Vacation rentals in Cuddebackville

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Top-rated vacation rentals in Cuddebackville

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Guest favorite

Cabin in Wurtsboro

4.96 out of 5 average rating, 359 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 favorite

Cabin in Millrift

4.99 out of 5 average rating, 238 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 favorite

Cabin in Rock Hill

4.88 out of 5 average rating, 403 reviews

Trails Head Cabin

Welcome to Trails Head Cabin! Located on a quiet dead end road, this cabin sits at the head of the Neversink River unique area and offers activities such as hiking, fishing and hunting. My wife and I have fully renovated the inside of the cabin, and have begun to update the exterior. A five minute drive to Resorts World Casino and Holiday Mountain Ski and Fun Park. A twenty-five minute drive to Bethel Woods Center for the Arts (sight of the 1969 Woodstock Festival). See you soon!

Top guest favorite

Cabin in Cuddebackville

4.99 out of 5 average rating, 154 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 favorite

Home in Middletown

4.98 out of 5 average rating, 198 reviews

Peace and quiet. Comfy, private house to relax in

Quiet property,almost 8 acres, of beautiful wooded property . Set back from the road. Many trails, wineries and breweries nearby. Legoland is 20 minutes away and many antique shops within 30 minutes or so. We live in the other house on the property, so we are accessible. You can take a stroll on the path by the stream or sit on the spacious 35 x 10 foot deck and enjoy the natural setting of the property. Fire pit is now available. Enjoy the night air and gaze at the stars.

Guest favorite

Guest suite in Narrowsburg

4.86 out of 5 average rating, 176 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 favorite

Barn in Wurtsboro

4.93 out of 5 average rating, 107 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 favorite

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 favorite

Tiny home in Cuddebackville

5 out of 5 average rating, 110 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 favorite

Cabin in Ellenville

4.99 out of 5 average rating, 153 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

Top guest favorite

Cottage in Sparrow Bush

4.94 out of 5 average rating, 188 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.

Guest favorite

Home in Godeffroy

4.99 out of 5 average rating, 114 reviews

Lakefront House w/Private Dock, Fire Pit & Hot Tub

Cozy and recently renovated 1940s lakefront house right on the water. Perfect for a couple or a small family, with a king bed and a queen sofa bed. Enjoy views of the lake all around the house. Private dock, fire pit, and cedar hot tub. Under 2 hours from NYC, and 20 minutes to nearby shopping and restaurants as well as great hiking trails. High speed Internet and TV provided.