
Holiday rentals with a pool in Hudson
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Top-rated rentals with a pool in Hudson
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House rentals with a pool

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!

16 Acre Hudson Hideaway and Pool
We loved our upstate getaway to the Hudson area. The house is soooo cute, beds are comfortable, and stunning views of nature/wildlife (we saw deer every day). We were so pleased with how well equipped the kitchen was for cooking. It was a short 10-15 minute drive to bustling Warren Street. The hosts were incredibly helpful & responsive throughout the weekend. It snowed pretty hard and a team was there first thing in the morning to plow the driveway and throw down salt. Thanks for a wonderful stay!! ♥️

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!

4Br Mountain Brook House on 130 acres w/ trails
We were 5 girlfriends staying at this property. Each one of us loved everything about it . Perfect location !

Modern Lux 5-Bed, Pool Open! Dogs Welcome
The graves home was very comfortable. It was very accommodating. It had enough room for the whole family. We were not on top of each other. The beds were extremely comfortable. The last place we stayed at the beds were horrible. These were absolutely comfortable. It was very peaceful and quiet no surrounding neighbors. It was wonderful to wake up and see the deer in the backyard every morning while I was drinking my coffee. The host was great. He responded within 5 to 10 minutes every time I had no issues would definitely recommend staying here if you’re looking for a quiet, relaxing family getaway. and the pool is wonderful.

Stylish Woodstock Pool Home
The home was beautiful and accommodations were consistent with hotel standards. The home was also clean to hotel standards (one of my biggest Airbnb pet peeves). We just wish the weather would have allowed us more time to enjoy the beautiful pool and outdoor amenities. Home was very kid friendly as well. All in all an excellent Airbnb!

Stylish Rural Sanctuary with POOL!
We had a wonderful stay at this beautiful property! The location is close to plenty to do and great dining but also feels very private. The home is absolutely beautiful as pictured. The pool was a real treat to have and half of the pool is a shallow end which was a bonus for us traveling with a child. The beds are very comfortable which is always a huge plus when traveling. The hosts were responsive with any questions that came up. We would happily stay again!

Peace & Privacy - High Falls (hot tub & salt pool)
Amy & Sean's place was perfect. We choose it for its proximity to our wedding venue and couldn't be happier. The HOT Tub was just what we needed after a long day of preparing for our wedding. 100% recommend and will definitely consider staying again.
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).

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.

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base
A Perfect Stay at Elisa's! Elisa's place was absolutely magical! Located in a charming yet convenient resort, this beautifully designed space instantly felt like home. Sunlight streams through the windows, illuminating tasteful décor that balances style and comfort. What truly stands out is Elisa's hospitality. Her communication was warm and helpful, and her local recommendations led us to hidden gems throughout the area. The spotless cleanliness and private garden oasis for morning coffee or evening drinks made everything perfect. This place represents exceptional value—not just accommodation but an experience connecting you to the local community.

Wyndham Bentley Brook - 2 BR Deluxe - Sleeps 8
Jiminy Peak is a great family mountain. Christina's place is perfectly located to do everything right out your back door. Christina was an excellent host. 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!

Wyndham Bentley Brook
We had a wonderful time staying at Paul’s place! We had easy access to the mountain for skiing. It was wonderful to have a ski locked to store our stuff outside of the room. In addition to the wonderful accommodation our kids loved the indoor/outdoor pool after a long day on the slopes. Highly recommend Paul and his accommodation!!!

Jiminy Peak Country Inn - ski in/out condo MT view
We stayed at Renee’s place during a summer festival weekend hosted at the mountain and it was perfect for our needs! Comfy bed, good kitchen set up and a nice place for lounging in between festival events. Would definitely stay here again!

MountainViewBrightCondo10MinToColgateLakePool
Wonderful stay!! Very clean and cozy space. The host was easy and lovely to communicate with!
Destinations to explore
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Howe Caverns
- John Boyd Thacher State Park
- Taconic State Park
- Jiminy Peak Mountain Resort
- Albany Center Gallery
- Zoom Flume
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Catamount Mountain Ski Resort
- Kent Falls State Park
- Mount Greylock Ski Club
- Windham Mountain
- Norman Rockwell Museum
- Beartown State Forest
- Mohawk Mountain Ski Area
- Hancock Shaker Village
- Clarksburg State Park
- Opus 40
- Pineridge Cross Country Ski Area
- Naumkeag
- Hunter Mountain Resort