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

Newly Built Private Home & Pool
My wife and I and our two young kids spend four wonderful days at Amy’s house in Accord. The house is stunning and the location is perfect - on a very quiet street but near some of the best amenities in the region. We would not hesitate to return.

Columbia 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.

NEW! Catskill Family Hideout with Seasonal Pool
What a great spacious home. Plenty of room for the whole family. Clean and neat! Beds were super comfortable! Great water pressure. Beautiful back yard and three season porch. This was our second visit here and it was just as great as the first!!

Hudson Valley Oasis with in-ground pool.
Gary and Isabelle were wonderful hosts and communicated very well and were very gracious and helpful throughout our stay. Their home is very cozy and warm and comfortable, we had a wonderful time and had everything we needed there for a great stay.!! I would highly recommend their home for a stay in the Catskills if you are looking for a place there! We’ll definitely be back there in the summer as they have a wonderful large pool in the yard to enjoy !!

Harrison Field Bike RailTrail2Town Hiking 10Acre
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!

10 Acre Country Estate with Pool, Hot Tub & Views!
We loved staying here with our family. It worked out perfectly having our daughter’s family on the one side of the house so if the baby cried it wouldn’t wake anyone up. A pack and play was also provided by Justin so we had a place for the baby downstairs as well. The house was roomy and comfortable for everyone. The hot tub wasn’t working right away but they let us know and had it fixed so we were able to use it during our trip. We would definitely stay here again and try it in warmer weather so we could use the pool as well. Thank you for a wonderful place to stay

Unique Contemporary on 40 Pvt Ac, Enclosed Hot Tub
Such a great experience that reaffirms how hard hosts work! Robyn communicated the weather problems in advance and let us know things might be iffy getting in because of a winter storm. Instead of just making sure the home itself was pristine, relaxing, and totally picturesque, she made sure our arrival was perfect. Snow plowed, everything iced, bag of goodies hung up on our arrival. It was such incredible, flexible caretaking of the property and the guests! Besides that, onto the regular stuff- awesome kitchen, hot tub, bedrooms, everything super clean. Was a perfect winter stay!

Six-bedroom country house with pool and hot tub
Derek's place is great for a family get together! So many beds/bedrooms and spread out for privacy! There are so many sitting areas throughout the house and a great pool and hot tub area. The backyard is beautiful. It is so peaceful and relaxing there. The owners give you a booklet of the many places to go nearby, which is a great reference. The town of Great Barrington has a wonderful farmer's market and unique stores. So much to look at. Can't wait to go back!!
Condo rentals with a pool

Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub
I had an amazing stay! The home was spotlessly clean, beautifully furnished, and fully stocked with everything I needed for a comfortable stay. It was the perfect place to relax and unwind—definitely a gem!

Cozy Mountain hideaway Windham, Hunter
Pristine clean, cozy, one bedroom condo unit located in Windham with seasonal access to tennis courts and a pool. Walking distance to the beautiful Windham Path. Slept better than at home in the comfy bed. Went for two days of midweek remote work. Agnieszka, the host, was gracious and responsive. The host obviously put some genuine TLC into this place and it shows. Browsed for books at Briars & Brambles, an indie bookstore in Windham adjacent to Windham Pharmacy. Purchased groceries and firewood down the road at Hickory Hill Market . Ate in area at Higher Grounds and Windham Diner. Living room has a fireplace with large screen TV just above. Great for all seasons. Thanks Agnieszka!

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base
We had a wonderful stay at the condo - ideally located, spacious and comfortable and had everything we needed ! Definitely will be back! Elisabeth was generous, responsive and super friendly and excited for us for our trip!

Condo 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.

Windham-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.

Cozy Condo w/ Wood Burning Fireplace
This was probably my favorite rental to date. I had to travel over a hard situation and it was the serenity that I needed at the end of the day It feels so cozy and really represents an escape away from home Jasmin and Ryan are wonderful easy to work with helpful and even helped me with recommendations close to the unit Plenty of blankets and amenities to enjoy thank you Jasmin and Ryan. I will be definitely contacting you again. The next time I come to that area.

Jiminy Peak Country Inn - ski in/out condo MT view
A total gem. We had a great time at Renee's place and skiing at Jiminy Peak. The apartment was perfect for our family (2 adults and 2 kids) with an amazing location right next to the ski lift and heated pool/hottub. Locker for skis/boards. The apartment was very clean and tidy and it has everything you could need: extra pillows and blankets, coffee and hot cocoa, soap and shampoo, super comfortable bed. Very easy check-in/check-out. Renee was quick to respond and flexible. We look forward to coming back!

Cozy Condo @ Jiminy Peak
We always book with Dawn! Her place is amazing. We feel right at home. She ensures the house has everything you could need in case you forget something. There are extra details to make your stay more comfortable. Her linens are softer than mine at home! There is plenty of space for my family of five to stay comfortably. I highly recommend booking here! We can’t wait until our next stay here.
Home rentals with a private pool

Luxury 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.

Rhinebeck 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!
Beautiful Salt Water Pool & Fully Fenced 10 Acres
My sister and I really enjoyed spending the week here with our two dogs! Internet is great for remote work, and the pups got to run and play out in the fenced yard. The kitchen is also really nice, spacious and has everything you need for home cooked meals. Perfect for a quiet time away from city life!

Private Catskills Retreat | Hot Tub, Sauna & Tipi
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.
Quick stats about holiday rentals with a pool in Claverack
Total rentals
20 properties
Nightly prices starting at
$223 AUD before taxes and fees
Total number of reviews
1K 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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- Belleayre Mountain Ski Center
- Jiminy Peak Mountain Resort
- Windham Mountain
- Catamount Mountain Ski Resort
- Berkshire East Mountain Resort
- Albany Center Gallery
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Taconic State Park
- John Boyd Thacher State Park
- Zoom Flume
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Bash Bish Falls State Park
- Beartown State Forest
- Otis Ridge
- Opus 40
- Howe Caverns
- Thaddeus Hait Farm
- Kent Falls State Park
- Bull's Bridge Golf Club
- Walkway Over the Hudson State Historic Park
- Butternut Ski Area and Tubing Center
- Norman Rockwell Museum