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Summer Adventures in Cold Spring at Gilbo's

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, 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. This is a family home we are sharing with others to enjoy.

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.

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!

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.

Heated Pool | Fire Pit | Backyard Oasis

Welcome to our charming house located in the picturesque town of Mahopac, NY. This stunning property is perfect for families or small groups of friends looking for a peaceful and relaxing getaway. Our house boasts three spacious bedrooms with comfortable beds, three modern bathrooms, and gorgeous vaulted ceilings throughout. You'll love the bright and airy feel of the house as well as the tasteful decor and comfortable furnishings.

Country getaway with pool and 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 open for the season. Hot tub is OPEN year round.

Pool opens 5/23! Huge, Eclectic… 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 ;)