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

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!

FamilyValueBathroom

4.96 out of 5 average rating, 111 reviews

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

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.

LocationFamilyAir conditioning

4.95 out of 5 average rating, 21 reviews

Superhost

Cottage 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!

FamilyLocationHospitality

4.74 out of 5 average rating, 130 reviews

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

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.

FamilyLocationView

4.96 out of 5 average rating, 25 reviews

Guest favourite

Cabin in Roscoe

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!

FamilyValueGetting around

4.99 out of 5 average rating, 184 reviews

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

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.

LocationFamilyNearby

4.99 out of 5 average rating, 282 reviews

Top guest favourite

Cabin in Hankins

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.

LocationFamilyLayout

4.97 out of 5 average rating, 39 reviews

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

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!

ValueLocationBathroom

4.96 out of 5 average rating, 24 reviews

Top guest favourite

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

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.

LocationValueCheckout

4.97 out of 5 average rating, 446 reviews

Top guest favourite

Home in Callicoon

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

LocationFamilySleep quality

5.0 out of 5 average rating, 14 reviews

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

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.

LocationFamilyCheck-in

4.97 out of 5 average rating, 79 reviews

Superhost

Home in Fremont

NEW: Legacy Family Farmhouse near Callicoon

Hi, I'm Anna and I'm glad you're here. I'd really love to welcome you to this special creekside farmhouse. There is something truly magical about Brookside Farm. Tucked beside the gentle waters of Basket Brook Creek, just moments from the Delaware River, this beautifully restored farmhouse has been part of the same family for generations. Originally owned by the current owners' grandparents, it has been lovingly passed down and is now welcoming guests for the very first time.

CleanlinessHospitalityOutdoor spaces