Vacation rentals with a pool in Esopus Creek

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Esopus Creek

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Farm stay in Red Hook

4.99 out of 5 average rating, 126 reviews

Sackett & Van Dam Guest House @ Little 9 Farm 1706

Just named one of "The 10 Best Remote AirBnBs for an Escape From Reality" according to the author of 'Leave the World Behind' Rumaan Alam First Floor open space includes a fully equipped Kitchen (Viking Range, Dishwasher, Washer/Dryer, Fridge/Freezer, Caesartone Counters), a Dining Room for 8 and a Living Room with Gas Fireplace & Cable TV Second Floor has 2 Bedrooms: One with a King bed overlooking the paddocks One with 2 Queen beds and a Desk overlooking the pool One bathroom with shower.

Dec 19 – 26

ﺩ.ﺇ2,542 per night

Guest favorite

Home in Woodstock

4.91 out of 5 average rating, 192 reviews

Glenford Studio with Pool & Mountain Views

Come escape to the country & experience peace & serenity. Our large studio is a vacation gem and home away from home on 10 mtn top acres with large shared pool. High-speed wifi Work remotely. The studio is on a private road just 5 mins from the center of Woodstock. Perfect for a couple, small family or single. 30 day rentals preferred. Please contact us to inquire. Halloween in Woodstock is Magical! Come join the town Halloween parade & festivities. Booking Thanksgiving. Xmas, New Years

Jul 15 – 22

ﺩ.ﺇ1,265 per night

Guest favorite

Cottage in Kingston

4.91 out of 5 average rating, 303 reviews

Kapitan's Cottage: Tranquil, on 7 acres. Pool.

Idyllic country retreat featuring two floors with modern amenities. Full, and half bathroom and very family friendly. Situated close to Kingston, High Falls & Stone Ridge, yet just far enough out to feel you're away from city hustle and bustle. 45 mins to Ski slopes. Private stone deck with fire pit, BBQ & comfortable deck furniture Summer season In-gound heated saltwater pool 16 x 40’ - technically shared with us but in reality you’ll likely have it to yourselves the majority of the time.

Jul 21 – 28

ﺩ.ﺇ2,027 per night

Guest favorite

Home in Saugerties

5.0 out of 5 average rating, 132 reviews

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. Building 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.

Jan 6 – 13

ﺩ.ﺇ2,577 per night

Superhost

Home in Woodstock

4.84 out of 5 average rating, 116 reviews

Modern Woodstock House in the Trees

CALENDAR IS ACCURATE. DON'T ASK FOR BLOCKED DATES. NO EXCEPTIONS FOR: DOGS/PETS or KIDS under 12. We prefer families not groups of friends and do NOT allow PARTIES of any kind. No rentals longer than a week. Pool & hot tub AVAILABLE MAY - SEPT ONLY (no outdoor activities after 10pm). Those who are not forthcoming on intent of their stay will be rejected. We need a strong fit who'll be respectful of our family home, our neighbors & our rules. This is not a generic rental/investment property.

May 17 – 24

ﺩ.ﺇ3,869 per night

Guest favorite

Home in New Paltz

4.98 out of 5 average rating, 437 reviews

midcentury modern in ground pool walk 2 trail/town

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. short wooded trail just behind house to access Wallkill Valley Rail Trail, from here walk a scenic mile to R2R trail Water St. mkt & the ❤️ of New Paltz Village. Several outdoor seating areas. The whole place is yours FULL PRIVATE ACCESS TO HOUSE/PROPERTY POOL OPEN MAY 1 - end of SEPTEMBER

Sep 21 – 28

ﺩ.ﺇ2,819 per night

Guest favorite

Home in Woodstock

4.98 out of 5 average rating, 101 reviews

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..

Mar 15 – 22

ﺩ.ﺇ3,049 per night

Guest favorite

Home in Woodstock

4.85 out of 5 average rating, 191 reviews

Heated Pool/Private: Woodstock Mediterranean

Say hello to your perfect vacation home! Bright and airy Woodstock home with all the amenities you will need. Located only 4 minutes from the Village of Woodstock. Four-bedroom house with 3 full bathrooms located on private roadway perfect for walking & running around neighborhood. The house features heated salt-water in ground pool, 2000sf outdoor deck with BBQ grill, fire pit, basketball court, and large tranquil garden with privacy, two wood burning fireplaces, and central air.

Sep 24 – Oct 1

ﺩ.ﺇ3,171 per night

Guest favorite

Cottage in Rhinebeck

4.87 out of 5 average rating, 147 reviews

Secluded peaceful loft in barn by woods

La Barn Bleue sits on top of a hill by a forest, in a secluded and peaceful property. The main house, where we live is 150 feet down the hill. The apartment sleeps up to 4 people. The bedroom/lounge loft has one king bed and 2 twin beds. Ideal for families and kids above 5 years old. Because we used a rope railing, we cannot host kids under 5 years old for security reasons. We offer Wifi, AC/heat split unit, outdoor Picnic table, bbq, petanque court and pool!

Apr 2 – 9

ﺩ.ﺇ598 per night

Guest favorite

Cabin in Saugerties

4.99 out of 5 average rating, 123 reviews

Lovely cabin by the stream

We are close to HITS, Hunter Mtn and all of the wonderful activities of the Hudson Valley. This is a very peaceful cabin, steps from the stream. We are perfect for single guests or a maximum of two people (including children) as the cabin is quite small. The cabin is private and set in the woods, yet steps away from the pool, sauna, screen house. We are a carbon neutral property, with a large solar array and a Level 2 EV charger.

Oct 6 – 13

ﺩ.ﺇ581 per night

Guest favorite

Guesthouse in Kingston

4.92 out of 5 average rating, 288 reviews

The Antique Stone House

A Private Guesthouse in the historic Antique Stone House built in 1810 is awaiting your visit. This Stone House offers a great location in the beautiful Historic City of Kingston, New York, (First Capital of New York State. ) located 90 miles north of Manhattan, for trips, adventures, and outings in every direction. Close to Stockade District and the Waterfront.

Sep 16 – 23

ﺩ.ﺇ701 per night

Guest favorite

Cabin in Red Hook

4.96 out of 5 average rating, 306 reviews

Modern Upstate Cabin, near Rhinebeck NY

🏊🏽‍♂️Heated pool is open. (Will be winterized mid October Welcome to Maitopia. This beautifully designed passive glass and wood modern cabin offers elegant modern details and the warmth that only an upstate energy efficient retreat could. With a soaking egg tub, fires at every turn and a heated pool you will fall in love with the place and the towns nearby.

Aug 22 – 29

ﺩ.ﺇ1,744 per night