
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 ﺩ.ﺇ 294 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.
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.

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

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

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 * POOL * 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 23 HOT TUB YEAR ROUND

Hudson River views with pool and hot tub
The Riverview Terrace House is located in a quiet neighborhood in Kingston NY overlooking the beautiful Hudson River. Just an hour and forty five minutes from NYC it is the perfect get away for family and friends. We welcome you to enjoy the house with 5 bedrooms, 2.5 baths, a pool open during summer months thru Labor Day and a hot tub open year round. Centrally located between uptown Kingston and Rhinebeck you will have access to the all of the great amenities the area has to offer.

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.

Peaceful and Private Boutique Apartment *Pool*
Welcome to your serene retreat one mile from charming downtown New Paltz! Our pretty boutique apartment offers a peaceful escape, perfect for couples or families. Enjoy the comfort of a private entrance, luxurious king and queen beds, kitchen, stocked coffee bar, and huge yard. End your day with a refreshing dip in our pool or unwind in the hammock. Just minutes from town and hiking trails, and many local activities. Experience the best of New Paltz – book your stay today!

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.
Fenced & Salt Water Pool | Cozy Catskills Cottage
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.

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.

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

Architect-designed home, 10 acres, pool & hot tub

Play. Chill. Repeat +Pickleball

Treehouse-Inspired Cabin Escape w/ Theatre & Gym

Design Scandi Retreat, Heated Pool, Dogs Welcome

The Pine Bush Manor

Mountain Creek retreat PH w/pool & hot tub

Serene Hudson Valley Escape Hottub/Pool/King Suite

3BR/2BA • Private Pool & Hot Tub Near Bethel Woods
Condo rentals with a pool

Cozy Gem with Mountain Views

Windham Condo

One bedroom condo at Mountain Creek Resort

Appalachian Lodge Top Floor w/views

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

All New Chic Ski in/out King bed

Stunning Views • Bright 2BR • Pool • Near Farm • Lakes • Farm

✰ 228 Mountain Creek Luxury Mountain View Sleeps 4
Other vacation rentals with a pool

Stunning Mntn Views• Heated Pool• H/Tub• Sauna •FP

Black Barn: Pool, Firepit, Sauna, Gym, Cold Plunge

Luxe Wooded Modern Getaway with Saltwater Pool

Private Country Getaway

Pool Open - Hot Tub - Arcade- Fireplace - Pets

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

Arkadia House Mid-century retreat with pool & view

Catskills Retreat | Heated Pool & Hot Tub
When is the best time to visit Shawangunk?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 2,035 | ﺩ.ﺇ 1,539 | ﺩ.ﺇ 2,020 | ﺩ.ﺇ 2,644 | ﺩ.ﺇ 2,938 | ﺩ.ﺇ 2,938 | ﺩ.ﺇ 2,938 | ﺩ.ﺇ 2,938 | ﺩ.ﺇ 2,938 | ﺩ.ﺇ 2,398 | ﺩ.ﺇ 2,721 | ﺩ.ﺇ 2,773 |
| 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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- Pet-friendly rentals Shawangunk
- Rentals with a patio Shawangunk
- Rentals with a washer and dryer Shawangunk
- House rentals Shawangunk
- Rentals with a fireplace Shawangunk
- Rentals with a hot tub Shawangunk
- Family-friendly rentals Shawangunk
- Fitness-friendly rentals Shawangunk
- Rentals with a fire pit Shawangunk
- Rentals with outdoor seating Shawangunk
- Rentals with pools Ulster County
- Rentals with pools New York
- Rentals with pools United States
- 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
- Bash Bish Falls State Park
- Taconic State Park
- Brotherhood, America's Oldest Winery
- Mohonk Preserve
- Kent Falls State Park
- Hunter Mountain Resort
- Mohawk Mountain Ski Area
- Mount Peter Ski Area
- Storm King Art Center
- Wawayanda State Park
- Storm King Art Center
- Harriman State Park
- Paterson Great Falls National Historical Park
- Millbrook Vineyards & Winery
- Peekamoose Blue Hole





