
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 1,299 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
4.88 out of 5 average rating, 243 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
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
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.
4.81 out of 5 average rating, 136 reviews
Heated Pool, Ultra Modern Home 5B, hot tub, sauna
Secluded, luxurious 5Br/3.5Bth home an hour from NYC, nested on a 9-acre property with the Appalachian trail running through. Modern-rustic design, floor-to-ceiling windows, custom kitchen, state-of-the-art appliances, balconies. Dip in the heated pool (seasonal) or the hot tub, sauna, dine alfresco from the BBQ and watch the stars. Guests can enjoy morning coffee on the private deck or evening cocoa in front of the wood-burning fireplace or the fire pit, outside, overlooking a private pond.
4.98 out of 5 average rating, 177 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.
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
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!
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! 🐾
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.
4.91 out of 5 average rating, 127 reviews
Luxe modern A Frame, Hot tub and new heated pool
Experience the luxury of this black double A-frame, finished to the highest standards and nestled in the woods for ultimate privacy. The main bedroom features a soaring ceiling and spa-like en-suite with walk-in shower, tub, bidet, double sink, and heated floors. The sunny second bedroom also has an en-suite. Enjoy a chef’s kitchen, double-sided fireplace, hot tub, and a new pool available June. Pets must be disclosed and approved prior to booking.
4.97 out of 5 average rating, 120 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.
4.94 out of 5 average rating, 414 reviewsPopular amenities for Shawangunk rentals with a pool
House rentals with a pool

New Paltz dog friendly retreat w/ salt water pool
4.97 out of 5 average rating, 181 reviews
Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
4.92 out of 5 average rating, 181 reviews
Woodstock Historic Artist Estate- The Museum House
4.96 out of 5 average rating, 185 reviews
Peace & Privacy - High Falls (hot tub & salt pool)
4.96 out of 5 average rating, 312 reviews
Golf Sim! Hot Tub/Game Room/Cinema 2 Kings
4.99 out of 5 average rating, 146 reviews
Cozy, Modern Retreat in the Woods of Cold Spring
4.95 out of 5 average rating, 179 reviews
Chef’s Kitchen * Screened Porch * Near Woodstock
4.93 out of 5 average rating, 126 reviews
Indoor Heated Pool + Sauna + Creek, Spacious 4Bdrm
4.89 out of 5 average rating, 183 reviewsCondo rentals with a pool

Mountain Creek Appalachian Condo Waterpark
4.96 out of 5 average rating, 167 reviews
Premium New 1bd Sunset Balcony 3rd flr
4.92 out of 5 average rating, 127 reviews
Best Mtn Views! Mtn Creek Hot Tub Heat Pool #324
4.95 out of 5 average rating, 264 reviews
Appalachian Lodge Top Floor w/views
4.94 out of 5 average rating, 955 reviews
✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5
4.95 out of 5 average rating, 129 reviews
Cozy Gem with Mountain Views
4.88 out of 5 average rating, 117 reviews
Modern, Upscale Condo at Mountain Creek 1 hr NYC
4.9 out of 5 average rating, 334 reviews
Windham Condo
4.69 out of 5 average rating, 128 reviewsOther vacation rentals with a pool

Sweet Fern Cottage With Saltwater Pool
4.93 out of 5 average rating, 288 reviews
Hillside villa with 9-mile lake views
4.97 out of 5 average rating, 108 reviews
Catskills Retreat | Heated Pool & Hot Tub
4.95 out of 5 average rating, 250 reviews
Experience The Zen House
4.97 out of 5 average rating, 365 reviews
Private Country Getaway
4.97 out of 5 average rating, 188 reviews
Beautiful house under the Gunks
4.97 out of 5 average rating, 60 reviews
Serene Hudson Valley Escape Hottub/Pool/King Suite
4.91 out of 5 average rating, 54 reviews
Mandell's Escape
5.0 out of 5 average rating, 29 reviewsWhen is the best time to visit Shawangunk?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R 8,999 ZAR | R 6,806 ZAR | R 8,934 ZAR | R 11,013 ZAR | R 10,704 ZAR | R 10,558 ZAR | R 12,994 ZAR | R 12,994 ZAR | R 12,994 ZAR | R 10,607 ZAR | R 12,036 ZAR | R 12,264 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
- Windham Mountain
- Resorts World Catskills
- Storm King Art Center
- Taconic State Park
- Mohonk Preserve
- Mountain Creek Water Park
- Hunter Mountain Resort
- Peekamoose Blue Hole
- Kent Falls State Park
- Bash Bish Falls State Park
- Harriman State Park
- Brotherhood, America's Oldest Winery
- Mount Peter Ski Area
- Mohawk Mountain Ski Area
- Wawayanda State Park
- Millbrook Vineyards & Winery
- Storm King Art Center





