
House vacation rentals in Callicoon
Find and book unique houses on Airbnb
Quick stats about house rentals in Callicoon

Total vacation rentals
Explore 10 vacation rentals in Callicoon

Nightly prices starting at
Callicoon vacation rentals start at ﺩ.ﺇ 551 per night before taxes and fees

Verified guest reviews
Over 260 verified reviews to help you choose

Wi-Fi availability
10 of Callicoon vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Callicoon rentals

4.9 Average rating
Callicoon stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Callicoon
Guests agree: these houses are highly rated for location, cleanliness, and more.

Private Riverfront Home — The Maisonette
Your own acre of private frontage on the Delaware River! Modern house with chef's kitchen, espresso machine, farmhouse sink. Step outside to Adirondack chairs on the deck, stroll the sprawling lawn to the fire pit, then the beautiful river itself. Enjoy the deep soak tub and deluxe outdoor shower. Walking distance to charming main street, hiking nearby. Central AC. Oak floors and stone counters locally sourced and sustainable. All-natural Pharmacopia bath products. The ultimate upstate getaway.

Secluded Catskills Retreat with Deck and Fire Pit
Welcome to Ridge Haven! Our home features an open floor plan w/ a fireplace, a big deck w/ grill, a seasonal outdoor shower & a fire pit on the upper lawn. Propane & firewood included. Only 2 hours from NYC in the hamlet of Narrowsburg. Nestled against the Delaware River, it is home to a variety of shops, acclaimed restaurants, art galleries, & antique stores. <15 mins from hikes, swimming/tubing on the Delaware, Bethel Woods, and Callicoon. <30-60 mins to skiing (Elk, Big Bear & Shawnee).

Swimming Hole, OMG Game Barn! Hot Tub
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 merge together on the property. Cross the side creek into a forest oasis with 7 acres of nature trails. Callicoon has shops, restaurants and Delaware River access. FAST WiFi, Hot Tub, Firepit, Gas grill, Deck. 5 min to Seminary Hill. Villa Roma 9 minutes (skiing, tubing). We're renovated, clean and stocked.

3BR/2BA • Private Pool & Hot Tub Near Bethel Woods
A modern 3BR/2BA Catskills retreat with a private pool, hot-tub and fireplace. 10 mins away from Narrowsburg's shops and restaurants as well as Delaware River access for swimming and hiking. 15 mins to Bethel Concerts. Perched on a hill, offering scenic views and serenity- a true getaway destination. Enjoy modern decor, premium bedding, AC, fast Wi-Fi, and purest water that you’ll find. Swim, grill, play ping-pong, darts, star gaze. Pool season ends 9/14th. Hot tub is always open.

Modern Catskills Retreat•10 Acres•Hot Tub•Firepit
Welcome to a dream escape, tranquil 3-bedroom modern home that's less than 1-mile off the Delaware River! Built in 2023 and nestled on 10+ acres of pristine countryside delivering peace, quiet and privacy. This exceptional retreat seamlessly combines rustic charm with contemporary luxury, guaranteeing an unforgettable stay. The home features 3 furnished bedrooms sleep up to 7 (3 queen beds, 1 w/ trundle) + a spacious entertainment room flowing directly from the kitchen ideal for hosting.

Woodsy Retreat, Sunny Home with Paths and Stream
This lovely hand-made home in the woods, lined with windows, flooded with light, has 2 bedrooms and 2 full baths, and a large wraparound deck facing a feisty stream. It has 10 hilly acres of woods with its own paths to wander. Work, relax and play in its inspiring kitchen and lofty spaces stocked with albums, movies, books, art supplies, and instruments. Enveloped in nature, yet only a 10 minute drive to local hot spots including Narrowsburg, Callicoon, Skinners' Falls and Bethel Woods.

