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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Guest favorite
A spacious backyard is highlighted by a shimmering in-ground pool surrounded by lounge chairs and cabana umbrellas. Lush greenery frames the area, creating a tranquil atmosphere. A slide is visible in the pool, and a vibrant blue sky with clouds adds to the inviting scene.
Home in Beacon
4.91 out of 5 average rating, 151 reviews

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town

Welcome to Hudson Valley Hideaway, a stylish family friendly home tucked away in the corner of Beacon, off the shores of the Hudson. 4 Bedrooms, 2 bath, pool+hot tub home, stocked kitchen, dining room, chic living room w/ 85"TV, 1 King, 2 Queens, 1 Twin XL, with fast internet (1gb), dedicated workspace & A/C. Amenities galore, outdoor space w/grill, firepit and fenced pool w/ slide & diving board. Experience a little slice of Beacon in this cozy home with modern city comforts,1.5 miles from DT

Superhost
A serene outdoor setting features a sparkling swimming pool surrounded by lush greenery. Comfortable seating areas, including deck chairs, are positioned nearby. Hammocks hang between trees, providing a relaxing retreat. Scenic views of the Hudson River and mountains enhance the tranquil atmosphere.
Home in Philipstown
4.93 out of 5 average rating, 27 reviews

Arkadia House Mid-century retreat with pool & view

Located only 75 minutes from NYC, this architectural mid-century retreat is immersed in the scenic beauty of the Hudson Valley. The towns of Cold Spring & Beacon are just a few minutes drive away. As are numerous hikes, such as Breakneck Ridge & Bear Mountain State Park. The area is full of activities from farmers markets, golf, kayaking and galleries (Dia: Beacon, Magizzino). The sparkling pool and garden is perched above the Hudson River with sweeping views. (Pool closed Nov-end of April)

Guest favorite
A spacious bed is adorned with floral-patterned bedding and decorative pillows. Mirrored nightstands sit on either side, each holding bedside lamps. Warm lighting creates a cozy atmosphere, while framed artwork complements the serene decor.
Apartment in Hopewell Junction
4.77 out of 5 average rating, 73 reviews

Cozy 1 bed apt 2nd fl fees for pet/pool

Country atmosphere right near local orchard Fishkill Farms spacious backyard where your pets can run around freely. Cozy and comfy with great light exposure.. 1 bedroom apartment decor is earthy tones and warm traditional feeling of a homey atmosphere in the country setting, private property and private entrance. Bathroom has Italian tile with Italian accents, outdoor patio sit under the grapevine and drink your morning coffee on your own little deck. It has an old school Italian villa flavor.

Top guest favorite
A heated pool is surrounded by a stone deck, featuring several black lounge chairs positioned under black umbrellas. Lush greenery is visible in the background, providing a serene, natural setting.
Home in Putnam Valley
4.99 out of 5 average rating, 156 reviews

*Large Pool* Garrison Ultra Modern 5B hottub sauna

Secluded, luxurious 5Br/3.5Bth home an hour from NYC, nested on a 9-acre property with the Appalachian trail running through. Modern-rustic design, floor-to-ceiling windows, custom kitchen, state-of-the-art appliances, balconies. Dip in the heated pool (seasonal) or the hot tub, sauna, dine alfresco from the BBQ and watch the stars. Guests can enjoy morning coffee on the private deck or evening cocoa in front of the wood-burning fireplace or the fire pit, outside, overlooking a private pond.

Superhost
A lap pool glimmers under natural light, surrounded by lush greenery. Sun loungers and an umbrella are placed on the wooden deck nearby, providing a relaxing space for outdoor enjoyment. The tranquil setting offers a peaceful retreat from the surrounding environment.
Home in Philipstown
4.73 out of 5 average rating, 30 reviews

Charming contemporary cottage with lap pool

Formerly an old schoolhouse, this cottage brings a unique charm and style to the area that even Barbara Streisand enjoyed a stay while filming the acclaimed film, "Hello, Dolly!". With 3 bedrooms, all with Casper mattresses and luxurious linens, up to 5 beds, and 2 full baths, a fully enclosed lush garden w/lap pool, the cottage makes for an easy accessible escape from the city being just one hour north by car or train. Conveniently located between Garrison station and Cold Spring village.

Guest favorite
A spacious backyard is depicted, featuring two red Adirondack chairs positioned around a fire pit. The house, characterized by a gray exterior, is surrounded by lush grass and trees. The scenic view includes a nearby barn and the surrounding hills in the background.
Home in Putnam Valley
4.94 out of 5 average rating, 35 reviews

The Barger Wixon House

The Barger Wixon House is a family home in the foot hills of the Hudson Valley, built in 1790. A 3 bedroom house with 2 living rooms, a proper dining room, a large eat in kitchen with all the provisions you could need for a big family dinner. Enjoy the attic hang out spot that is a great play area and or movie night! With a big finished patio, heated pool (5/15-9/15) hot tub, and multiple grilling spots you won't need to leave the homestead! Unless you want to go to Cold Spring for coffee.

