
Holiday rentals in Handsome Hollow
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Top-rated holiday rentals in Handsome Hollow
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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.

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.

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.

Tiny House Cabin On The Delaware
This 2 bed 1 bath cabin is steps from the river with beautiful mountain views. The home has 1 bedroom with a queen size bed and a loft with a queen size bed. 3 new flat screens, washer and dryer, and all the amenities you could need. New appliances in the kitchen and new pots, pans, and utensils for cooking, as well as fully stocked linen, extra bedding, and towels. Please be aware that the cabin is located right by a Route 17 overpass but, the cabin is beautiful, relaxing and quieter inside.

Catskill Envy
Escape to this upscale, turn-key gem nestled in the secluded Catskill Mountains just outside Roscoe, NY! This quaint 1-bdrm with vaulted rustic ceilings, EIK w/stainless steel appliances, fireplace and oversized bath with full size w/d. Located on a quiet, secluded, private 17 acres, you are minutes away from world-class fly fishing, river rafting, local breweries, cozy restaurants, unique boutiques, antiquing and essential conveniences. Take it easy at this unique and tranquil getaway.

Doc All’s Perch Lake cottage
Atop a mountain sits Perch Lake—a pristine, spring-fed lake that’s private, motorboat-free, and a mile long. Stargaze from your dock unobstructed by city lights, and savor the rare privilege of staying where properties have been held for generations. This peaceful haven now welcomes guests for the first time. If you bring dogs they must stay on our property or on a leash. The boats are for your use but must be returned to where you found them. Please do not ruin it for future guests.

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.

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 🐶

Catskills Mountain Chalet l 5 Star experience !
Stylish Chalet in the world famous Catskill mountains privately tucked away on 12 acres surrounded by wildlife and nature. Year-round outdoor activities, fine dining, breweries, and boutique shopping all nearby. Enjoy it all here at Clover Fields! Why "Clover Fields" you ask? Deer visit our property almost daily to graze on our sweet clover fields. It's not uncommon to see them throughout the day. Other notable guests: fox, various birds, woodchucks, chipmunks.

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.

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.

Modern creekside cabin in the Catskills
Welcome to our peaceful little cabin, designed for full immersion in nature. Lounge by the creek with the firepit or hammock, gaze out XL windows, or cozy up by the fire in the living room - every detail invites you to slow down. Tucked on a quiet road just minutes from hiking trails and Willowemoc fly fishing, we’re also only a winding 15-minute drive to charming Livingston Manor, a quintessential Catskills town, and less than 2 hours from NYC.
Popular amenities for Handsome Hollow holiday rentals
Other great holiday rentals in Handsome Hollow

Catskills 4BR • Sleeps 8 • Fire Pit & Fireplace

Wellness Retreat w/ Hot Tub, Gym, Cold Plunge

Dome House with Catskill Views!

Cozy Retreat Hot Tub hiking Fire pit & BBQ

Indigo Bunting Farms MilkHouse/Sauna & Cold Plunge

The Church

Private River Access, Beaverkill

Stylish Mountain Retreat, 22 Acres, Outdoor Sauna
Destinations to explore
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- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Montage Mountain Resorts
- Elk Mountain Ski Resort
- Minnewaska State Park Preserve
- Resorts World Catskills
- Pocono Mountains
- Promised Land State Park
- Plattekill Mountain
- Hunter Mountain Resort
- Peekamoose Blue Hole
- Claws 'N' Paws
- Three Hammers Winery
- Lake Minnewaska
- Upper Delaware Scenic and Recreational River
- Mine Kill State Park
- Newton Lake
- Steamtown National Historic Site
- The Settlers Inn
- The Andes Hotel
- Lackawanna State Park
- Costa's Family Fun Park
- Villa Roma Resort





