Vacation rentals in Handsome Hollow

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Handsome Hollow

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

1 of 1 pages1 / 1
Top guest favorite
A serene waterfall cascades over layered rocks into a tranquil pool surrounded by lush greenery. Sunlight filters through the trees, highlighting the natural beauty of the area. The sound of flowing water creates a peaceful atmosphere, ideal for relaxation and reflection.
Cabin in Honesdale
4.99 out of 5 average rating, 227 reviews

Modern Rustic Cabin with Waterfalls and 30 acres

We invite you to get away at our rustic & secluded cabin in the NEPA woods! Our 30 acres of countryside is highlighted by magnificent waterfalls and bordered by over 10,000 acres of state lands. You’ll find yourself unwinding and recharging while hiking, enjoying campfires, or soaking in the hot tub under the midnight sky. Though you will be surrounded by nature, you won’t be roughing it! The cabin is modern and offers everything you’ll need for a comfortable stay. Renter must be 25 and above.

Guest favorite
A cozy living area is highlighted by warm wooden walls and a stone fireplace. A flat-screen television is mounted above a stylish fireplace, while a circular accent chair adds character. A glass coffee table with a patterned rug enhances the inviting ambiance.
Cabin in Downsville
4.9 out of 5 average rating, 198 reviews

Cozy modern Catskills cabin overlooking waterfall

Private entire FIRST FLOOR in huge cabin in the woods.Other floors are unoccupied. 1 bedroom with modern bath and kitchen overlooking a huge waterfall in the woods.Touch screen glass steam shower with dual shower heads and multiple spray heads. Heated stone bathroom floors and heated bidet toilet All bedding and bath towels provided by Brooklinen. Modern kitchen with pantry and cookware. Enjoy the warmth of the wood burning stove. Grill outdoors by the waterfall with our amazing Traeger grill.

Guest favorite
A private deck area features a wooden chair beside a neatly stacked pile of firewood. The entrance displays a large sliding glass door, illuminated from within, revealing a warm interior. Soft outdoor lighting complements the natural surroundings of greenery.
Tiny home in Livingston Manor
4.97 out of 5 average rating, 176 reviews

Element House - Off Grid Hideout

Unwind and reconnect with nature in this rustic and comfortable retreat nestled at the edge of a blueberry field. Surrounded by serene Catskills countryside, you’ll feel a world away, yet still be just minutes from outdoor activities, a thriving food scene, and Bethel Woods just 35 min away. Inside, you’ll stay cool with AC, a cozy queen bed, kitchenette, dining table, reliable wifi, and full bath. Outside, relax by the fire pit or cook on the charcoal grill. We are an LGBTQ+ inclusive space.

Top guest favorite
The A-frame cabin is nestled among trees, featuring a wooden deck and wide glass doors that open to the interior. A private hot tub is positioned nearby, providing a relaxing outdoor space surrounded by nature.
Cabin in Damascus
4.98 out of 5 average rating, 266 reviews

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly

Escape to the Cedar Haven A-Frame in Damascus, PA – the perfect romantic hideaway just a short drive from NYC. Nestled in peaceful woods, this cozy 400-square-foot retreat offers all you need for a relaxing escape. Soak in the private hot tub, roast marshmallows by the fire pit, or unwind to music as you watch the forest through wide windows. Whether celebrating a special occasion or just needing time away, the tiny cabin invites you to unplug, reconnect, and make memories in nature’s embrace.

Guest favorite
Home in Callicoon
5 out of 5 average rating, 17 reviews

Luxury Home:Heated Pool, Sauna, Hot Tub & C Plunge

Orchid Home—by MPM Interior Designs—is a thoughtfully curated wellness retreat designed to restore balance, calm the mind, and elevate the experience of simply being present. From the moment you arrive, the home welcomes you with an immediate sense of ease, where natural light pours in through expansive windows and gently fills each room. The architecture and interiors work in harmony, blending modern design with soft elements that create a space that feels both refined and deeply comforting.

Top guest favorite
Cabin in Yulan
4.98 out of 5 average rating, 228 reviews

Enchanting River A-Frame|Fire Pit| Magical Forest

Escape to our Magical Riverside A-Frame on 4 secluded acres. Swim in the enchanting river, grill dinner under the trees, and gather by the fire pit beneath twinkling string lights & a sky scattered with endless stars. Watch deer, eagles & fireflies as you unwind in this cozy 2BR cabin. Perfect for couples, nature lovers, and anyone craving a peaceful retreat. Minutes from scenic hikes & Delaware River adventures connecting deep with nature - leave feeling like you stepped out of a storybook.

