
House vacation rentals in Orange County
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Top-rated house rentals in Orange County
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Unique Dutch Barn in the Hudson Valley
The Unique Dutch Barn, is a magnificent property built in the 1800s and well located in the Hudson Valley on historic Westinghouse Farm. The perfect spot if you are here for a wedding, to visit West Point or LEGOLAND, go hiking, skiing or just to sample the local craft breweries and wineries. For art and music lovers Storm King, Dia Beacon and Bethel Woods are near. Whether you come for a creative retreat, or meet up with old friends and family, this expansive space will offer a memorable stay.

Lakefront Escape! Views, beach, Firepit & Kayaks!
SUMMER AT THE LAKE! You'll love this cozy 3BR home in Greenwood Lake just steps from the beach! Experience AMAZING lake views & tranquil atmosphere. Enjoy free kayaks, canoe, paddle board and beach access! Huge wrap-around deck with firepit, ping-pong, & great outdoor living space. Inside has a well-equipped kitchen & all new furniture. This beautiful hideaway promises memories that will last a lifetime! close to wineries, breweries, restaurants, Warwick Main St, hiking, & more! Permit #P25-0394

Modern 3BD West Point USMA House w/ HotTub!
Our beautiful 3 bed, 2 bath contemporary home sits just 0.4 miles from West Point Military Academy. The house is equipped with super fast internet, work stations in each bedroom, cozy nectar mattresses, a 4-person jacuzzi, and of course, an incredible back yard patio with a BBQ, fire pit and outdoor dining area. Our kitchen is stocked for coffee lovers with 3 different types of machines ( Nespresso, Keurig, and Miele). There are also Samsung Smart TV's in each bedroom along with Sonos speakers!

Beacon Creek House
Welcome to our serene oasis in Beacon, NY. If Gilmore Girls and Schitt’s Creek had a baby, it would be Beacon. Nestled beside a tranquil creek, our home features 2 cozy bedrooms, a stylish bathroom, and an open living space with a daybed. Designed with wabi-sabi aesthetics and eco-friendly materials. Just steps from Main Street and less than a 5 min drive from the train station, with scenic trails, shops and restaurants nearby. Book your stay and experience our artfully designed home and city!

Wake up to this view all summer! Lakefront life!
Lakefront, fully renovated and designed for unforgettable summer stays.Enjoy lake living at its finest with morning coffee on the dock, long days on the water, and sunset dinners overlooking the lake.With direct lake access and 2 docks,it’s perfect for kayaking, swimming, boating, and relaxing in the sun.After a day on the lake, unwind in the backyard hot tub or gather with family and friends in the cozy living space.Minutes from Warwick’s wineries, orchards, and farms—all just 1 hour from NYC!

The Wine & Wilderness Hideaway [Cal King •1hr NYC]
*COZY UP IN OUR SUMMER OASIS NOW! Nature’s haven, indulge in seamless spacious single-level living! Minutes away from Mountain Creek Spa & Water park, Warwick wineries, breweries, creameries & apple picking, scenic hiking trails, serene lakes, enchanting parks, & indulgent restaurants. Open concept, Chef's kitchen, Dishwasher, Washer & Dryer, 2 BR, 2 Bath, Cal King bed w primary BR attached to private Bath w soaking tub a retreat to relaxation. Huge patio & fireplace create everlasting memories

Hudson Valley Farmhouse | Winery & Hiking Getaway
Tucked into the Hudson Valley, our restored 1873 farmhouse is made for slow mornings, fresh coffee, and easy weekends between hiking trails and nearby wineries 🌿 This is a private 3BR/2.5 bath first-floor unit within a shared home. Designed for a calm, quiet stay. Only registered guests are permitted on the property. Located in Marlboro near Beacon, New Paltz, Kingston West Point, Vassar, Marist, Warwick & Wallkill with a garden to enjoy and harvest fresh herbs and seasonal vegetables.

Stylish Lakeside Cottage with Hot Tub
Welcome to Greenwood Lakeside Cottage, an all-season waterfront retreat on beautiful Greenwood Lake (just over an hour from NYC) surrounded by the Sterling Forest and the Appalachian Trail Corridor. No car? No problem! Conveniently located just steps away from an express bus stop with regular service to/from Port Authority. Boating, Hiking, Fishing, Skiing, Breweries, Wineries, Apple Picking, Waterfront Restaurants, Shopping, Historical Sites, Golf - all nearby (or right in the backyard).

The Little Green Farmhouse
Built in the mid 1800s, this 2,400 square foot. 2 story farmhouse is a comfortable country getaway with space for the whole family. Nestled on 2.5 acres, the house is perfectly positioned between the villages of Warwick and Sugar Loaf. There are 4 bedrooms on the 2nd floor with the ability to sleep 8 people. There are also 2 full bathrooms, a dining room, living room, office space, fully equipped kitchen, and a bonus space with a table to play board games, cards or puzzles.

Peace and quiet. Comfy, private house to relax in
Quiet property,almost 8 acres, of beautiful wooded property . Set back from the road. Many trails, wineries and breweries nearby. Legoland is 20 minutes away and many antique shops within 30 minutes or so. We live in the other house on the property, so we are accessible. You can take a stroll on the path by the stream or sit on the spacious 35 x 10 foot deck and enjoy the natural setting of the property. Fire pit is now available. Enjoy the night air and gaze at the stars.

Spectacular Lake Views from Every Room & Garden
Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features a seasonal waterfall cascading into a lily pond with fish and frogs. The shaded patio offers panoramic views and a gas grill. During the winter months, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy ambiance of our living room, with exposed wooden ceilings, a welcoming fireplace, a smart TV, a record player and board games.

Lakefront, Indoor Hot Tub, Hiking, 1 hour from NYC
Escape to a truly unique private lake getaway located just 1 hour from New York City, and just minutes from dozens of attractions, activities, and restaurants. Zen Xcape is a recently renovated lakehouse retreat located atop a mountain in Northern New Jersey that has the rustic charm of a contemporary American lake house, the simple elegance of an Asian inspired spa, and the stylish flair of a New York City loft. Township of West Milford STR Permit LIC. NO. 2023-035
Popular amenities for Orange County house rentals
House rentals with a pool

The Hilltop • Fenced 8-Acre Dog-Friendly Retreat

The Bluff: Designer | Views | Pool | Hot Tub

TheGoshenGetawayPoolHotTubLegoLandArcade.

Entire Home (private pool), Event Friendly

Mountain Creek retreat PH w/pool & hot tub

Farmhouse w/ Pool, Sauna & Hot Tub near Storm King

Arkadia House Mid-century retreat with pool & view

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

Lake House

The Alexandria - Wurstboro, NY

Cabin96-Shawangunk Mountain View

Warwick NY Lodge 4BR Hot Tub & Game Room Pet

Casa Bashakill

Modern Live Edge Log Cabin/Under 1hr to World Cup!

Lake house, ONE HOUR from NYC

Cozy A-Frame with Deck and Fire Pit
Private house rentals

1867 Caboose Cottage

"Highland Island", Private Island + Lakefront

4 bedroom house with pool (Kids & Dog Friendly)

Craftsman Cottage w Lakefront

The Victorian at Bluestone Falls

Secluded mountain house with spectacular views

Lakefront Bungalow

Greenwood Lake’s Iconic Lakefront “Icehouse”
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