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Vacation rentals with a pool in Hunter

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Hunter

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

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Top guest favorite

The exterior of a modern cabin is displayed, featuring large glass windows and a sleek black facade. A heated pool is visible with a smooth blue surface. Several lounge chairs are arranged around the pool, enhancing the outdoor relaxation space.

Cabin in Red Hook

4.96 out of 5 average rating, 363 reviews

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.

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

4.91 out of 5 average rating, 155 reviews

Summer Mountain 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.

A heated saltwater pool is set within a gated bluestone patio, surrounded by lush greenery. The clear blue water reflects sunlight, creating a serene atmosphere. The pool area is framed by a mature tree line, providing privacy and a peaceful outdoor space.

Cottage in Kingston

4.93 out of 5 average rating, 389 reviews

Kapitan’s Cottage: Private Retreat with Salt Pool

A vintage rustic country retreat with two floors with modern amenities. 2BR, full & half bathroom. Family & Pet friendly. Large yard surrounded by a mature tree line for secluded privacy. Private stone deck w/ fire pit, BBQ & comfortable deck furniture. Summer Pool access and Generator on site. Close to Kingston, High Falls, Stone Ridge and Woodstock yet just far enough out to feel you're away from city hustle and bustle. Close to miles of hiking, outdoor activities, parks & Ski slopes.

An inviting outdoor space features a sparkling pool surrounded by a spacious deck. Sun loungers are positioned nearby, while majestic mountain views extend in the background. Clear blue skies provide a bright ambiance, enhancing the tranquil setting.

Home in Germantown

4.95 out of 5 average rating, 133 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.

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

4.89 out of 5 average rating, 153 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.

Top guest favorite

Condo in Windham

4.89 out of 5 average rating, 209 reviews

Hideaway Windham/Hunter Fireplace Autumn & Foliage

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.

Cabin in Shandaken

4.96 out of 5 average rating, 205 reviews

Camp Catskills: Heated Pool I Fire-Pit I Hot Tub

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). 6 person hot tub is available year round. Not for parties!! Please be mindful of our neighbors!

Top guest favorite

Cabin in Lanesville

4.93 out of 5 average rating, 335 reviews

Exclusive Pool, Mtn Views! Hike, Golf, Swim, Relax

Mountainside 1 bedroom cabin that fits 4! Enjoy hiking within a 5-minute drive or walk right onto the mountain from your porch. Exclusive access to a seasonal pool with stunning mountain views (Memorial Day–Labor Day). 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.

Home in Woodstock

4.97 out of 5 average rating, 155 reviews

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..

An inviting in-ground saline pool is surrounded by lush greenery and trees. Sun loungers are placed nearby on a spacious patio, providing a serene outdoor space for relaxation. The pool area is framed by a well-maintained lawn and natural landscaping.

Home in Cottekill

4.95 out of 5 average rating, 279 reviews

Peace & Privacy - High Falls (hot tub & salt pool)

Enjoy the serenity of this contemporary home on six private acres central to all the Hudson Valley has to offer; just 20 min. from the NYS Thruway. Year-round hot tub, seasonal salt water pool, fireplace, gourmet kitchen, and large deck & patio w/ fire pit make this the ultimate getaway. Sports enthusiasts, shoppers, and diners will delight in how close we are to amazing Catskills attractions. New Paltz, Kingston, Mohonk Preserve and Minnewaska State Park are just 15 minutes away.

Top guest favorite

An above-ground saltwater pool is surrounded by a wooden sun deck, featuring two lounge chairs positioned for relaxation. Lush greenery is visible in the background, adding to the serene outdoor setting.

