Villa holiday rentals in Orange County

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Top-rated villa rentals in Orange County

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

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Guest favourite

Villa in Stony Point

4.81 out of 5 average rating, 26 reviews

Group Retreat w. Backyard, BBQ, Gym, Games & More!

Enjoy the best of summer at this spacious family home! The large backyard features a patio with seating, outdoor bar area & BBQ grill. Soak up the sun next to the private pool & jacuzzi (open seasonally). Inside guest can enjoy the full kitchen with double-ovens, dining table for 12, multiple living areas, and tons of natural lighting with tall ceilings & large picture windows. Ideal for group trips, family reunions, or summer escapes this home provides a relaxing setting close to parks & trails

Top 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, 85 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 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 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

4.85 out of 5 average rating, 100 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 New York city, 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!

Villa in Port Jervis

3.67 out of 5 average rating, 3 reviews

Luxury 6BR Villa Escape Near Port Jervis New York

Escape to this stunning 6-bedroom villa in Port Jervis, perfect for families, retreats, or group getaways. Modern design meets cozy comfort with spacious bedrooms, a gourmet kitchen, stylish lounges, and spa-like bathrooms. Relax on the private patio, enjoy the fireplace, or explore nearby nature. Surrounded by woods yet close to town, this expansive home offers comfort, style, and unforgettable memories for every guest seeking a unique stay.

Guest favourite

The historic estate features a grand facade highlighted by multiple gabled roofs and a striking red front door. Soft lighting glows from the windows, and lush greenery surrounds the stone steps leading to the entrance, emphasizing the peaceful atmosphere of the property.

Villa in Goshen

5 out of 5 average rating, 14 reviews

Goshen Retreat w/ 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

Guest favourite

The exterior of the home is portrayed at dusk, surrounded by trees. A spacious deck with outdoor seating is visible, along with an oversized hot tub lit by soft lights. Large windows reveal an inviting interior, contributing to the serene ambiance.

Villa in Tuxedo Park

4.94 out of 5 average rating, 99 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

4.65 out of 5 average rating, 20 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.

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

4.97 out of 5 average rating, 103 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