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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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Tiny home in Ghent

4.95 out of 5 average rating, 130 reviews

Country Getaway Tiny House in Woods w/Pool/Sauna.

Tiny Small House - 600 Sq ft. of new living space on 30 private acres with walkable trains in Beautiful Columbia County. Secluded privacy surrounded by nature. House has everything you need and sleeps 4 with two twin loft beds. Enjoy the pool and renovated barn pool house. In the Winter stay warm by the wood stove. Enjoy the 6 person sauna year round. Restaurants close by or stay in and enjoy the property. Located 9 miles from Hudson and 3 miles from Chatham and Kinderhook. Near OMI Arts Center.

Home in Saugerties

4.94 out of 5 average rating, 63 reviews

Perfect Family Retreat•Pool•Playground•nr HITS

This stylish, 3-bed, 2-bath home has a plethora of amenities that will keep the kids occupied for hours, including: seasonal heated pool with waterslide & child safety fence, tree house, beach volleyball crt, swing set, large back yard w newly built FIREPIT area. The back acre of the property offers another grassy expanse & leads to a creek. Inside a huge kids play area. Close to Saugerties, W/Stock & 15 mins to HITS - lots of parking. Relax with the whole family at this peaceful place to stay.

Townhouse in Hudson

4.95 out of 5 average rating, 201 reviews

Palazzo Hudson: Luxury Pool, Hot Tub, and 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 & the Blue Library-Lounge Barn. A home for all seasons, you'll experience inspiration and relaxation in the warm and whimsical spaces of our unique light-filled home's art, books, music, luxury spa features, outdoor patios, deck, and gardens. A quick stroll to restaurants, bars, cafes, and shops of Warren Street and the Upper Depot District.

Cabin in Swan Lake

4.82 out of 5 average rating, 194 reviews

Stunning Sullivan County Cabin w/HotTub/Spa &Pool

This designer home is in the western Catskills, 2hrs away from NYC on 10 acres of hillside property. 20 mins from the Kartrite indoor water park. Perfect family getaway for hiking, canoeing, fishing , water sports. Quiet, secluded, fully stocked kitchen, 360 degree views , patio deck seating private heated pool from May 20- Sept 30 cabana, hammock, loungers Starting March 1st 2021, we are offering our newly installed Hot Tub/ Spa ( 5-6 seater) set into the side of hill w/ magnificent views

Home in New Paltz

4.93 out of 5 average rating, 132 reviews

Harrison Field ApplePicking Hiking 10Acre Views

Our country getaway is nestled along the Walkill Rail Trail with stunning views of the ridge. Our home is a perfect retreat to relax and enjoy your time in the beautiful Hudson Valley. We have a fully appointed kitchen, large deck, heated pool, and massive 10 acres that will give you plenty of space to explore! We are centrally located to Minewaska, wineries, hiking, Hudson River Walkway, Storm King and so much more! You are guaranteed to make special memories with your friends and family!

Cottage in Woodstock

4.81 out of 5 average rating, 110 reviews

Cozy Woodstock Cottage Fall Mountain Views Hike

Our romantic 2 bed cottage has large beamed ceilings, fully stocked kitchen, bathtub, mountain views, & hiking trails. We use strict cleaning protocols to ensure every stay is perfect. The house is equipped with fast wifi & a ROKU Ultra for all of your tv needs! The house is just 3 minutes driving to the center of Woodstock. In summer, swim in our pool, hike a nearby trail, grill or relax in the hammock. Our pool is shared with us & it is a true summer oasis. Operating permit #21H-136

Home in Hudson

4.93 out of 5 average rating, 242 reviews

Casa Luna Country Retreat with Pool, Hudson, NY

CASA LUNA Perfect peaceful upstate NY country retreat. An all year round escape. 2 hours from NYC driving or Amtrak. 15 mins to downtown Hudson with great restaurants and shopping. 20 mins to water skiing on Copake Lake and 25 mins snow skiing at Catamount, Berkshires. Private & secluded. Columbia County, New York. 4 bedrooms, 2.5 bathrooms, salt water swimming pool, koi pond, claw foot bath tub, steam room. If CASA LUNA is booked check CASA SOL https://www.airbnb.com/rooms/1627143

Home in Hunter

4.66 out of 5 average rating, 59 reviews

Heated Indoor pool 5BR-3B close to hunter base

Walking distance to hunter mountain. Enjoy all Hunter/Tannersville has to offer. Then unwind in a heated indoor pool and sauna. Stunning 5 bedroom 3 bath with jacuzzi, fire place, two family lodge rooms,High speed internet,3 hd tv's, and ready to use kitchen. completely updated bedding and furniture. Large deck that wraps around home. 1 acre of land and outdoor fire pit to lay back with friends and family. Large Grill for large groups. 2 hours from the city. Great place to escape.

