Villa holiday rentals in Orange County

Find and book unique villas on Airbnb

Top-rated villa rentals in Orange County

Guests agree: these villas are highly rated for location, cleanliness and more.

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A large red country villa is showcased alongside a well-maintained lawn, framed by trees. Large windows allow natural light to flow into the house. A stone path leads from the driveway to the entrance, which features a welcoming covered porch.
Villa in Monticello
4.65 out of 5 average rating, 63 reviews

Catskills Sunset Estate, Hotub, Pond, 21+ppl

Getaway at Sunset Mountain Estate -enjoy the luscious yards, amenities and natural privacy! Several bedrooms, and family game room. Spend time at the pond in your own island gazebo or grab a beer in BBQ marquee as the grill works its magic. Don’t miss the large Hottub, swingset for kids, volleyball, firepit+ 2 acres of serenity! ✔ Plenty of Bedrooms of all types ✔ Fully Equipped Kitchen ✔ Pond with small Island ✔ Large Hot Tub ✔ Pool Table ♛ Guest Favorite ♛ One of the most loved Airbnbs!

Guest favourite
A contemporary living room features an 18-foot tall cathedral ceiling and a mix of stylish furnishings. Two couches are positioned around a circular blue rug, while a serene hammock hangs from the ceiling. A fireplace serves as the focal point, with plants adding life to the space.
Villa in Newburgh
5 out of 5 average rating, 74 reviews

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!

Guest favourite
A charming two-story villa is set amidst lush greenery, showcasing light blue siding and large windows. A circular driveway leads to a spacious garage, while outdoor seating is arranged with four chairs near a small table, inviting gatherings in the serene surroundings.
Villa in Bloomingburg
4.84 out of 5 average rating, 82 reviews

Spacious 6BR Villa | Serene Scenic Mountain Escape

Escape to this spacious 6BR villa, a serene mountain retreat with scenic views. This peaceful getaway is perfect for families and groups. Located approximately 1 hour from the George Washington Bridge, it offers comfortable interiors, a well-equipped home, and ample outdoor space. Explore nearby hiking trails and relax in a tranquil setting just minutes from local attractions. Unwind and experience nature in every direction. Your peaceful mountain escape awaits—BOOK NOW FOR A SERENE GETAWAY!

Guest favourite
A large two-story brick home is set against a backdrop of lush greenery. Soft pink and purple hues illuminate the sky during twilight. A stone pathway leads to the front entrance, where a bright red door serves as a focal point.
Private room in Monroe
5 out of 5 average rating, 12 reviews

Villa Verde B&B, Greenwood Lake, NY

This stylish place is perfect for anyone who wants to rest and relax. The area offers a lot. Water sports, hiking, skiing attract many visitors. Good restaurants around with live music and lake view. Award winning wineries and craft breweries may be a nice complement. Just minutes to the beach, Harriman State Park, golf course, Renaissance Fair. Delicious breakfast with local products is served every morning Another bedroom with a private bathroom and living room is available.

Guest favourite
A spacious outdoor area features a large swimming pool surrounded by a paved patio. The villa, with a red-tiled roof, stands in the background amidst lush greenery. Sun loungers are arranged at the pool's edge, inviting relaxation.
Villa in Monroe
4.93 out of 5 average rating, 43 reviews

Mediterranean Villa

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, Smart TVs, a private hot tub, and spacious living areas designed for comfort and style. Perfect for families or groups, it’s minutes from Catskills trails, Woodbury Commons shopping, and acclaimed local wineries. Unwind, explore, and indulge in upscale relaxation year-round.

A spacious living area is highlighted by large windows, allowing natural light to illuminate hardwood floors. A large, comfortable sofa and two vibrant yellow chairs are arranged around a central coffee table. Decorative artwork adorns the walls, contributing to a welcoming atmosphere.
Villa in Monroe
4.71 out of 5 average rating, 96 reviews

Awesome Country Retreat - 4BR - Private & Peaceful

Just an hour from downtown NYC, my spacious country home offers the perfect retreat for families or friends. Whether you're soaking in the jacuzzi-style bath, or enjoying the warm grass beneath your feet, this property is designed for ultimate relaxation with loved ones. Secluded and private, yet only a 5-minute drive to the charming town of Monroe, this home offers both tranquility and convenience. Professionally cleaned and managed for your peace of mind

