Villa vacation rentals in Orange County

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Top-rated villa rentals in Orange County

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Villa in Monroe

4.72 out of 5 average rating, 79 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, roasting marshmallows by the fire pit, 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

Villa in Wallkill

5 out of 5 average rating, 3 reviews

Modern Scandinavian Villa

This memorable home is anything but ordinary. You'll be in awe of the soaring ceilings, bright natural light and magnificent chef's kitchen. Nestled in the Hudson Valley just 90 min. from NYC, this remarkable home offers a serene escape for guests. Hidden from the road, this secluded 1920's 3-level stone barn was fully renovated by an award winning NYC architecture firm. On 6 acres, this luxury home's been featured in catalogs, movies and media and offers complete privacy from the outside world.

Top guest favorite

Villa in Newburgh

5 out of 5 average rating, 63 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!

Superhost

Villa in Bloomingburg

4.8 out of 5 average rating, 64 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 favorite

Villa in Wallkill

4.98 out of 5 average rating, 40 reviews

Spiti Helios: luxury retreat w/hot tub & pool

Καλώς Ορίσατε (welcome) to the beautiful Hudson Valley surrounded by distilleries, wineries (Magnanini Winery 6 minutes away 😉), spas, nature, and whatever your heart desires. Come zen out in this luxurious gem nestled on nearly 2 acres of privacy~did we mention the hot tub? *2-3 night stays get a discounted rate *Please enter all daytime visitors and overnight guests at time of inquiry. For early / late check out options check “other details”. Now let’s kick back and enjoy the Gunks!

Villa in Monticello

4.63 out of 5 average rating, 57 reviews

Spacious Privat Sunset Estate, Hotub, Pond, 20+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 ✔ Fully Equipped Kitchen ✔ Pond with small Island ✔ Large Hot Tub ✔ Pool Table ♛ Guest Favorite ♛ One of the most loved Airbnbs!

Superhost

Villa in Monroe

4.9 out of 5 average rating, 29 reviews

Mediterranean Villa

Whether you’re looking for a relaxing getaway or a family trip filled with adventure, you’ll love staying at the ‘Mediterranean Villa’ in the scenic Hudson Valley. Tucked away in Monroe, NY this Villa offers 5-bedrooms, 4-bathrooms, a wood-burning fireplace & enough space for your family to come together and make new memories. Location provides easy access to local attractions: take a day trip to the Catskills, shop locally at the Woodbury Commons or check out the local wineries.

Private room in Monroe

5 out of 5 average rating, 11 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.

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!

Superhost

Villa in Tuxedo Park

4.95 out of 5 average rating, 75 reviews

Private 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.

Villa in Newburgh

4.71 out of 5 average rating, 17 reviews

Exquisite modernism over 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 favorite

Villa in Greenwood Lake

4.99 out of 5 average rating, 89 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