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

Total holiday rentals
Explore 30 holiday rentals in Shawangunk

Nightly prices starting at
Shawangunk holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 1,060 verified reviews to help you choose

Family-friendly holiday rentals
20 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
30 of Shawangunk holiday rentals include wifi 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

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
Woodstock Historic Artist Estate - The Pond House
Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

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.

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

Farmhouse w/ Pool, Sauna & Hot Tub near Storm King
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!

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

Dog friendly, heated pool & Hot Tub w/ fenced yard
Escape to a modern mini barn 7 mins from Narrowsburg with a heated pool, hot tub, fire pit, high-speed Wi-Fi, Ev charger, backup generator and a fully fenced yard for your pups! Set in the gorgeous Hamlet town of Narrowsburg, my home is a 5 min drive into Narrowsburg Main Street! Bethel, Callicoon, Barryville, Livingston manor, are all 25 mins away. If you're looking to ski Big BEAR Mountain is close by! High speed internet 500mps. 7 day bookings and monthly bookings receive discounts!

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.

Spacious Catskills Farmhouse on over 5 acres!
Summer is the best time to visit the Catskill Mountains! Come enjoy our large in-ground pool! Enjoy a hike at one of our local trails or nature preserves. Try your luck at the casino, spend a day at the indoor water park, or play a round of golf at one of the local courses. 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.

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

Comfortable & Spacious Country Home - All Seasons

3BR/2BA • Fireplace & Hot Tub Near Bethel Woods

Cozy, Modern Retreat in the Woods of Cold Spring

Legoland Mt Peter 3BR Pool Theater Hot Tub 1Pet

Indoor Heated Pool + Sauna + Creek, Spacious 4Bdrm

Design Scandi Retreat, Heated Pool, Dogs Welcome

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

Summer Paradise - Pool, Fire-pit, Nursery!
Apartment rentals with a pool

Mountain Creek Appalachian Condo Waterpark

Appalachian Lodge Top Floor w/views

StunningViews•Bright2BR•Pool•NearFarm•Lakes•Farm

Premium New 1bd Sunset Balcony 3rd flr

Modern, Upscale Condo at Mountain Creek 1 hr NYC

Comfy Studio at Mountain Creek Resort

Cozy Gem with Mountain Views

Walk to Waterpark | Mtn Views Pool Hot Tub 312
Other holiday rentals with a pool

Sweet Fern Cottage With Saltwater Pool

Experience The Zen House

Catskills Retreat | Heated Pool & Hot Tub

Mtn View Lux Dome w/ Heated Plunge Pool

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

Lovely country house; stunning view

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Catskills Family Retreat: Pool, Sauna and Animals!
When is the best time to visit Shawangunk?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $704 SGD | $532 SGD | $699 SGD | $861 SGD | $837 SGD | $826 SGD | $1,016 SGD | $1,016 SGD | $1,016 SGD | $829 SGD | $941 SGD | $959 SGD |
| 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 |
Destinations to explore
- New York Holiday rentals
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- Portland Holiday rentals
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- Baltimore Holiday rentals
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- Atlantic City Holiday rentals
- Hunter Mountain
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Resorts World Catskills
- Windham Mountain
- Taconic State Park
- Mohonk Preserve
- Storm King Art Center
- Bash Bish Falls State Park
- Peekamoose Blue Hole
- Kent Falls State Park
- Hunter Mountain Resort
- Brotherhood, America's Oldest Winery
- Mountain Creek Water Park
- Harriman State Park
- Mohawk Mountain Ski Area
- Storm King Art Center
- Mount Peter Ski Area
- Wawayanda State Park
- Millbrook Vineyards & Winery





