Holiday rentals with a pool in Hunter

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Popular amenities for Hunter rentals with a pool

House rentals with a pool

Top guest favourite
Home in Accord
5 out of 5 average rating, 15 reviews

Newly Built Private Home & Pool

ClaraRating, 5 stars1 month ago
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.
Top guest favourite
Home in Germantown
4.98 out of 5 average rating, 56 reviews

Columbia County Farmhouse with Pool

NancyRating, 5 stars1 month ago
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.
Top guest favourite
Home in Catskill
5 out of 5 average rating, 18 reviews

NEW! Catskill Family Hideout with Seasonal Pool

DeborahRating, 5 stars3 weeks ago
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!!
Guest favourite
Home in Newburgh
4.86 out of 5 average rating, 71 reviews

Entire Home (private pool), Event Friendly

BrookeRating, 5 starstoday
This was the most amazing place to stay. We had the most fun we could ever have! Everything was perfect. They always answered right away with any questions, super clean, and so many fun things to do! We swam, played ping pong, had a fire. There are so many fun things there that keeps you entertained forever!
Guest favourite
Home in New Paltz
4.93 out of 5 average rating, 133 reviews

Harrison Field Hiking Wineries BikeTrail 2NewPaltz

AlannaRating, 5 stars5 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!
Top guest favourite
Home in Saugerties
4.96 out of 5 average rating, 163 reviews

Lux 1800's renovated farmhouse w/hot tub+pool

PaulRating, 5 stars2 months ago
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.
Guest favourite
Home in Saugerties
4.86 out of 5 average rating, 86 reviews

Unique Contemporary on 40 Pvt Ac, Enclosed Hot Tub

NadineRating, 5 stars1 month ago
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!
Guest favourite
Home in Clinton Corners
4.9 out of 5 average rating, 29 reviews

Gorgeous Hudson Valley Farmhouse pool & sauna

FrankRating, 5 stars2 months ago
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.

Apartment rentals with a pool

Guest favourite
Apartment in Hunter
4.87 out of 5 average rating, 85 reviews

Cozy Gem with Mountain Views

VESNARating, 5 stars2 weeks ago
Super cozy and lovely home. Very well stocked and closed to everything. Would stay again!
Apartment in Windham
4.66 out of 5 average rating, 116 reviews

Windham Condo

AlisonRating, 5 stars5 months ago
We had an amazing stay at Kristen’s condo with our family—my husband, our toddler, and our dog. The location was perfect—secluded and peaceful, but still close to hiking trails and charming small towns. The condo was cozy, clean, and well-equipped with everything we needed for a relaxing weekend. Kristen was responsive and helpful, making our stay even better. Highly recommend for a family getaway!
Guest favourite
Apartment in Windham
5 out of 5 average rating, 21 reviews

Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub

JaneRating, 5 stars3 months ago
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!
Guest favourite
Apartment in Windham
4.89 out of 5 average rating, 185 reviews

Cozy Mountain hideaway Windham, Hunter

BreanneRating, 5 stars1 week ago
Cozy home base for a quick trip to ski at Windham! Perfect for two adults and a dog. Loved sitting on the balcony as the sun set and we enjoyed the fireplace. Super close to the Windham Path, great restaurants nearby.
Guest favourite
Apartment in Windham
4.95 out of 5 average rating, 37 reviews

Lovely stylish 2-bedroom condo with community pool

KathrynRating, 5 stars4 weeks ago
Had a great stay. Great location next to the mountain. Comfortable beds. Highly recommend for a ski weekend.
Guest favourite
Apartment in East Jewett
4.97 out of 5 average rating, 29 reviews

Hunter & Windham: Hikes, Lakes, 2BR

LauraRating, 5 stars5 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 favourite
Apartment in Windham
4.83 out of 5 average rating, 12 reviews

Windham-Hunter Lodge

MariaRating, 5 stars2 months 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.
Apartment in Windham
4.92 out of 5 average rating, 59 reviews

4 Bedroom Condo, Close to Golf Courses and Biking

DianeRating, 5 stars16 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.

Home rentals with a private pool

Home in Woodstock
5 out of 5 average rating, 9 reviews

Luxury Retreat in the Catskills

BetsyRating, 5 stars43 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.
Top guest favourite
Home in Rhinebeck
5 out of 5 average rating, 71 reviews

Rhinebeck Country Living with a Modern Twist

YetundeRating, 5 stars2 months 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!
Superhost
Home in Bearsville
5 out of 5 average rating, 22 reviews

Magnificent Designer Home - Close To Skiing

JessicaRating, 5 stars6 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 stars14 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.

Quick stats about holiday rentals with a pool in Hunter

  • Total rentals

    80 properties

  • Total number of reviews

    4.4K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    80 properties include access to wifi

Destinations to explore

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