Holiday rentals in Handsome Hollow

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Top-rated holiday rentals in Handsome Hollow

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Top guest favourite
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
5 out of 5 average rating, 222 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 favourite
A dog sits upright on a wooden chair at a kitchen countertop. The space features warm wooden accents and a cozy atmosphere, with a sofa and dining area visible in the background. Natural light filters through a nearby window, highlighting the dog's glossy coat.
Home in Downsville
4.97 out of 5 average rating, 148 reviews

Trout fishing on the Delaware

Beautiful Private area 2 homes on 10 acres, you will have one, newly built with all amenities, on the river, great fishing, luxurious accommodations, fire stove, local town full size pool with full access, pond / beach with boating, local Knack/ Canoe rental on the East branch of the Delaware River all within 20 minuets. Local antique shops, fairs and markets, Enjoy the Catskills Today. The property boarders the River Just a walk Away. Great for Family and Children. Local food, Shopping and fun

Top guest favourite
The A-frame cabin is surrounded by vibrant autumn foliage, showcasing hues of gold and orange. A welcoming red door stands out against the green exterior. A wooden deck extends from the cabin, providing an inviting entry point amidst the natural landscape.
Cabin in Margaretville
5 out of 5 average rating, 251 reviews

The Waterfall Casita: A-frame with 30ft Waterfall

Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

Superhost
A tiny cabin with a unique Japanese-inspired design is nestled among tall trees, accompanied by a gravel pathway and a small fire pit. The cabin's natural wood exterior blends with the forest surroundings, creating a serene atmosphere beside a flowing brook.
Cabin in Downsville
4.87 out of 5 average rating, 332 reviews

Tiny glamping cabin with mineral spring hot tub

This off grid, alternative powered site is located towards the front of a large twelve acre estate, alongside a flowing brook. Elevated over a natural spring that flows year round, the Japanese inspired aesthetics of this private, tiny cabin sits perched atop a deck among the wooded trees overlooking the waterway the mineral spring feeds, but not before filling the in-ground, cedar lined, two person, bubbling hot tub heated with a wood burning stove. One of two glamping sites on the 12 acres.

Guest favourite
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, 167 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 favourite
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
5 out of 5 average rating, 237 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.

Superhost
Home in Andes
4.88 out of 5 average rating, 127 reviews

Andes Valley View

This home is a beautiful mix of cozy and modern. You’ll love cooking in the kitchen and taking in the view from the second story deck. The property is stunning, with wide meadows and dense woods. There are 140 acres to explore and utilize for events like weddings or a retreats. There is a half acre pond with a pond house at the top of the property and a trout stream running along the bottom. It’s everything you could hope for in a Catskills getaway, all nestled overlooking the town of Andes.

Top guest favourite
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
4.94 out of 5 average rating, 126 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 favourite
Cabin in Walton
4.94 out of 5 average rating, 235 reviews

The Mill House: An Enchanting Stream-Side Retreat

Nestled in the heart of the Catskills and just a 2.5-hour drive from NYC, escape to the perfect fall retreat where you can reconnect with nature and enjoy the serene beauty of the season. This historic gem underwent a recent restoration, marrying its saw mill heritage with contemporary luxuries, including a Nest thermostat, smart speakers, keyless entry, and fast wifi. Original exposed post and beam construction and Scandinavian-inspired design make for a unique and cozy atmosphere.

Guest favourite
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.
Holiday home in Parksville
4.92 out of 5 average rating, 202 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 favourite
The exterior of a log cabin is showcased, surrounded by lush greenery. Solar panels adorn the roof, and an American flag is displayed by the entrance. A manicured lawn extends in front, creating a welcoming first impression of the secluded retreat.
Cabin in Roscoe
4.92 out of 5 average rating, 273 reviews

Roscoe Retreat

Located in Trout Town USA ! Secluded, 1600 sq ft log home, 3 bedrooms, 2.5 baths on 5 private acres. Magnificent year round Catskill Mountain views. Beaver kill River is 5 minutes away! Stunning indoor fireplace, relaxing front porch and large back deck with gas BBQ. Internet and satellite T.V. in bedrooms, with Netflix and HBO. Spacious outdoor, w/ gazebo, hammock , picnic table & hot tub! Less than 2hrs from 2hrs from the GWB this is a great year round getaway!

Guest favourite
A rustic cabin is nestled among lush trees, featuring a metal roof and warm, inviting windows. Soft lighting from the windows enhances the natural surroundings, while a stone walkway leads to the entrance, blending harmoniously with the forest landscape.
Place to stay in Downsville
4.88 out of 5 average rating, 218 reviews

Half Moon: Fairytale Catskills Retreat

Enjoy nature in style at this fairytale in the forest. This idyllic escape combines whimsical structures, curated gathering spaces and a private wooded hillside surrounded by hiking trails and quaint towns. Disclaimer: This is a rustic cabin. Heating is from a wood-burning stove, there is no AC. The bath house is a separate structure from the cabin, up a hillside with stone steps. Cooking is via charcoal grills, small outdoor kitchenette or fire.

Popular amenities for Handsome Hollow holiday rentals

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