Waterfront holiday rentals in Orange County

Find and book unique waterfront accommodation on Airbnb

Top-rated waterfront accommodation in Orange County

Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top Guest favourite
A custom-built cabin is surrounded by trees and landscaped greenery. It features natural wooden shingles on one side and large windows that invite light. A welcoming deck is adorned with seating, and garden lighting accents the path leading to the entry, enhancing the rustic charm.
Tiny home in Montgomery
4.96 out of 5 average rating, 301 reviews

Lux Cabin on Farm, River, Animals, Projector

Take a break from your day to day and enjoy this serene and unique escape. The Trek is a custom built and designed cabin nestled in the heart of the Hudson Valley! It is a high class, off-the-grid experience. Come experience the escape for your self - Watch a movie, visit the animals on the farm, read a book, roast s’mores or enjoy a night under the stars around the fire pit, how ever you like to relax do it at The Trek. Located just 3 Minutes from cafes, local restaurants, hikes and much more.

Guest favourite
A hot tub is positioned under softly glowing string lights along a snowy bank, inviting relaxation. Surrounding the tub are wooden chairs and a table, with the cascading brook flowing nearby. Snow-covered trees frame the serene winter scene.
Cabin in Wurtsboro
4.96 out of 5 average rating, 376 reviews

The Water House - Winter Spa on a Cascading Brook

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.

Top Guest favourite
Feet are seen dangling over a gently flowing stream, with a snowy landscape surrounding the banks. The cabin is glimpsed in the background, its vibrant green color contrasting against the natural elements and the soft glow of early sunlight filtering through the trees.
Cabin in Vernon Valley
4.96 out of 5 average rating, 449 reviews

Serenity Cabin, the historic waterfall cabin!

Escape to a magical paradise where the sound of a babbling stream & chirping birds create a symphony of serenity. Nestled on 18 acres of pristine wilderness, this secluded retreat offers endless opportunities for exploration & adventure. Wander along the streams and discover hidden waterfalls, all while immersing yourself in the breathtaking beauty of nature. Located 5 minutes from Mountain Creek, Warwick drive-in, Appalachian trail, & activities like goat yoga, horse riding, & TreEscape adv.

Guest favourite
A rustic log cabin is framed by tall trees, showcasing a spacious porch with a wooden railing. The front door features two circular glass panels, allowing natural light to enter the home. Lush greenery surrounds the property, enhancing its secluded appearance.
Cabin in Warwick
4.97 out of 5 average rating, 138 reviews

Magnificent Log Cabin Getaway with Private Lake

Enjoy the comforts of a magnificent log cabin set on six private acres in the Hudson Valley! Newly furnished, this 4-bedroom home comes with multiple living rooms, an indoor wood-burning stove, sauna, pool table, theater room, large private pond with dock, fire pit, and more! You'll be minutes away from restaurants, wineries, breweries, and activities for all members of your group. Near many trails, Greenwood Lake, and Mount Peter. Also a perfect getaway for skiing. Come escape and relax!

Top Guest favourite
A six-person Jacuzzi hot tub is positioned on a patio, overlooking a serene lake surrounded by trees. The bubbling water reflects the greenery, creating a peaceful atmosphere for relaxation.
Home in Greenwood Lake
4.96 out of 5 average rating, 292 reviews

Stylish Lakeside Chalet with Hot Tub

Welcome to Greenwood Lakeside Chalet, an all-season waterfront retreat on beautiful Greenwood Lake (just over an hour from NYC) surrounded by the Sterling Forest and the Appalachian Trail Corridor. No car? No problem! Conveniently located just steps away from an express bus stop with regular service to/from Port Authority. Boating, Hiking, Fishing, Skiing, Breweries, Wineries, Apple Picking, Waterfront Restaurants, Shopping, Historical Sites, Golf - all nearby (or right in the backyard).

