Become a host

Vacation 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.

1 of 1 pages1 / 1
Guest favorite
Home in Tannersville

Luxury Retreat-Heated Pool, Sauna, HotTub&C Plunge

Experience Catskills luxury at The Swan Home, a modern retreat designed by MPM Designs LLC. Newly renovated with high-end furnishings and curated outdoor living, it offers a private escape with heated pool, hot tub, cold plunge, sauna, open-air shower, and outdoor fireplace under the stars. Just 9 minutes to Hunter Mountain and 2 hours from NYC, with access to Woodstock, Rhinebeck, and Windham. Enjoy high-speed Wi-Fi, a home theatre, and designer finishes—perfect for a refined weekend getaway.

4.9 out of 5 average rating, 102 reviews
Top guest favorite
Home in Catskill

Pool*Hot Tub*Pirate Ship*Fire Pit*Luxury Farmhouse

Welcome to our Stunning 5-Bedroom, 4-Bathroom Modern Farmhouse with Private Pool, Hot Tub, Game Room, and Amazing Views! - Newly Renovated - Tastefully Decorated, Modern Finishings - Amazing Mountainside Panoramic Views, Lots of Sunlight - Over 2,000 SqFt of Outdoor Patio Space (BBQ, Fire Pit, Games) - 5min to I-87 & Catskill Downtown, 15min to Hudson (Amtrak), 25min to Windham (Ski/Golf), 35min to Hunter Ski Area Perfect for Vacationing, Entertaining, Group Retreats and Family Gatherings!

4.91 out of 5 average rating, 185 reviews
Superhost
A scenic outdoor patio is highlighted, offering views of rolling hills and mountains under a clear blue sky. Sunlight bathes the green lawn, while several covered grills are positioned nearby. A glass table and chairs provide a comfortable area for relaxation amidst nature.
Townhouse in Hunter

Hunter Mountain Retreat | Views, Pool & Fireplace

Enjoy the BEST LOCATION IN THE CATSKILLS with Scribner's Lodge right next door, Hunter Mountain 1 mile away, Tannersville a town over, Windham mountain 7 miles away, hiking, lakes, restaurants and breweries all around! Amazing 4 bedroom, 3 bathroom townhome with unbeatable views of Hunter Mountain. Stocked with all the essentials, multiple fireplaces, outdoor grill and a new patio! Bring your skis and snowshoes or rent skates for the winter and enjoy the shared outdoor pool in the summer.

4.85 out of 5 average rating, 109 reviews
Guest favorite
An above ground pool is situated in a spacious yard surrounded by lush greenery. The pool's clear blue water reflects the sky, while a nearby patio area is equipped with seating and umbrellas. A charming red house serves as a backdrop, completing the serene outdoor scene.
Home in Windham

Luxury Windham | 6BDRM, Pool, Hot Tub & Movie Room

A spectacular six-bedroom estate blending refined luxury, comfort, and privacy. Nestled within the exclusive Dingley Dell Estate, just six minutes from Windham town and 25 minutes from Hunter Ski Resort. Enjoy beautifully landscaped grounds, inviting outdoor spaces, complete privacy, and breathtaking mountain views. Fully renovated for exceptional comfort, the home features a private pool, movie room, premium sound system, and everything needed for an unforgettable luxury mountain escape.

4.95 out of 5 average rating, 109 reviews
Top guest favorite
Chalet in Jewett

Secluded Catskills Retreat w/ Hot Tub & Views

Escape to a renovated Catskills country home with modern comforts and classic charm—perfect for a relaxing getaway or outdoor adventure. Nestled in the heart of the Catskills, this retreat is just minutes from Hunter Mountain, Windham Mountain, and Kaaterskill Falls, with endless opportunities for skiing, hiking, swimming, and exploring. The home features a fenced-in yard, a stocked kitchen, and modern amenities. After a day outdoors, unwind by the fire pit or soak in the hot tub.

4.97 out of 5 average rating, 193 reviews
Guest favorite
Home in Hudson

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!

4.92 out of 5 average rating, 112 reviews
Guest favorite
A game room features a pool table, shuffleboard table, and comfortable seating. Large windows allow natural light to fill the space, highlighting rich wood accents and green walls. Access to the outdoor area is provided through glass doors, complementing the recreational atmosphere.
Villa in Cornwallville

Catskills Retreat-Pool, Hottub, Bar, Shuffleboard

Welcome to Blue Heaven! A true paradise retreat with 2 houses, your own private inground pool, outdoor shower, pool house, playground, a Speakeasy bar room with billiards, darts, and shuffleboard! Located in the heart of the Catskills just 3 minutes away from Zoom Flume water park and 15-20 minutes away from Hunter/Windham Mountains. Enjoy swimming, roasting smores in the firepit, hiking, skiing/snowboarding, snowshoeing, or soaking up the stars in our hot tub.

4.95 out of 5 average rating, 107 reviews
Guest favorite
Cabin in Lanesville

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.

