Holiday houses in Westbrookville

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Top-rated holiday rentals in Westbrookville

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Guest favourite
Cabin in Wurtsboro
4.96 out of 5 average rating, 375 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.

Guest favourite
A bright sleeping area features a spacious bed against a backdrop of a sloped ceiling. A wooden bench sits at the foot of the bed, with a patterned rug laid beneath. Shelves display various decorative items, and natural light floods in from large windows.
Guesthouse in Accord
4.88 out of 5 average rating, 276 reviews

Sweet Cottage on a Farm Road

Simple, airy, studio cottage next to my house, featuring a woodstove & enormous bathroom with a clawfoot tub. Perfect for writers/solo-travelers seeking solitude & peace and couples wanting quality time together. The cottage is on a scenic country road, walking distance to 3 farms, including 2 great farm-to-table restaurants: Westwind Pizza/Apple Orchard, Arrowood Brewery, & Hollengold Farm. A stone's throw are Stonehill Barn and Inness. 15 min drive to the incomparable Minnewaska State Park.

Top Guest favourite
A serene outdoor seating area features two wooden chairs positioned beside a stone platform. A fire pit with a crackling flame is set in front of the chairs, overlooking a gently flowing creek and lush greenery, creating a tranquil nature retreat.
Cabin in Millrift
4.99 out of 5 average rating, 244 reviews

Remote Waterfall Cabin at Swiftwater Acres

Deep in a lush oak forest, on the bank of Bushkill Creek sits this hidden oasis. This is simply THEE most private abode in the entire area. Situated just feet from the water, the falls can be seen and heard from every room within the cabin’s charming, rustic interior. This spectacular 45 acre parcel is set within a vast reserve of state land: an oasis within an oasis. Just 90 minutes from NYC, this is a truly sublime atmosphere, perfect for those seeking a rejuvenating and inspiring getaway.

Guest favourite
A light-filled space features a well-equipped kitchen with modern appliances and a minimalist design. The wooden staircase, adorned with potted plants, leads to a cozy upper area. Natural light streams in through the window, illuminating the warm wooden flooring and vibrant area rug.
Apartment in Newburgh
4.84 out of 5 average rating, 346 reviews

Unwind in a Bespoke Downtown Studio W Laundry

A bright & creative studio apartment welcomes you! Totally renovated by us for our family, and now available to you. Pros: ♥Automated check in (no waiting!) ♥ Comfy queen sized murphy bed with a real mattress ♥ Open space hang out, work, play, etc ♥Walkable neighborhood ♥Custom design with unique features (hand made tile, Murphy bed, commissioned mural) Cons: ☆Second floor apartment (one flight of stairs) ☆Rooftop not available in late fall/winter ☆ Studio apartment Welcome home!

Guest favourite
The cottage is surrounded by lush green grass and mature trees, offering a serene outdoor setting. A well-maintained pathway leads to the inviting entrance, while the structure features light-colored siding and large windows, creating a seamless connection with nature.
Cottage in Goshen
4.92 out of 5 average rating, 298 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 favourite
A cozy living area is showcased with two accent chairs, one in a warm terracotta tone and another in vibrant red, featuring a playful design. The wooden floor complements the inviting atmosphere, while framed artwork adorns the walls, adding visual interest to the space.
Guest suite in Chester
4.96 out of 5 average rating, 356 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 favourite
An outdoor hot tub is situated in a cozy yard surrounded by autumn leaves. Warm light spills from the windows of the cabin, casting a welcoming glow. Hanging string lights illuminate the path leading to the house, enhancing the tranquil evening atmosphere.
Cabin in Cuddebackville
4.99 out of 5 average rating, 164 reviews

Creekfront Cabin Sauna & Hot Tub Hikers Hollow

Tucked away in the small town of Cuddebackville, you will find a wonderful rough cut cabin with all the comforts and amenities for a relaxing stay. The cabin is situated on 3+ acres on a quiet dead end road with very minimal car activity. Enjoy the wonderful nature that surrounds you, with the calming sound of the stream in the background. The interior of the cabin has been updated to ensure an exceptionally comfortable stay while still holding true to its original 1940's charm.