A modern villa is set against a serene backdrop, featuring large windows that reflect the landscape. A small bridge leads over a private fishing pond, while trees line the property, inviting a peaceful atmosphere. Bright red doors stand out against the neutral exterior.
Villa in Port Jervis
4.65 out of 5 average rating, 65 reviews

Mountain Getaway by Legoland and Delaware River

Escape to our modern 6-bedroom, 3-bathroom villa, set on 3.2 acres of landscaped land with a private fishing pond. Enjoy the sleek and stylish interior, fully stocked kitchen with stainless steel appliances and granite countertops. Relax on the expansive deck while taking in the picturesque surroundings. Conveniently located near Legoland and Delaware River for outdoor activities. Experience the perfect blend of style, comfort, and nature all in one place!

Guest favourite
The historic estate is elegantly illuminated at dusk, showcasing its white exterior and traditional architectural details. The main entrance, framed by green shutters and a vibrant red door, is surrounded by manicured landscaping and soft outdoor lighting, enhancing the estate's charm.
Villa in Goshen
5 out of 5 average rating, 10 reviews

Goshen Retreat w/ Hot Tub & Fire Pit near Legoland

Set among the rolling hills of Goshen, this historic estate blends rustic charm with a touch of luxury, creating a peaceful getaway from city life. Just 19 miles radius distance from West Point and minutes from Legoland, this beautifully preserved home places you at the center of the Hudson Valley’s best attractions. Be sure to check out the Brotherhood Winery, the oldest winery in America, for a memorable local experience!

Guest favourite
A modern living area features a striking orange and yellow color scheme. Sleek red sofas provide comfortable seating, complemented by a glass coffee table. A stylish bar with high stools is visible in the background, along with an array of shelves displaying various beverages.
Private room in Monroe
5 out of 5 average rating, 8 reviews

Villa Verde B&B, Suite, Greenwood Lake, NY

This stylish place is perfect for anyone who wants to rest and relax. The area offers a lot. Water sports, hiking, skiing attract many visitors. Good restaurants around with live music and lake view. Award winning wineries and craft breweries may be a nice complement. Just minutes to the beach, Harriman State Park, golf course, Renaissance Fair. Delicious breakfast with local products is served every morning.

Guest favourite
The exterior of a modern home is presented amidst lush greenery, featuring a spacious wrap-around deck illuminated by warm lighting. An oversized hot tub is located on the deck, surrounded by natural rock formations and trees, creating a relaxed outdoor setting.
Villa in Tuxedo Park
4.96 out of 5 average rating, 89 reviews

Tuxedo Hilltop Retreat with a Large Hot Tub

Welcome to our peaceful getaway home set in the stunning Sterling Forest Park in the Hudson Valley, only an hour from New York City. Enjoy the tranquil outdoors, the oversized hot tub, the wrap-around balcony, and the spacious deck. Relax in a great room overlooking the forest and unique natural rock formations. And for the ski enthusiasts our home is only 10mi or an easy 20 min drive to Mt. Peter Ski Area.

An airy great room features a striking red accent wall, complemented by wooden beams and large windows allowing natural light to fill the space. A stylish black sofa is positioned near a fireplace, with a collection of plants and bookshelves adding to the decor.
Villa in Newburgh
4.74 out of 5 average rating, 19 reviews

Exquisite Modernism overlooking the Hudson

Beautiful contemporary glass house in Balmville overlooking the Hudson River. Decadently and stylishly appointed with exquisite antiques and mid-century furnishings. An entertainers kitchen, sprawling decks, and panoramic views make this place an entertainers dream, or the perfect retreat just 90 minutes from NYC.

Top guest favourite
A spacious two-story house features a covered porch with white railings, providing a welcoming outdoor area. Lush green grass surrounds the property, and the backdrop includes rolling hills and a clear sky with clouds, emphasizing the serene location near the water.
Villa in Greenwood Lake
4.98 out of 5 average rating, 94 reviews

Hillside villa with 9-mile lake views

Views, views and more views, this luxury getaway embraces the outdoors from every angle. Dine alfresco on the expansive deck, kick back and relax in the outdoor hot tub and spend nights with friends and family shooting pool, sitting by the fire or cooking in the gourmet kitchen. STR Permit#: 21-7747

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