Villa vacation rentals in Orange County

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Top-rated villa rentals in Orange County

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Villa in Wallkill

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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.

Villa in Sussex

4 out of 5 average rating, 3 reviews

Charming Retreat with WiFi/AC near Ski/Water Parks

This stylish home is perfect for groups, festivities of any type. The pool is centrally located in an open floor plan and doorsteps to chef's kitchen for endless entertainment. Thereupon, settle by the fireplace where each crackle from the flaming timber inches you closer to dream wonderland. The spacious bedrooms include a master-suit with all the amenities for the perfect getaway. Wake up to nature greeting you with fresh pine aromas all around as you step out the balcony and take it all in.

Guest favorite

Villa in Newburgh

5 out of 5 average rating, 58 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!

Villa in Tomkins Cove

4.85 out of 5 average rating, 26 reviews

Mountain Estate + Private Nature Retreat 6BR/6BA

The Estate ion top of Bear Mountain, surrounded by 5 Acres of Forest, overlooking the Hudson River. Smart and 100% private! Wake up to breathe in intoxicating mountain forest air, drink spring water on tap, pick wild raspberries and hang with wildlife. Modern colonial architecture, many spacious rooms, private areas & positive energy throughout. 3 Story 6BR/6BA House 6 person Hot Sauna & Jacuzzi 40' Pool 100% Private This is for long term rental 29+ days, for questions please contact.

Villa in Washingtonville

4.74 out of 5 average rating, 57 reviews

Secluded, Spacious Home with Pool

Prepare to experience a peaceful retreat nestled amidst a serene, woodsy landscape, perfect for large families or groups looking to escape the hustle and bustle of everyday life. The acres of green space will inspire and delight, and the array of amenities will keep everyone of all ages happy. This charming 4 BR home, situated in picturesque Washingtonville, combines ultimate comfort, relaxation, and fun to create lifelong memories. And it’s all a short drive or train ride from the city.

Villa in Monticello

4.6 out of 5 average rating, 50 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!

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Villa in Monroe

4.85 out of 5 average rating, 20 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.

Villa in Port Jervis

4.67 out of 5 average rating, 63 reviews

Mountain Getaway by Legoland and Delaware River

Escape to our modern 4-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 favorite

Villa in Tuxedo Park

4.95 out of 5 average rating, 56 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.

Guest favorite

Villa in New Hampton

5 out of 5 average rating, 41 reviews

Luxury School House W/ Heated Pool - 1 HR from NYC

The Gardnerville School House was built in 1920 to serve as a public school. It’s been recently updated with an in ground pool, custom gourmet kitchen, a family room, a TV room, indoor sauna, a play room, large outdoor fire pit, kids playground, four bedrooms and 3.5 baths. Enjoy your own private resort in a peaceful secluded hill top setting surrounded by nature. Ask about our retreat package deal!

Guest favorite

Villa in Bloomingburg

4.84 out of 5 average rating, 49 reviews

6 BR Mountain Villa/Serene Nature/near Legoland

Discover Mountain Serenity in our spacious and upgraded home. Immerse yourself in nature's embrace, whether stargazing from the patio or exploring nearby trails. Create memories of peaceful mountain escapes with friends and family, approximately 1 hour from the George Washington Bridge. Forget your troubles – your peaceful retreat awaits.

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.