4.93 out of 5 average rating, 433 reviews
Top guest favorite
Home in Athens

Lake House close to Skiing & Indoor Hot Tub

Sleepy Hollow is a small community with lots to offer inside . This home offers so much entertainment you won't even have to leave the driveway . From a pool table, and video games to outside on a luxurious lawn overlooking this private lake. Sit down have a fire , cookout and watch the sun go down. Hunter and Windham mountain are both approx 40 minutes. Hudson is a skip away at 20-25 minutes putting you right on Main Street where all the action is.

4.96 out of 5 average rating, 114 reviews
Top guest favorite
A wooden deck features a circular cedar hot tub surrounded by greenery. Two blue and white striped towels hang on a nearby fence, while a basket is positioned to the side. The scene suggests a tranquil outdoor space for relaxation and enjoyment.
Home in Hunter

Hunter Creek House w/ Hot Tub, Firepit, BBQ, Deck

Escape to a newly renovated creek-front mountain retreat! Nestled in the shadows of Hunter Mountain and just minutes from Windham Mountain, this charming getaway offers the perfect blend of comfort and adventure. Enjoy the serene sounds of the creek from your doorstep and unwind in the luxurious cedar soak bath after a day of exploring all the Catskills has to offer. Gather around the firepit in the evening for s'mores under the stars.

4.98 out of 5 average rating, 133 reviews
Guest favorite
Farm stay in Saugerties

Catskills Farmstay: Pool, Sauna, Animals, Mt Views

Make the most of winter’s final weeks and take a break upstate. Escape the city bustle for a cozy, restorative stay at Napping Horse Farm! The Bird's Nest is a light-filled retreat nestled on 30 secluded acres at the foot of Overlook Mountain. Perfect for couples, solo travelers, and small families seeking wellness, stillness, and a memorable experience with rescue farm animals. Nature, comfort, and deep calm just 2 hours from NYC.

4.97 out of 5 average rating, 249 reviews
Guest favorite
A welcoming living area features a stone fireplace and wood-beamed ceiling. Two comfortable armchairs and a sofa are arranged around a circular coffee table. Large windows, framed by sheer curtains, allow natural light to brighten the space. A television is mounted on the wall, enhancing the cozy atmosphere.
Townhouse in Windham

Cozy, peaceful-3Br (5 beds)2.5 Bath townhouse

A cozy townhouse 3 bdrm /2.5 bath in the center of the Catskills (Windham Mountain Village), this retreat is perfect for families, celebratory events or just a quiet nature getaway. From wineries to breweries, to zip lining and hiking, to admiring the many waterfalls, this area has something for everyone! PLEASE NOTE: POOL AND HOT TUB WILL BE CLOSED COLUMBUS DAY 2026

4.96 out of 5 average rating, 111 reviews

Popular amenities for Greene County rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favorite
An illuminated in-ground pool reflects a calming turquoise hue under the night sky. The pool area is surrounded by wide concrete walks and features white metal fencing. The cozy glow from nearby windows hints at the welcoming ambiance of the adjoining house.
Home in Hunter

Charming home - views of Hunter Mountain slopes

4.91 out of 5 average rating, 181 reviews
Top guest favorite
A spacious hot tub is positioned under a wooden pavilion, surrounded by string lights. Water cascades gently inside, with soft lighting reflecting on the surface. In the background, a tranquil view of the lake and nearby seating areas can be seen, inviting relaxation.
Home in Athens

Hudson Valley Lake · Hot Tub · Dock · Games · View

4.98 out of 5 average rating, 112 reviews
Top guest favorite
A peaceful backyard is featured, showcasing two green swings suspended from a sturdy frame. The grassy lawn is bordered by a wooden fence, and a relaxing seating area with a lounge chair is visible in the background, surrounded by greenery and trees.
Home in Catskill

Catskill Village Ski Hike Lake Pet Main St Pool

4.98 out of 5 average rating, 106 reviews
Top guest favorite
Aerial view of the Catskills lake-front house surrounded by greenery, showcasing the serene lake and lush forested area. The property features a large driveway, with the house positioned near the water's edge. Tranquil lake views extend into the distance.
Home in Athens

Private lakefront home, hot tub & resort amenities

4.95 out of 5 average rating, 197 reviews
Superhost
The image showcases a spacious property featuring a contemporary wooden house with a distinctive roofline. A glass enclosure housing the heated pool is visible beside the house, set against a backdrop of lush greenery and clear blue skies.
Home in Saugerties

Unique Contemporary on 40 Pvt Ac, Enclosed Hot Tub

4.85 out of 5 average rating, 105 reviews
Superhost
Home in Saugerties

Shaggerties Cozy Catskills Getaway

4.84 out of 5 average rating, 157 reviews
Top guest favorite
Home in Leeds

Birch & Buck - Stunning Views near Hudson & Hunter

5.0 out of 5 average rating, 72 reviews
Superhost
Home in Catskill

Catskill Wildlife Riverfront: Sunsets & Kayaks

5.0 out of 5 average rating, 3 reviews

Condo rentals with a pool

Guest favorite
A cozy bedroom features rustic wooden walls with decorative hearts. A spacious bed is dressed in light linens, accompanied by a bedside lamp and a small dresser. A guitar leans against the wall, adding a touch of character to the room.
Condo in Hunter

