Vacation rentals with a pool in Rockland County

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Rockland County rentals with a pool

House rentals with a pool

Superhost
Home in Harriman
4.91 out of 5 average rating, 64 reviews

The Hudson Hideaway~Pool, Hot Tub, Sauna~1hr toNYC

AlexisRating, 5 stars2 weeks ago
This was a great home for our family trip. we ranged from 2 to 70 years old, and everyone was comfortable. The house is very nice and full of character and we loved the back yard with the pool, hot tub and sauna. It's very close to the trails too! Highly recommend!
Guest favorite
An inviting inground pool is surrounded by a wooden fence and shaded by lush trees. Several lounge chairs are positioned on the deck, and a colorful inflatable ring floats in the water, offering a serene outdoor space for relaxation.
Home in Hopewell Junction
5 out of 5 average rating, 20 reviews

MCM in the Hudson Valley

LesleyRating, 5 stars4 weeks ago
We had a fantastic stay at this Airbnb! The place was impeccably clean and incredibly comfortable, making it a perfect retreat. The host was very responsive and helpful, addressing all our needs promptly. Highly recommend!
Guest favorite
An aerial view captures a serene retreat surrounded by lush greenery and trees, with a tranquil lake visible nearby. The property includes a swimming pool, emphasizing the natural beauty of the landscape. The expansive scene offers a sense of peace and connection to nature.
Home in Holmes
4.92 out of 5 average rating, 13 reviews

Enchanted Escape | POOL, LAKE, Concierge Services

HadilRating, 5 stars2 weeks ago
I had an incredible experience staying at Sunny's place! From the moment I arrived, everything was exactly as described – clean, comfortable, and thoughtfully set up. Sunny was an outstanding host: friendly, responsive. The location was perfect, the amenities were top-notch, and you can tell that Sunny really cares about his guests’ experience. I truly felt at home during my stay. I would absolutely stay here again and highly recommend Sunny’s Airbnb to anyone looking for a relaxing and hassle-free trip. Thank you, Sunny!
Guest favorite
An outdoor patio features a brick fireplace alongside a seating area with cushions in a neutral tone. A wooden table with chairs is positioned nearby. Lush greenery and natural stone are visible in the background, adding to the peaceful setting.
Home in Cold Spring
4.91 out of 5 average rating, 55 reviews

Summer Adventures in Cold Spring at Gilbo's

BillRating, 5 stars3 weeks ago
We were there for a USMA graduation, and the location / accommodations worked great. Handy having a decent grocery store two blocks away. The walking loop down to the Foundry and Cold Springs Park is delightful. Nice with our house guests (extended family and friends) to be able to spread out in the place. Kitchen was spacious and awesome for family meals. Pool wasn't open yet, but looked inviting to add to the outside BBQ area.
Guest favorite
A spacious backyard is depicted, featuring two red Adirondack chairs positioned around a fire pit. The house, characterized by a gray exterior, is surrounded by lush grass and trees. The scenic view includes a nearby barn and the surrounding hills in the background.
Home in Putnam Valley
4.93 out of 5 average rating, 27 reviews

The Barger Wixon House

ChrisRating, 5 stars4 weeks ago
Stayed for West Point graduation. House was awesome. Hosts were more awsomelierist….. Highly recommend. GO ARMY! BEAT navy!
Guest favorite
Home in Greenwich
4.96 out of 5 average rating, 45 reviews

Riverfront Cottage Retreat & Pool 35 mins from NYC

Rich Rating, 5 stars1 week ago
A truly Great stay in Greenwich with David, we really enjoyed our stay in the house, such an awesome place and quiet location (next to a beautiful river!) too, which we loved. The pool was a massive bonus for sure! Comms with David were great, he was very quick to respond at all times on any queries we had, much appreciated indeed. Many thanks again, Rich
Top guest favorite
The exterior of the home is captured against a clear blue sky, featuring a spacious pool surrounded by stone paving. A large deck with multiple glass doors offers views of the backyard. Lush greenery and trees form a serene setting around the property.
Home in Greenwood Lake
5 out of 5 average rating, 67 reviews

Heated Pool On | Fenced Yard | Hot Tub | Lake View

YadiRating, 5 stars2 weeks ago
Loved staying here, Fanny was very responsive. The house is so spacious. My girls and I had a blast!
Guest favorite
A charming carriage house features large windows and a high peaked roof, set amidst lush greenery. A well-maintained pool with a gentle fountain is situated in front, surrounded by landscaped gardens and inviting white lounge chairs.
Home in Englewood
4.94 out of 5 average rating, 158 reviews

Englewood NJ Country Carriage House (15 min NYC)

SarahRating, 5 stars2 weeks ago
Lisa’s place was fun and relaxing for our family. Great place to relax and unwind all while being close to the great areas we visited. Lisa was a great host ❤️

Destinations to explore