Vacation rentals in Cuddebackville

Top guest favorite

Guest favorite

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

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Guest favorite

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

Guest favorite

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.

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!

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.

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

Guest favorite

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

Guest favorite

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.

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!

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.

Tiny Camp, Hot Tub Haven + fire pit.

Tiny Camp – Your Perfect Getaway Under the Stars Perfect for unforgettable evenings beneath open skies, this private and cozy two-bedroom retreat is designed for rest, connection, and recharge. Relax in the spacious backyard with a hot tub, elegant fire pit, and BBQ—ideal for a romantic escape, peaceful reset, or quality time with friends and family. Just 200 yards away, enjoy access to the Neversink River, known for world-class trout fishing.

Neversink Retreat | Fall Foliage & Cozy Fireplace

Escape to Neversink Retreat, a pet-friendly 3-bedroom, 2-bath home just 90 mins from NYC, sleeping 6. Enjoy peaceful nature, a 2-min walk to Neversink Preserve, private deck, fire pit, and dedicated workspace. Perfect for outdoor adventures near Catskills attractions. Features a fully equipped kitchen, Smart TV, and central AC. Ideal for families seeking a serene getaway with modern comforts.