Vacation rentals in Orange County

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Top-rated vacation rentals in Orange County

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

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Top guest favorite

Loft in Warwick

4.96 out of 5 average rating, 302 reviews

Luxe Penthouse Studio MainSt Warwick, SteamShower!

Relax & Indulge in our Luxe Penthouse Studio with Elevator & Parking! Beautifully furnished on Main St. in Warwick- Walk to Everything! Panoramic windows with amazing views over Warwick. Spa steam shower with bluetooth speakers, luxury bath toiletries, Heavenly King bed with Egyptian cotton linens, 65 in. HD Smart TV, reclining leather theater seats, velvet loungers convert into sleepers, fully stocked designer kitchen with all appliances, Nespresso & Keurig, coffee, tea, bottled water included.

Guest favorite

Guest suite in Montgomery

4.95 out of 5 average rating, 490 reviews

Garden View Guest Cottage

Located under 15 min. to Stewart Airport...1 mile to City Winery , nearby Angry Orchards , 1/2 hour to West Point Charming cottage setting located in the village of Montgomery, NY, Come for the day or stay for a few to take in all this historic area has to offer. Walk to some of the best restaurants in Orange County or simply read a book in the gardens... Truly a great value since it's a true "apartment " like setting..not just a room, with all the conveniences and sleeps up to 6 people

Guest favorite

Cabin in Wurtsboro

4.97 out of 5 average rating, 336 reviews

Spring Spa on a Cascading Brook - The Water House

The brook flows through an evergreen forest creating a nourishing environment and the perfect setting for a relaxing and rejuvenating spa retreat. The living/dining room, hot tub/deck, and gas fire pit are set overlooking the cascading brook, ideal for entertaining, meditating or simply as an enjoyable natural muse. The soft, cozy and elegantly vintage styled interior is illuminated and warmed with central heating, ambient lighting and a home surround sound entertainment system with karaoke.

Superhost

Tent in Bloomingburg

4.86 out of 5 average rating, 452 reviews

Δ Heated Glamping Tent! -Scenic Hiking Paradise!

☮ Your Campsite is atop the Shawangunk Mountain Ridge! -BEAUTIFUL SCENIC Official Marked Trails within a 1/8 mile! See Pics! -PROPANE HEATER -Awake to chirping birds with Rays of Morning Sun and shadows Dancing on your Tent -Access to Private Bathroom & Well Equipped Kitchenette -OUTDOOR & INDOOR SHOWER -Clean Bedding and Towels Provided -Make Breakfast on Campfire or GAS GRILL -WIFI & Electricity in Tent! -Adjacent to 2 State Forests with 1600+ Acres! -CANOPY WOODS YOU CAN WALK AROUND IN

Guest favorite

Apartment in Goshen

4.82 out of 5 average rating, 260 reviews

Great apartment- closest to Legoland

Large studio apartment in an historic luxury setting. Guests have a private entrance with parking to a first floor, fun studio. Our property boasts a private tennis/pickleball court for guest use and is situated directly on the Heritage Trail, which is perfect for biking and jogging. Our home borders several hundred acres of scenic rural property, yet we are conveniently located in the charming, historic Village of Goshen - within walking distance to restaurants and the Trotting Horse Museum

Guest favorite

Cottage in Goshen

4.92 out of 5 average rating, 266 reviews

Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND

When you're looking to get away from it all and experience some peace and quiet surrounded in nature, this Cottage fits the bill. Whether it's enjoying fireflies over the field at dusk or enjoying cheerful birds in the morning, this beautiful Cottage sets the stage for you to be refreshed and renewed by the time you check out. While it feels like a secluded oasis, this place is also 10 minutes from LEGOLAND, Target, and all your other favorite conveniences. We look forward to hosting you.

Guest favorite

Guest suite in Chester

4.96 out of 5 average rating, 320 reviews

Adorable Guest Apartment in Victorian Mansion

This lovely 3rd floor private apartment is in an 1883 Victorian Mansion in Blooming Grove, NY for 1 - 6 people. It is beautifully furnished, has luxurious beds, so let us know if you need one, two or three bedrooms! The apartment has a private entrance, a claw foot tub, French door shower, and a kitchenette with sunny breakfast nook. It's freshly renovated and spacious. You will have to take 2 staircases. Our land has a nice view of a field of wildflowers, and our neighbor has cows.

Top guest favorite

Apartment in Marlboro Township

4.98 out of 5 average rating, 379 reviews

Cliff Top at Turtle Rock

Cliff Top retreat with a one hundred mile view of the Shawangunk's and the Catskill Mountains, surrounded by thousands of acres of ancient forest. Conveniently located in the Hudson Valley Wine and Orchard country. Twenty minutes from Beacon and New Paltz. Furnished with mid-century and 18th century period furniture and art work, yet with all the modern conveniences. Uber and Lift an easy five minutes away. The ancient forest contains many Stone Age rock shelters and calendar sites.

Superhost

Apartment in Newburgh

4.86 out of 5 average rating, 190 reviews

Special Nest w Private Entrance River View Porches

Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

Top guest favorite

Apartment in Warwick

4.98 out of 5 average rating, 395 reviews

Warwick Village Apt w Off St Parking

2 minutes to Warwick Village Farmers Market Our lovely apartment has earned 5 star reviews from over 300 guests. You'll love this private suite w private entrance Large kitchen, bedroom & stunning sun room loaded with plants Loved by gardeners, bicyclists, runners, artists, writers, diners, & shoppers. Visit Brew Pubs & Wineries, Woodbury Common, West Point, Catskills, Mt Peter, Mountain Creek, Heated bathroom floor & large shower Beautiful gas stove 300 MBPS Washer & dryer

Guest favorite

Guest suite in Warwick

4.94 out of 5 average rating, 297 reviews

Suite on Longhouse Creek

Beautiful one bedroom private suite with comfy queen size bed. The suite includes a sitting room, overlooking the creek, full bath, coffee nook with small refrigerator, microwave and Keurig coffee maker. Coffee is provided. A spiral stair leads you to the private deck with a french door entrance. Enjoy your coffee sitting at the lovely bistro set overlooking the longhouse creek. Feel free to use yard seating by the creek. Town Permit # 33316

Top guest favorite

Treehouse in Wallkill

4.99 out of 5 average rating, 317 reviews

The Treecastle at the Roundhouse Homestead

The Treecastle started as a vision when I was a child, but came to life during the quarantine of 2020. Escaping into the woods and surrounded by nature, the treecastle is supported on one end completely by a mature pin oak with hardware from Treehouse Masters TV show. Attention to detail shows in this romantic stay that will surely be a memory to last a lifetime. For more photos and videos check out our social media pages : treehouseandchill