
Vacation rentals with a pool in Esopus Creek
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Top-rated rentals with a pool in Esopus Creek
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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

Contemporary Guesthouse with Views and Privacy
Secluded studio on 13 acres in Bearsville with views of meadows, mountains and woods. Stand-alone guest house with queen size sleeping loft, kitchenette, fully tiled bathroom, elliptical trainer, and all amenities. Wake up in the morning and enjoy the amazing views with your coffee, hike in the woods, or meditate at the waterfall. In season enjoy the completely private heated pool. End the day with s'mores around the fire pit. An ideal getaway from the city yet only three miles to Woodstock.

Black Ridge Cottage: Pond, Cowboy Pool & Sauna
Kick back and relax in this calm, stylish space, with private wildlife filled pond & cowboy pool This house is great for a family, or two couples. There are lots of relaxing spaces inside and several seating areas in nature outside. Ten minutes to the towns of Woodstock and Saugerties, you will have the perfect location to enjoy the best experiences the Hudson Valley has to offer. This 4 bedroom, 3 bath house has been recently gut renovated. Enjoy the beautiful design and natural landscape.

Upstate Modern Scandinavian Barn in the Catskills
Renovated 1850's barn with 3 bedrooms and an ample loft space that can serve as a fourth. The house also has a large rec room with cathedral ceiling buttressed by hand-hewn beams, well-equipped kitchen, Scandinavian wood stove, sauna, home gym, and projector. Outside: 2 private decks with amazing views of Overlook Mountain, private grill, private hot tub. On property: shared tennis court, swing set, fishing pond, heated pool (summer only). 2 hours from NYC, 10 min. to Woodstock & Saugerties.

Woodstock Historic Artist Estate- The Museum House
The property is an estate formerly owned by renowned artist Reginald Marsh located within a 10 minute walking distance to the center of the historic town of Woodstock, NY. The 2500sft house is the former Museum House that used to hold Mabel Marsh’s art collection that was later acquired by the Smithsonian Institute. It has been architect gut-renovated into a dramatic living experience surrounded by nature and water. The Pond and Carriage House are at the opposite side of the estate..

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.

Enchanting Upstate Cabin w Pool, Firepit
Welcome to our family-friendly haven in the heart of the beautiful Hudson Valley, just 10 minutes from Kingston, Saugerties, and Woodstock. Less than 2 hours from New York, our retreat offers an idyllic escape surrounded by enchanting forest views. Great for large groups, and year round stays with a heated pool and air conditioning in summer months. Just 40 mins away from skiing Hunter. Listing pics by @dirtandglass and @heypamcakes See more snapshots @theserenityhomes on IG
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.

Gorgeous Villa MntnViews, nr SKI, firepl, hot tub!
Our beautiful Villa has amazing mountain views, a clean, modern design and is the perfect getaway to socialize & relax. It is ideally located for hiking & has a gorgeous, private salt water pool (mid May- mid Oct) and a wonderful hot tub which is open year round! In addition to the main house there is also a spacious studio cottage (with bathroom) & heat that can be used as a WFH private office. It has it's own high speed internet.

Luxury Retreat with pool in historic Kingston
This historical brick building turned into a private residence on the Hudson River is your luxury retreat with top-notch amenities and finishes; perfect for a getaway weekend and longer stay. The house is 7 min walk from the marina and restaurants in the historic district of Kingston and seconds from the Hudson River. Perfect location for hiking lovers, boat lovers, and nature lovers.

MODERN FARMHOUSE in the WOODS
MODERN FARMHOUSE in the WOODS. 3 Bdr., 2 Bath. Very convenient to Saugerties and Woodstock. New 18' x 36' pool (Open Memorial Day through mid-September). Gourmet kitchen, hand-built stone fireplace, Child friendly. 3 beautiful acres, woods, and a big yard for grilling & fun. Swing set for the kids, stone fire pit for everyone! Washer & Dryer available for stays of 3+ days.

Ski & Sauna! Modern Mountain Escape
Welcome to a brand new Catskills getaway. Inspired by Japanese and Scandinavian design, every detail has been thought through to create the perfect private retreat where interiors blend seamlessly with the surrounding mountains. You’ll see high end finishes throughout the space and all the amenities you could desire. Welcome to a relaxing stay at your home away from home.
Popular amenities for Esopus Creek rentals with a pool
House rentals with a pool

midcentury mod * POOL * walk out trail 2 mohonk

Entire Home (private pool), Event Friendly

Bluestone Escape - Where everyone is at home.

Scenic River View Escape | New Paltz

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres

Hawk View

Cozy & Spacious Country Home - All Seasons

Sunbeam Lodge: Pool+Sauna, 50 Acres, ‘70s Oasis
Condo rentals with a pool

Cozy Gem with Mountain Views

Windham Condo

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Luxury 3-bedroom Condo on Windham mountain

4 Bedroom Condo, Close to Golf Courses and Biking

Luxury Ski in Ski out Condo + Amenities

Windham Mountain Ski In Ski Out - Pool Hot Tub Gym

Cozy Mountain Condo
Home rentals with a private pool
Magnificent Hudson River Estate with Infinity Pool and Spa

Rhinebeck Country Living with a Modern Twist
Fenced & Salt Water Pool | Cozy Catskills Cottage
Catskills Winter Ski Retreat – Near Belleayre!
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Catamount Mountain Ski Resort
- Resorts World Catskills
- Windham Mountain
- Thacher State Park
- Butternut Ski Area and Tubing Center
- Hunter Mountain Resort
- Plattekill Mountain
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Kent Falls State Park
- Zoom Flume
- Mohawk Mountain Ski Area
- Taconic State Park
- Bear Mountain State Park
- Norman Rockwell Museum
- Opus 40
- Naumkeag
- Benmarl Winery
- Berkshire Botanical Garden
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