
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 R 1,301 ZAR per night before taxes and fees

Verified guest reviews
Over 1,060 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

4.7 Average rating
Shawangunk stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with a pool in Shawangunk
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Scenic River View Escape | New Paltz
Unwind in nature at this scenic New Paltz escape, located on a serene riverbank with spectacular views. Large porch and private backyard are perfect for relaxation and stargazing. Recently renovated, the house blends modern amenities with a tranquil atmosphere. Thoughtfully designed, it features a cozy fireplace, large smart TV, and fully equipped kitchen. Explore nearby hiking trails, waterfalls, and Minnewaska State Park, or relax in the hot tub. Ideal for couples, families, and remote workers
ValueFamilyAccess
4.88 out of 5 average rating, 241 reviews
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
FamilyLocationGetting around
4.88 out of 5 average rating, 222 reviews
The Woodstock Barn House - Sauna, Gym, Jacuzzi
19th Cent Hand-Hewn Dairy Barn. LOVE BIG GROUPS - if your #s exceed 10 we can accommodate. Pet Friendly Inquire for summer dates! IG: @woodstockbarnhouse 2 guest 1 night stays inquire for clean discount Travel & Leisure "Gorgeous Old Catskill Barn" House Beautiful "Best Upstate New York Weekend Destinations " Pool about May to midOct Hot Tub - all year Gym Sauna Fire Pit Projector Tv Pizza Ovens Cabana Kitchen 2 miles from center of town. *No checkin avail Tgiving, Xmas Day, Easter Sunday
ValueLocationAccess
4.99 out of 5 average rating, 279 reviews
Entire Home, Private Indoor Pool
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.
LocationValueTV
4.81 out of 5 average rating, 136 reviews
Comfortable & 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 and canoe-ready Roundout Creek. A large sunlit family room, a variety of games, vast outdoor space with furnished patio, in-ground pool/deck/BBQ/swings/firepit/hammock offer the perfect place to relax and restore your connection to nature, friends and family.
LocationFamilyGrill
4.98 out of 5 average rating, 123 reviews
midcentury mod hot tub*walk out trail R2R/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 21 HOT TUB YEAR ROUND
LocationValueGrill
4.98 out of 5 average rating, 549 reviews
Historic Cornwall Farmhouse w/ Sauna & Hot Tub
Welcome to The Storm King Farmhouse! Experience the best of upstate living in this beautifully renovated 1800s farmhouse located 50 mi from NYC. The property features a heated pool, Finnish sauna, premium hot tub, pickleball & basketball court, fire pit, pond, and more! Located close to exciting Hudson Valley activities - Storm King Art Center (1 min), West Point (15 min), Legoland (25 min), hiking trails, breweries, etc. This is the perfect place to relax with family & friends! Pet friendly!
ValueLocationComfort
5.0 out of 5 average rating, 107 reviews
Hot Tub - Sauna - Arcade- Fireplace - Pool Open
Welcome to our Catskills oasis on the Rondout Creek and Rail Trail, minutes from Minnewaska and the Gunks! Unwind in the year-round covered hot tub / sauna, lounge by the pool, gather around the fire pit, or play mini golf under the stars. Inside, relax by the fireplace or hit the speakeasy-style game room with pool, pingpong, Pac-Man, Pop-a-shot, darts, a bar, and TV. We offer private chefs, local meats, and top picks for hikes, bites, and watering holes. Yes, we love pets! 🐾
ValueLocationLaundry
4.89 out of 5 average rating, 213 reviews
Spacious Catskills Farmhouse on over 5 acres!
Come enjoy autumn in the Catskill Mountains! Fall is the best time to visit the Catskills. Crisp nights, fresh apple cider, U-pick farms, bonfires, and picture-perfect fall foliage. Get outside to explore our local trails, parks & lakes. Enjoy a round of golf, or visit the casino or indoor waterpark. You will feel right at home in this charming & restored 5BR farmhouse. Located on 5+ acres near the great Catskills Forest Preserve, this is a great place for four-season recreation.
LocationFamilyLaundry
4.91 out of 5 average rating, 127 reviewsA Very Cozy House With a Very Big Yard
The perfect spot to unwind with family, friends, and pups. Spend the day hiking, visiting farms, or trying local restaurants, then come home to the yard for kid-and-dog frolicking, “Squirrel TV” through long windows. Soak in the claw-foot tub or the jetted spa tub, then gather by the fire with wine and board games. Swim and make s’mores in summer, watch snow fall in winter, and enjoy peaceful views in every season, relax, play, laugh, repeat.
ValueLocationBathroom
4.94 out of 5 average rating, 414 reviews
Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
Welcome to Hudson Valley Hideaway — a Modern stylish family friendly home in Beacon, NY, just 1.5 miles from downtown and the train. Bright, stylish home with 4 bedrooms, w/ 1 King bedroom, 2 queens and a Twin XL, stocked kitchen, and cozy living spaces. Enjoy a private fenced backyard retreat with pool, hot tub, fire pit, and grill. Perfect for relaxing or exploring the Hudson Valley, with easy access to Route 84 and local attractions.
LocationFamilyTV
4.92 out of 5 average rating, 181 reviews
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 for your private use during your stay. A signed pool waiver will be required. Carolyn whom lives on site in a completely separate studio is there to trouble shoot any issues & keep the pool sparkling clean.
LocationFamilyLong stay
4.97 out of 5 average rating, 181 reviewsPopular amenities for Shawangunk rentals with a pool
House rentals with a pool

