Holiday rentals with a pool in Putnam County

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

Enchanted Fall Escape | Close to NYC, hottub, LAKE

Experience the ✨ENCHANTED ESCAPE✨ – stunning retreat just 75 mins from NYC! Dive into the POOL, soak in the HOT TUB, relax in the STEAM SHOWER or JACUZZI, and take in breathtaking FALL views 🌲🌅. With LAKE ACCESS, hiking trails, skiing, water parks, wineries, and charming towns nearby, adventure awaits. 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! 💫

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.

Autumn Leafing in Cold Spring

Gilbo's Landing- the perfect getaway for families and friends! Spend the summer by the pool and the winter by the fire. The house is located about a mile outside of Cold Spring's Main Street/train station (it’s a long walk though so probably best to drive). It’s near Boscobel, close to Beacon (15 min drive) and West Point (25 min drive). With indoor and outdoor fireplaces, wood burning stove, well stocked kitchen and pool, this 4 bedroom home truly is the perfect gateway to the Hudson Valley!

Cold Spring Mountain Retreat: Autumn 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!

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.

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!

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.