Holiday rentals with a pool in New York

Find and book unique homes with a pool on Airbnb

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Popular amenities for New York rentals with a pool

House rentals with a pool

Guest favourite
Home in Clay
4.92 out of 5 average rating, 171 reviews

Beautiful House in the Best Area to Stay!

JazmyneRating, 5 stars4 weeks ago
Me and my boyfriend stayed at Dylan’s with 3 others for 3 days and it was a beautiful, clean home. We had no issues with anything . Dylan responded to us no problem, the house looked even more beautiful than the pictures, the pool was a good temperature, the hot tub was our favorite thing in the backyard. We used the fireplace and it was really nice as well as the grill, we loved making food on there too. Overall it was an amazing experience Dylan was great with communication and hospitality. I would definitely book with him again.
Superhost
Home in New Paltz
4.86 out of 5 average rating, 159 reviews

Scenic River View Escape | New Paltz

TatiaRating, 5 stars2 weeks ago
I spent my birthday at this beautiful house and couldn’t have asked for a better experience. The place was spotless and full of natural light, with lovely views that made the stay even more special. The atmosphere was peaceful and clean, and the house had everything we needed for cooking and relaxing. I truly felt at home and appreciated all the thoughtful touches. Highly recommend for anyone looking for a cozy, well-equipped getaway!
Guest favourite
Home in Woodstock
4.92 out of 5 average rating, 244 reviews

Little owl Japanese teahouse: pool is OPEN

JaneRating, 5 stars2 weeks ago
My husband and I had a wonderfully relaxing time at the Little Owl Teahouse. It’s a cozy and well-outfitted cabin with a super comfy bed and a great leather reading chair. Drank lots of the delicious mountain well water. Made breakfast in kitchen — love the pans and electric cooktop. Short drive to Woodstock for dinner. And oh the beauty of the surroundings - scenic views everywhere. Our two little doggies were happy to romp in the fenced in yard. Little too chilly when we were there but pool looks so appealing. Lisa is a proactive and super responsive host.
Top Guest favourite
Home in Fairport
4.99 out of 5 average rating, 169 reviews

Esten-Wahl Farm - Historic Landmark Victorian Home

MarthaRating, 5 stars2 weeks ago
Magnificent homestead built in 1855. Beautiful grounds. Loved the animals in the barn. Lovely tennis court and swimming pool. Comfy beds! Martha was totally responsive and helpful. Peaceful and relaxing stay!😊
Guest favourite
Home in Manorville
4.98 out of 5 average rating, 255 reviews

Ultimate House with Heated Pool, Hot Tub and Sauna

SolomonRating, 5 stars1 month ago
This Home was Amazing!! Anastasia is Phenomenal, I could see why they are Super Hosts. Their home is Beautiful and very clean. It’s filled with amenities! all that are in the description. So much so we didn’t even get a chance to take advantage of them all. We were only there for two days. Next time it’ll be much longer. I love this place!
Guest favourite
Home in Saugerties
5 out of 5 average rating, 152 reviews

Upstate Modern Scandinavian Barn in the Catskills

Zoe StarRating, 5 stars2 weeks ago
We truly enjoyed our stay at Wilderkill Barn. Maria Cristina and William were exceptional hosts—warm, attentive, and genuinely committed to making our visit special. They went above and beyond to make us feel welcome. The home was a haven, with a hot tub, sauna, pool, fire pit, pool table, and immersive sound and movie systems—all of which made our stay delightful despite the cold, dreary May weather. We can't thank them enough. ***That said, we feel it's necessary to address a serious issue with Airbnb itself that arose while booking this property, unrelated to the property itself. An unexpected tax was added after booking, and Airbnb has yet to provide a clear explanation. After years of loyalty, we were disappointed by their evasive and unhelpful customer support. This experience has made us reconsider using the platform in the future. We urge potential users to scrutinize all fees carefully and be aware that Airbnb’s support may be difficult to navigate if problems arise.***
Top Guest favourite
Home in Corinth
4.99 out of 5 average rating, 226 reviews