Guest favorite
A serene backyard scene is presented, featuring a sparkling pool surrounded by gray lounge chairs. Lush green trees create a privacy barrier in the background, while a garden area and fencing add to the charm of the outdoor space.
Home in North Salem
4.93 out of 5 average rating, 41 reviews

North Salem Home with Pool & Great Yard

Relax by pool, curl up by the fireplace or bbq on the covered patio at our pet friendly home in bucolic North Salem. Hike the nature preserve on the street or Mountain Lakes Park. Horse shows at Old Salem Farm, apple picking, farmers markets, great restaurants and NYC bound train nearby. 3 bedrooms + finished basement sleeps 7 and has all the comforts of home, including a kitchen stocked with culinary tools and staple ingredients. Great wifi and 2 desks makes it easy to work remotely!

Top guest favorite
A serene garden setting is depicted with a vibrant carpet of fallen red leaves covering the ground. A wooden bench is positioned under a majestic tree, surrounded by lush greenery and rocks, creating a peaceful atmosphere for outdoor relaxation.
Vacation home in Holmes
5 out of 5 average rating, 23 reviews

The Dahlia Villa within Westerhall Gardens

Reconnect with nature at this unforgettable escape. A gorgeous mature garden in a park like setting. Two queen bedrooms, great room, 75 inch TV. Radiant bathroom floor. Outdoor 45,000 gallon salt pool…that’s shared with other property (summer months - POOL IS FOR REGISTERED GUESTS ONLY - NO EXCEPTIONS) Decompress in our sauna. This a no smoking/vaping property. A sprawling 17plus acre estate. Dahlia Villa is a beautiful two bedroom completely independent unit on the estate.

Guest favorite
A sparkling pool is set on a wooden deck, surrounded by lush greenery. Views of rolling hills and trees stretch into the distance under a clear blue sky, creating a serene and inviting outdoor space.
Home in East Fishkill
4.93 out of 5 average rating, 28 reviews

Hudson Valley Retreat | Hot Tub, Pool & Gym

Enjoy a cozy weekend getaway with friends and family at our spacious Hudson Valley retreat. Just one hour from NYC, nestled between Cold Spring and Beacon, and only 5 minutes from the Appalachian Trail, our home offers the perfect blend of comfort and convenience. With four bedrooms, four bathrooms, a loft gym with Peloton and treadmill, a chef’s kitchen, and a seasonal pool and hot tub overlooking stunning views, this is your ideal escape. We look forward to hosting you!

Guest favorite
A spacious living area is centered around a stone fireplace, adorned with wood beams. Natural light filters through large glass doors, offering views of the greenery outside. Comfortable couches are positioned invitingly, creating a relaxing atmosphere for guests.
Home in Cold Spring
4.95 out of 5 average rating, 174 reviews

Cozy, Modern Retreat in the Woods of Cold Spring

Newly renovated with modern style and amenities yet retaining all of its rustic warmth and charm, our home is perfect for your next get away. Outdoors, enjoy the salt water pool, patio, grill and fire pit in our secluded setting. Indoors we offer a sauna, steam shower, central heat and air, a woodburning fire place, ping pong table, washer and dryer, and a fully loaded kitchen. Located 7 minutes drive from charming Cold Spring and just across the river from West Point.

Guest favorite
An aerial view captures a serene lake surrounded by lush, colorful foliage in autumn. The tranquil water reflects the sky and trees, while the distant mountains frame the scene, providing a sense of peace and natural beauty. Residential homes can be seen along the water's edge.
Cottage in Putnam Valley
4.94 out of 5 average rating, 101 reviews

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Escape to a stylish 3BR cottage with a private pool, cinema room, game room, and fire pit - perfect for families, couples, or solo travelers. Surrounded by woods and just minutes from Cold Spring, hiking trails, ski resorts, and charming shops. Relax by the electric fireplace, enjoy movie nights, play pool, or unwind with forest views from your private deck. A cozy, well-equipped retreat for peaceful getaways and Hudson Valley adventures year-round.

Guest favorite
Guest suite in Holmes
4.97 out of 5 average rating, 211 reviews

Fireplace, Huge Eclectic space… 1.5 hr to NYC!

1.5 hrs from NYC; minutes driving from hiking trails; 20 min from Beacon and Cold Spring! The bottom floor of this 1865 Carriage House has been transformed into an eclectic retreat. The 2500 sq ft private apartment has a room for every mood and super unique decor in every corner! There is also a vintage/antique shop on the property— 20% off for our guests ;)

Popular amenities for Putnam County rentals with a pool