Browse 10 vacation homes with private outdoor pools, heated pools, and resort-style communal pools in the Hudson Valley, New York.
Explore Pool HomesPrivate pools. No shared hours, no waiting, no strangers. Just your group, your schedule, and a pool that’s entirely yours from check-in to check-out.
From heated pools that keep the swim going well into the shoulder seasons, to shaded outdoor escapes built for summer heat — we have pool homes for every kind of trip.
Every pool property is inspected, cleaned, and ready before you arrive. Water quality, safety features, and surrounding areas are held to the same standard as the home itself.
Experience the perfect blend of historic charm and modern luxury in the Hudson Valley, where chic resort pools offer breathtaking views of the Catskill Mountains. Whether you are lounging at a boutique inn or a grand riverside estate, cooling off by the water is the ultimate way to enjoy this scenic escape. The region enjoys warm, lush summers with average highs in the low 80s, creating a perfect atmosphere for long afternoons spent poolside amidst the rolling hills and refreshing river breezes.
This space was really beautiful! Even larger and more charming than the photos. Each room was beautifully designed - the furniture, art were really interesting and unique. The house has plenty of the charm of its old roots on display. The pool is huge and there were plenty of different areas for our big family to spend a really special week together. The kitchen was fully functional, their ceramics even beautiful. It was a 15 minute drive into Rhinebeck, so we had plenty of time in town (and the spa!!) with plenty to do. Really a special spot. There is a pond and a creek on the property, where our little ones got to search for frogs and deer, but everything was safely gated and on a quiet street. The views, the vibes, the rooms - wonderful. Highly recommend. The hosts were also very responsive throughout the stay.
We had a very large group of 4 adults and 8 kids ranging from 13-20 y/o with enough room to spread out comfortably. The hosts were very responsive and access/directions clear. The home was beautifully decorated with modern amenities (bluetooth speaker and wine fridge), good WiFi and working air conditioning. The large pool, jacuzzi, game room in the basement and fire-pit kept everyone happily entertained. The extra loft space cabin across from the main house was a great reprieve for adult decompression. There are plenty of farms stands, apple orchards, hiking trails, shops and restaurants within a short distance. We can’t wait to return!
My friends and I had such an incredible stay! The home is so beautiful, with a pool, shuffle board, and pool table. We felt right at home and were so sad to leave. We needed to extend our check-out time for personal reasons, and they were so kind about it. They were also very kind about cleaning up and leaving the AirBnB. 100/100!!! Thank you so much for everything!
10 pool homes are waiting in the Hudson Valley, New York. Find your perfect stay with a private pool, heated pool, or resort-style communal pool included.
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