
Holiday rentals with a pool in Ulster County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Ulster County
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Ulster County rentals with a pool
House rentals with a pool
Superhost

Home in Saugerties
5 out of 5 average rating, 12 reviewsThe House on the Hill
NicolasRating, 5 stars10 months ago
Gorgeous house in the heart of Saugerties. The house is located on a quiet street among nature and right next to the water. It is full of old world charm and extremely spacious with a fantastic garden and a very large pool. We were two families (9 total) so we put the whole house to great use. The 5 bedrooms allowed everyone to have their own space. Multiple living rooms and a nice porch were great features The kitchen is well stocked and was put to good use! Claudia and Paul were super reactive to any questions or query. Saugerties is very close (5 min drive) and Woodstock is only a 15 min drive away. Highly recommend for families or group getaway!
Top Guest favourite

Home in New Paltz
4.98 out of 5 average rating, 484 reviewsmidcentury mod * POOL * walk out trail to mohonk
GosiaRating, 5 stars1 week ago
This was our second stay at Susan's home. This is my favorite airbnb. I will always return to Susan's home if we need a getaway. I absolutely love her home. It is so close to nature. The windows look at nature. I could talk and talk about our experience so lets Susan give million stars. I love your home. Thank you, we will stay again.
Guest favourite

Home in Woodstock
4.86 out of 5 average rating, 211 reviewsLux Woodstock Pool/ Pvt/Fireplaces /4 mins 2 town
JoshuaRating, 5 stars2 months ago
Yanna's house exceeded all expectations. Immaculate throughout the spacious layout offered plenty of room for two families with children. My 10yo son said the bed was the most comfortable bed he ever slept in. Master bedrooms far enough apart so adults can have some privacy. Large kitchen with dining table perfect to cook and hang out. We skied at Belleayre both days (easy drive on 28) and less than 10 min from Woodstock if you want to go out. Also very close to a large grocery store. Would love to stay there again!
Superhost

Home in West Hurley
4.87 out of 5 average rating, 47 reviewsHudson Valley Oasis with in-ground pool.
AngelaRating, 5 stars5 days ago
Gary and Isabelle were the perfect hosts. We did a long-term rental while our house was under construction and they were understanding and flexible with all of our requests and needs. When issues arose (as are bound to happen when you stay somewhere for multiple months), they were quick to respond and resolve them. The house had more than enough room for our family of four and the fenced-in backyard was a bonus. The house is in a quiet neighborhood that’s great for taking walks or just enjoying the yard. We recommend!
Superhost

Home in New Paltz
4.86 out of 5 average rating, 152 reviewsScenic River View Escape | New Paltz
AditiRating, 5 stars1 month ago
Serg and Adam were extremely helpful and so quick to respond to all my questions! They were so accommodating and the house was just perfect! Would love to stay here again!
Guest favourite

Home in Woodstock
4.92 out of 5 average rating, 240 reviewsLittle owl Japanese teahouse: pool is OPEN
JessicaRating, 5 stars1 month ago
Quiet, peaceful, so cozy. Perfect setting if you need to hibernate a bit.
Top Guest favourite

Home in High Falls
4.98 out of 5 average rating, 100 reviewsCozy & Spacious Country Home - All Seasons
JayapradaRating, 5 stars5 months ago
We spent thanksgiving at this property with friends. The property is large, extremely cosy, has a well stocked kitchen and has lot of games to keep kids occupied. This is a dated property but we all found it quite comfortable and clean. Location is good as it was a quick drive for coffee ( Black Dot cafe!) , restaurants and trails. Kitchen is well stocked. The sun room was the focal point for all of us to congregate and lounge in. Backyard is nice with swings and hammocks though it was too cold for us to use it. We did use the firepit outside for making smores ! Jonas is a super star host - responsive and accomodating.
Superhost

Home in Kingston
4.84 out of 5 average rating, 101 reviewsHudson River views with pool and hot tub
EvanRating, 5 stars1 month ago
The house is amazing, and the host was responsive! The location is beautiful and quiet, perfect spot for a getaway. The only advice I would give is to arrange transportation ahead of time. We relied on Uber/Lfyt, and while we ended up being able to make it work, drivers often weren’t willing to drive all the way out there and we were nearly stranded and had to adjust our plans to make sure we had a ride. But if you have a car or rental, this is the perfect spot! Only 20 minute drive from downtown Kingston, but feels very remote and cozy.
Destinations to explore
- Rentals with a washing machine and dryer Ulster County
- Family-friendly rentals Ulster County
- Bed and breakfasts Ulster County
- Rentals with a fireplace Ulster County
- Boutique hotel rentals Ulster County
- Rentals with breakfast Ulster County
- Barn rentals Ulster County
- Rentals with a kayak Ulster County
- Fitness-friendly rentals Ulster County
- Beachfront rentals Ulster County
- Rentals with an EV charger Ulster County
- Farmstay rentals Ulster County
- House rentals Ulster County
- Villa rentals Ulster County
- Waterfront rentals Ulster County
- Cottage rentals Ulster County
- Rentals with a fire pit Ulster County
- Rentals with a patio Ulster County
- Rentals with outdoor seating Ulster County
- Rentals with a hot tub Ulster County
- Private suite rentals Ulster County
- Kid-friendly rentals Ulster County
- Apartment rentals Ulster County
- Rentals with beach access Ulster County
- Cabin rentals Ulster County
- Pet-friendly rentals Ulster County
- Ski-in/ski-out rentals Ulster County
- Guesthouse rentals Ulster County
- Hotel rentals Ulster County
- Tiny house rentals Ulster County
- Chalet rentals Ulster County
- Rentals with an accessible height toilet Ulster County
- Rentals with lake access Ulster County
- Rentals with pools New York
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Hunter Mountain
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Windham Mountain
- Bethel Woods Center for the Arts
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Taconic State Park
- Thunder Ridge Ski Area
- Walkway Over the Hudson State Historic Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Opus 40
- Hudson Highlands State Park
- Bash Bish Falls State Park
- Villa Roma Ski Resort
- Kent Falls State Park
- Mount Peter Ski Area
- Wawayanda State Park
- Sterling Forest State Park
- Thaddeus Hait Farm
- Plattekill Mountain
- Things to do Ulster County
- Nature and outdoors Ulster County
- Things to do New York
- Art and culture New York
- Nature and outdoors New York
- Food and drink New York
- Entertainment New York
- Wellness New York
- Sports activities New York
- Tours New York
- Sightseeing New York
- Things to do United States
- Tours United States
- Sports activities United States
- Sightseeing United States
- Food and drink United States
- Nature and outdoors United States
- Entertainment United States
- Art and culture United States
- Wellness United States