Woodstock Historic Artist Estate- The Museum House
LocationFamilyNearby
4.96 out of 5 average rating, 185 reviews
Gorgeous Garrison Gem Sauna, Spa 5 min Cold Spring
FamilyValueGetting around
4.83 out of 5 average rating, 109 reviews
3BR/2BA • Fireplace & Hot Tub Near Bethel Woods
LocationFamilyAccuracy
4.93 out of 5 average rating, 247 reviews
Design Scandi Retreat, Heated Pool, Dogs Welcome
FamilyLocationPool
5.0 out of 5 average rating, 122 reviews
9BR Log Cabin Home w/ Hot Tub & Swimmable Pond
ValueFamilyParks
4.86 out of 5 average rating, 118 reviews
Chef’s Kitchen * Screened Porch * Near Woodstock
ValueLocationCheckout
4.93 out of 5 average rating, 126 reviews
Cozy, Modern Retreat in the Woods of Cold Spring
LocationValueAccuracy
4.95 out of 5 average rating, 179 reviews
Indoor Heated Pool + Sauna + Creek, Spacious 4Bdrm
FamilyLocationPool
4.89 out of 5 average rating, 183 reviewsCondo rentals with a pool

Mountain Creek Appalachian Condo Waterpark
LocationValueComfort
4.96 out of 5 average rating, 167 reviews
Appalachian Lodge Top Floor w/views
LocationValueCondition
4.94 out of 5 average rating, 955 reviews
Best Mtn Views! Mtn Creek Hot Tub Heat Pool #324
ValueLocationAmenities
4.95 out of 5 average rating, 264 reviews
Appalachian TOP 4TH FLOOR Studio+ w/amazing views!
LocationValueBathroom
4.92 out of 5 average rating, 420 reviews
Cozy Gem with Mountain Views
FamilyLocationComfort
4.88 out of 5 average rating, 117 reviews
Modern, Upscale Condo at Mountain Creek 1 hr NYC
LocationFamilyWalkability
4.9 out of 5 average rating, 334 reviews
StunningViews•Bright2BR•Octoberfest•Foliage
FamilyValueBackyard
4.94 out of 5 average rating, 159 reviews
✰ 228 Mountain Creek Luxury Mountain View Sleeps 4
LocationFamilyAccuracy
4.97 out of 5 average rating, 123 reviewsOther vacation rentals with a pool

Private Country Getaway
FamilyLocationHot tub
4.97 out of 5 average rating, 188 reviews
Spruced Moose Lodge & Treehouse w/ New Hot Tub!
FamilyLocationHospitality
4.99 out of 5 average rating, 198 reviews
Hillside villa with 9-mile lake views
LocationValueCheck-in
4.97 out of 5 average rating, 108 reviews
Experience The Zen House
FamilyLocationNearby
4.97 out of 5 average rating, 364 reviews
Historic Cabin with Pool and Fire Pit
LocationFamilySleep quality
4.94 out of 5 average rating, 106 reviews
Serene Hudson Valley Escape Hottub/Pool/King Suite
LocationFamilyBeach
4.91 out of 5 average rating, 54 reviews
Treehouse-Inspired Cabin Escape w/ Theatre & Gym
FamilyLocationIndoor spaces
4.78 out of 5 average rating, 9 reviews
Architect-designed home, 10 acres, pool & hot tub
LocationFamilyHospitality
4.98 out of 5 average rating, 56 reviewsWhen is the best time to visit Shawangunk?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R 9,007 ZAR | R 6,812 ZAR | R 8,942 ZAR | R 11,023 ZAR | R 10,714 ZAR | R 10,568 ZAR | R 13,007 ZAR | R 13,007 ZAR | R 13,007 ZAR | R 10,617 ZAR | R 12,047 ZAR | R 12,275 ZAR |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
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- Hunter Mountain
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Bethel Woods Center for the Arts
- Resorts World Catskills
- Windham Mountain
- Storm King Art Center
- Taconic State Park
- Mohonk Preserve
- Mountain Creek Water Park
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Kent Falls State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Harriman State Park
- Mount Peter Ski Area
- Mohawk Mountain Ski Area
- Wawayanda State Park
- Millbrook Vineyards & Winery
- Storm King Art Center





