
Vacation rentals with a pool in New York
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in New York
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

midcentury mod * HOT TUB * walk out trail 2 mohonk
A Frank Lloyd Wright inspired Mid Century Mod w updated amenities, comfy, clean, open concept. Large windows offer big views of flora/fauna and the many birds & wildlife. Mtn views including skytop. fireplace, 5 person hot tub short wooded trail just behind house to access Wallkill Valley Rail Trail, from here walk a scenic mile to R2R trail (take to mohonk) Water St. mkt & the ❤️ of New Paltz Village THE WHOLE PLACE IS YOURS- HOUSE, PROPERTY, POOL (open 5/1-9/30) and HOT TUB (open 9/30-5/1)

Modern Upstate Cabin, near Rhinebeck NY
[ 🏊🏽♂️ Heated pool is open May - October 26, 2025. During the colder months we recommend soaking in our giant freestanding tub, which easily fits two humans.] Welcome to Maitopia - our modern, tiny cabin in the middle of a forest. We offer a fully stocked kitchen, a giant bathtub for two, a floating fireplace for cozy winter moments and a heated pool. Plus, a fenced in yard for your pup to roam! Please note: Because of bad experiences we don’t accept bookings from guests without reviews.

Indoor Heated Pool + Sauna + Creek, Spacious 4Bdrm
This one-of-a-kind property nestled in the quiet village of North Branch has all the makings of a dream vacation. This cozy home in the woods has 3 stunning acres with creek access towards the end of the property! Enjoy a full-size heated indoor pool + an infrared sauna open year-round combined with breathtaking scenery. If you're looking for a vacation for kids + adults, this peaceful home is for you! Enjoy a relaxing vacation in a comfortable home with all the beauty that nature has to offer.

Kapitan’s Cottage Private Upstate Catskill Retreat
A vintage rustic country retreat with two floors with modern amenities. 2BR, full & half bathroom. Family & Pet friendly. Large yard surrounded by a mature tree line for secluded privacy. Private stone deck w/ fire pit, BBQ & comfortable deck furniture. Summer Pool access and Generator on site. Close to Kingston, High Falls, Stone Ridge and Woodstock yet just far enough out to feel you're away from city hustle and bustle. Close to miles of hiking, outdoor activities, parks & Ski slopes.

Experience The Zen House
Enjoy your own private indoor movie theater with 7.1 Klipsch Premiere Surround Sound and leather recliner seats, a spa with a cold plunge pool & sauna, and a hot tub to reach the maximum level of relaxation. Play a game of ping pong, enjoy the fireplace outside and inside along with 5 acres! Amenities Include: - Hot Tub - Bath House with Sauna & Cold Plunge Pool - 12 Person Theater with immersive visual & surround sound + recliners - Game Room - Outdoor Fire Pit - Hammocks and much more!

Mtn View Lux Dome w/ Heated Plunge Pool
This luxury dome is a modern home perched on a mountain top. Our aim is to combine the comforts of a large hotel suite with all the healing qualities of nature. Venture out or hike our own trails leading to a pond and a stream in the woods. Suited for long term WFH stays! We have Fiberoptic internet (ethernet avail) and plenty of space for your setup. Stroll the property at lunch or jump in the heated plunge pool between calls. Ask me about a special offer for long term stays. (14 days +)

Luxury Cabin with Indoor HEATED Salt Water Pool
Welcome to Deer Meadows -The Most Unique Luxury Cabin in Old Forge! This property has serious WOW factor as soon as you pull down the private drive, and the WOW's get bigger & better as you open the door to this Adirondack paradise! This newly renovated property is the perfect blend of privacy, modern finishes, & total luxury. Deer Meadows offers a heated, INDOOR salt-water pool inside a massive pool room with 20' cathedral ceilings, BOTH POOL & ROOM ARE 78°, and 24 color changing LED's...

Adirondack Luxury LAKE Estate: POOL &HOT TUB
NEWLY RENOVATED 2023! This property is unmatched as it sits 150 feet above Hinckley Lake which hosts breathtaking views of 50 miles of the Adirondack Mountains. There is no other rental with this incredible view in the Adirondacks! The house can serve as a meeting place for a family and friends to get together or a very intimate romantic stay for just two. We have Romantic packages for Anniversaries, Birthdays or Just Because which include balloons, chocolate, hand-written notes and flowers

Indoor Heated Pool in the Adirondacks
Year round indoor pool house that is 2000 square feet located in the lower adirondacks. There are several outdoor activities to do in the area...fishing, boating, hiking, kayaking, snowmobiling,cross country skiing & restaurants. Check out my guidebook with things to do in and around the area including near by lakes and restaurants on the lakes. Spend the day exploring and then come back to relax in the warmth of your very own private pool, sit by a fire on the patio or start the grill.

Catskills Retreat: 4Br l Fire-pit l Hot Tub l Hike
7 min drive to Phoenicia 10 min drive to Belleayre 25 min drive to Hunter 35 min drive to Windham Renovated 1920’s cabin style home nestled on 4 acres in the Catskill Mountains. Easy to get to and conveniently located near great restaurants, skiing, hiking, tubing, fishing, and swimming holes. A ton of outdoor space to enjoy in addition to our fully private seasonal pool (Late May-Sept). 6 person hot tub is available year round. Not for parties!! Please be mindful of our neighbors!

Woodstock Historic Artist Estate- The Museum House
The property is an estate formerly owned by renowned artist Reginald Marsh located within a 10 minute walking distance to the center of the historic town of Woodstock, NY. The 2500sft house is the former Museum House that used to hold Mabel Marsh’s art collection that was later acquired by the Smithsonian Institute. It has been architect gut-renovated into a dramatic living experience surrounded by nature and water. The Pond and Carriage House are at the opposite side of the estate..

Contemporary Cabin w/ Hot Tub, Lake & Fireplace
Ticking all the boxes, this beautiful cabin has everything you could want for your retreat from city life! Five acres of private forest encapsulates the perfect seasonal mood as you step from the great room onto the huge wrap-around deck. Relax and enjoy the property with its hot tub, fireplace, A/C, BBQ grill and poolside loungers. For the adventurous at heart, check out the community shared lake access (non fishing), rivers, hiking trails and ski stations right at your fingertips.
Popular amenities for New York rentals with a pool
House rentals with a pool

Private Hudson Valley Country Retreat

Beautiful House in the Best Area to Stay!

Entire Home (private pool), Event Friendly

4Br Mountain Brook House on 130 acres w/ trails

Charming Pittsford Home-Indoor Pool-4 bedrooms

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres

Amazing Home close to Everything -

Hot tub• Copper Ridge Retreat• Sleeps 10 • Pool
Condo rentals with a pool

Windham Condo

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Beautiful condo on Long Islands Northfork

Montauk Waterfront Condo w/ Sunset Views

Beautiful Waterview Condo on the North Fork of LI

Waterfront Autumn Escape in Wine Country: 2BR

Beachside Waterview 2Br Condo w/ Pool in Greenport

Beautiful Condo on the Ocean Bluffs
Home rentals with a private pool

Rhinebeck Country Living with a Modern Twist

East Hampton Ranch with Access to Clearwater Private Beach

Beach Barn w/ Heated Pool & Sauna - Dog Friendly
Catskills Farmhouse Retreat | Hot Tub | Sauna
Enchanting Home with Large Decks and Heated Pool

Southampton Quiet Private Home/Pool 6min to Villag
Saltbox with Separate Poolhouse in Northwest Woods

Explore the Water & Woods at a Relaxing Retreat
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