Holiday rentals in Long Eddy

Swimming Hole, OMG Game Barn! Hot Tub

10% discount on 3 night stays! Swimming hole in Callicoon Creek + 3,500 sq ft OMG Barn with 3 floors of fun: games, lounge, playground, billiards...! Stunning water views year-round. Excellent trout fishing. Two creeks on the property! Cross one creek into a 7 acre forest oasis. FAST WiFi, Hot Tub, Firepit, grill, Deck. Callicoon has shops, restaurants and Delaware River access. Seminary Hill 5 min. Villa Roma 9 min (skiing, tubing). We're renovated, clean and stocked with a barn like no other!

Family · Location · River

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.

Location · Value · Check-in

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!

Value · Family · Kitchen

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!

Location · Family · Condition

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.

Family · Location · Hot tub

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.

Family · Location · Indoor spaces

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!

Location · Family · View

Chic Cabin on Callicoon Creek

***FEATURED IN ARCHITECTURAL DIGEST, TRAVEL & LEISURE, APARTMENT THERAPY, AND FODORS TRAVEL*** Set back on a small private road, this cabin dating back to the 1800s is perched above the Callicoon Creek, popular with fly fishermen casting for rainbow trout. Head up the wooded driveway and find yourself in a serene, green clearing all your own. The cabin and studio make for a peaceful getaway, shielded from the surroundings, but incredibly convenient for reaching nearby towns and activities.

Location · Family · Kitchen

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.

Family · Location · Wifi

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 · Pets

Wildberry Farm * 34 acres * Swim * NEW BARN, SAUNA

Featuring a newly renovated barn and sauna for retreats! Nestled on a mountain ridge top, the farmhouse feels cozy for a couple, a family with kids, and yet plenty of space for a multi-family share or friend's retreat. Only 2 hrs from NYC. New 1400sq ft barn retreat space with glass windows and sliding doors overlooking the meadows, creates a compound that can sleep up to 26. Great for yoga retreats, meditation, movement, music, residencies, performances. Reach out for pictures.

Family · Location · Accuracy

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.

Location · Family · Indoor spaces