
Holiday rentals with a pool in Ulster
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Ulster
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

Viewtop Farmhouse-Beautiful Spring in the country
Enjoy View Top Farm House, a rustic, 100+ yr old, farmhouse/former boarding house on 3 beautiful acres, overlooking the Catskill mountains. Enjoy time on the patio by the fire, barbecuing, eating alfresco or swinging in the hammock. Its 15 min to the Rondout, 7 min to the Village of Saugerties. Get breakfast, lunch or dinner out, or cook at home in the large, well stocked kitchen. Minutes from restaurants, antique stores, hiking, and biking. Enjoy many amenities. Well behaved pets are welcome.

Woodstock Getaway - Heated Pool/Hot Tub/FirePit
Welcome to The Evergreen, our Catskills retreat located 5 minutes from Woodstock village. Sitting on 3 acres amongst the trees, this property boasts beautiful outdoor space with a heated pool*, hot tub, outdoor dining area, grill, and a fire pit, creating the perfect setting for relaxation and entertainment. This charming property offers 5 bedrooms & 3 full bathrooms, perfect for large families or groups of friends. It also features a study, ideal for those who need to balance work and play.

Design Farmhouse w/ Pool + Firepit | Hudson Valley
A private, design-forward escape in Accord. One of the Hudson Valley’s most sought-after locations. BoHo Farm House is a luxe 3BR/3BA on 8 acres with a large dog-friendly fenced area. Recently renovated and featured in PureWow, the home offers vaulted ceilings, a light-filled open living space, chef’s kitchen, cozy fireplace, fire pits, and spa-like baths. Minutes from Inness, Westwind Orchard, Arrowood, and Stone Ridge, with easy access to hiking, skiing, and top farm-to-table dining. ⸻

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.

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

Perfect Summer House in Kingston - 1.5hr from NYC
Split-level 5 bd 3 ba home with a private pool, BBQ grill and fire pit. We have a fully stocked kitchen, children's items & are just 5 minutes from town. We‘re looking to share our home as a peaceful retreat with families and quiet groups only as we have neighbors close by. This is our personal home and we have a no-shoe policy. We kindly ask that you pass on this house if you are not comfortable with this. 1 pet under 35 lbs allowed with a pet fee.

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.

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

midcentury mod * POOL * walk out trail 2 mohonk

Entire Home (private pool), Event Friendly

Gorgeous Villa MntnViews, POOL, hot tub, grill!

Scenic River View Escape | New Paltz

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres

Hawk View

Upstate Modern Scandinavian Barn in the Catskills

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

Cozy Gem with Mountain Views

Windham Condo

Hideaway Windham/Hunter Fireplace, Snow & Skiing

4 Bedroom Condo, Close to Golf Courses and Biking

5-Star Lux Condo: Ski-In/Out, Heated Pool, Hot Tub

Luxury Ski in Ski out Condo + Amenities

Cozy Mountain Condo

Ski Windham Mountain ( Catskills, NY)
Other holiday rentals with a pool

Views of Mountains Warmth of Firelplace inTownhome

Cozy Historic Cottage with Fireplace & Pool

Woodstock 3BR Bungalow | Ski, Steam, Fireplaces

Kingston/Woodstock Oasis: Pool, Hot Tub, Game Room

Hyde Park Luxury A-Frame - Pool/Chef Kitchen

New Paltz dog friendly retreat w/salt water POOL

The Farmhouse - Woodstock/Saugerties

The Kripplebush Farmhouse: Hot Tub, Pool and WBF!
When is the best time to visit Ulster?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £189 | £222 | £191 | £154 | £260 | £288 | £366 | £450 | £245 | £282 | £298 | £298 |
| 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 |
Quick stats about holiday rentals with a pool in Ulster

Total holiday rentals
Explore 40 holiday rentals in Ulster

Nightly prices starting at
Ulster holiday rentals start at £75 per night before taxes and fees

Verified guest reviews
Over 2,370 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Ulster holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ulster rentals

4.9 Average rating
Ulster stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a firepit Ulster
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- Rentals with pools Ulster County
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- Rentals with pools United States
- 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
- Butternut Ski Area and Tubing Center
- Thacher State Park
- Hunter Mountain Resort
- Bash Bish Falls State Park
- Plattekill Mountain
- Brotherhood, America's Oldest Winery
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Zoom Flume
- Mohawk Mountain Ski Area
- Taconic State Park
- Bear Mountain State Park
- Norman Rockwell Museum
- Naumkeag
- June Farms
- Opus 40




