
Holiday rentals with a pool in Catskill Mountains
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Top-rated rentals with a pool in Catskill Mountains
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House rentals with a pool

Livingston Manor Retreat
A beautiful home on a beautiful piece of land. A river runs through this property and you can hear it flowing all day. The house is beautiful and full of unique pieces. It feels like you’re staying at a friend’s house, not just an airbnb. We will stay here again!

Newly Built Private Home & Pool
This was our second time back at the house and we felt right at home. The house is beautiful, exceptionally clean and well taken care of. Everything is well thought out for guests. The space is perfect for entertaining and relaxing with friends and family. There is really no need to venture out since everything is at your fingertips - from the pool, the fire pit, the grill and large open spaces to hang out both inside and outside. It’s very well situated and close to a number of great places in the area including Inness and Cherries. We celebrated our sister’s birthday at the house and it was perfect - made a lot of lasting memories, with friends and family. Amy was extremely responsive throughout the whole process and very thoughtful. We are very familiar with the area but she made great suggestions for us to visit, that we hadn’t heard of before. We will definitely be back!

Hudson Valley & Catskill Mountain Views • Hot Tub
We stayed here for about a week to getaway away from the city and we absolutely loved it! It was the perfect place to recharge and relax. Everything was as described!

Canopy Hill House - Modern w/ Pool+Hot Tub+Mt View
Canopy Hill House was a really lovely homebase for our family to explore the Catskills. We loved coming back from long days to soak in the hot tub, take in the view, and cook in the well appointed kitchen. The local recommendations that Amanda provided were really helpful, as it was our first time to the area. Our kids loved the selection of card games. The house was very comfortable and had a great aura.

Scenic River View Escape | New Paltz
I spent my birthday at this beautiful house and couldn’t have asked for a better experience. The place was spotless and full of natural light, with lovely views that made the stay even more special. The atmosphere was peaceful and clean, and the house had everything we needed for cooking and relaxing. I truly felt at home and appreciated all the thoughtful touches. Highly recommend for anyone looking for a cozy, well-equipped getaway!

Little owl Japanese teahouse: pool is OPEN
The teahouse and surroundings were relaxing and peaceful. We saw groundhogs, deer, and chipmunks from the porch and our 2 dogs loved exploring the field and wandering in the nearby woods. The pool was amazing and warm despite the rain and the natural landscaping couldn’t have been more beautiful. We really enjoyed our stay!

Harrison Field Book6Nights, 7th Free PoolBike2Town
We had a great stay at Nathan’s place. The playroom was great for our kids and we all enjoyed the pool. The view was also beautiful. We will definitely be back!

Wander Inn! Golf Sim, Hot Tub, Pools, Lake
We rented this for my brothers bachelor party and it was the PERFECT spot. Super quiet area, tons of stuff to do in the house and in the community, not to mention Masthope mountain is a beautiful spot to be at! The house was awesome and all the amenities were great, the golf sim was down while we were there which was a bummer but everything else about it was amazing!
Condo rentals with a pool

Cozy Gem with Mountain Views
This place was wonderful, exactly what two couples needed for a wedding we were attending at Scribner's Lodge. This was infinitely better than trying to stay at the hotel (both because of cost and comfort).

Windham Condo
We had an amazing stay at Kristen’s condo with our family—my husband, our toddler, and our dog. The location was perfect—secluded and peaceful, but still close to hiking trails and charming small towns. The condo was cozy, clean, and well-equipped with everything we needed for a relaxing weekend. Kristen was responsive and helpful, making our stay even better. Highly recommend for a family getaway!

Cozy Hideaway Windham, Hunter ,Pool,Pickleball.
Agnieszka was easy to work with, and a very considerate host. The condo was perfect for us. We were especially delighted to discover a standard queen bed in a separate little bedroom, in addition to the living room sofa bed pictured on the Airbnb site. Everything we needed was available and easy to find in this thoughtfully equipped apartment. The setting is quiet and lovely. From our private balcony vantage point the nearby pool and pickleball courts appeared to be well maintained. If we have the opportunity to return to the Catskills/Windham NY area, we will definitely hope to book this condo again.

Hunter & Windham: Hikes, Lakes, Swimming, 2BR
My friends and I really enjoyed our stay. We hiked the devils path trail and Dimitry’s place was perfectly close to the trail and the restaurants around it. His place was great to go back to with a great shower and bath, a beautiful view and very cozy place, with coffee and a coffee maker. Very clean and Dimitry was responsive the whole way through and checkin and out was very easy. Would highly recommend and would stay again.

4 Bedroom Condo, Close to Golf Courses and Biking
Very nice place with decent pricing. lots of room, clean, good communication from host.

Luxury Ski in Ski out Condo + Amenities
We worked through a bit of calendar scheduling snafu quickly. Scott was accommodating, proactive, and responsive. The condo was in a great location, maintained well, and clean. We very much enjoyed our quick weekend getaway. Thank you!

Summer Retreat w/ Balcony & inground Pool
What a lovely stay! Located in a very convent area, there was lots to do in the summer months (hiking, swimming in the pool, cooking marshmallows over the fire pit). The place was very clean and well kept. Loved the little journal to read about other’s stays!

2-Bedroom Condo Near Lake Wallenpaupack
The space was great! The only thing that was different was the indoor pool and hot tub were not on site. They only have an outdoor pool that of course was closed in February. They did however give access at another resort 7 miles away. We were not able to take advantage due to a snow storm that came in. But I did get use of the jet tub in the upstairs bathroom so it made up for it😊
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- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Howe Caverns
- The Kartrite Resort & Indoor Waterpark
- John Boyd Thacher State Park
- Taconic State Park
- Resorts World Catskills
- Zoom Flume
- Walkway Over the Hudson State Historic Park
- Hudson Highlands State Park
- Bash Bish Falls State Park
- Catamount Mountain Ski Resort
- Brotherhood, America's Oldest Winery
- Windham Mountain
- Villa Roma Ski Resort
- Opus 40
- Hunter Mountain Resort
- Thaddeus Hait Farm
- Plattekill Mountain