Loft in Prattsville

5 out of 5 average rating, 106 reviews

The Loft at Bearpen Mtn; near Hunter & Windham

Relax in this stylish Mountain View escape at the base of Bearpen Mountain. Hiking trails and snow sports from the front door! Situated near Windham and Hunter; 20 minutes, Belleayre and Plattekill ski mountains, 30 minutes. Walk to winter sports and sledding center. Adjacent to world class trails for hiking, snowmobiling, hunting and skinning. *seasonal rental or multiple stay discounts. $2k per month includes utilities 12/12/25 to 3/15/26 for ski season *no EV charge available

A clear swimming pool is enclosed by a fence, featuring a ladder for easy access. Lush greenery and the mountains are visible in the background, with lounge chairs positioned nearby. The scene is set under a bright blue sky with wispy clouds.

Condo in East Jewett

4.93 out of 5 average rating, 134 reviews

MountainViewBrightCondo10MinToColgateLake

Sunny and spacious condo with stunning mountains view, a perfect place to disconnect from busy life . Plush and comfortable decor , fire place , plenty of board games - perfect set up for a group or a family to unwind in the mountains, gather for home cooked dinner and drinks. Spacious deck is a sweet spot to enjoy morning coffee and listen to the frog songs. Swimming pool (communal for residents and renters only )seasonal , NOT heated, opens in June 28through September 5th.

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Hunter rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.95 out of 5 average rating, 152 reviews

Private lakefront home, hot tub & resort amenities

A heated salt-water pool is surrounded by greenery, with lounge chairs positioned nearby. A bright yellow rubber duck floats on the water, while the pool is bordered by textured pavers. Tall trees provide a natural backdrop, ensuring privacy and tranquil views.

Home in Woodstock

4.86 out of 5 average rating, 215 reviews

Spacious Woodstock Haven Pool, Fire Pit, Nature

Top guest favorite

A seasonal saltwater pool is shown with crystal clear water, bordered by a wooden deck. Adjacent, a stylish outdoor lounge area features a modern cabana and a dining space with yellow chairs, framed by lush greenery and trees in the background.

Home in Kerhonkson

5 out of 5 average rating, 19 reviews

Hudson Valley Black Barn w Views, Pool and FP

A stock tank plunge pool is surrounded by a wooden deck and gravel, featuring a pink flamingo float. A lounge chair rests nearby, inviting relaxation in the natural setting of greenery.

4.96 out of 5 average rating, 162 reviews

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

Top guest favorite

Home in Catskill

4.98 out of 5 average rating, 63 reviews

Hudson Valley & Catskill Mountain Views • Hot Tub

A tranquil brook flows through a rocky gorge, surrounded by lush trees and rugged stone formations. The scene showcases the natural landscape, leading toward a wooden deck with a canopy, providing a peaceful retreat in a serene setting.

Home in Rhinebeck

4.88 out of 5 average rating, 156 reviews

4Br Mountain Brook House on 130 acres w/ trails

Top guest favorite

A spacious deck features two comfortable chairs and a round table at its center, offering a clear view of the expansive Catskill Mountain landscape. Lush greenery and rolling hills stretch into the distance under a bright blue sky.

Home in Stamford

4.98 out of 5 average rating, 122 reviews

Hawk View

Home in Saugerties

5 out of 5 average rating, 153 reviews

Upstate Modern Scandinavian Barn in the Catskills

Condo rentals with a pool

An outdoor swimming pool is surrounded by a chain-link fence, featuring clear blue water and several white lounge chairs positioned beside the pool. Lush green grass and trees frame the area, with a view of a red building in the background.

Condo in Hunter

4.88 out of 5 average rating, 93 reviews

Cozy Gem with Mountain Views

An outdoor swimming pool is surrounded by a secure fence and shaded by tall trees. Several lounge chairs are positioned around the pool area, and blue umbrellas provide shade. Clear blue water reflects the sky above, inviting relaxation.

Condo in Windham

4.66 out of 5 average rating, 118 reviews

Windham Condo

A spacious balcony offers a view of a well-maintained pool surrounded by greenery. The landscape features a variety of trees displaying autumn colors and mountains in the distance, with clear blue skies above.