Guest favorite
The all-black A-frame cabin is framed by lush greenery, showcasing its distinctive triangular shape. A set of wooden stairs leads to the entrance, flanked by a deck that extends to the front of the home, inviting guests to relax and enjoy the natural surroundings.
Place to stay in Livingston Manor
4.92 out of 5 average rating, 174 reviews

Designer A-Frame + Barrel Sauna | Vogue-Featured

As seen in Vogue, Domino, Hudson Valley Magazine, and more. NightFox A-Frame is an all-black, architecturally significant cabin located in the Western Catskills hamlet of Livingston Manor. With the local area known for foodie-centric dining experiences, breweries, fly-fishing, hiking, and more, this year-round, 2-bedroom stay is the perfect escape from the city. The a-frame is known for its interior style, with a focus on Scandinavian comfort with 70s mod influence. @nightfox_aframe

Top guest favorite
A spacious living area features a sectional sofa adorned with patterned cushions. Two wooden side tables sit on a plush area rug, while natural light enters through a window framed by light curtains. A rustic paddle and framed artwork decorate the walls.
Home in Roscoe
4.95 out of 5 average rating, 139 reviews

River House at Trout Town Farms

Fully furnished River House with private access to the famous Beaverkill River Lower Mountain Pool. You can walk through a real working farm as well as taste the seasonal harvest when available. Here you can take a farm tour and visit with our resident animals, including alpacas, Nigerian dwarf goats, rabbits, and chickens. Whether it's fishing, relaxing by the fire, or sitting on the patio listening to the river, this farmhouse offers a peaceful retreat for the whole family to stay.

Top guest favorite
A cozy patio area is shown, featuring a wooden deck furnished with a large table and six chairs. Two vibrant red umbrellas provide shade, while decorative plants and a stone border add to the natural setting. A brick chimney is visible, complementing the rustic cabin aesthetic.
Cabin in Roscoe
4.97 out of 5 average rating, 185 reviews

Roscoe Cabin Pet Friendly

Book our Pet friendly Cabin A Tranquil Escape in Roscoe, NY Nestled in the woods known as Trout Town USA, our rustic farmhouse cabin with 2 fireplaces offers the perfect retreat for city dwellers seeking relaxation & adventure. Enjoy the scenic 14-mile scenic drive to Bethel Woods Concerts with no traffic. Book your mountain escape with us today and enjoy fresh, clean air, beautiful scenery, and a cozy, well-equipped cabin . We look forward to hosting you & your furry friends soon 🐶

Top guest favorite
A modern house is nestled among lush green trees, showcasing a spacious deck with outdoor seating. Large windows allow natural light to fill the interior, while the surrounding foliage creates a sense of privacy and tranquility.
Vacation home in Parksville
4.93 out of 5 average rating, 215 reviews

Dreamy Catskills mountain getaway w/ yoga studio

This stunning house has been renovated and offers total privacy and serenity - sitting on 5 acres at the end of a quiet road. The Mountain Terrace has an indoor wood stove, a deck with a beautiful view, a fire-pit, 3 bedrooms and 2 bathrooms and a double high ceiling in the main living space. There is a washer/dryer, a dishwasher an artist cabin and a private yoga studio. An easy 15 min drive to Livingston Manor for great restaurants, shopping and activities. Pet friendly.

Guest favorite
Chalet in Obernburg
4.97 out of 5 average rating, 241 reviews

King Of The Hill

Romantic Mountain Top Retreat with Million Dollar Views Escape to this incredibly private, mountaintop vacation home, nestled on 80 acres of pristine land. Offering breathtaking, panoramic views. This peaceful retreat is the perfect getaway for relaxation and romance. Just 2 hours from the GW Bridge, enjoy the tranquility of nature without sacrificing modern comforts, including high-speed internet service. The ideal escape for those seeking both privacy and convenience.

Top guest favorite
Home in Narrowsburg
4.92 out of 5 average rating, 136 reviews

Modern Secluded Retreat

Escape to the center of 11+ acres of woods, water, and dark starry skies—under 2 hours from NYC. Walls of windows pull the outside in, with a stream, pond, and constant wildlife just beyond. Warm up by the fireplace, unwind in the open living space, and sleep deep in a king bed. A large jetted bathtub, bonus half bath, and a flexible bonus room with pool table and ping pong table on heated floors round it out. Peaceful, private, and made for slowing down.

Popular amenities for Handsome Hollow vacation rentals

  1. Airbnb
  2. United States
  3. New York
  4. Delaware County
  5. Hancock
  6. Handsome Hollow