Holiday rentals in Cuddebackville

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Top-rated holiday rentals in Cuddebackville

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

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Guest favourite
A red cabin with stone accents is surrounded by greenery, featuring a wooden porch with large windows. A gravel path leads to a patio area with a red umbrella, seating, and a grill in the fenced backyard, providing a welcoming outdoor space.
Cabin in Milford
4.9 out of 5 average rating, 158 reviews

Riverfront Cabin on the Delaware

Unwind on the banks of the Delaware river. Our cozy cabin has all the modern accommodations you'd expect in a vacation home paired with the outdoor amenities that make this vacation home a peaceful dream come true! Interior amenities include: WiFi, TV with cable, Nespresso Coffee Maker and Pods, Washer/Dryer, Gas Fireplace, Full Set of Pots & Pans, Pull-Out Sofa, Towels & Linens included in stay. Outdoor amenities include: Grill, Wood-Burning Firepit, Hot Tub, Corn Hole, Private River Access.

Guest favourite
The cozy living area features a stone fireplace framed by natural wood beams. Comfortable leather chairs are positioned around a soft area rug, while shelving displays curated decor. A staircase leads to the upper level, adding depth to the warm, inviting space.
Cabin in Eldred
4.99 out of 5 average rating, 183 reviews

Little River: Waterfront Sauna & Chic Log Cabin

Escape to Little River, a stunning log cabin sitting along a mountain stream in the southern Catskills, just 2 hrs from NYC and 2.5 from Philly. This beautifully renovated 2-bed, 1-bath cabin boasts vintage charm, modern amenities and outdoor delights like a riverfront sauna, creekside dining and fire pit. Perfectly designed for spending time with friends, working and relaxing, Little River is your perfect upstate escape! Little River has been featured on Cabin Porn, GQ, and Airbnb's top ten

Guest favourite
Cabin in Wurtsboro
4.96 out of 5 average rating, 364 reviews

Summer 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.

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, 240 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 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, 346 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, 157 reviews

Sauna & Hot Tub Creekfront Oasis · 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.

Top guest favourite
A dining area is presented with a rustic wooden table surrounded by metal chairs. Natural light fills the space through large windows, highlighting bookcases filled with books. A vibrant orange chair adds a pop of color, while a soft area rug anchors the seating.
Cabin in Glen Spey
4.98 out of 5 average rating, 447 reviews

Cabin on 100+ Acre Farm — Fast WiFi, Pet-Friendly

* Off-grid, minimalist cabin in the Catskills * Super FAST WiFi (250mb download) * Fenced in backyard so kids & pets can play safely * Outside the fence is our 100+ acre property with private hiking trails nestled in a safe neighborhood. Please note the house lies between two neighboring houses. * 15 minute drive to upstate grocery store. * 90 minute drive from New York City. * Luxury amenities like 100% French linen sheets, Casper beds, handmade furniture, etc.

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, 108 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 welcoming front porch is featured, with white railings and steps leading to a spacious entrance. A seating area is arranged on the porch, surrounded by trees with autumn foliage. The house displays a warm red exterior under a partly cloudy sky.
Home in Huguenot
4.97 out of 5 average rating, 267 reviews

Stargaze Lodge

The house is brand new. It is set back off the road. its just minutes from the D&H Canal & Neversink river , 15 min from Bashakill vineyards Oakland valley race track, also trains are available in either Port Jervis or Otisville & the same time to rt 17 or 84. 30 minutes to the Monticello casino or rt 97 Barryville also ski locations near both places , 35 minutes to Warwick and Chester legoland & Milford Pa ,Bethel woods, Milford PA.

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, 111 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

Guest favourite
The cabin is positioned in a wooded area, featuring a dark exterior and a sloped roof. A spacious patio area is visible, equipped with seating and a fire pit. A hot tub is placed nearby, illuminated by soft lighting along the pathways.
Cabin in Ellenville
4.99 out of 5 average rating, 156 reviews

Catskills Cabin, Hot Tub, Wood Stove, King Bed

Welcome to Minnewaska Cabin. A Catskills mountain cabin on a private forested lot, with a hot tub, a wood stove and king bed. The house is brand new (completed Dec 2023) and located about 2 hours from NYC, close to many local attractions 20 mins from Minnewaska State park 35 mins from Legoland Goshen 20 mins from Resorts World Catskills casino 5 Mins from North East Off Road Adventures

Guest favourite
A vibrant landscape showcases a forest of deciduous trees in full autumn color, with hues of orange, red, and yellow reflected in the calm surface of a lake. The serene water enhances the visual impact of the foliage against a clear blue sky.
Cottage in Sparrow Bush
4.94 out of 5 average rating, 190 reviews

Serene Lakeside Oasis - 1.5 hrs from NYC Fast WiFi

Surrender your stresses at our "Serene Lakeside Oasis", a tranquil cottage nestled between a forest and a lake. Here, the beauty of the outdoors seamlessly blends with homely comforts. Whether you're working remotely, indulging in a day of rest, meditating by the water, or simply observing the local wildlife against the lake's scenic backdrop, this oasis offers unparalleled serenity.

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