Villa vacation rentals in Orange County

Find and book unique villas on Airbnb

Top-rated villa rentals in Orange County

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Superhost

Villa in Wallkill

4.96 out of 5 average rating, 26 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 the correct number of guests at time of inquiry to accurate pricing. For early / late check out options check “other details”. Now let’s kick back and enjoy the Gunks!

Aug 8 – 15

G$106,828 GYD per night

Superhost

Villa in Monroe

4.83 out of 5 average rating, 90 reviews

beautiful villa close to wdbury, legoland & wst pt

Located just 20 mins from Legoland, 15 mins from Woodbury Commons shopping center, 20mins from west point academy and on the trail of Schunemunk Mountain, this villa with 3 bd and 2 ba with fireplace offers plenty to do on every season while also serves peace and tranquility for these that seeks them away from the city life. come skii, hiking, fishing, fossil hunting, and swimming etc, with high-speed Wi-Fi and close proximity to the city, you are not really too far from civilization either.

Dec 7 – 14

G$29,086 GYD per night

Guest favorite

Villa in Newburgh

5.0 out of 5 average rating, 41 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!

Nov 14 – 21

G$59,119 GYD per night

Superhost

Villa in Washingtonville

4.84 out of 5 average rating, 38 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.

Mar 6 – 13

G$67,200 GYD per night

Villa in Monticello

4.73 out of 5 average rating, 30 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!

Apr 24 – May 1

G$159,838 GYD per night

Guest favorite

Villa in Warwick

4.93 out of 5 average rating, 68 reviews

Country Escape on 3 Acres - 1 Hr from NYC

This lovingly curated 3-acre property is the Perfect Getaway for friends, families or an office retreat! Fill your lungs with the fresh country air of the Appalachians, just an hour away from Manhattan. Warm your smores on the fire-pit around the koi pond or cannon ball into the swimming pool - you will create memories for a lifetime! 3 min. to Shop Rite, liquor store, bakeries and Pennings Farm Cidery 5 min. to Warwick village 10 min. to top rated Warwick Valley Winery & Cidery

Feb 21 – 28

G$200,760 GYD per night

Superhost

Villa in Wallkill

4.93 out of 5 average rating, 56 reviews

Modern Scandinavian Designer Villa on 6 acres

4 bedroom architect's villa on 6 acres of privacy with a pond & a river running through it. There are spectacular views from every window. Make day trips to Dia Beacon and Storm king or hang out at the house. Designed by an award winning architecture firm based in NYC and featured in catalogs and social media. 1.5 - 2 hours from NYC door to door. Please note that there is a tiny house on property as well (with its own designated area) that may or may not be occupied.

Jan 5 – 12

G$94,939 GYD per night

Villa in Port Jervis

4.62 out of 5 average rating, 53 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!

Oct 2 – 9

G$80,007 GYD per night

Superhost

Villa in Monticello

4.85 out of 5 average rating, 41 reviews

Catskills Estate+ Pool, Indoor Hotub! GameRm, 20+

Spacious property with tons of living space! Starring a gorgeous sunroom with our INDOOR Hot Tub, a heated Pool, Game Room with a pool table, foosball table and games for everyone to hang out and enjoy. Don't miss the BBQ grill, firepit, kitchen, bright dining room or comfy TV couches! A perfect Getaway to our beautiful private mini-estate in the heart of the Catskills, just 90 minutes from NYC. [16+ guests ask for price)

Jan 1 – 8

G$162,870 GYD per night

Guest favorite

Villa in Tuxedo Park

4.93 out of 5 average rating, 40 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.

May 19 – 26

G$91,276 GYD per night

Guest favorite

Villa in New Hampton

5.0 out of 5 average rating, 28 reviews

Luxury School House Retreat - 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!

Jun 8 – 15

G$185,401 GYD per night

Villa in Bloomingburg

4.69 out of 5 average rating, 26 reviews

6 BR Mountain Villa/Serene Nature/near hiking

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.

Mar 8 – 15

G$110,287 GYD per night