
Vacation rentals with a pool in Shawangunk
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Shawangunk

Total vacation rentals
Explore 30 vacation rentals in Shawangunk

Nightly prices starting at
Shawangunk vacation rentals start at R1,323 ZAR per night before taxes and fees

Verified guest reviews
Over 1,030 verified reviews to help you choose

Family-friendly vacation rentals
20 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
30 of Shawangunk vacation rentals include wi-fi access

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

4.8 Average rating
Shawangunk stays are highly rated by guests—averaging 4.8 out of 5!
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 * POOL * 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. IN GROUND SWIMMING POOL & HOT TUB short wooded trail just behind house to access Wallkill Valley Rail Trail, from here walk to an organic farm? A scenic mile to R2R trail to Mohonk, Water St. mkt & the Village of NP WHOLE PLACE IS YOURS HOUSE & PROPERTY POOL May 1 -Sept 30 HOT TUB Sept 1 - May 30

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

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.

Modern Upstate Cabin, near Rhinebeck NY
[ 🏊🏽♂️ Heated pool is open end of May - end of October. During the winter months we recommend soaking in our giant freestanding tub, which easily fits 2 humans.] Welcome to Maitopia - our modern, dog-friendly, tiny cabin in the middle of a forest. We offer a fully stocked kitchen, a giant bathtub, a floating fireplace and a heated pool in the summer. 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.

Luxury Prvt Estate w/Hot Tub+Gameroom nr Rhinebeck
Perched at the top of a hill on 20 private acres, this upscale, modern log home serves as an ideal home base to discover the picturesque Hudson Valley. The Hammock Hill House offers guests upscale features such as heated gunite pool, Sonos speakers, and a gourmet kitchen complete with Wolf and Miele appliances. A lower level lounge promises hours of fun with a full-size pool table, darts, and classic board games. Either the hot tub or the firepit are a perfect end to a busy day of exploration.

Cozy & Spacious Country Home - All Seasons
We welcome you to stay at our inviting home in the hamlet of High Falls. The two-story early 1900's era farmhouse is set on 12 private acres off a quiet country road in a lovely residential area. Grounds feature access to woods & pond + the canoe-ready Roundout Creek. A large sunlit family room, a variety of games, vast outdoor space with patio furniture, in-ground pool/deck/BBQ/swings/firepit/hammock offer the perfect place to relax and restore your connection to nature, friends and family.

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..

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.

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 15 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.

Hilltop Private Retreat Pool Sauna Tennis 15 Acres
Escape to a secluded hilltop retreat surrounded by 15.5 acres of forest in the Catskills. This cozy, thoughtfully updated cabin offers rare privacy with resort-style amenities. Swim in the heated saltwater pool, relax in the sauna, play tennis, or explore the private trail to Mill Brook. In the evening, gather around the fire pit or unwind on the expansive 2,000-square-foot deck overlooking the woods. Just two hours from NYC and about twenty minutes from Woodstock.
Popular amenities for Shawangunk rentals with a pool
House rentals with a pool

Highwoods Haven | saltwater pool and hot tub

Modern Barn on 12 acres w Sauna, FirePit+swimming

Hawk View

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Golf Sim! Hot Tub/Game Room/Cinema 2 Kings

Harrison Fields Cozy Mountain Views Firepit

Paradise Woodstock - Pool Opens 1st May!

Mandell's Escape
Condo rentals with a pool

Cozy Gem with Mountain Views

Windham Condo

Hideaway Windham/Hunter Fireplace, Snow & Skiing

One bedroom condo at Mountain Creek Resort

Valley Overlook @ Mtn Creek Resort Park & Play

Appalachian Lodge Top Floor w/views

✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5

Appalachian TOP 4TH FLOOR Studio+ w/amazing views!
Other vacation rentals with a pool

Catskills Creek | Forest Views, Hot Tub & Pool

Enchanting Upstate Cabin w Pool, Firepit

Cheerful 3-bedroom Cabin in the Woods with a pool.

Hudson Valley Home with Pool & Jacuzzi

Near Legoland | Woodbury Commons | Hot Tub & Pool

Arkadia House Mid-century retreat with pool & view

The Ridge House - Modern Secluded Home w/ Pool

Historic Cabin with Pool and Fire Pit
Destinations to explore
- Plainview Vacation rentals
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- Pet-friendly rentals Shawangunk
- House rentals Shawangunk
- Rentals with a hot tub Shawangunk
- Rentals with a patio Shawangunk
- Rentals with outdoor seating Shawangunk
- Rentals with a fireplace Shawangunk
- Rentals with a washer and dryer Shawangunk
- Family-friendly rentals Shawangunk
- Rentals with a fire pit 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
- Bash Bish Falls State Park
- Hunter Mountain Resort
- Mount Peter Ski Area
- Brotherhood, America's Oldest Winery
- Kent Falls State Park
- Taconic State Park
- Mohawk Mountain Ski Area
- Campgaw Mountain Ski Area
- Bear Mountain State Park
- Wawayanda State Park
- Storm King Art Center
- Paterson Great Falls National Historical Park
- Mountain Creek Water Park
- Opus 40
- Benmarl Winery
- Walkway Over the Hudson State Historic Park




