
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

Lakefront living! <1 hr from World Cup NY/NJ venue
Lakefront, fully renovated and ready for guests to experience lake living at its best from the inside out. The modern gas fireplace and cozy sectional sofa make the living room the perfect place to perch over crisp autumn evenings. Or take a steaming soak in the backyard hot tub after a day of hiking or exploring all of neighboring Warwick’s wineries, breweries and local farms.With direct access to the lake from the property our location is ideal for kayaking. All within a 1 hour drive from NYC!

The Wine & Wilderness Hideaway [Cal King •1hr NYC]
*COZY UP IN OUR SPRING 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

Beaver Lake Escape
Welcome to Beaver Lake Escape! This one bedroom, one bathroom lakeview home has all of the amenities you will need for a relaxing vacation getaway! Come experience a warm & cozy environment with full access to the community beach where you can enjoy kayaking, swimming and fishing (catch & release). You'll also find great hiking in the Spring, Summer and Fall at the Neversink Gorge Unique Area and skiing/snow boarding in the winter at Holiday Mountain! Only a 25 minute drive to Bethel Woods!

Lakefront Escape: Beach Access, Firepit, Kayaks!
SUMMER AT THE LAKE! You'll love this beautiful 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, and great outdoor living space. Inside has a well-equipped kitchen & all new furniture. This hideaway promises memories that will last a lifetime! Nearby wineries, breweries, restaurants, Warwick Main St, hiking, & more! Permit #P25-0394

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.

Victorian At Orange Square Entire Home
Immediately Feel Welcome As You Walk On To The Pillared Front Porch With Its Cushioned Deck Furniture. Enter The Welcoming Foyer And Feel The Comfort Of Home. Sink Deep In The Stuffed Couches In Front Of The Remote Controlled Gas Fireplace. Enjoy Your Favorite Book Or The Smart TV Entertainment Center. If Inclined Cook A Meal In The Modern Kitchen And Dine In The Elegant Dining Room With A Wood Burning Fireplace. Fire pit in back yard that can be viewed from the 6 person 104 degree Jacuzzi.

Tranquil Tree-House on the beautiful Hudson River
Take it easy at this unique and tranquil getaway. I look forward to hosting you. Enjoy a private room with a queen size bed and a large screen smart tv. The full bathroom is located across the hallway. Enjoy a warm fire in the sitting area. There is a work area and a high table to enjoy some tea/coffee or wine with dinner while enjoying the view of the Hudson through the large windows and sliding door. We have added a separate kitchenette additional crockpot and induction cooktop.

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.

Historic Hudson Valley Farm House
This lovely historic farm house in the heart of the Hudson Valley is the perfect location for your next get away. The relaxation begins as you turn onto our long private drive, watch for wild turkey and deer. This is the perfect spot if you are coming to the area 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 Art Center, Dia Beacon and Bethel Woods are nearby.
Popular amenities for Orange County house rentals
House rentals with a pool

The Wooden Igloo Near Legoland NY

The Hilltop • Fenced 8-Acre Dog-Friendly Retreat

TheGetawayPoolHotTubLegoLandArcade

Entire Home (private pool), Event Friendly

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

Family Oasis Pool, Firepit, Creek, Near Delaware

Farmhouse w/ Sauna & Hot Tub near Storm King

Arkadia House Mid-century retreat with pool & view
Weekly house rentals

"Highland Island", Private Island + Lakefront

The Alexandria - Wurstboro, NY

Catskills luxurious rustic retreat

Modern Rustic Hudson Valley Cabin in Warwick

The Dutch House Stay in the Catskills

Expansive Views Whole Private House

Luxury Lakefront w/ Beach, Dock & Kayak • 1h NYC

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

Cabin96-Shawangunk Mountain View

Craftsman Cottage w Lakefront

Cozy farmhouse nestled on 17 acres of nature

Quiet Catskill Cottage Retreat

River Views • Spa Baths • Hot Tub | Artisan Stays

Stunning Lakefront Dream Home!

Greenwood Lake’s Iconic Lakefront “Icehouse”

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




