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Vacation rentals with a pool in Claverack
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Claverack
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Claverack rentals with a pool
House rentals with a pool
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Home in Accord
5 out of 5 average rating, 15 reviewsNewly Built Private Home & Pool
Lovely house & host. We loved the design and the wide spaces. Flexible check out too! Very accommodating and we had great time! We will Def come back for another season.
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Home in Germantown
4.98 out of 5 average rating, 55 reviewsColumbia County Farmhouse with Pool
This is a blissful escape from the city! Even with the cold weather, it’s beautiful, relaxing and you have a fire place is just perfect for a movie night! My family and nephews, 4 and 5 love the open space, friendly animals and just being in nature.
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Home in Catskill
5 out of 5 average rating, 17 reviewsNEW! Catskill Family Hideout with Seasonal Pool
The house is immaculate with up to date bathrooms and new carpet throughout. Had a very pleasant stay.
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Home in New Paltz
4.93 out of 5 average rating, 133 reviewsHarrison Field Upstate NY Weekend Getaway
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!
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Home in Saugerties
4.96 out of 5 average rating, 162 reviewsLux 1800's renovated farmhouse w/hot tub+pool
Loved the house. Kitchen is great. Awesome living room with very comfortable couch and fireplace. Bedrooms perfect. Hot tub was perfect. Original Nintendo system upstairs was fun. Went skiing at Hunter which is 20-25 min away. Woodstock 15 min away. Really a great place. Jaime was responsive, friendly and helpful.
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Home in East Chatham
4.64 out of 5 average rating, 14 reviews10 Acre Country Estate with Pool, Hot Tub & Views!
This was the perfect getaway to celebrate my sister’s bachelorette. We felt right at home on the big living room playing games, laughing, and celebrating. The location was perfect; we were able to easily drive to Hudson and Lenox. There was plenty of space for all of us to be comfortable and enjoy the weekend. Would definitely recommend!
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Home in Saugerties
4.86 out of 5 average rating, 85 reviewsUnique Contemporary on 40 Pvt Ac, Enclosed Hot Tub
We had a wonderful stay at Echo Hill. The house and property were great. We thoroughly enjoyed the property and cozy fire place. We weren’t able to use the hot tub but the host was extremely responsive to every need. It snowed while we were there and the driveway was plowed immediately. The house was clean and in a great location. We would love to come back in the warmer months and enjoy the pool.
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Home in Clinton Corners
4.9 out of 5 average rating, 29 reviewsGorgeous Hudson Valley Farmhouse pool & sauna
Sophie was very helpful with anything we needed. She was very easy to contact. This is our second year at the house and felt like being right at home during Christmas. Lots of rooms for everyone's privacy. Also love the early check-in. and late checkout as well. We truly thank you again Sophie for having us again.
Condo rentals with a pool
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Condo in Windham
4.89 out of 5 average rating, 176 reviewsCozy Mountain hideaway Windham, Hunter
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.
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Condo in Hancock
4.96 out of 5 average rating, 50 reviewsJiminy's GEM: ski-in/ski-out 3br/3ba condo at base
All we desired for our family of 7 and then some - right on the mountain - cozy and elegant, host Elisa was responsive and super accommodating. Can’t wait to find another opportunity to come back once again … !
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Condo in Windham
4.94 out of 5 average rating, 34 reviewsLovely stylish 2-bedroom condo with community pool
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!
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Condo in Hancock
5 out of 5 average rating, 3 reviewsCondo Resort at Jiminy Peak Ski Mountain's Base
Thank you to Hamilton & Christelle for the great resort stay! Check in was easy at the main Club Wyndham Bentley Brook building. The front desk kindly provided us with a pack-n-play and sheets for our toddler. The condo was right next to the bunny slope lift and comfortably fit eight people. We also enjoyed the hot tub, pool, sauna, and gym in the main building during our stay. The slopes were decently groomed and we got lucky with a big snowstorm the last day which made for pristine night skiing! There is a washer/dryer right in the unit and a fully supplied kitchen. They provide dish soap, sponges, laundry/dish detergent packets, tissues, paper towels, and bath soaps, so no need to worry about packing extra. If you think of anything else I'm sure the front desk could help you out, and there is a small country store on the resort campus for sandwiches and basic groceries. The restaurant nearby, Bluebird, gets pretty booked, so I recommend making reservations well ahead of time.
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Condo in Windham
4.83 out of 5 average rating, 12 reviewsWindham-Hunter Lodge
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.
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Condo in Windham
5 out of 5 average rating, 29 reviews5-Star Lux Condo: Ski-In/Out, Heated Pool, Hot Tub
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.
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Condo in Windham
4.72 out of 5 average rating, 269 reviewsCozy Condo w/ Wood Burning Fireplace
Booked a last minute 3 night stay the day of checkin to ski at Windham. Very close to mountain and restaurants along the main drag. WiFi was good and host informed of lack of cell service so was prepared before I arrived with a screenshot of the WiFi and password. Extra blankets in the living room were great to stay warm on the couch watching TV without having to hassle with making a fire. Perfect space for a solo traveler like me or a couple and their kids!
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Condo in Hancock
4.91 out of 5 average rating, 58 reviewsJiminy Peak Country Inn - ski in/out condo MT view
Great spot! Well provisioned and easy access to slopes, pool, and restaurants. Thanks for another great stay!
Home rentals with a private pool
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Home in Woodstock
5 out of 5 average rating, 9 reviewsLuxury Retreat in the Catskills
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.
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Home in Rhinebeck
5 out of 5 average rating, 71 reviewsRhinebeck Country Living with a Modern Twist
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!
Villa in Coxsackie
4.99 out of 5 average rating, 87 reviewsMagnificent Hudson River Estate with Infinity Pool and Spa
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
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Home in Bearsville
5 out of 5 average rating, 22 reviewsMagnificent Designer Home - Close To Skiing
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!!
Quick stats about vacation rentals with a pool in Claverack
Total rentals
20 properties
Nightly prices starting at
$140 before taxes and fees
Total number of reviews
980 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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