Holiday rentals in Long Eddy

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Top-rated holiday rentals in Long Eddy

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Callicoon
4.96 out of 5 average rating, 111 reviews

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!

Guest favourite
The living room features a rustic design with a decorative fireplace and an array of framed artwork adorning the walls. Built-in shelves display an assortment of artifacts, while natural light filters through sheer curtains, creating a cozy and inviting ambiance.
Home in Hankins
4.95 out of 5 average rating, 21 reviews

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.

Superhost
Cottage in Long Eddy
4.74 out of 5 average rating, 129 reviews

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!

Guest favourite
The exterior of a historic white church is visible, featuring a prominent steeple and decorative gables. Large stained glass windows are present, surrounded by tall trees with autumn foliage. The structure is set within a peaceful forested area, providing a serene backdrop.
Home in Long Eddy
4.96 out of 5 average rating, 25 reviews

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.

Top guest favourite
Cabin in Roscoe
4.99 out of 5 average rating, 184 reviews

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!

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
4.99 out of 5 average rating, 280 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.

Guest favourite
Home in Callicoon
5.0 out of 5 average rating, 13 reviews

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.

Guest favourite
Two white Adirondack chairs are positioned on the grass, overlooking a serene lake. A wooden dock extends into the water, and vibrant colors are present from nearby paddle boats partially visible. The surrounding trees are bare, indicating early spring or late autumn.
Home in Long Eddy
4.95 out of 5 average rating, 22 reviews

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!

Superhost
A quaint cabin sits nestled among tall trees, showcasing a sloped roof and red front door. Adjacent to the cabin is a wooden deck featuring a Finnish sauna and a long table, surrounded by a lush green landscape.
Cabin in Callicoon
4.97 out of 5 average rating, 445 reviews

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.

Top guest favourite
Home in Callicoon
5.0 out of 5 average rating, 12 reviews

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

Top guest favourite
A charming farmhouse with a red metal roof is positioned on a grassy expanse. The structure combines stone and wood elements, complemented by surrounding greenery. A stone pathway leads to the entrance, providing a welcoming aspect to this rural retreat.
Home in Long Eddy
4.97 out of 5 average rating, 79 reviews

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.

Top guest favourite
An inviting living area features a stone fireplace, flanked by large windows that provide scenic views. A combination of leather and fabric seating enhances comfort, while a rustic wooden coffee table sits at the center. Natural light fills the space, creating a warm atmosphere.
Chalet in North Branch
4.99 out of 5 average rating, 148 reviews

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.

Popular amenities for Long Eddy holiday rentals