
Vacation rentals with a pool in Putnam County
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Top-rated rentals with a pool in Putnam County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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House rentals with a pool
Guest favorite

Home in Putnam Valley
5 out of 5 average rating, 6 reviewsModern Farmhouse Compound - Garrison District
EricRating, 5 stars10 months ago
We were excited about revisiting this part of NY state, but we had no idea how much we would truly enjoy our vacation. We usually celebrate our son’s bday in the city or Brooklyn, but chose the Hudson Valley this year for a more relaxing vibe and boy, did we get it. We loved exploring the neighboring towns, farm stands and markets, but our favorite part was returning to Louise’s beautiful home. The pool area is a treat and right off the kitchen, so you never feel far away from the fun when cooking. The bedrooms were airy and cool and comfy (we came during a heat wave) and we all slept so well! There are so many cozy spots in the house that made reading, movies and dining a pleasure. We seriously took notes about how to improve our living situation, it was that well-appointed. The open field in the back was the perfect place to walk in the morning and throw the ball for our dog. And fireflies every night! Even our dog didn’t want to leave. Can’t wait to come back. The perfect host, too
Top guest favorite

Home in North Salem
4.99 out of 5 average rating, 220 reviewsConverted Barn House
ArthurRating, 5 stars18 months ago
We feel honored to have been Hilary’s last guests. as she has sold the property and is moving away. Hopefully, she will get involved again wherever she ends up because she has a wonderful knack for making people feel at home. Her property was beautiful and we know she will miss it, but I am sure there are great things awaiting her in her new landing spot. Thank you Hilary for such a wonderful stay and good luck to you in the future!!
Guest favorite

Home in Cold Spring
4.96 out of 5 average rating, 49 reviewsSummer by the Pool in Cold Spring at Gilbo's
JosephRating, 5 stars1 week ago
My family and I enjoyed three wonderful days in Cold Spring. First, compliments to the hosts for their attention to detail and responsiveness. We found the house spacious and well supplied to easily accommodate seven adults and one child, who seemed to enjoy the space as much as her elders. There are great spaces outside as well including ample room for parking. The kitchen was well supplied with cooking materials as well as a wide variety of spices and, thankfully, coffee. We enjoyed some of the interesting design touches inside, such as the Lego Titanic and the map of New Amsterdam. Our group especially enjoyed the Ms. Pac-Man video game. In Cold Spring we visited the shops on Main St., the park by the river, and Magazzino, the relatively new Italian museum just three miles away. All in all a wonderful stay.
Top guest favorite

Home in Putnam Valley
5 out of 5 average rating, 24 reviewsThe Barger Wixon House
TriciaRating, 5 stars1 month ago
We had a great stay and really enjoyed the hot tub. Thanks again!

Home in Cold Spring
5 out of 5 average rating, 10 reviewsCold Spring Mountain Retreat
WilliamRating, 5 stars3 months ago
My wife and I just enjoyed an incredible week at Home Sweet Hudson to welcome the New Year, and it exceeded all our expectations! The location is ideal—peaceful, serene, and thoughtfully designed for the ultimate relaxing getaway. The amenities were outstanding, providing both comfort and a touch of luxury. Additionally, the nearby town of Cold Springs was a delightful surprise—full of charm and character, with plenty to explore. If you’re seeking a tranquil retreat one hour from NYC in a beautiful setting, this is the place to go. We’re already looking forward to returning!
Top guest favorite

Home in Putnam Valley
4.99 out of 5 average rating, 77 reviewsThe Lodge at Putnam Valley - A Hillside Retreat
GeorgiaRating, 5 stars3 months ago
This place was perfect for a city getaway! Me and a couple girl friends went up to the cabin for the weekend and it was so so fun. A beautiful home, and a gorgeous property. Whenever I had questions there was always a very swift response, the grounds keeper is an absolute angel and the kitties running around outside are so fun. Would totally come back!!

Home in Carmel Hamlet
5 out of 5 average rating, 3 reviewsSerene Retreat with Private Pool in Cul-de-Sac
JessicaRating, 5 stars8 months ago
All around wonderful place! Would 100% stay here again. So many extras for children and overall very well thought out house. The pool is beautiful and surrounding garden are beautiful. The offered toddler bed and crib and all toddler friendly play area made this house stand out for us.

Home in Hopewell Junction
4.84 out of 5 average rating, 19 reviewsSecluded Country Home w/ Modern Comforts near TSP
DulceRating, 5 stars2 months ago
Richard and Greg were great hosts. Helped us tremendously keeping the house warm. The house was very clean and comfortable. A great stay.
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