
House holiday rentals in Orange County
Find and book unique houses on Airbnb
Top-rated house rentals in Orange County
Guests agree: these houses are highly rated for location, cleanliness and more.

Highland Lakes View, Big Home - Family Fun, Vernon
Lakefront VIEWS!— NO lake access at house. Large, family-friendly home in quiet Highland Lakes. Community club access (summer): 5 lakes, beaches, clubhouse & boat launches — $2 pp/day. Walk to club dock only two houses away! ⭐ 75+ five-star reviews ☕ Coffee & breakfast snacks 🎲 Board games & arcade 🗽 1 HR from NYC 5 min Wawayanda State Park 10 min Mountain Creek, App Trail, Great Gorge, Minerals, Vernon 15 min Warwick, wineries, Crystal Springs 25 min Mt Peter 35 min LEGOLAND NY & JH-WF HQ

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.

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

TheGoshenGetawayPoolHotTubLegoLandArcade.
TheGG is a beautiful spacious home with more amenities than one can ask for! Cooking for 10? We have options! Our double oven is perfect for holiday dinners! Not to mention our customs built outdoor kitchen and grill! Keep your kids entertained by throwing a pizza party using our beautiful stainless pizza oven! Burn those calories off in a private gym or laps in the heated pool MAY1ST Then relax in our 8per hot tub! Bring your clubs! Near by are four 18hole golf course with in a 15min drive!

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).

Renovated 2 Bedroom Apartment in Heart of Village
Our newly renovated apartment is the lower level of a 1920 Victorian in the heart of the Village of Warwick. It boasts 650 sq ft of space with 2 bedrooms, and a full kitchen and bath. You can walk to beautiful shops, parks, and restaurants, or drive (free off-street parking) only minutes to ski, golf, hike, or enjoy our local orchards and wineries. There's even a doughnut shop across the street! All this with a huge backyard with it's own babbling creek! Welcome to 69 South St.

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.

Cozy guest suite bedroom plus living room
Skylands is a beautiful 20 acre property in the town of Warwick a couple of hundred yards away from an orchard great for apple picking weekends in the Fall. Lovely patios overlooking acre pond nice for relaxing with a glass of wine. Private Guest Suite comprised of sitting room with a fireplace Attached Bedroom has one double bed sleeps 2 people with ensuite bathroom. . Outside you have a front porch overlooking the pond exclusively for your use WARWICK PERMIT 33699
Popular amenities for house rentals in Orange County
House rentals with a pool

The Wooden Igloo Near Legoland NY

The Hilltop • Fenced 8-Acre Dog-Friendly Retreat

The Bluff: Designer | Views | Pool | Hot Tub

Entire Home (private pool), Event Friendly

Private Retreat w/Pool, Hot Tub & Fire Pit, 6 BR

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

"Highland Island", Private Island + Lakefront

The Alexandria - Wurstboro, NY

Cabin96-Shawangunk Mountain View

Modern Rustic Hudson Valley Cabin in Warwick

FIFA 57 Miles 4BR Hot Tub & Game Room Pet

Casa Bashakill

Cozy A-Frame with Deck and Fire Pit

Bashakill Hillside Cottage
Private house rentals

1867 Caboose Cottage

Lake House

Modern 3BD West Point USMA House w/ HotTub!

Craftsman Cottage w Lakefront

The Victorian at Bluestone Falls

Lakefront Bungalow

Expansive Views Whole Private House

Modern Live Edge Log Cabin/Under 1hr to World Cup!
Destinations to explore
- Rentals with a sauna Orange County
- Rentals with a washing machine and dryer Orange County
- Flat rentals Orange County
- Rentals with a kayak Orange County
- Waterfront rentals Orange County
- Rentals with a firepit Orange County
- Apartment rentals Orange County
- Rentals with breakfast Orange County
- Cabin rentals Orange County
- Rentals with pools Orange County
- Rentals with a hot tub Orange County
- Fitness-friendly rentals Orange County
- Hotel rooms Orange County
- Tent rentals Orange County
- Rentals with a fireplace Orange County
- Guest house rentals Orange County
- Rentals with a patio Orange County
- Rentals with beach access Orange County
- Cottage rentals Orange County
- Pet-friendly rentals Orange County
- Motorhome rentals Orange County
- Beachfront rentals Orange County
- Family-friendly rentals Orange County
- Ski-in/ski-out rentals Orange County
- Chalet rentals Orange County
- Rentals with outdoor seating Orange County
- Private suite rentals Orange County
- Bed and breakfasts Orange County
- Rentals with an EV charger Orange County
- Villa rentals Orange County
- Townhouse rentals Orange County
- Rentals with lake access Orange County
- Farm stay rentals Orange County
- House rentals New York
- House rentals United States
- Times Square
- Madison Square Garden
- New York City Center
- Central Park Zoo
- New York University
- Columbia University
- MetLife Stadium
- Mountain Creek Resort
- Yankee Stadium
- United Nations Headquarters
- Rockefeller Center
- Empire State Building
- Grand Central Terminal
- Bethel Woods Center for the Arts
- Bushkill Falls
- Bryant Park
- Radio City Music Hall
- Thunder Ridge Ski Area
- Astoria Park
- The Metropolitan Museum of Art
- Prudential Center
- American Dream
- Minnewaska State Park Preserve
- One World Trade Center
- Things to do Orange County
- Nature and outdoors Orange County
- Things to do New York
- Entertainment New York
- Tours New York
- Art and culture New York
- Sightseeing New York
- Food and drink New York
- Sports activities New York
- Nature and outdoors New York
- Things to do United States
- Sightseeing United States
- Food and drink United States
- Tours United States
- Nature and outdoors United States
- Sports activities United States
- Wellness United States
- Entertainment United States
- Art and culture United States





