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

4Br Mountain Brook House on 130 acres w/ trails
Hemlock House is an extraordinary private escape nestled against a babbling brook running through the rocky gorge of an 130 acre magical historic farm. Explore hiking trails through old forests, trout creeks, and 90ft waterfall or simply relax by the fire pit or within the outdoor spa while listening to the flowing water. Visit this beautifully designed retreat, complete with gourmet kitchen, cozy fireplace, great wifi and comfortable bedrooms with quiet workspaces- learn more at cascadafarm.com

Fable Retreats: Hudson River House
Friends and family will be wowed when gathering at this spacious mid-century riverfront home. There’s a beautiful new gunite pool, hot tub, large patio, screened floating porch, and spacious decks for barbecuing and dining. Interiors feature 2 fireplaces, 2 living spaces with large TVs, fully-equipped kitchen, game room, exercise area, piano, home office, and lots of space to spread out both inside and outside. All of it looks out to the Hudson River where you may spy bald eagles nesting nearby.

Modern Upstate Cabin, near Rhinebeck NY
[ 🏊🏽♂️ Heated pool is open end of May - end of October. During the winter months we recommend soaking in our giant freestanding tub, which easily fits 2 humans.] Welcome to Maitopia - our modern, dog-friendly, tiny cabin in the middle of a forest. We offer a fully stocked kitchen, a giant bathtub, a floating fireplace and a heated pool in the summer. 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.

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.

North Tree House Retreat of Lake George
Welcome to Trekker in Lake George, New York at the base of the Adirondack Park. When staying at our unique resort you will not only experience and see many different types of rentals like treehouses, yurts, earth homes, and cabins but you can explore our wildflower fields, play with our goats and chickens, and observe our honeybee hives. While the seasons and nature provide, take home some honey from our hives, eggs from our coops and fresh maple syrup from ours and other local farms.

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..

Hudson River Sunset Getaway
With sunset views of the Hudson River and Catskill Mountains you can relax poolside during the summer months or enjoy the changing fall colors next to a cozy back yard bonfire in the fall. Located only 5 mins to downtown Hudson where you’ll find ample dining, drinking & shopping opportunities. Or head out to explore the Catskill Mountain Range only 30 mins away for the best hiking and skiing in the area. Sunset House is the perfect place for families or a couples getaway!

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres
At the end of a dead end road on 12 acres, you'll find the perfect retreat. Highlights include a natural swimming pool, yoga deck, outdoor Japanese hot tub and sauna. Chef's kitchen, grill and smoker. Living room has a piano and seats a large group. Outside there's a 3 level stone patio, deck and firepit w/outdoor sound system. Private yoga & in-home massage. Peloton bike, Temperpedic & saatva mattress, beautiful linens! *extra 6 guests w/rental of guest house!

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.

Private Cozy Cottage with Pool / Private Beach
**POOL CLOSES SEPTEMBER 30TH** **POOL opens last week of May** This is a guest house for 1 or 2 adults. Its separate from the main house. Kids are allowed but must bring own sleeping arrangements. You do NOT have to do any chores before checking out. **PETS NOT ALLOWED** I hate to do this but someone ruined it for everyone. Max Occupancy: 4 Guests can only bring 1 vehicle since there is not enough room in the driveway

Ski & Sauna! Modern Mountain Escape
Welcome to a brand new Catskills getaway. Inspired by Japanese and Scandinavian design, every detail has been thought through to create the perfect private retreat where interiors blend seamlessly with the surrounding mountains. You’ll see high end finishes throughout the space and all the amenities you could desire. Welcome to a relaxing stay at your home away from home.
Popular amenities for Hudson River rentals with a pool
House rentals with a pool

Entire Home (private pool), Event Friendly

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

Highwoods Haven | saltwater pool and hot tub

Stunning Farmhouse in NoFo I Heated Pool, Wineries

GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room

Hawk View

Secluded Farmhouse - Studio Apartment Style Unit

Modern farmhouse w/ pool, beach, horses and winery
Condo rentals with a pool

Cozy Gem with Mountain Views

Winter Dream! The Handle Lodge at Snowtree Condos

Appalachian Lodge Top Floor w/views

Peaceful Oasis steps from Mohegan Sun

The Vacay Villa

CozyCub- Location, Ski Off/Shuttle On!

Hotel Chic - Home Comfort -Ski Easy.

KINGbed-Casino-HotTub-Pool-Sauna-Massagechair-golf
Home rentals with a private pool

Rhinebeck Country Living with a Modern Twist

East Hampton Ranch with Access to Clearwater Private Beach
Catskills Winter Ski Retreat – Near Belleayre!
Enchanting Home with Large Decks and Heated Pool
Saltbox with Separate Poolhouse in Northwest Woods
Magnificent Hudson River Estate with Infinity Pool and Spa

Explore the Water & Woods at a Relaxing Retreat
Fenced & Salt Water Pool | Cozy Catskills Cottage
Destinations to explore
- Rentals with a fireplace Hudson River
- Aparthotel rentals Hudson River
- Rentals with a soaking tub Hudson River
- Guesthouse rentals Hudson River
- Rentals with a home theater Hudson River
- Rentals with a hot tub Hudson River
- Pet-friendly rentals Hudson River
- Hostel rentals Hudson River
- Rentals with a fire pit Hudson River
- Rentals with an EV charger Hudson River
- Townhouse rentals Hudson River
- Villa rentals Hudson River
- Private suite rentals Hudson River
- Cabin rentals Hudson River
- Boutique hotels Hudson River
- Farmstay rentals Hudson River
- Rentals with a kayak Hudson River
- Apartment rentals Hudson River
- Smoking-friendly rentals Hudson River
- Bed and breakfasts Hudson River
- Hotel rooms Hudson River
- Cottage rentals Hudson River
- Rentals with a sauna Hudson River
- Beachfront rentals Hudson River
- Rentals with lake access Hudson River
- Tiny house rentals Hudson River
- Loft rentals Hudson River
- Rentals with an accessible height toilet Hudson River
- Bungalow rentals Hudson River
- Condo rentals Hudson River
- House rentals Hudson River
- Fitness-friendly rentals Hudson River
- Vacation home rentals Hudson River
- Rentals with an accessible height bed Hudson River
- Ski-in/ski-out rentals Hudson River
- Resort rentals Hudson River
- Rentals with a washer and dryer Hudson River
- Family-friendly rentals Hudson River
- Luxury rentals Hudson River
- Waterfront rentals Hudson River
- Yurt rentals Hudson River
- Rentals with outdoor seating Hudson River
- Tent rentals Hudson River
- RV rentals Hudson River
- Campsite rentals Hudson River
- Rentals with beach access Hudson River
- Rentals with a patio Hudson River
- Barn rentals Hudson River
- Rentals with breakfast Hudson River
- Serviced apartment rentals Hudson River
- Chalet rentals Hudson River
- Nature eco lodge rentals Hudson River
- Rentals with pools United States
- Things to do Hudson River
- Entertainment Hudson River
- Art and culture Hudson River
- Food and drink Hudson River
- Sports activities Hudson River
- Tours Hudson River
- Nature and outdoors Hudson River
- Sightseeing Hudson River
- Things to do United States
- Wellness United States
- Sports activities United States
- Food and drink United States
- Tours United States
- Entertainment United States
- Sightseeing United States
- Art and culture United States
- Nature and outdoors United States




