Vacation rentals in Cuddebackville

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Top-rated vacation rentals in Cuddebackville

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

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Top guest favorite
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, 272 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. Legoland is only 35 minutes away, show many people coming

Top guest favorite
The rustic cabin is framed by lush greenery, showcasing a wooden exterior with red window accents. A spacious deck with seating overlooks the surrounding landscape. A well-maintained path leads to the entrance, surrounded by colorful flower beds and natural stone steps.
Cabin in Cuddebackville
5.0 out of 5 average rating, 18 reviews

Cozy Mountaintop Cabin

Rustic and inviting mountain cabin located on 100 acres of private property. Relax and enjoy the peaceful surroundings only 2 hours from NYC. Perfect place for a romantic getaway or family fun. Breathe in the fresh mountain air, enjoy s’mores at sunset sitting around the firepit, just sit and relax and enjoy the sounds of nature and the chirping of hummingbirds, take a walk and bird watch 2 Bedroom cabin Sleeps 5 Upstairs 2 queens beds Downstairs bed - bunk beds Pullout couch in living room

Top guest favorite
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
4.98 out of 5 average rating, 292 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
A welcoming porch features a ceiling light fixture, two comfortable black seating chairs, and vibrant flower arrangements with red and white blooms. The entrance door presents a decorative glass panel, contributing to the inviting atmosphere of the home.
Home in Port Jervis
4.93 out of 5 average rating, 284 reviews

Victorian At Orange Square Entire Home

Immediately Feel Welcome As You Walk On To The Pillared Front Porch With Its Cushioned Deck Furniture. Enter The Welcoming Foyer And Feel The Comfort Of Home. Sink Deep In The Stuffed Couches In Front Of The Remote Controlled Gas Fireplace. Enjoy Your Favorite Book Or The Smart TV Entertainment Center. If Inclined Cook A Meal In The Modern Kitchen And Dine In The Elegant Dining Room With A Wood Burning Fireplace. Fire pit in back yard that can be viewed from the 6 person 104 degree Jacuzzi.

Guest favorite
Home in Godeffroy
5.0 out of 5 average rating, 21 reviews

1860 Schoolhouse: A luxury retreat (Hot Tub, BBQ)

Welcome to the 1860 Schoolhouse, a storied getaway set amidst the tranquility of nature. Built in 1860, it served as a place of education through the civil war era. It was remodeled in 2003 with all the modern comfort, while still preserving the historic rustic charm. A perfect countryside retreat awaits with amenities like hot tub, fire pit, outdoor movies, wood stove, high-end kitchen ware, L'Occitane toiletries, hotel-quality linens, and BBQ grill. Come ring the school bell in the house!

Guest favorite
A charming two-story villa is set amidst lush greenery, showcasing light blue siding and large windows. A circular driveway leads to a spacious garage, while outdoor seating is arranged with four chairs near a small table, inviting gatherings in the serene surroundings.
Villa in Bloomingburg
4.87 out of 5 average rating, 116 reviews

Spacious 6BR Villa | Serene Scenic Mountain Escape

Escape to this spacious 6-bedroom mountain villa, a peaceful retreat perfect for families and groups. Just about 1 hour from New York City, enjoy beautiful scenic views, comfortable living spaces, a well-equipped home, and plenty of outdoor space. Explore nearby hiking trails and local attractions, or simply relax and enjoy the quiet surroundings. Whether you're planning a family getaway or a weekend with friends, it's the perfect place to unwind, reconnect, and make lasting memories.

Guest favorite
Cabin in Cuddebackville
4.97 out of 5 average rating, 208 reviews

Creek, Sauna, Hot Tub, Fire Pit & Pet-Friendly

“Hiker’s Hollow is an absolute gem. Tucked away in the woods, where the only sounds you’ll hear are the chirping of birds and steady flow of the creek, it is a sanctuary. The amenities of the place are wonderful, with a beautiful sauna, ample fire pits, a hot tub, and so much more. The home itself is incredibly warm, cozy and well decorated.” That’s how a guest described this 1940s cabin on three wooded acres, with inviting spaces inside and plenty of ways to enjoy the outdoors.

Guest favorite
Barn in Wurtsboro
4.94 out of 5 average rating, 132 reviews

Catskills Barn Retreat w/Fireplace & 9 Acres

Escape to this architecturally striking Catskills barn set on 9 private acres. Designed for gathering, the soaring living room features a massive stone fireplace, dramatic spiral staircase, and cozy seating for long nights in. Perfect for birthdays, friend weekends, and family getaways, with private hiking trails, fire pit evenings, and playful nooks like the bright silo lounge and hanging chair comfortably sleeping 12 people across 4 bedrooms — all just 90 minutes from NYC.

Top guest favorite
A red house is surrounded by vibrant autumn foliage, highlighting orange and yellow leaves on trees. A gravel path leads to the home, with two chairs visible in the outdoor seating area. Natural landscaping complements the serene wooded setting.
Home in Middletown
4.98 out of 5 average rating, 224 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.

Top guest favorite
Home in Huguenot
5.0 out of 5 average rating, 18 reviews

Secluded Escape • 125 Acres • 2 ponds • Lakefront

Just under 2 hours from NYC, this 125 acre secluded retreat is where adventure meets relaxation! Wander scenic trails on the property, swim or fish in two serene ponds, or take the rowboat out on the lake. This two-story haven offers spacious bedrooms, a fully stocked kitchen, and an expansive-sunlit living room. Enjoy cozy evenings by the outdoor stone fireplace or grill out on the patio. With no neighbors, it’s the perfect place to unwind and make lasting memories.

Superhost
A red farmhouse with white accents is nestled in a landscape of fall foliage. The sloped roof is topped with three chimneys. Surrounding greenery includes well-maintained shrubs and a wooden pathway that leads to the entrance, creating an inviting approach.
Home in Wurtsboro
4.86 out of 5 average rating, 162 reviews

Cozy Rustic Farmhouse With Wood Stove

Make yourself at home in this unique farmhouse just an hour and a half away from NYC! Located right on the Bashakill Wildlife Refuge. this is the perfect getaway near Neversink Unique Area, Minnewaska State Park, Sam's Point, Legoland, and more! Enjoy the flicker of a wood-burning stove, make a BBQ feast on the outdoor deck, or admire the stars on a clear, dark night while sitting around the campfire. Good for couples, friends, or families–just no pets, please!

Guest favorite
Cabin in Wurtsboro
4.95 out of 5 average rating, 459 reviews

Forest Spa Retreat on Cascading Brook • 90 Min NYC

Tucked into an evergreen forest, The Water House is a private spa retreat set above a cascading brook—where flowing water shapes your stay. Spend slow mornings on the deck, unwind in the hot tub, and gather by the fire pit under the stars. Find a quiet moment beside the Japanese-inspired pond. Inside, soft textures and vintage style create a warm, calming atmosphere designed to reconnect you with nature while offering the restful comfort of a boutique retreat.

Popular amenities for Cuddebackville vacation rentals