Guest favourite
A six-person hot tub is positioned on a covered patio, overlooking the tranquil waters of Greenwood Lake. The bubbling water is set against a backdrop of trees and distant homes, creating a serene lakeside atmosphere.
Home in Greenwood Lake
4.97 out of 5 average rating, 103 reviews

*Waterfront Home w/Hot Tub, Kayaks and Fast Wifi

Waterfront home on Greenwood Lake with a private dock and 6 person hot tub. Situated in a quiet neighborhood and a short walk (1/4 mile) to downtown. Enjoy dinner on the patio, steaks on the grill, and s'mores by the fire pit. A short drive (5 minutes) to the town beach. Professionally cleaned, comfortable, and bright. A perfect place to enjoy Greenwood Lake and the surrounding Hudson Valley area. Nearby hiking, apple picking, and skiing. Fully renovated with top-of-the-line appliances

Superhost
A bright bedroom features two spacious beds covered with white linens and soft blankets. Large windows and skylights fill the room with natural light, showcasing views of greenery outside. Blue curtains frame the windows, and a wicker basket with towels is positioned on a side table.
Home in Monroe
4.84 out of 5 average rating, 191 reviews

Sunlit & Peaceful. Hot Tub. Monroe. 1hr fr NYC.

Welcome to our cozy retreat in Monroe, NY where relaxation awaits you. Our charming Home is bathed in natural sunlight, thanks to numerous windows and skylights, creating a warm and inviting ambiance. Nature lovers can explore the scenic Heritage Trail, perfect for leisurely walks or bike rides. If shopping is on your agenda, the Premium Outlets at Woodbury Commons are just a short drive away. For family fun, Legoland is a nearby attraction, promising excitement, and joy for all ages.

Top Guest favourite
A serene pond is surrounded by lush green grass and natural landscaping. Smooth stones are placed along the edge of the water, reflecting the blue sky and distant hills. The area offers a peaceful atmosphere with hints of nature visible in the scenery.
Apartment in Middletown
4.93 out of 5 average rating, 172 reviews

Just Around The Corner

This roomy, modern and immaculate apartment is situated conveniently near town, but far enough away that you can enjoy the countryside. Enjoy the view of the pond and sounds of nature. A one bedroom that sleeps six with three queen beds in separate rooms divided by doors. (Please note the listing price is for 4 guests. Each additional guest is $25 per night). We are 6 min to Middletown, 18 min to Legoland, 21 min to Wallkill, 49 min to Warwick and just under one hour to Patterson, NY.

Top Guest favourite
Apartment in Newburgh
4.88 out of 5 average rating, 226 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 favourite
The living area features a modern design with light-colored walls and a cozy sectional sofa. A stone fireplace is surrounded by stylish furnishings, including a wooden coffee table. Natural light enters through large windows, creating a warm and inviting atmosphere.
Home in Greenwood Lake
4.98 out of 5 average rating, 188 reviews

Holiday Season! Tranquil Lake Escape - Fireplace!

Winter is the most peaceful time to visit! Enjoy the beautiful views of the lake and mountains across the way at this 3BR home in Greenwood Lake! You'll love the cozy interior and the warm wood burning stove! This tranquil hideaway on a quiet dead-end street is minutes from many winter activities. Book your holiday escape now! Nearby downtown Warwick, mount peter, winter hiking on the Appalachian, wineries, breweries, Mountain Creek, and more! ~ 1 hour from NYC

Top Guest favourite
A serene lakeside view is captured, featuring lush greenery and colorful plants in planters. A lounge chair is positioned on the grass, inviting relaxation while looking out over the calm waters of the lake, framed by a backdrop of tree-covered hills.
Bungalow in Monroe
4.97 out of 5 average rating, 101 reviews

Tranquil Waterfront Retreat on Mombasha Lake

Welcome to our cozy 2-bedroom lakefront bungalow on the shore of Lake Mombasha in the Hudson Valley. Enjoy stunning lake views, and inviting spaces designed for relaxation. Wake up to serene sunrises, explore nearby attractions, hike local trails, and unwind with breathtaking sunsets over the lake. In the evenings, gather around our fire pit for cozy conversations under the stars, making unforgettable memories.

Top Guest favourite
Home in Wappingers Falls
4.93 out of 5 average rating, 259 reviews

Tranquil Tree-House on the beautiful Hudson River

Take it easy at this unique and tranquil getaway. I look forward to hosting you. Enjoy a private room with a queen size bed and a large screen smart tv. The full bathroom is located across the hallway. Enjoy a warm fire in the sitting area. There is a work area and a high table to enjoy some tea/coffee or wine with dinner while enjoying the view of the Hudson through the large windows and sliding door.

Popular amenities for Orange County waterfront rentals

Destinations to explore