Beautiful Pool Home between Lk George/Saratoga

catherineRating, 5 stars2 weeks ago
My family had a fantastic stay! The place was exactly as described—clean, cozy, and well-equipped with everything we needed. The location was perfect. The host was incredibly responsive and made check-in a breeze. All the details and amenities was so thought out made our stay so easy and convenient . We felt right at home and will definitely stay here again. Highly recommend!
Guest favourite
Home in LaFayette
4.92 out of 5 average rating, 108 reviews

The Orchard Overlook at Beak & Skiff

FranRating, 5 stars1 month ago
The Orchard was the perfect retreat for our family including 2 babies and a dog. Wonderfully scenic. We were in NY for a Syracuse University event which was 22 min by car and not far from the highway - one night we were able to find an uber without much difficulty. The kitchen was stocked with Kurig Pods (at least 20?) w/ sugar and complementary Beak and Skiff Cider. Bathrooms had soap, shampoo and cream rinse. Eddie was very communicative and checked in to make sure all was well. Grocery stores are not local (bring what you think you might need - there was a restaurant close by at golf course with fried bar menu - 1911 tasting room is local , but check the hours / days ( they closed at 7 pm ) Dining out will be a bit of a drive - minimum 15 minutes . All in all , it was a wonderful stay. Thank you !!

Condo rentals with a pool

Guest favourite
Condo in Windham
4.89 out of 5 average rating, 193 reviews

Cozy Hideaway Windham, Hunter ,Pool,Pickleball.

SuzanneRating, 5 stars5 days ago
Beautiful gem, fantastic hosts. Wouldn’t change a thing. Thank you!
Top Guest favourite
Condo in Montauk
5 out of 5 average rating, 228 reviews

Montauk Waterfront Condo w/ Sunset Views

MarieRating, 5 stars1 week ago
we had s great time staying at the apartment! it was way more spacious than we thought from the pictures, the balcony was amazing, you‘ll have sun through the whole day. Doug was a phenomenal host! We got their by LIRR and back with the hampton jitney. We rented two bikes in Montauk and it was amazing exploring the area by bike. Cannot recommend this area and the airbnb enough!
Superhost
Condo in Windham
4.73 out of 5 average rating, 280 reviews

Summer Retreat w/ Balcony & inground Pool

AndrewRating, 5 stars3 weeks ago
Was as advertised. Would recommend
Superhost
Condo in Greenport
4.9 out of 5 average rating, 125 reviews

Seaside Summer Escape –2BR Waterfront Condo w/Pool

DebbieRating, 5 stars4 weeks ago
We had a great time at Julie’s place. Would love to visit again…perhaps in the Fall. Loved the balcony overlooking the Sound. Julie was very responsive to my questions. She got back to me immediately. I would highly recommend Julie’s home!
Guest favourite
Condo in Greenport
4.92 out of 5 average rating, 139 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

MorganRating, 5 stars2 weeks ago
We had a great stay! Instructions were clear and the home had everything we needed.
Top Guest favourite
Condo in Montauk
4.95 out of 5 average rating, 120 reviews

Deluxe Studio Apt@The Montauk Manor

ChristinRating, 5 stars8 months ago
Just had a wonderful stay at Robert’s place! The place was impeccably clean, and Robert was incredibly responsive and friendly throughout our visit. While the manor has a charmingly vintage vibe and could use a bit of modernization, we truly enjoyed our time there. The warmth of the atmosphere made it feel like a home away from home. We recommend for anyone looking for a cozy getaway!
Guest favourite
Condo in East Jewett
4.97 out of 5 average rating, 124 reviews

MountainViewBrightCondo10MinToColgateLakePool

JudithRating, 5 stars3 weeks ago
We booked the place for a family stay near Woodstock. It was easy to get in. There’s automated messages for every step of the stay with instructions which was very nice and helpful. We had a great stay in a worm and clean space. Would definitely go back.
Guest favourite
Condo in Montauk
4.83 out of 5 average rating, 178 reviews

Coastline View Studio

AlexaRating, 5 stars3 weeks ago
Fantastic weekend spent in Montauk! Close to everything. Matthew was quick to respond to my questions before we arrived. Would defiantly book again!