Cozy Gem with Mountain Views

4.88 out of 5 average rating, 117 reviews
Superhost
A spacious outdoor deck is visible, furnished with a round table surrounded by several chairs and a lantern on top. A comfortable seating area with a couch is positioned nearby, set against a backdrop of lush greenery.
Condo in Windham

Windham Condo

4.69 out of 5 average rating, 128 reviews
Guest favorite
A spacious living area features large windows offering mountain views. A beige couch with textured cushions sits on a plush carpet. A wooden coffee table is positioned in front of the couch, complemented by a decorative wall hanging. A guitar rests on the floor beside a low bench.
Condo in East Jewett

StunningViews•Bright2BR•Octoberfest•Foliage

4.94 out of 5 average rating, 159 reviews
Superhost
Condo in Windham

Cozy Mountain Condo w/ Pool

4.86 out of 5 average rating, 21 reviews
Top guest favorite
A bright living area is featured, showcasing a cozy arrangement of gray sofas around a circular coffee table. A modern ceiling fan circulates air above while large windows reveal stunning valley views, allowing natural light to fill the room. An electric fireplace adds warmth to the space.
Condo in Windham

Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub

5.0 out of 5 average rating, 32 reviews
Top guest favorite
Condo in Windham

Hideaway Windham/Hunter Fireplace, Snow & Skiing

4.9 out of 5 average rating, 258 reviews
Guest favorite
The modern condo building is surrounded by a blanket of snow, showcasing three levels and a heated outdoor swimming pool at its center. Lush evergreen trees are positioned around the pool, and ski slopes are visible in the background, offering scenic mountain views.
Condo in Windham

Luxury 5 * Ski-in Ski-out @ Whisper Creek

5.0 out of 5 average rating, 11 reviews
Guest favorite
A spacious living area is highlighted by large windows that provide views of the surrounding landscape. A modern fireplace is set against a stone feature wall, while comfortable seating options include a sectional sofa and accent chairs. A flat-screen TV is mounted above a stylish entertainment unit.
Condo in Windham

Windham Mountain Ski In Ski Out - Pool Hot Tub Gym

5.0 out of 5 average rating, 8 reviews

Other vacation rentals with a pool

Guest favorite
An indoor heated pool house features a tranquil pool surrounded by large windows allowing natural light. Two turquoise lounge chairs are positioned for relaxation, and wooden walls create a cozy atmosphere. The ceiling is finished with wood planks and includes a ceiling fan for comfort.
Villa in Lanesville

Log cabin with INDOOR POOL foot of hunter mountain

4.88 out of 5 average rating, 126 reviews
Superhost
Chalet in Prattsville

White Holiday Cozy Chalet Ski/Hot Tub/bubble room

4.9 out of 5 average rating, 133 reviews
Top guest favorite
A large kidney-shaped pool reflects the clear blue sky, bordered by a spacious patio area. The two-story brick home with teal doors and large windows is visible in the background, surrounded by lush greenery and a fence for added privacy.
Chalet in Catskill

Daydream Mountain Art-Chateau | Hot Tub & Pool

4.96 out of 5 average rating, 223 reviews
Guest favorite
A cozy bedroom features a spacious bed with a patterned quilt. Bright natural light fills the room through large windows, complemented by soft window treatments. A comfortable chair, wooden dresser, and wall-mounted television add to the inviting space's functionality and warmth.
Townhouse in Windham

Amazing + pet friendly gem in the heart of Windham

4.89 out of 5 average rating, 180 reviews
Top guest favorite
A comfortable living area features a stone fireplace and large windows, allowing for ample natural light and views of the outdoors. A sectional sofa and a coffee table provide seating, while a ceiling fan circulates air. Decorative accents include vibrant cushions and wall art.
Townhouse in Hunter

Fall Foliage with Mountain Views in a Townhome

4.91 out of 5 average rating, 184 reviews
Top guest favorite
The kitchen showcases wooden cabinetry and a central island with two bar stools. A black refrigerator and stainless steel stove are visible. Natural light filters through a window, illuminating the warm wooden flooring and countertops.
Apartment in Catskill

Little Farm Stay Catskill

5.0 out of 5 average rating, 126 reviews
Top guest favorite
The exterior view showcases two townhouse units set against a backdrop of rolling hills and clear blue skies. A sprawling lawn, dotted with trees, provides open green space. Features include a stone pathway leading to the units and a fire pit area visible in the distance.
Townhouse in Windham

Windham Mountain Village 2 bedroom townhouse

4.91 out of 5 average rating, 138 reviews
Superhost
An aerial view captures the lakefront vacation house surrounded by greenery and calm waters. The property features a spacious lawn leading to the lake, with several vehicles parked near the house, highlighting its accessibility and serene location in the lake community.
Vacation home in Athens

Lakefront Retreat | Kayaks, Paddle Board & Hot tub

4.85 out of 5 average rating, 132 reviews

Destinations to explore