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

Entire Home (private pool), Event Friendly
This unique specious and tranquil getaway private home includes an indoor heated swimming pool, hot tub, an outdoor space of 34 acres for you to enjoy nature, work out equipment, movie theater. Complete eat in kitchen, outdoor grill. washer and dryer, three bathrooms. Huge open space basement equipped with LED changing color light. Rooms have Wi-Fi LED light to connect music. The place sleeps 8 guests, in beds. Two additional twin mattresses.16 guests maximum. Hot tub take a while to heat up.

Luxe Mountain Getaway|Fire Pit|Arcade|Hot Tub|Pool
Enjoy a luxury nature escape at Boho Chic Villa, under 2 hours’ drive from New York City. This cozy home offers three bright bedrooms, an elegant full kitchen, and unmatched outdoor space. Take a splash in the pool, soak in the hot tub, or make s’mores around the fire pit. Your stay is sure to be an extraordinary experience for the whole family. 6 Min Drive to Minnewaska State Park 8 Min Drive to Kelder’s Farm 10 Min Drive to Stony Kill Falls Experience Kerhonkson With Us & Learn More Below!

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️
PLEASE READ ALL HOUSE RULES PRIOR TO INQUIRIES AND BOOKINGS! 1 night/longer stays can be accommodated upon request and calendar availability. “Home Is Where The Heart Is”. If you love tranquility and coziness combined with sophistication and traditional rural charm, this is the place for your stay (only 4 miles from Beacon). The ground floor apartment with a private entrance (located around the back in a private house) includes a living room, full kitchen, full bathroom and Queen bedroom

Kapitan’s Cottage Private Upstate Catskill Retreat
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.

Hudson Valley Oasis - Sauna, Hot Tub, Heated Pool!
A modern oasis in the Hudson Valley near hiking, skiing, apple-picking, antiquing, and other fun seasonal activities only 1.5 hours from NYC. Enjoy swimming in a heated pool? Great! We have a beautiful pool (Opens 4/1) and pool house complete with an outdoor bar and hot tub. Lovely outdoor garden with a fire pit nestled in the middle. A patio with a gas grill and pizza oven is ready for all chefs. We feature a three-person sauna inside! Just secluded enough to be perfect for larger gatherings!

Country Getaway - Close to Hiking & Storm King
Enjoy the countryside minutes away from downtown restaurants, bars and Main Street, in our private, cozy loft studio! Located on 1.5 acres, this clean and comfortable apartment includes a kitchenette with bar-style table, living room and two flat screen Roku TV’s with Netflix, Hulu as well as an electric fireplace, outdoor patio and fire pit. Guests have two parking spaces, a private first-floor entrance, private full bathroom, outdoor dining area, BBQ and fire pit! Pool available seasonably.

Gunks Cottage|Fire Pit|Pool|Near Minnewaska Park
This charming 2-bedroom cottage is nestled on an acre of private, untouched wilderness, making it a great place for nature lovers, hikers, and couples looking for the perfect getaway. When you’re not exploring Minnewaska State Park, enjoy the pool, stargazing from next to the fire pit, and soaking tired muscles in the hot tub. 6 Min Drive to Minnewaska State Park Preserve 10 Min Drive to Stony Kill Falls 15 Min Drive to Wightman Fruit Farm Experience Kerhonkson With Us & Learn More Below!

Scenic River View Escape | New Paltz
Unwind in nature. House is located on the river bank with river views and surrounded by tall trees with a huge porch and private backyard. The house was recently renovated with all the modern amenities. The place breathes with tranquility and peace and was stylishly decorated with a lot of care and consideration to guests' experience by an experienced host. Just come as you are and enjoy as we have all you need here including top notch complimentary tea, coffee, yoga mats and much more

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..

Woodland Hideaway: Sauna, Tennis Court & 15 Acres
Welcome to your perfect all-inclusive Catskills getaway. Secluded hilltop cabin in the woods. Cozy home features heated pool, sauna, large 2000sf deck overlooking forest, full size tennis court, 15.5 acres for hiking, fishing, and exploring. Located only 2 hours from New York City & 20 mins from Woodstock. Two-bdrm house with one full bathroom and loft sleeping space. House is located on a quiet road. Turn into the private driveway and get ready to relax and mingle with Mother Nature

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.

Private Country Getaway
This family-friendly apartment is an hour from NYC, with a private driveway and entrance. The location is ideal for a getaway in any season. In the Warwick Valley, the property is 10 min from Legoland, and 13 min from the NY Renaissance Festival, surrounded by vineyards, orchards, farms, breweries, state parks, skiing, and the Appalachian Trail. 5 minutes from historic Sugar Loaf and the Sugar Loaf Performing Arts Center. 15 min from Woodbury Commons Premium Outlets.
Popular amenities for Town of Shawangunk rentals with a pool
House rentals with a pool

Bluestone Escape - Where everyone is at home.

Harrison Field Fall Weekend GetAway ApplePicking

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Warm & Comfortable Family Stay nr Woodstock

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town

Spacious Catskills Farmhouse on over 5 acres!

Family Fun Getaway w/Pool/Hot tub Canoe

Bushkill Beauty-HotTub, Firepit Lake, Outdoor Pool
Condo rentals with a pool

Windham Condo

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Valley Overlook @ Mtn Creek Resort Park & Play

Comfy Studio at Mountain Creek Resort

Appalachian Lodge Top Floor w/views

Modern Ski in/out/waterpark/King Bed/WIFI/Parking

✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5

Resort Getaway @ Mtn. Creek -pool/hot tub/sauna
Other vacation rentals with a pool

Newly Built Private Home & Pool

The Lodge | Grateful Woods Retreat w/ HT, FP, Farm

The Happy Hemlock

Modern Designer Cabin in Woods w/ 5-star amenities

Serene Hudson Valley Escape Hottub/Pool/King Suite

Converted Church – Hudson Valley

The Kripplebush Farmhouse: Pool, WBF, Location!

Mandell's Escape
Quick stats about vacation rentals with a pool in Town of Shawangunk

Total vacation rentals
Explore 20 vacation rentals in Town of Shawangunk

Nightly prices starting at
Town of Shawangunk vacation rentals start at € 60 per night before taxes and fees

Verified guest reviews
Over 1,240 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Town of Shawangunk vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Town of Shawangunk rentals

4.9 Average rating
Town of Shawangunk stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a patio Town of Shawangunk
- House rentals Town of Shawangunk
- Rentals with outdoor seating Town of Shawangunk
- Pet-friendly rentals Town of Shawangunk
- Rentals with a washer and dryer Town of Shawangunk
- Family-friendly rentals Town of Shawangunk
- Fitness-friendly rentals Town of Shawangunk
- Rentals with a hot tub Town of Shawangunk
- Rentals with a fire pit Town of Shawangunk
- Rentals with a fireplace Town of Shawangunk
- Rentals with pools Ulster County
- Rentals with pools New York
- Rentals with pools United States
- Hunter Mountain
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- Hudson Highlands State Park
- Bash Bish Falls State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Ringwood State Park
- Campgaw Mountain Ski Area
- Mount Peter Ski Area
- Wawayanda State Park
- Rockland Lake State Park
- Hunter Mountain Resort
- Great Falls Park
- Taconic State Park
- Sterling Forest State Park
- Mohawk Mountain Ski Area
- Opus 40
- Tallman Mountain State Park