Guest favourite
A serene cabin is nestled among trees, overlooking a private pond. The exterior features a mix of corrugated metal and wood, blending harmoniously with the natural surroundings. A spacious outdoor area includes a fire pit and seating, offering a tranquil retreat.
Cabin in Mountain Dale
4.95 out of 5 average rating, 152 reviews

Private lake cabin w/hot tub, views and fruit

Catchers Pond is perched atop a hill with views overlooking a private pond featuring a swim platform, dock, Jacuzzi, outdoor shower, fire pit and a fruit orchard of peach, pear and apple. It is perfectly secluded and close to everything you might need for your stay being just 5 minutes outside Mountaindale. Its rustic, charming and wild. A great place to slow down, reconnect and watch seasons change. The cabin sits on 55 quiet acres with no other houses in sight.

Guest favourite
A welcoming porch features a white door with a decorative sign reading 'Hello Summer.' Black seating is arranged around a small table, while potted flowers add color to the surroundings. A trash bin is positioned beside the door, contributing to the neat appearance.
Guest suite in Narrowsburg
4.85 out of 5 average rating, 185 reviews

Catskill Getaway Suite

Our guest suite has a private entrance adjacent to the main house with a kitchen , living room, bedroom with a full bed and full bath. Also a porch with patio furniture, a charcoal BBQ and 50 acres to explore. We supply sheets, towels, kitchenware, coffeemaker, TV, internet, Wi-Fi and AC. A great getaway for 2 adults. 20 min. from Bethel Woods for concerts, 30 min. to Resorts World Casino. All are welcome. Rainbow friendly. No smoking, children, pets or animals.

Guest favourite
The unique barn-style structure is surrounded by lush greenery, showcasing a blend of wood and stone materials. Large windows reflect natural light, while the distinctive silo adds character to the expansive facade. A gravel pathway leads to the inviting entrance of the home.
Barn in Wurtsboro
4.94 out of 5 average rating, 112 reviews

Grand Refurbished Barn Full of Cozy Nooks

Runaway for a weekend upstate at this luscious, unique barn stay. The flexible space is great for a large group or a couple get away. Enjoy cozy nooks and spacious central spaces full of fun tidbits like a record player and fire pit. Light a fire in the indoor fireplace, or lounge bright silo in a hammock. With 9 acres of hiking trails on the property, this stay is perfect for those looking for some rest and relaxation, while still offering plenty of fun.

Top Guest favourite
A spacious loft area features a queen-size bed with decorative pillows and a comfortable futon sofa positioned against a wooden wall. Natural light enters through large windows, illuminating a colorful area rug that spans the floor. A fan is mounted on the ceiling.
Guesthouse in Wurtsboro
4.91 out of 5 average rating, 107 reviews

Hiker’s Haven, a Cozy Cabin above Bashakill Refuge

Just 90 minutes from NYC, Wurtsboro is a charming and tranquil Catskills retreat. Hiker’s Haven is a cozy, detached Loft on the same property as our log cabin home, set above the Bashakill Wildlife Refuge. While trees block direct water views, you’ll hear birdsong and may spot bald eagles or red-tailed hawks. In fall, glimpses of the Bashakill emerge through colorful foliage. Enjoy hiking, fishing, glider rides, and local shops and galleries.

Top Guest favourite
A distinctive red silo structure, complemented by a stone base, rises alongside a traditional barn-style home. Clear blue skies create a vibrant backdrop, enhancing the unique architectural character. The combination of wood and stone materials is evident, showcasing a charming rural aesthetic.
Tiny home in Cuddebackville
5 out of 5 average rating, 113 reviews

The Silo-a tiny house getaway in the Catskills

No Winter Blues here! THE SILO-UNIQUE AIRBNB!!! Formerly 1920's feed Silo. Close to Holiday Mountain Ski, BETHEL WOODS Museum, Hike/bike 52 miles of local trails, brewery/winery, casino & unwind! This 4 flr. + loft silo nestled in Catskills w/ stunning views. Attached to early 1900’s barn-owners on-site. See guidebook for local suggestions. The main house barn is NOT the airbnb/rental. The Silo is the airbnb

Popular amenities for Westbrookville holiday rentals

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  2. United States
  3. New York
  4. Orange County
  5. Westbrookville