Vacation rentals with a pool in Putnam County

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)

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.

Cold Spring Mountain Retreat: Sun-filled Oasis

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!

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.

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!

Billy Joel/JP Morgan Hudson Valley Home 1h to NYC

Come stay in J.P. Morgan's summer home with breathtaking views of the Hudson River! Private saltwater pool & sauna. Billy Joel famously also lived here in the 1970s when he wrote "New York State of Mind" and "Summer, Highland Falls" in the primary bedroom. This is J.P. Morgan's original "Cragston" mansion (he used to take his Yacht up here from Wall Street!). Under 5 minutes to West Point & Bear Mountain 1 hour to NYC Cold Springs & Peekskill are under 20 minutes away

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.

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!

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.

Winter Retreat, Hot Tub, Close to NYC, Enchanted

Experience the ✨ENCHANTED ESCAPE✨ – stunning winter retreat just 75 mins from NYC! Enjoy the home's COZY VIBES, soak in the HOT TUB, take in breathtaking winter forest views 🌲. Perfect home for hosting your winter family and friend gatherings, ski trips, winery tours and more. Unwind outdoors, stargaze at night, or explore 6 private acres – perfect for families & friends seeking the ultimate getaway! Now offering CONCIERGE services to make your stay unforgettable! 💫

Cold Spring Gem

Quiet, modern, and comfortable retreat surrounded by nature. The perfect combination of relaxation and outdoor activities, secluded and quiet. Located on seven rustic acres with creek running through the back of the property. 2 bed, 3 bath, movie/playroom, gourmet custom kitchen, screened in porch and beautiful outdoor sundeck. Huge 40ft in ground (heated) swimming pool, fire pit, 2xBBQ grills. 10 min from the beautiful town of Cold Spring, 60 miles from Manhattan.

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

Welcome to Hudson Valley Hideaway — a stylish, family-friendly 4BR/2BA home tucked in the corner of Beacon just 1.5 miles from downtown & the Hudson River. Enjoy a chic living room w/ 85” TV, stocked kitchen, dining room, 1Gb WiFi, workspace & A/C. Sleep soundly in 1 King, 2 Queens & 1 Twin XL. Outside, unwind in the fenced oasis w/ pool, slide, hot tub, grill & fire pit. Modern comfort meets cozy Hudson Valley charm. SPECIAL: 20% OFF all winter stays!