Luxury rentals in Orange County

The Bluff - Designer Home with Views, Pool & Hot T

The Bluff at Eagle Hollow is a 3 bed, 2.5 bath modern haven just 2 hrs from NYC overlooking the Hudson River. Boasting floor-to-ceiling windows throughout and two decks to enjoy the stunning river views, this home is the definition of effortless style. Lounge by the pool, relax in the hot tub, get cozy by the fire pit or simply take in the views from multiple spots. Nearby towns: Marlboro (5mins), Poughkeepsie (15mins), Newburgh (20mins), Beacon (25 mins), New Paltz (25mins), Kingston (35mins)

Hillcrest Glasshouse - a minimalist modern retreat

The Hillcrest Glasshouse is a fully renovated peaceful retreat with modern carefully selected furniture featuring a breathtaking view over the Hudson River with a fully equipped kitchen, outdoor fire pit, outdoor grill, indoor fireplace, AC, Sonos sound system, Netflix, Amazon Prime, Cable and excellent Wifi to satisfy all leisure and home office activities. This beautiful getaway is only 70 miles away from midtown NYC and close to many of the Hudson Valley's most visited destinations.

Upstate Retreat 1+Hr NYC ~ Pool, Padel and Views

Escape to a serene hillside retreat on 23+ acres with breathtaking views of the Hudson Valley. Just over an hour from NYC, this luxurious estate is perfectly located for outdoor adventures and local delights, including orchards, wineries, skiing, and hiking. Unwind on the patio, play games in the barn, or relax by the fire. Whether you're hosting friends, family, or celebrating a special occasion, this spacious home blends rustic charm with modern comforts for an unforgettable getaway.

Pinnacle Pointe | Year-Round Pool Spa Lake Theater

Escape to Pinnacle Pointe by Relaxtay — a stunning 9,500 sq ft mountain estate on 600 private acres, just 1.5 hours from NYC. In winter, enjoy a serene snow-covered retreat with panoramic mountain views, a year-round enclosed heated pool, private lake, sauna, gym, spa room, theater, bar, arcade, and chef’s kitchen. Sleeps large groups in luxe suites and bunk rooms. Private events are welcome with advance approval.