Home in Stone Ridge

4.98 out of 5 average rating, 100 reviews

Stone Ridge Retreat with Heated Pool & Hot Tub

Our renovated home is situated on 4 acres of private property, just two hours north of NYC. The house is a short drive from Woodstock, the Catskills and Shawangunk mountains. It's perfect for any weekend get away or vacation with family and friends. The days are perfect for sightseeing while the nights are cool enough to enjoy our hot tub after a day spent hiking in the Catskills. My Pool is now closed until next summer. Terrific Wifi with speed up to 300 Mbps. Pets are allowed.

Home in Kerhonkson

4.95 out of 5 average rating, 344 reviews

Cozy Country Cabin for Dogs, Families & Friends

Look from the luxurious spa tub at the countryside oasis atop a rolling knoll on the edge of fir-scented forest land. Come home from a hike, farm, or award winning restaurant, & snuggle up by the fire under grand cathedral ceilings. In summer, swim in the salt water pool & enjoy the fire pit surrounded by lush landscaping & quiet. Stunning views as the seasons change, the windows showcasing rolling snowy hills or the vibrant colors of autumn leaves climbing the mountains.

Home in Stanfordville

5 out of 5 average rating, 3 reviews

The Round House w/ Heated Pool

Make some memories at this unique and family-friendly estate. Private & secluded on over 20 acres with heated inground pool this spacious 4 bed, 2 full baths, plus den with sleeping sofa has plenty of space for all. Park-like grounds featuring open fields, picturesque stonewalls overlooking beautiful, heated pool and expansive stone patio where you can entertain or just relax and enjoy nature. Inside, discover effortless living in this fun yet chic, modern design.

Home in Woodstock

4.85 out of 5 average rating, 120 reviews

Gorgeous Villa Mntn Views, salt H2O pool, hot tub!

Our beautiful Villa has amazing mountain views, a clean, modern design and is the perfect getaway to socialize & relax. It is ideally located for hiking & has a gorgeous, private salt water pool (mid May- mid Oct) and a wonderful hot tub which is open year round! Please check for pool opening/closing. In addition to the main house there is also a studio cottage (with bathroom) that can be used as a WFH private office. It has it's own high speed internet.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Hunter rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Accord

5 out of 5 average rating, 11 reviews

Newly Built Private Home & Pool

Home in Germantown

4.98 out of 5 average rating, 45 reviews

Columbia County Farmhouse with Pool

Home in Catskill

5 out of 5 average rating, 16 reviews

NEW! Catskill Family Hideout with Seasonal Pool

Home in Roxbury

4.94 out of 5 average rating, 51 reviews

Canopy Hill House - Modern w/ Pool+Hot Tub+Mt View

Home in Liberty

5 out of 5 average rating, 15 reviews

Liberty lakefront Oasis: 5BR Pool Hot tub & lake

Home in Saugerties

4.96 out of 5 average rating, 159 reviews

Lux 1800's renovated farmhouse w/hot tub+pool

Home in Ghent

4.9 out of 5 average rating, 10 reviews

Farmhouse and Guesthouse w Pool, Pond and Sauna!

Home in Saugerties

4.85 out of 5 average rating, 82 reviews

Unique! Enclosed Heated Pool, Hot Tub, 40 Pvt. Ac

Condo rentals with a pool

Condo in Hunter

4.86 out of 5 average rating, 76 reviews

Cozy Gem with Mountain Views

Condo in Windham

4.66 out of 5 average rating, 115 reviews

Windham Condo

Condo in Windham

4.88 out of 5 average rating, 163 reviews

Cozy Mountain hideaway Windham, Hunter

Condo in Windham

4.94 out of 5 average rating, 32 reviews

Lovely stylish 2-bedroom condo with community pool

Condo in East Jewett

4.96 out of 5 average rating, 28 reviews

Hunter & Windham: Hikes, Lakes, 2BR

Condo in Windham

4.88 out of 5 average rating, 8 reviews

Windham-Hunter Lodge

Condo in Windham

4.92 out of 5 average rating, 59 reviews

4 Bedroom Condo, Close to Golf Courses and Biking

Condo in Windham

5 out of 5 average rating, 4 reviews

Luxury Ski in Ski out Condo + Amenities

Home rentals with a private pool

Home in Woodstock

5 out of 5 average rating, 9 reviews

Luxury Retreat in the Catskills

Home in Rhinebeck

5 out of 5 average rating, 69 reviews

Rhinebeck Country Living with a Modern Twist

Home in Lagrangeville

4.84 out of 5 average rating, 132 reviews

Classic Hudson Valley Farmhouse Nestled in 9 Rolling Acres

Farm stay in Fleischmanns

4.91 out of 5 average rating, 11 reviews

Catskills Hip & Historic Farm Retreat-Near Skiing!

Quick stats about vacation rentals with a pool in Hunter

Total rentals
70 properties
Total number of reviews
4.2K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
70 properties include access to wifi

Destinations to explore