Vacation rentals with a pool in Putnam County

Find and book unique homes with a pool on Airbnb

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

Home in Beacon

4.92 out of 5 average rating, 111 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

Guest favorite

Home in Putnam Valley

5 out of 5 average rating, 20 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 (toys included) and or movie night! With a big finished patio, heated pool, 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

Cottage in Putnam Valley

4.93 out of 5 average rating, 70 reviews

Beautiful Cottage in Hudson Valley w/Pool & Views

Welcome to our beautifully renovated and thoughtfully decorated cottage in the charming town of Putnam Valley! Tucked away in a quiet, wooded setting, this cozy retreat is the perfect getaway for couples, families, solo travelers. Enjoy breathtaking sunsets over the Hudson Valley from your private deck, surrounded by lush trees and wildlife. Located just a short drive from the bustling town of Cold Spring, the cottage is perfectly situated for exploring all that the Hudson Valley has to offer.

Superhost

Home in Cold Spring

5 out of 5 average rating, 9 reviews

Cold Spring Mountain Retreat

Your next mountain retreat is a short drive away from the bustling village of Cold Spring and approximately 90 minutes from NYC! Come let us host you at Cold Spring Mountain Retreat, where your group will be enclosed in the verdant embrace of nature. Experience modern amenities, luxurious accommodations, a beautiful pool with plenty of space to lounge, and unforgettable scenery. Whether you’re looking for adventure or a calm escape, make sure Cold Spring is on your list of places to get away!

Guest favorite

Villa in Putnam Valley

5 out of 5 average rating, 18 reviews

Bird Haven Farmhouse: Luxury Villa Living w/ Pool.

Escape the city and step into luxury living at Bird Haven Farmhouse, a stylish retreat with all the amenities of a luxury hotel at your fingertips, while in a totally private villa setting. Designer details thru out this 3-Bedroom home: perfect for a summer or winter holiday, while having all the elements needed for a work-from-home set up. The former home of an artist and photographer, Bird Haven's manicured gardens and pool are the perfect setting for your retreat, or as a film location.

Guest favorite

Home in Hopewell Junction

4.96 out of 5 average rating, 23 reviews

Historic Hudson Valley Estate

This distinguished stone residence just 90 minutes from Manhattan, designed by the acclaimed architect Aymar Embury II, stands as a beacon of historical and architectural significance. The home offers a sanctuary of comfort, harmoniously balancing seclusion and sophistication within its storied walls. As part of the renowned Fishkill Farms belonging to Secretary of Treasury Henry Morgenthau, the estate frequently hosted President Franklin Delano Roosevelt as his cherished hunting lodge.

Guest favorite

Home in Beacon

4.99 out of 5 average rating, 78 reviews

Private Oasis in Beacon ~ Pool, Theater, Jacuzzi

We decorate for holidays! Pool closes mid October. Hot tub open year round! Your own private ranchette in coveted Beacon hills. Experience your own forrest oasis, take a dip in the Pool or Hot Tub*, sip coffee and bird-watch in the bright mid-century sunroom. Have a stay-cation or a jumping off point to Beacon, Coldspring, Hudson, DIA, StormKing, Fishkill farms, Breakneck Ridge & more! *Pool & Grill open May - September *Hot Tub year round *Dog allowed upon approval and for a fee

Superhost

Rental unit in Hopewell Junction

4.73 out of 5 average rating, 73 reviews

Beautiful one bedroom apartment pet/pool fees

Light bright and quite in private home, park like property. Please return in same condition, There’s a green pump up water system no food down sink,no feminine or excessive paper products flushed down the toilet. No frying no food or grease down the kitchen sink you will hear the pump. Separate charge through Airbnb pool fee, pool is seasonal, no shoes policy in apartment and please be considerate with the lights, if you’re not using them turn them off no smoking there is a pet fee

Superhost

Home in Hopewell Junction

4.86 out of 5 average rating, 7 reviews

Secluded Country Home w/ Modern Comforts near TSP

Spacious 2100 sq. ft. home with 3 bedrooms and 2.5 baths. Enjoy the serenity of the countryside with beautiful mountains, fall foliage, no visible neighbors. Just 1:20 from lower Manhattan. Features include a fully equipped kitchen, high-speed Wi-Fi, and a large yard with a 24x40 deck and BBQ. Perfect for families, friends, or a peaceful retreat. 2nd floor Master Bedroom / Master Bath contains an adjustable king bed and chair. Laundry Room next to bedrooms, fire pit, wood stove.

Guest favorite

Home in Cold Spring

4.94 out of 5 average rating, 162 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

Home in Carmel Hamlet

4.93 out of 5 average rating, 70 reviews

Country getaway with hot tub on 9 acres

Escape the city, located just over an hour from Manhattan & 7min from Metro North, to work or play. Open floor plan is great for entertaining and relaxing. Enjoy the large wood burning fireplace, 7 person hot tub, lots of windows, work spaces with monitor, private HVAC in each bedroom, and tons of private outdoor space, full amenities and everything you need included. Pool is closed for the season but will open around memorial day. Hot tub is OPEN year round.

Superhost

Home in Holmes

5 out of 5 average rating, 3 reviews

Enchanted Escape Close to NYC | Secluded Getaway

Escape to the "Enchanted Fall Escape"! ✨ Secluded 3 bed/3 bath home nestled in the woods with lake access. Hot tub, pool, steam shower, jacuzzi, & floor-to-ceiling windows for breathtaking views. 🌳 Relax by the fire pit, take a dip in the pool, hike our 6-acre property or just sleep in. Perfect for a peaceful getaway! Close to hiking trails, lakes, mountain ranges, ski slopes, water parks and MUCH MORE!