. Would highly recommend and would stay again.

Windham-Hunter Lodge
Cullen was an exceptional host. The space was exactly as described, with plenty of supplies. Communication was stellar. The condo had plenty of extras like clean linens and blankets, there were even additional chargers set up and toiletries if we needed. The beds are comfortable. The bathrooms very clean and updated. Parking right in front. We felt safe and comfortable. This AirBnB is 5 minutes to Windham mountain and minutes from Town. Plenty of places to eat and shop. I highly recommend this Host and property. If we ever go back, we will try to re-book with Cullen.

4 Bedroom Condo, Close to Golf Courses and Biking
Fit our needs for attending a weekend wedding in the area. Appreciated the 3 full bathrooms. Hosts were very responsive when entry code didn’t work and in providing 2 missing items right away. Wish it was warm enough outside to enjoy the large deck but it was November. Enjoyed our stay.

Luxury Ski in Ski out Condo + Amenities
We worked through a bit of calendar scheduling snafu quickly. Scott was accommodating, proactive, and responsive. The condo was in a great location, maintained well, and clean. We very much enjoyed our quick weekend getaway. Thank you!
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- Belleayre Mountain Ski Center
- Jiminy Peak Mountain Resort
- Windham Mountain
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Albany Center Gallery
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- Zoom Flume
- John Boyd Thacher State Park
- Mohawk Mountain Ski Area
- Opus 40
- Mount Greylock Ski Club
- Norman Rockwell Museum
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Walkway Over the Hudson State Historic Park
- Beartown State Forest
- Naumkeag
- Bash Bish Falls State Park
- Otis Ridge
- Thaddeus Hait Farm
- Plattekill Mountain
- Huck Finn’s Playland, Albany