Home rentals with a private pool

Top Guest favourite
Home in Rhinebeck
5 out of 5 average rating, 73 reviews

Rhinebeck Country Living with a Modern Twist

ManolaRating, 5 stars2 weeks ago
This is the best Airbnb I’ve ever stayed at! Not only because the property itself is lovely (decorated well, a stocked kitchen, beautiful surroundings) but because our hosts were 10/10. Hopeful to be a repeat guest of Beto and Scott’s!
Guest favourite
Bungalow in East Hampton
4.93 out of 5 average rating, 108 reviews

East Hampton Ranch with Access to Clearwater Private Beach

KateRating, 5 stars8 months ago
We had a wonderful stay at Peter's home. It was beautifully decorated, very comfortable and a quick drive to Springs. Access to the private clearwater beach was a plus! Thank you for sharing your beautiful home with us.
Superhost
Farm stay in Fleischmanns
4.91 out of 5 average rating, 11 reviews

Private Catskills Retreat | Hot Tub, Sauna & Tipi

ChrisRating, 5 stars17 months ago
We had a lovely time at Healing Waters Farm. Great location close to Belleayre Mountain. The place itself has everything you need, well stocked kitchen, and lovely clean bathrooms. The property has a calming stream, large swimming hot tub and sauna which we our family enjoyed. Recommend highly for a peaceful getaway.
Guest favourite
Home in East Hampton
4.82 out of 5 average rating, 45 reviews

Enchanting Home with Large Decks and Heated Pool

LynnRating, 5 stars8 months ago
Beautiful home worked perfect for our wedding visit. Loved sitting on the deck! Beautiful landscaping and very private! We were very confortable and able to relax between events and visit. Donna wad very flexible and allowed us to enter early so a dew of our family members could do s little remote eork. I hope to rent here again in the future! As a special surprise we saw the northern lights from the deck one night!!
Guest favourite
Home in Kerhonkson
4.95 out of 5 average rating, 362 reviews

Beautiful Salt Water Pool & Fully Fenced 10 Acres

SophieRating, 5 stars4 days ago
We had a beautiful stay in Kerhonkson for a relaxing bachelorette weekend! Lillian’s place is absolutely beautiful and was so comfortable for my friends and I. Everything was as described, extremely clean, plenty of linens and had everything we needed in the kitchen to cook a few meals. We enjoyed sitting by the pool when it was sunny. Lillian was very communicative and flexible with check in time. Thank you!
Guest favourite
Home in Southampton
4.95 out of 5 average rating, 20 reviews

Perfect Getaway at Sunny Modern Shampton Lake House

ScottRating, 5 stars8 months ago
One could not ask for a better hosts than Christina and Phil - they are extremely communitive, proactive and helpful. Their house is beautiful - gourmet kitchen, in-ceiling speakers throughout the house, nice deck, pool and a picturesque location. The master bedroom has access to the back deck and a great shower. We had all three bedrooms full and everyone enjoyed their stay. We did not take advantage of the kitchen, but if we come back to the Hamptons we would stay here for longer and cook some meals. We are art collectors, so definitely appreciated the works Christina & Phil have amassed. The one thing I would bring to the attention of future renters is that you definitely know you are in somebody else's home - this is the first time we have unpacked only to find that every drawer was full, so we had to place stuff on top of the dresser or on the few open shelves in the closet. That said - totally worth it and would definitely recommend this Airbnb. Hope to be back soon!
Home in East Hampton
5 out of 5 average rating, 13 reviews

Saltbox with Separate Poolhouse in Northwest Woods

KatieRating, 5 stars35 months ago
Mike’s place made for the perfect Hamptons vacation. The location was the perfect starting point for day trips to Montauk and the harbors and we enjoyed the short walk to the beach daily… but there really is no need to leave this amazing property. Our family cannot stop raving about the amazing outdoor setup that we took full advantage of every day. Mike was very responsive and provided a detailed guide for the house and excellent recommendations for the area. We would 100% book again when we’re in the area and would recommend this place to anyone looking for an amazing Hamptons experience.

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