
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.

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.

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..

A Lovely Cottage in the Woods
Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.

Near Saratoga – King Bed, Tub, Fire Pit & Movies
Escape to this family-friendly Clifton Park retreat—just 20 mins to Saratoga Springs and 25 to Albany. Perfect for fall getaways with a fire pit, outdoor movie screen, private playground, basketball court, and garden. Features a king bedroom, home office, full kitchen, fast Wi-Fi, soaking tub, and 20' x 55' parking for RVs or boats. Relax in the crisp autumn air, enjoy backyard movie nights, and stay productive or cozy in a quiet, peaceful neighborhood.

Only Ski In Out on Mtn | Hike, Golf, Fish, Relax
Mountainside 1 bedroom cabin that fits 4! Ski on/off Hunter Mountain right from your doorstep. Enjoy hiking within a 5-minute drive or walk right onto the mountain from your porch. Unbeatable location on Hunter Mountain, short drive to the picturesque, colorful village of Tannersville, majestic Kaaterskill Falls, and renowned fishing! Fully stocked kitchen/bathroom, full entertainment system with streaming, high-speed WiFi, and dedicated work space.

Bella Cottage w/Cozy Fireplace & BBQ, Fall Getaway
Disconnect, relax and rejuvenate in this cute country home! Enjoy the serene, wooded surroundings as you watch deer trot by and end your day unwinding under starlit night skies. This 2-acre gem is tucked away on a private drive, just off the main road. Though secluded, grocery stores and restaurants are just down the street. The house is equipped with all the modern amenities to make your stay comfortable.
Popular amenities for New York rentals with a pool
House rentals with a pool

Private Hudson Valley Country Retreat

Camp S’mores- Modern A-Frame with Pool

4Br Mountain Brook House on 130 acres w/ trails

The Honeycrisp House at Beak & Skiff

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Lotus Bay Cabin- Now Open! Pool/Hot Tub/Beach

Curl Up & Relax, Stylish Stay nr Woodstock

Luxury modern farmhouse with heated pool & hot tub
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

MountainViewBrightCondo10MinToColgateLake
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
Destinations to explore
- Smoking-friendly rentals New York
- Tiny house rentals New York
- Vacation home rentals New York
- Apartment rentals New York
- Earth house rentals New York
- Yurt rentals New York
- Rentals with a patio New York
- Rentals with a fireplace New York
- Rentals with an accessible height bed New York
- Shipping container rentals New York
- Waterfront rentals New York
- Treehouse rentals New York
- Rentals with an EV charger New York
- Guesthouse rentals New York
- Rentals with a hot tub New York
- Campsite rentals New York
- Ski-in/ski-out rentals New York
- Chalet rentals New York
- Boat rentals New York
- Farmstay rentals New York
- Hotel rentals New York
- Ranch rentals New York
- Rentals with a soaking tub New York
- Rentals with a home theater New York
- Loft rentals New York
- Tipi rentals New York
- Condo rentals New York
- Serviced apartment rentals New York
- Tent rentals New York
- Cottage rentals New York
- Rentals with outdoor seating New York
- RV rentals New York
- Rentals with lake access New York
- Rentals with a firepit New York
- Rentals with an accessible height toilet New York
- Pet-friendly rentals New York
- Rentals with a kayak New York
- Family-friendly rentals New York
- Bed and breakfasts New York
- Rentals with breakfast New York
- Beachfront rentals New York
- Lake house rentals New York
- Private suite rentals New York
- Rentals with beach access New York
- Cabin rentals New York
- Fitness-friendly rentals New York
- Hostel rentals New York
- Barn rentals New York
- Luxury rentals New York
- Townhouse rentals New York
- Bungalow rentals New York
- Rentals with a sauna New York
- Rentals with a washer and dryer New York
- Boutique hotel rentals New York
- House rentals New York
- Villa rentals New York
- Rentals with pools United States
- Things to do New York
- Sports activities New York
- Wellness New York
- Food and drink New York
- Tours New York
- Sightseeing New York
- Nature and outdoors New York
- Art and culture New York
- Entertainment New York
- Things to do United States
- Entertainment United States
- Tours United States
- Art and culture United States
- Wellness United States
- Sightseeing United States
- Sports activities United States
- Nature and outdoors United States
- Food and drink United States