Holiday rentals in Handsome Hollow

Loose My Mind in the woods

Discover the perfect blend of nature & luxury w/ our premium glamping experience in the ❤️ of Roscoe, NY Trout Town USA. Our Tiny Huts offer the ideal retreat 4 those looking to unwind & reconnect with the great outdoors, without sacrificing the comforts of home 4 Less $$ The Tiny Hut Features: •Electric fireplace 4 cozy evenings • WiFi 2 keep you connected • Light/fan combo 4 your comfort • Coffee station 2kickstart your day • Sofa that pulls into a full-size bed with clean bedding Bathhouse

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.

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.

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.

Catskills Peace & Forest Cabin near Roscoe NY

Welcome to our peaceful cabin in the rolling hills of the western Catskills. Unwind and recharge surrounded by nature on our 5.5 acres of pristine forest. Our house has 3 levels, is kid and pet friendly and features a large porch and patio. You can easily find yourself not wanting to leave the property but there are many outdoor activities to explore in the area, such as fishing, hiking or swimming, as well as dining options in nearby towns, such as Roscoe, Livingston Manor and Callicoon.

Wonder's Never Cease: Hot Tub, Sauna & Cold Plunge

Hi, I'm Wonder! Welcome to my magical Catskills cabin escape - quiet & with a private spa. Ideal for romantic getaways, vacations w family & friends, or wellness retreats. Nestled in nature, our clean log cabin offers a natural, chemical-free hot tub, sauna & cold plunge. Enjoy views from the porch, cozy by the wood stove, grill epic meals, indulge in the spa & explore hikes & cute towns. Child, infant, pet friendly. Helpful host! Book to reconnect with nature, one another & yourself.

Early Riser's Retreat, on the upper Delaware River

Relax with family and friends at this peaceful retreat on the Delaware River. This 3BR + (one futon) 2BA new log cabin offers the perfect combination of all modern amenities while allowing guests to enjoy the natural serenity of the river valley. Wildlife abounds so bring your camera and binoculars or cozy up on the front porch with your favorite book. Explore nearby Callicoon, Honesdale, Narrowsburg and all the region has to offer. We thank you for considering a stay at our slice of heaven

Spectacular River Front Custom Log Cabin

Foot steps from the crystal clear Delaware River perfect for fishing, swimming, kayaking, hiking, golfing canoeing or just sitting with your feet in the water enjoying the view! This 2000sq foot custom log home is located on a private road directly on the Delaware River in the heart of the Catskill Mountains. 2 1/2hours from New York City. The location is the best the Catskills has to offer! Nothing in the area compares to the location or the interior design. Truly 5 star accommodations!

Art House Bird Sanctuary at EBC Sculpture Park

The Art House is set in a Sculpture Park being Developed by the artist Tom and Carol Holmes. The Park is 38 acres of rolling hills, grass land with valley views, bordered by two streams and woodlands. The views are magnificent. The house is set on the second tier of three rolling hills 1000 feet up from the road. The property is the newest building project/ABNB offering from Tom; who creates magical and life changing experiences...in the landscape; at EBC Bird Sanctuary Sculpture Park.

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.

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.

Private River Access, Beaverkill

Escape to our riverside retreat in the Catskills! This private, detached home offers 2 bdrms, 3 twin beds, 1 queen and a full futon. Enjoy exclusive access to Beaver Kill River and a stocked pond with kid-friendly fishing. WiFi, TV, full kitchen, and board games provide comfort and entertainment. Relax on the new deck overlooking the river or gather around the firepit with beautiful chairs. Just 15min from downtown Roscoe's dining, bars, and breweries. Unplug and unwind.