Villa holiday rentals in North Castle

New! Sweet home near NYC

This is a brand new construction furnished home which can comfortably accommodate corporate travelers and families. Walking distance to local shops, stores What's Nearby: *12mins to Newport mall-Jersey City, NJ *12mins to Hoboken, NJ *25mins to World Trade Center, NYC *25 mins to Empire State Building, NYC *40 mins bus ride to Manhattan, NJ (Bus station in Time Square) *45 mins to Williamsburg-Brooklyn,NY *14 mins to Newark Airport,NJ *45 mins to Laguardia Airport,NY *55 mins to JFK Airport,NY

LuxeCompound-HotTub Pool Sauna Treehouse Gamebarn

Serene, elegantly appointed 19th century compound, fully modernized and set on the edge of a 50 acre land preserve next to boat friendly Bantam Lake. Located in the rolling hills of Litchfield County this expansive home has four buildings and every amenity: pool, hot tub, heated gym, cedar sauna, central AC, 2 chef’s kitchens, game barn, primary suite with wb fireplace and soaking tub, a pool house guest suite with steam shower, & treehouse w/ slides & a swing set built on a 300yr old oak tree.

Top guest favourite

Guest favourite

Ultra Modern Private Oasis with River Views

Step into your brand new, ultra-modern secluded oasis with picturesque views of the Hudson River and Valley. The Balthus Haus was designed and built with sheer comfort, stylish aesthetics, and progressive functionality as the guiding tenets. Nestled high into the hillside the Haus maximizes 360 degrees of privacy and is surrounded by nature. Inviting and pleasant all year round with central AC and radiant heated floors throughout the living areas. Easily get away from NYC only 1.25 hours away!

Designer Villa bordering Westport

This designer cottage is built from the framework of a 300 year old New England farmhouse. The house is next to a forest and a small river, which can be accessed on the property. During the summer guests can enjoy a pool, hot tub, and a quaint natural getaway from city life. During the winter enjoy a cozy setting with a large fire place and a host of games and activities. Located minutes from the beach, Westport's town center, the historic sailing town of Southport and the train station.

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.

Beautiful farmhouse nature escape 90 min from NYC

Relax with the whole family at this peaceful retreat. Feels far more remote than the short drive (or Metro North ride) from the city would suggest! As you make your way down the long tree-lined private driveway and see the classic house and barn, you can feel the atmosphere shift. Come enjoy our spacious farmhouse with antique charm and modern kitchen/amenities. Walk the path around the property, wander the woods, watch the sunrise over the valley, or go apple picking or skiing nearby.

Cottage in Silvermine: Norwalk New Canaan Wilton

Nestled in a leafy Norwalk neighborhood filled with historic houses, this newly remodeled charming guest cottage/Barndominum on 1 acres in opposite the Silvermine river (where New Canaan, Wilton, and Norwalk meet). The guest cottage is separate from the main house. It is a quaint, quiet and cozy. 1 bedroom 1 bathroom new kitchen including range, dishwasher, Keurig and washer and dryer. The bedroom has a queen bed and the living room has a sofa and chairs. Twin cots can be brought in.

Harmony House - A Luxury Retreat Back in Time

Pamper yourself in our beautiful Victorian estate. Built in 1850 and home to one of the most famous racehorses in history, Harmony House is kept in pristine condition & updated w/ modern comforts. Designated a Historic home but running on Solar energy our country-style home offers 7 bedrooms, 4.5 baths, large living spaces & dining areas, chefs kitchen, fireplaces, pool, pool house, patio, grill, lawns & gardens. Walking distance to cafes & shops in Chester & only 50 miles to NYC!

Indulge in Prime Luxury 3BR 3-7 Guest

Experience luxury and convenience at our stunning villa! Whether you're planning a group retreat or a family escape, our exquisite property is your ideal haven. Located just moments away from major hospitals, universities, and transportation hubs, our villa provides unmatched accessibility to all your needs. Note: lower level unit listing it might be someone staying/living on the lower unit. They will not be able to disturb or enter the listing separately entrance

Mediterranean villa •pool•hot tub•fire place

Discover the Mediterranean Villa, a stunning 5-bedroom, 4-bath luxury retreat nestled in the scenic Hudson Valley. This Monroe, NY escape offers elegant interiors, a cozy wood-burning fireplace, outdoor fire pit ,Smart TVs, a private hot tub, spacious living areas designed for comfort and style. Perfect for families or groups, it’s minutes from Catskills trails, Woodbury Commons shopping, and Legoland. Unwind, explore, and indulge in upscale relaxation year-round.

Fire & Fun | Luxe Stay w Pool, Hot Tub & Game Room

Step into Fire & Fun, where luxury meets excitement in the heart of Linden, NJ! This stunning 2-story retreat features a heated pool (seasonal), hot tub, Mario-themed game room, outdoor oasis, and elegant interiors with high-end comfort. Perfectly located 30 minutes from NYC & 15 minutes from Newark Airport, this family-friendly home includes a fully stocked chef’s kitchen, private deck, firepit, and more! Your unforgettable getaway starts here!

Historic Entire Home: Luxury Group Retreat

Experience a blend of history and modern luxury in our 5-bedroom Entertainer's Home. Perfect for large families or groups, it features an open layout, a grand fireplace, a dining table for 12, and a private backyard with a fire pit. Comfortably sleeps your entire group. Located just a short walk from local markets, restaurants, and a lake, with numerous ski resorts and private schools nearby. A perfect retreat for creating lasting memories.