Condo in Windham

4.92 out of 5 average rating, 12 reviews

Luxury 3-bedroom Condo on Windham mountain

A welcoming living area features large glass doors offering views of the outdoors, with natural light enhancing the space. A comfortable seating arrangement includes a dark blue chair and a sectional sofa, while a stylish large area rug adds warmth. Decorative elements include wall art and a blooming floral arrangement.

Condo in East Jewett

4.94 out of 5 average rating, 31 reviews

Hunter & Windham: Hikes, Lakes, Pool, 2BR

An indoor pool area is showcased, featuring a large swimming pool with clear blue water. Sunlight filters through multiple windows, illuminating the space. Wooden beams and a high ceiling create a spacious atmosphere, complemented by seating options along the poolside.

Condo in Windham

4.92 out of 5 average rating, 61 reviews

4 Bedroom Condo, Close to Golf Courses and Biking

A comfortable living area showcases a sectional sofa and two armchairs arranged around a round coffee table. Natural light floods in through large windows, highlighting a TV mounted on the wall and a gas fireplace. Neutral tones and a ceiling fan create a serene ambiance.

Condo in Windham

5 out of 5 average rating, 32 reviews

5-Star Lux Condo: Ski-In/Out, Heated Pool, Hot Tub

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

5 out of 5 average rating, 3 reviews

Windham Mountain Ski In Ski Out - Pool Hot Tub Gym

An aerial view captures the Whisper Creek condo set against a snowy mountain backdrop, with ski slopes winding down the hillside. The landscape features a mix of pine trees and winter terrain, while the luxury building connects to the scenic outdoors.

Condo in Windham

5 out of 5 average rating, 6 reviews

Luxury Ski in Ski out Condo + Amenities

Other vacation rentals with a pool

A spacious living area features a stone fireplace, with firewood stacked nearby. A light-colored sofa is positioned to create a cozy atmosphere. The kitchen is visible in the background, showcasing wooden cabinetry and bar seating. Recessed lighting enhances the welcoming feel of the space.

Townhouse in Hunter

4.92 out of 5 average rating, 83 reviews

Mountain View Escape + Pool + Firepit + Hiking

Barn in Bearsville

5 out of 5 average rating, 12 reviews

Woodstock Barn Artist’s Retreat in Bearsville

A scenic view showcases distant mountains with green foliage and remnants of snow on the slopes. The foreground features a series of townhouses with gray roofs and vibrant orange exteriors, suggesting a comfortable and relaxing atmosphere.

5 out of 5 average rating, 8 reviews

3BR 1 1/2 Bath mountain retreat. Hunter Mountain

The modern farmhouse is showcased beneath a clear sky, featuring a spacious deck that overlooks a well-maintained in-ground pool. Two lounge chairs are positioned beside the water, with colorful outdoor furniture and a striped umbrella providing comfort and shade.

Cottage in Accord

4.95 out of 5 average rating, 124 reviews

Light-Filled Upstate Home, Perfect Location

Cabin in Livingston Manor

4.97 out of 5 average rating, 316 reviews

Experience The Zen House

Top guest favorite

The outdoor area features a clear saltwater swimming pool, surrounded by lush greenery and well-maintained grass. A wooden structure is visible in the background, partially shaded by trees, creating a serene atmosphere. The pool's surface reflects natural sunlight, creating a calming ambiance.

Chalet in Mount Tremper

4.98 out of 5 average rating, 152 reviews

Secluded Woodstock Retreat with Pool and Sauna

A heated in-ground pool is surrounded by a patio featuring multiple lounge chairs and an umbrella. A separate dining area with a table and chairs is visible against a backdrop of greenery and a wooden fence.

4.6 out of 5 average rating, 142 reviews

Abigail's Country Catskill House.

Home in Bearsville

4.87 out of 5 average rating, 53 reviews

Spacious Private Retreat w. Pool + Fireplace

Quick stats about vacation rentals with a pool in Hunter

Total rentals
90 properties
Nightly prices starting at
ﺩ.ﺇ404 before taxes and fees
Total number of reviews
4.9K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace

Destinations to explore