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

midcentury mod * HOT TUB * walk out trail 2 mohonk
A Frank Lloyd Wright inspired Mid Century Mod w updated amenities, comfy, clean, open concept. Large windows offer big views of flora/fauna and the many birds & wildlife. Mtn views including skytop. fireplace, 5 person hot tub short wooded trail just behind house to access Wallkill Valley Rail Trail, from here walk a scenic mile to R2R trail (take to mohonk) Water St. mkt & the ❤️ of New Paltz Village THE WHOLE PLACE IS YOURS- HOUSE, PROPERTY, POOL (open 5/1-9/30) and HOT TUB (open 9/30-5/1)

4Br Mountain Brook House on 130 acres w/ trails
Hemlock House is an extraordinary private escape nestled against a babbling brook running through the rocky gorge of an 130 acre magical historic farm. Explore hiking trails through old forests, trout creeks, and 90ft waterfall or simply relax by the fire pit or within the outdoor spa while listening to the flowing water. Visit this beautifully designed retreat, complete with gourmet kitchen, cozy fireplace, great wifi and comfortable bedrooms with quiet workspaces- learn more at cascadafarm.com

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

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.

Hideaway Windham/Hunter Fireplace, Snow & Skiing
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.

6-Acre Lux Estate: Hot Tub, Fireplace, Near Skiing
A modern 3BR/2BA Catskills retreat on 6 private acres with a hot-tub, and fireplace. Perched on a hill, this single-level home offers serenity, scenic views, mid-century modern decor, and comfort—ideal for girls' trips, couples and families. Amenities: Fireplace Hot Tub Spa Mini Ping-Pong Dart Board High-speed Wi-Fi Narrowsburg Offers: -Restaurants & Shops -Luxury Spas & Yoga -Alpaca Farm -Hiking -Farmer's Markets -Delaware Valley Arts Alliance Experience the best of the Catskills!

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..

New Paltz dog friendly retreat w/salt water POOL
New Paltz dog friendly retreat is a wonderful place to explore the Hudson Valley. 7min drive to downtown New Paltz. 10min to Minnewaska state park & Mohonk preserve. Our very large fenced yard & heated 27ft salt water pool is for your private use during your stay. A signed pool waiver will be required. Heating pool fee is $20 daily. Dog fee $100 per dog. Carolyn whom lives on site in a completely separate studio is there to trouble shoot any issues & keep the pool sparkling clean.

The Little Shelter at Gunks EcoLodge
Now open in Winter, but subject to refunded cancellation if Snow makes the driveway unpassable for those without 4 or all wheel drive. This rental is a small cabin in the woods of New Paltz, NY. The cabin sleeps 4 with 2 twin beds in the loft and has a pullout couch with a quality queen size mattress. The kitchen is equipped but does not have an oven. Streaming TV and Internet. Check out our other listings at the EcoLodge, with Private Rooms/Baths, on the "About Me" page.

Your Summer Escape - Cozy Forest with Deck & Views
Welcome to our peaceful sanctuary, tucked away in nature's embrace! This delightful home fuses modern amenities with the beauty of the wild, ideally located near a vibrant forest filled with towering trees. Outside, nature’s wonders await. Step onto the expansive deck, where cozy seating invites you to relax and take in the mesmerizing forest views. You might catch sight of birds flitting through the canopy or glimpse wildlife roaming freely in their natural habitat.

The Harvest Guest House~ Hidden Gem with Pool
Reconnect with yourself & nature. The Georgian style home is set on 6 wooded acres and surrounded by rugged rock ledges, minutes to Marist, The Culinary, Roosevelt & Vanderbilt estates. THE HARVEST GUEST HOUSE offers a genuine Hudson Valley stay. Your suite has its own private entrance, bathroom & fireplace. Enjoy a comfortable place to unwind after exploring nearby trails, river towns, and historic sites. Relaxed, real, and rooted in nature.

Charming Lakefront Cabin with Hot Tub
Thoughtfully updated lakefront cabin, north of the Catskill mountains, in the Hudson Valley. Located inside the private, family-friendly Sleepy Hollow Lake community with guest access to pools, beach, tennis courts, & basketball (May-Sep). A peaceful retreat - come watch the hummingbirds from the porch or have your morning coffee looking out upon the lake! The cabin faces west over the lake so it's a wonderful spot to watch the sun set!
Popular amenities for Shawangunk rentals with a pool
House rentals with a pool

No Guest Fee, Lakefront, Pool, Hot Tub, Golf, Pets

Highwoods Haven | saltwater pool and hot tub

5BR Saugerties Retreat POOL Mins to HITS & Village

Woodstock Getaway - Heated Pool/Hot Tub/FirePit

Modern Lux 5-Bed, Double Fireplace, Dogs Welcome

Upstate Modern Scandinavian Barn in the Catskills

Cozy & Spacious Country Home - All Seasons

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
Condo rentals with a pool

Cozy Gem with Mountain Views

Windham Condo

Premium New 1bd Sunset balcony 3rd flr

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

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

Claudia's Cottage

Modern Glass House

4 bedroom house with pool (Kids & Dog Friendly)

Bluewater Ridge

Ashokan Stylish Escape w/ Hot Tub & Fireplace

Private Large Villa With Pool

Near Legoland | Woodbury Commons | Hot Tub & Pool

The Crooked Cottage
Quick stats about vacation rentals with a pool in Shawangunk

Total vacation rentals
Explore 20 vacation rentals in Shawangunk

Nightly prices starting at
Shawangunk vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

Verified guest reviews
Over 1,000 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 Shawangunk vacation rentals include wi-fi access

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

4.9 Average rating
Shawangunk stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a patio Shawangunk
- Rentals with a fire pit Shawangunk
- House rentals Shawangunk
- Rentals with a washer and dryer Shawangunk
- Pet-friendly rentals Shawangunk
- Family-friendly rentals Shawangunk
- Rentals with outdoor seating Shawangunk
- Rentals with a hot tub Shawangunk
- Rentals with a fireplace Shawangunk
- Fitness-friendly rentals 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
- Hunter Mountain Resort
- Mount Peter Ski Area
- Bash Bish Falls State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Mohawk Mountain Ski Area
- Taconic State Park
- Bear Mountain State Park
- Wawayanda State Park
- Paterson Great Falls National Historical Park
- Opus 40
- Warwick Valley Winery & Distillery
- Benmarl Winery
- Mountain Creek Water Park
- Walkway Over the Hudson State Historic Park
- Poets' Walk Park




