Vacation rentals with a pool in Catskill Mountains

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Popular amenities for Catskill Mountains rentals with a pool

House rentals with a pool

Guest favorite

Home in Accord

5 out of 5 average rating, 14 reviews

Newly Built Private Home & Pool

ChristineRating, 5 stars2 months ago
WOW! Our group of six was so incredibly happy during our stay. We used the firewood to make a little fire inside and outside, the backyard was so peaceful, and the proximity to Inness and Minnewaska State Park Preserve was fantastic. We would 10/10 recommend this stay to anyone looking to get away for the weekend. Wonderful experience and such thoughtful execution on behalf of the host. Thank you Amy!
Guest favorite

Home in Catskill

5 out of 5 average rating, 17 reviews

NEW! Catskill Family Hideout with Seasonal Pool

MichaelRating, 5 stars3 weeks ago
The house is immaculate with up to date bathrooms and new carpet throughout. Had a very pleasant stay.
Guest favorite

Home in Newburgh

4.86 out of 5 average rating, 64 reviews

Entire Home (private pool), Event Friendly

TashaRating, 5 stars1 day ago
Faisal was a great host. The house was great for a large group with plenty of fun activities to make for a memorable weekend with friends. (Game room, pool)
Guest favorite

Home in New Paltz

4.93 out of 5 average rating, 133 reviews

Harrison Field Upstate NY Weekend Getaway

AlannaRating, 5 stars3 months ago
We had a great weekend celebrating our parents anniversary. The house was plenty big for all of us and the grounds are beautiful. Nathan was quick to respond when we had trouble navigating the AC and made sure we enjoyed our stay!
Guest favorite

Home in Wallkill

4.89 out of 5 average rating, 47 reviews

Resort style house with saltwater inground pool

DeborahRating, 5 stars3 months ago
This place is wonderful for our large family that was visiting the area for a beautiful fall wedding. The location was close to several fun attractions and we even made it into New York City. It was too cold to enjoy the large outdoor pool and the indoor pool wasn’t open but the fire pit was cozy. Definitely recommend this place. Thanks for sharing your home.
Superhost

Home in Grahamsville

4.89 out of 5 average rating, 89 reviews

Spacious Catskills Farmhouse on over 5 acres!

BeckyRating, 5 stars1 month ago
Beautiful house with lots of room! So much more than the listing, especially in the kitchen with a large selection of pots and pans and appliances. The beds and bedding were very cozy and we all slept well. Alan was very proactive and responsive. We would definitely stay here again!
Guest favorite

Home in Saugerties

4.86 out of 5 average rating, 84 reviews

Unique Contemporary on 40 Pvt Ac, Enclosed Hot Tub

TheresaRating, 5 stars3 weeks ago
Echo Hill is stunning! The house is even better in person. My friends and I stayed for NYE with our dogs and we had such a great time. The house has amazing windows that allow you to view all of the lovely surroundings. The property is beautiful, we loved the view from the hot tub:) We will definitely be back!
Guest favorite

Home in Preston-Potter Hollow

4.9 out of 5 average rating, 30 reviews

Catskill Home w/ Sauna, by ski &Mountain view

HollyRating, 5 stars1 month ago
We had a wonderful stay here. The house is cozy and got a zen vibe. The fireplace is so nice to have to sit by. The sauna is also a plus. The beds were super comfortable too. The view is so serene and peaceful. The owners are super responsive and I hope we can come back again!

Condo rentals with a pool

Guest favorite

Condo in Hunter

4.86 out of 5 average rating, 79 reviews

Cozy Gem with Mountain Views

ErikaRating, 5 stars1 month ago
I’d highly recommend staying at Emilia’s. The views of Hunter mountain were beautiful. Warm cozy vibe
Guest favorite

Condo in Windham

4.89 out of 5 average rating, 176 reviews

Cozy Mountain hideaway Windham, Hunter

CourtneyRating, 5 stars6 days ago
Perfect 😊. More than worth it for the price. As a family that visits windham often this was a great deal. The place is perfect, great location and super cozy. Has all amenities you could need and was clean. Host was super easy to get in touch with and everything was so easy. Couldn’t ask for a better spot. Would definitely book again.
Guest favorite

Condo in Windham

4.94 out of 5 average rating, 34 reviews

Lovely stylish 2-bedroom condo with community pool

HalleRating, 5 stars2 weeks ago
This house was perfect for our group of five! Spacious, cozy, and fully equipped for a comfortable stay. We loved the proximity to the slopes – just a short drive to Windham Mountain. The host was friendly and responsive. Highly recommend for a ski trip in Windham!
Guest favorite

