
Holiday 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)

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

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.

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.

Light-Filled Upstate Home, Perfect Location
Located just south of the Catskills in the beautiful Rondout valley, under 2 hours away from Midtown Manhattan, The House On Smith Lane was built in the modern farmhouse style. Striking the perfect balance between classic and comfortable, our home is equipped with fully modern amenities, including state-of-the-art kitchen and appliances, nest thermostat heating system, and an in-ground pool with bluestone coping (pool is open from Memorial Day to Labor Day). @thehouseonsmithlane

Le Petit Abris 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.

Modern Ski in/out/waterpark/King Bed/WIFI/Parking
The Appalachian is a true 4 season resort overlooking Mountain Creek Ski Resort/ Waterpark and other activities such as farms, mountain biking, multiple golf courses, horseback riding, and ziplining! NEAR LEGOLAND (25 min drive) Hike the Appalachian Trails, tour the wineries and enjoy Octoberfest/Spas/Pumpkin and Apple picking. This is a true 4 season resort with a heated(in winter) year-round OUTDOOR pool/hot tubs/Suana. Ski-in/out right to the main lift from the building

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.

A Lovely Cottage in the Woods
Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.

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.
Popular amenities for Shawangunk rentals with a pool
House rentals with a pool

Bluestone Escape - Where everyone is at home.

Gorgeous Villa MntnViews, nr SKI, firepl, hot tub!

Upstate Modern Scandinavian Barn in the Catskills

6-Acre Lux Estate: Hot Tub, Fireplace, Near Skiing

Warm & Comfortable Family Stay nr Woodstock

Woodstock Historic Artist Estate- The Museum House

Spacious Catskills Farmhouse on over 5 acres!

Family Fun w Hot tub/Pool/Sauna near Ski Holidaymt
Apartment rentals with a pool

Condo at Mtn Crk 1 Bdr 1 Bath sleep 4 Mtn view 234

Valley Overlook @ Mtn Creek Resort Park & Play

Cozy Retreat | Pool & Hot Tub | Mountain Creek Resort @ Appalachian

Comfy Studio at Mountain Creek Resort

Appalachian Lodge Top Floor w/views

✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5

Resort Getaway @ Mtn. Creek -pool/hot tub/sauna

Lodge style getaway 50 miles from NYC patio 207
Other holiday rentals with a pool

The Hudson Valley Hideaway

The Lucky Goat Farm

Bluewater Ridge

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

Farmhouse w/ Sauna & Hot Tub near Storm King

Eco Cottage in the Woods

Serene Hudson Valley Escape Hottub/Pool/King Suite

Converted Church – Hudson Valley
Quick stats about holiday rentals with a pool in Shawangunk

Total holiday rentals
Explore 20 holiday rentals in Shawangunk

Nightly prices starting at
Shawangunk holiday rentals start at $90 SGD per night before taxes and fees

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

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Shawangunk holiday rentals include wifi 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!
Destinations to explore
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- Rentals with outdoor seating Shawangunk
- Family-friendly rentals Shawangunk
- Rentals with a firepit Shawangunk
- Rentals with a patio Shawangunk
- Rentals with a washing machine and dryer Shawangunk
- Fitness-friendly rentals Shawangunk
- Rentals with a fireplace Shawangunk
- House rentals Shawangunk
- Rentals with a hot tub Shawangunk
- Pet-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
- 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
- Rockland Lake State Park
- Wawayanda State Park
- Paterson Great Falls National Historical Park
- Hunter Mountain Resort
- Taconic State Park
- Sterling Forest State Park
- Mohawk Mountain Ski Area
- Opus 40
- The Stanwich Club




