Holiday rentals with a pool in Greene County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Greene County

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Home in Athens

4.95 out of 5 average rating, 133 reviews

Private lakefront home, hot tub & resort amenities

Stylish, and private Catskills lake-front house, w/ amazing lake views, a private hot tub, fire pit, kayaks, beach and dock; community swimming pools, tennis, pickle ball, basketball courts, baseball fields, playgrounds, dog beach & parks, golf driving range. This home has all you need to entertain, or work from. Located 2hrs from NYC, 15-30 minutes from Catskill, Hudson, Woodstock, Hunter and Windham ski resorts, the best restaurants, hiking, art galleries, antique shops, and cultural centers.

Superhost

Chalet in Gilboa

4.89 out of 5 average rating, 112 reviews

Modern Chalet w/Outdoor TV & Covered HOT TUB+GAMES

Welcome to the beautiful Catskills! Our new beautiful A-Frame Chalet is situated on 6 acres of private forested land with lovely views of nature. Come stay in the fresh air! The chalet is fully stocked to be enjoyed for all seasons! Relax under the covered patio in all weather (rain or snow) in the HOT TUB or lounging on outdoor sectional while watching some NETFLIX/YOUTUBE TV all year round on our OUTDOOR TV, shoot a game of POOL in our upstairs Loft, or take a hike through our private TRAIL!!

Guest favourite

Townhouse in Hunter

4.91 out of 5 average rating, 155 reviews

Spring is HERE Stay at THE Ideal Hunter Home

SPRINGTIME -Classic Townhome- w/ Classic Feel. Centrally located spacious getaway with simple contemporary style w/ classic comfort and GREAT views owned and operated by AIRBNB Super Host and NY Native. 2 min drive or 15 min walk to Hunter Mtn. Next to the boutique Scribner Lodge and their amazing restaurant. Hiking, biking, BBQ & breathe in the views and enjoy 2 stone fireplaces OR the outdoor fire pit. Bedroom A/C's. Great for a family Mountain getaway or few days out of town w/ friends.

Guest favourite

Home in Germantown

4.94 out of 5 average rating, 126 reviews

Hilltop modern with stunning mountain views

Beautiful modern residence with a pool & fireplace in Germantown. Fantastic as a weekend getaway or longer-term rental. In the front, stunning mountain views wrap around the master bedroom, kitchen, living room and deck. Out back, a spacious yard and rolling hills. Grill & eat on the big pool deck, lounge in chaises. Fully equipped kitchen, washer & dryer, and *fast wifi*. Perfect for remote work, and each space has its own desk. Shop, walk, hike, ski: Close to Hudson, Olana & Catskills.

Guest favourite

Home in Saugerties

4.94 out of 5 average rating, 70 reviews

Perfect Family Retreat•Pool•Volleyball•Firepit

This stylish, 3-bed, 2-bath home has a plethora of amenities that will keep the kids occupied for hours any time of the year, including a large kids play area in the lower level of the house and a large back yard w newly built FIREPIT area. Close to ski & a back field to build snowmen & sled in winter. In summer, a seasonal heated pool, waterslide & child safety fence, tree house, beach volleyball crt, swing set. Saugerties 10 mins. Relax with the whole family at this peaceful place to stay.

Guest favourite

Townhouse in Windham

4.88 out of 5 average rating, 144 reviews

Amazing + pet friendly gem in the heart of Windham

Amazing 2 floor spacious getaway with A/C just minutes away from Windham Mountain ski resort, hiking trails, and great restaurants. Family friendly home with a large inviting living room, 2 spacious bedrooms, 2 full bathrooms and wood burning fireplace. Updated kitchen appliances, super-fast Wi-Fi and 3 smart TV's. Many extras including parking, 2 tennis courts, swimming pool and firepit. BBQ Grill on private back deck with scenic views. Winter season rentals preferred during Dec - March.

Guest favourite

Chalet in Shandaken

5 out of 5 average rating, 6 reviews

Serenity Estate: Farmhouse+Cottage w Pool & HotTub

Book your dream getaway at our luxurious Catskills Airbnb, Serenity Manor Retreat! Perfect for large groups & families, this charming vacation rental is just 8 minutes from Phoenicia & close to Breweries. Enjoy a swim in the heated pool or relax in the hot tub, gather around the fire pit, and take in the breathtaking Mountain Views. With its storybook charm and modern amenities, this is the perfect escape from the city. Book now & create unforgettable memories in the heart of the Catskills!"

Guest favourite

Apartment in Windham

4.88 out of 5 average rating, 191 reviews

Cozy Mountain hideaway Windham, Hunter

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.

Guest favourite

Cabin in Shandaken

4.95 out of 5 average rating, 193 reviews

4BR Cabin w/ Hot Tub, Fire pit, Hiking, Pool (5/8)

*HEATED SALTWATER POOL OPENS MAY 8th* 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-mid Sept). Our newly added 6 person hot tub is available year round.

Top guest favourite

Townhouse in Hudson

4.95 out of 5 average rating, 211 reviews

Palazzo Hudson: Luxury Home with Pool, Spa, Sauna

Welcome to Palazzo Hudson! The only private vacation home in the town of Hudson with a chef's kitchen, seasonal in-ground pool, deluxe sauna, cedar hot tub & a separate poolhouse library lounge. A home for all seasons, you'll experience inspiration and relaxation from the warm, light-filled rooms, curated art, books, music, luxury spa features, and outdoor deck, patios, and gardens. A quick stroll to the restaurants, bars, cafes, and shops of Warren Street and the Upper Depot District.

Guest favourite

Home in Preston-Potter Hollow

4.91 out of 5 average rating, 33 reviews

Catskill Home w/ private Pool, Sauna,Mountain view

Enjoy full immersion in the calm beauty of the upstate New York. We are located in a little gem town in Catskill near all the nature. Our house is sitting on 5 acres with a large pond. Very tranquil and secluded. Large open living/dining/kitchen spaces with fireplace. Large outdoor deck with BBQ grill (Propane) and outdoor seatings. Firepit. Outdoor Pool and enjoy the Sauna afterward! Close to ski mountains in Windham in 17mins, Hunter mountain in 30min. 30min drive to Hudson.

Guest favourite

Home in Cairo

4.95 out of 5 average rating, 44 reviews

Family Friendly 3BR w/ Hot Tub Pool near Hudson

Actual Guest Reviews as Movie Quotes "An absolute gem! The hot tub under the stars felt like a dream. Spotless, stylish, and packed with everything you need—this place is a must-stay!" "Five stars! A perfect blend of comfort and nature. From the fire pit to the pool and ping pong, every detail was thoughtfully planned." "Like stepping into a luxury retreat—heated toilet seats, plush bedding, and a host who’s always there when you need them. Can’t wait for the sequel!"