Condo in East Jewett

4.97 out of 5 average rating, 29 reviews

Hunter & Windham: Hikes, Lakes, 2BR

LauraRating, 5 stars3 months ago
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.
Guest favorite

Condo in Windham

4.83 out of 5 average rating, 12 reviews

Windham-Hunter Lodge

MariaRating, 5 stars3 weeks ago
Cullen was an exceptional host. The space was exactly as described, with plenty of supplies. Communication was stellar. The condo had plenty of extras like clean linens and blankets, there were even additional chargers set up and toiletries if we needed. The beds are comfortable. The bathrooms very clean and updated. Parking right in front. We felt safe and comfortable. This AirBnB is 5 minutes to Windham mountain and minutes from Town. Plenty of places to eat and shop. I highly recommend this Host and property. If we ever go back, we will try to re-book with Cullen.

Condo in Windham

4.92 out of 5 average rating, 59 reviews

4 Bedroom Condo, Close to Golf Courses and Biking

DianeRating, 5 stars14 months ago
Fit our needs for attending a weekend wedding in the area. Appreciated the 3 full bathrooms. Hosts were very responsive when entry code didn’t work and in providing 2 missing items right away. Wish it was warm enough outside to enjoy the large deck but it was November. Enjoyed our stay.
Superhost

Condo in Windham

5 out of 5 average rating, 29 reviews

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

BrendanRating, 5 stars6 months ago
LOVED staying in this condo. The condo is beautiful and so much room for our group to stay in. We were two families and a grandpa (total was 5 adults, 5 children). Location was incredible. The condo was filled with all the amenities you could need during the stay. Plenty of towels and even toothbrushes if you forget yours. Will definitely stay again.
Guest favorite

Condo in Windham

5 out of 5 average rating, 5 reviews

Luxury Ski in Ski out Condo + Amenities

AaronRating, 5 stars4 weeks ago
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!

Home rentals with a private pool

Home in Woodstock

5 out of 5 average rating, 9 reviews

Luxury Retreat in the Catskills

BetsyRating, 5 stars41 months ago
Hands down, our favorite place we've been in a long time. Beautifully decorated, perfect pool, great kitchen, super fast internet - not something you always find in the mountains - and a perfect location close to shops, to hikes, to restaurants. Great, great place. Can't wait to return.
Guest favorite

Home in Rhinebeck

5 out of 5 average rating, 71 reviews

Rhinebeck Country Living with a Modern Twist

YetundeRating, 5 stars1 month ago
Beto and Scott are amazing host! From the complimentary wine to ensuring that we were comfortable by checking in, I couldn't ask for more. My family and I are truly appreciative to have experienced our stay in their home during the holidays. If you're considering renting this, please do (especially in the summer). No complaints!
Guest favorite

Villa in Coxsackie

4.99 out of 5 average rating, 87 reviews

Magnificent Hudson River Estate with Infinity Pool and Spa

DeborahRating, 5 stars1 month ago
We celebrated thanksgiving with our entire family. So cozy and well equipped. Beds were comfortable. The house was spectacular! Amazing views! So much privacy. The owner, Jean was very accommodating and went out of her way to make sure we had everything. The caretaker Kat was just the same
Superhost

Home in Bearsville

5 out of 5 average rating, 22 reviews

Magnificent Designer Home - Close To Skiing

JessicaRating, 5 stars5 months ago
Gayle's home was absolutely stunning--the photos do not do it justice, and even they're beautiful. The grounds were just...incredible. The pool area was perfect, as was the garden, which she generously let us pick fresh vegetables from. We saw animals at all times of day, which was a treat for our 5yo. It's a less than 10 min drive to Woodstock and just a few mins to the restaurants in Bearsville. The house is spacious and decor was chic and artsy. Comfortable beds, private spaces for family members + a well-equipped kitchen. We come at the end of every summer to enjoy this area and it's the first house we would return to!!
Superhost

Farm stay in Fleischmanns

4.91 out of 5 average rating, 11 reviews

Catskills Wellness Farm Stay W/ Hot Tub & Sauna

ChrisRating, 5 stars13 months ago
We had a lovely time at Healing Waters Farm. Great location close to Belleayre Mountain. The place itself has everything you need, well stocked kitchen, and lovely clean bathrooms. The property has a calming stream, large swimming hot tub and sauna which we our family enjoyed. Recommend highly for a peaceful getaway.

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