Holiday rentals with a pool in Hudson

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Hudson rentals with a pool

House rentals with a pool

Top Guest favourite
Home in Accord
5 out of 5 average rating, 21 reviews

Newly Built Private Home & Pool

KannaRating, 5 stars2 weeks ago
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!
Superhost
Home in Hudson
4.92 out of 5 average rating, 59 reviews

16 Acre Hudson Hideaway and Pool

JamieRating, 5 stars4 months ago
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!! ♥️
Superhost
Home in New Paltz
4.86 out of 5 average rating, 159 reviews

Scenic River View Escape | New Paltz

TatiaRating, 5 stars4 weeks ago
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!
Guest favourite
Home in Rhinebeck
4.89 out of 5 average rating, 145 reviews

4Br Mountain Brook House on 130 acres w/ trails

eveRating, 5 stars2 weeks ago
We were 5 girlfriends staying at this property. Each one of us loved everything about it . Perfect location !
Superhost
Home in Kerhonkson
4.93 out of 5 average rating, 118 reviews

Modern Lux 5-Bed, Pool Open! Dogs Welcome

KimRating, 5 stars6 days ago
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.
Guest favourite
Home in Saugerties
4.91 out of 5 average rating, 98 reviews

Stylish Woodstock Pool Home

DerekRating, 5 stars3 weeks ago
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!
Top Guest favourite
Home in East Chatham
5 out of 5 average rating, 16 reviews

Stylish Rural Sanctuary with POOL!

KristinaRating, 5 stars1 week ago
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!
Guest favourite
Home in Cottekill
4.95 out of 5 average rating, 275 reviews

Peace & Privacy - High Falls (hot tub & salt pool)

TylerRating, 5 stars1 month ago
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

Guest favourite
Condo in Hunter
4.88 out of 5 average rating, 88 reviews

Cozy Gem with Mountain Views

DavidRating, 5 stars3 days ago
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).
Guest favourite
Condo in Windham
4.89 out of 5 average rating, 196 reviews

Cozy Hideaway Windham, Hunter ,Pool,Pickleball.

DeborahRating, 5 stars5 days ago
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.
Guest favourite
Condo in Hancock
4.95 out of 5 average rating, 59 reviews

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

EladRating, 5 stars2 months ago
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.
Superhost
Condo in New Ashford
5 out of 5 average rating, 4 reviews

Wyndham Bentley Brook - 2 BR Deluxe - Sleeps 8

DanielRating, 5 stars4 months ago
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.
Superhost
Condo in Windham
4.73 out of 5 average rating, 281 reviews

Summer Retreat w/ Balcony & inground Pool

EdithRating, 5 stars3 days ago
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!
Superhost
Condo in Hancock
5 out of 5 average rating, 4 reviews

Wyndham Bentley Brook

Ashley And NathanielRating, 5 stars16 months ago
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!!!
Guest favourite
Condo in Hancock
4.92 out of 5 average rating, 66 reviews

Jiminy Peak Country Inn - ski in/out condo MT view

ArielRating, 5 stars1 week ago
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!
Guest favourite
Condo in East Jewett
4.97 out of 5 average rating, 126 reviews

MountainViewBrightCondo10MinToColgateLakePool

KennaRating, 5 stars1 week ago
Wonderful stay!! Very clean and cozy space. The host was easy and lovely to communicate with!

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Columbia County
  5. Hudson
  6. Rentals with pools