
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.

Camp S’mores- Modern A-Frame with Pool
Welcome to Camp S’mores- this revitalized luxury A-frame has all the modern amenities you need for your Finger Lakes adventure. We just brought new life into this house from top to bottom. The home features three bedrooms and a Murphy bed in the game room on the lower level. EV charger. It wouldn't be camp without a pool so our home has a large HEATED in-ground pool is open May 15th - Oct 1st. The house is located outside of town on 2+ private acres. Dog friendly, sorry no cats or other pets

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!

*Large Pool* Garrison Ultra Modern 5B hottub sauna
Secluded, luxurious 5Br/3.5Bth home an hour from NYC, nested on a 9-acre property with the Appalachian trail running through. Modern-rustic design, floor-to-ceiling windows, custom kitchen, state-of-the-art appliances, balconies. Dip in the heated pool (seasonal) or the hot tub, sauna, dine alfresco from the BBQ and watch the stars. Guests can enjoy morning coffee on the private deck or evening cocoa in front of the wood-burning fireplace or the fire pit, outside, overlooking a private pond.

Upstate Modern Scandinavian Barn in the Catskills
Renovated 1850's barn with 3 bedrooms and an ample loft space that can serve as a fourth. The house also has a large rec room with cathedral ceiling buttressed by hand-hewn beams, well-equipped kitchen, Scandinavian wood stove, sauna, home gym, and projector. Outside: 2 private decks with amazing views of Overlook Mountain, private grill, private hot tub. On property: shared tennis court, swing set, fishing pond, heated pool (summer only). 2 hours from NYC, 10 min. to Woodstock & Saugerties.

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 +)

Hideaway Windham/Hunter Fireplace, Snow & Skiing
Spacious 1BR condo for a max. of 4 guests , sleeps 2 in separate bedroom , additional 2 on an inflatable airbed . Balcony with mountain view ,2 tennis courts ,outdoor pool . Awesome location . Windham and Hunter within reach .Get close to nature in the nearby hiking trails, Windham Path, Kaaterskill Falls. Kayaking on North-South Lake or ziplining in Hunter,skiing ,snowboarding ,golfing and mountain biking . Leave your worries at home and come to relax.Enjoy many dining options in town.

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!

Private Cabin and Pond Property
Enjoy our secluded cabin, pond, and picnic area with many acres to roam. Rest comes easy with the privacy and peaceful woodlands that is the setting of our family's newly refurbished vacation space. Up to two Cots available upon request (must bring your own bedding.) Comfortable space for up to 4 guests. Our cozy cabin is the perfect chance to unplug from the busyness of life, equipped with WiFi but very sparse cell reception. WiFi calling feature can be used for important connections.

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.
Popular amenities for New York rentals with a pool
House rentals with a pool

Private Hudson Valley Country Retreat

Charming Pittsford Home-Indoor Pool-4 bedrooms

4Br Mountain Brook House on 130 acres w/ trails

Birch & Buck - Stunning Views near Hudson & Hunter

Hawk View

Modern farmhouse w/ pool, beach, horses and winery

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Exclusive Sag Harbor Compound
Condo rentals with a pool

Windham Condo

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

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