Cutest Little House in Narrowsburg
Relax in an idyllic wooded setting with 1000 feet of totally private river frontage, yet a 5 minute drive to Narrowsburg's restaurants and shops. If you like nature, privacy, history, vintage decor & design, this quaint 1950s cottage is for you. Hiking & campfires • Clawfoot tub • Front & back porches • Hummingbird & bunny watching • Den & WiFi • Peace & quiet • All included in your stay! Hundreds of 5-star reviews say it all. IG: #luxtonlake #tenmileriver #cutesthousenarrowsburg

Gorgeous Waterfront w/ Hot Tub and Game Level
Hi, I’m Anna. I’m so glad you’re here, and I’d love to welcome you to Jay’s Big Sky! Here are a few things I think you’ll especially enjoy about the house. Highlights - You’ll love the: • Location - quiet, waterfront position on 27 acre lake • Hot tub (all year) - a relaxing treat after hiking, skiing, or exploring • Family-perfect layout - 2 levels, with full game / media level • Fast WiFi & dedicated workspace - ideal for remote work • Kayaks and life-vests - for safe water fun!

Butternut Farm Cottage
Butternut Farm Cottage is an 1880's farmhouse. One and a half story great room with wood burning stove, kitchen, dishwasher; laundry room, two bathrooms and library with TV and Wifi. Lots of natural light. Sound system throughout. Covered porch. Comfortable beds. BBQ grill and fire-pit. Good for couples, solo adventurers, business travelers, families, and medium size groups (up to 6). **While not an issue for most some ambient noise from Rt. 17 is heard when outside.

Bethel Woods Escape: Private Oasis with Hot Tub
Welcome to Bethel Woods Escape - a gorgeous modern home surrounded by woodlands of Eastern pine and hemlock trees. In 1969 Bethel Woods was home to the notorious Woodstock festival. Located in the country hills of the Sullivan Catskills, Bethel Woods is an amazing place to explore, hike, and listen to live music. Just 5 minutes away from Bethel Woods Center of the Arts, you will find a stunning A-Frame home with a private hot tub waiting to host your next adventure.

Delaware River retreat
Approximately two hours from the GW bridge - this beautiful country home is located directly on the Delaware River. The house features a full kitchen, a large dining room, and two porches that overlook the river. Watch the eagles, warm up by the fireplace, ski, hike, fish, canoe, swim, eat and laze about. With hi-speed cable and WiFi, tons of space inside and out, this house is perfect for a getaway, staycation, or for families and couples looking to remote-work.

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.
Popular amenities for Callicoon house rentals
House rentals with a pool

Hilltop Wellness Oasis with Pool, Hot Tub, Sauna

The Green Light Lodge- minutes to beach & skiing!

Private Dock/Indoor Pool/Sauna/Hot Tub - Sleeps 14

Golf Sim! Hot Tub/Game Room/Cinema 2 Kings

Garden Villa - Pool | Outdoor Kitchen | Fire Pit

Trout fishing on the Delaware

Spacious Catskills Farmhouse on over 5 acres!

Heated Pool |Lakeview|HotTub|Movie Theater|Games
Weekly house rentals

Catskills 4BR • Sleeps 8 • Fire Pit & Fireplace

❤ of Downtown | Pvt Woods | Full Kitch | 2 Porches

Luxury Estate with Wood Stove and Hot Tub

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

Secluded Catskills Farmhouse w/ 50 acres of hiking

Lake Ridge Bungalow w/ outdoor SAUNA

Modern Gem in the Heart of Downtown Callicoon NY

Modern Farmhouse | River, Bethel Woods & Calicoon
Private house rentals

Five Acres Farm - Charm and Seclusion with 5 BR

Luxe Gabel Farmhouse | Fire Pit & Country Views

Cozy, Catskills Getaway in the Country - 2 hrs NYC

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

Hollister House - Minutes From Callicoon & Bethel

Old Campbell Place: Peaceful cabin with hot tub

Camp Callicoon

The Lake House w/ Kayaks, Bikes on the waterfront
Destinations to explore
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- Mountain Creek Resort
- Bushkill Falls
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Montage Mountain Resorts
- Elk Mountain Ski Resort
- Minnewaska State Park Preserve
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Promised Land State Park
- Plattekill Mountain
- Pocono Mountains
- Mohonk Preserve
- Peekamoose Blue Hole
- Mountain Creek Water Park
- Warwick Valley Winery & Distillery
- Tobyhanna State Park
- Claws 'N' Paws
- Three Hammers Winery
- Lake Minnewaska
- Ranch Skydive
- Upper Delaware Scenic and Recreational River
- Newton Lake





