Holiday rentals in Long Eddy

The Lake Cabin :)

Our beautiful lakefront cabin offers stunning views from the large deck high above the water. Enjoy 3.6 acres of private land & over 200 feet of lakefront property. Canoe & rowboat included :) Pros: - Swim/fish on a 25 acre private lake - cozy cabin has 2 bedrooms (one queen bed & one full bed), kitchen & spacious living area - 3.6 acres of private land - 200 feet of private lakefront property - 2 boats included Cons: - .5 mile road has ruts: SUV required. It's worth renting one, we promise!

Location · Value · Parking

Victorian Luxury in the Catskills

Beautifully restored 1860s Victorian house, perched above a cascading river in picturesque Sullivan Catskills, near Callicoon. The Henderson features 4 comfy bedrooms, impressive living & dining areas, chef's kitchen, vintage bathrooms + clawfoot bathtubs, high ceilings, rustic & refined decor. A Japanese Onsen like hot tub, outdoor shower, 2 fire pits, 2 ponds & 9 acres provide the most perfect Catskills getaway. Mins to Callicoon, close to Livingston Manor, Roscoe, Narrowsburg, Bethel Woods.

Family · Value · Indoor spaces

The Church

Stay in a truly historic county church. Our meticulously preserved 1902 church is one-of-a-kind: 30 ft high ceilings, original wood paneling, huge stained glass windows, a Yamaha grand piano, original organs...all immersing you in the vibrant dramatic feel of an old-world church. Perfect for a family vacation, a group gathering, retreats, a music event or a small sized WEDDINGS. The large parking area, enormous deck, and 12 acres of forest make this a comfortable and unforgettable experience.

Family · Location · Hospitality

Wonders Never Cease: Peaceful Cabin with Wow Spa

Welcome to Wonders Never Cease, my upscale log cabin sanctuary & private spa, perched on a hilltop amid 12 acres of forest, with a spring-fed pond, incredible stargazing & your own hot tub, cold plunge and sauna. Ideal for romantic getaways, family vacations, trips with friends, wellness retreats - anyone craving a reset in nature. Wonders Never Cease is far more than a typical Airbnb cabin. It’s a destination in itself—and 1 in 5 bookings are returning guests. We love hosting, and it shows!

Family · Value · Check-in

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.

Value · Location · Nearby

Hot Tub, Fire Pit, Ping-Pong & Fenced Yard | Dogs

“It was close to everything we needed, yet private enough where we felt secluded. The house was well appointed, safe, comfortable and clean. We enjoyed playing with the provided board games and ping pong on the back porch -- and soaking in the hot tub.” That’s how a guest described Hare & Hollow, six minutes from Callicoon. It sleeps eight: two queen bedrooms downstairs and two full beds in the loft. Spend evenings by the fire pit or put on a record. Dogs are welcome; the yard is fully fenced.

Location · Family · Condition

4BR Catskills Retreat-Gym · Fire pit· Walk to Town

Cozy 4BR house on 3 acres in Callicoon, NY. Walk to downtown shops, dining, and the river for tubing, and fishing. Minutes from Seminary Hill — perfect for wedding guests. Fastest WiFi available, Alexa speakers, 55” TV, and a full garage gym with Pilates reformer, peloton, walking pad and weights. 3 bedrooms upstairs + queen Murphy bed on main floor. Watch deer from the window. Ideal for couples, families, groups, and remote work. The perfect blend of peaceful country and modern conveniences.

Location · Family · Sleep quality

Lakefront Catskill Escape

Welcome to Lakefront Catskills Escape! On the water's edge, wake up to glistening views. Swim, fish, and kayak. Relax at the firepit with s'mores and stargaze. 12 minutes to famous Callicoon! Everything you need incl a full kitchen, a cozy living room, and new plush beds. Large deck W/ grill. Enjoy meals outdoors and great views. Paddle boats, kayaks, row boat, fishing poles, cornhole , games for the kids. Explore the world famous Catskills. If you're looking for a family getaway, visit us!

Value · Family · Condition

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.

Location · Family · Layout

Custom Designed Catskills Retreat - Guest Favorite

Custom-designed private retreat. Nestled away from the noise, our peaceful haven offers nearby hiking and welcomes regular visits from deer, turkeys, and an array of unique birds. Open kitchen and living room with 14' ceilings and sweeping skyline views. Cook, relax, or work remotely in a bright, spacious environment where nature meets modern convenience. Please note: This is not a home for parties, loud gatherings, or disrespectful behavior. *Avail for monthly rental at a discount

Family · Location · Laundry

NEW: Streamside by Callicoon: Hot Tub, Sauna & Gym

Hemlock House is the ultimate Western Catskills retreat for large groups. Set on 2.5 private wooded acres in Hankins, you're just 6 minutes from charming Callicoon. Outside, unwind in the hot tub or barrel sauna, gather around the fire pit, play games on the open lawn, and explore a stream with a historic stone bridge. Inside, cozy up by the wood stove, spread out across two living spaces, a screened-in porch, and a game room. Adventure or relaxation — Hemlock House has it all.

Family · Location · Cleanliness

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.

Location · Value · Hospitality