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Pet-friendly vacation rentals in Callicoon

Find and book unique pet-friendly homes on Airbnb

Quick stats about vacation rentals that are pet-friendly in Callicoon

  • Total vacation rentals

    Explore 10 vacation rentals in Callicoon

  • Nightly prices starting at

    Callicoon vacation rentals start at €198 per night before taxes and fees

  • Verified guest reviews

    Over 190 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • 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 pet-friendly home rentals in Callicoon

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
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!

4.96 out of 5 average rating, 111 reviews
Superhost
An indoor heated pool area features large windows allowing natural light to fill the space. Surrounding the pool are loungers, a colorful floating swan, and a bright orange inflatable, creating a cheerful atmosphere. Wood paneling and a beamed ceiling complete the inviting setting.
Home in North Branch

Indoor Heated Pool + Sauna + Creek, Spacious 4Bdrm

This one-of-a-kind property nestled in the quiet village of North Branch has all the makings of a dream vacation. This cozy home in the woods has 3 stunning acres with creek access towards the end of the property! Enjoy a full-size heated indoor pool + an infrared sauna open year-round combined with breathtaking scenery. If you're looking for a vacation for kids + adults, this peaceful home is for you! Enjoy a relaxing vacation in a comfortable home with all the beauty that nature has to offer.

4.89 out of 5 average rating, 181 reviews
Top guest favorite
A charming cottage is set against a backdrop of trees and shrubs, featuring a welcoming yellow door. The front yard is landscaped with manicured grass and flowering bushes, leading to a concrete walkway that guides guests to the entrance.
Cottage in Narrowsburg

Cozy Cottage in Popular Narrowsburg

A sweet cottage in the artsy hamlet of Narrowsburg welcomes you for a quiet retreat in the country. Moments from the Delaware River and the village, spend hours taking in the serenity of the river and rolling hills of the surrounding countryside, or popping into town for arts and entertainment. There are two separate bedrooms, one with a queen bed and one with a full bed; a well-equipped kitchen; WiFi; a front and back porch; and a deck Come enjoy the all-season splendor of Sullivan County

4.99 out of 5 average rating, 216 reviews
Top guest favorite
Cottage in Kenoza Lake

The Schoolhouse at Kenoza Lake

The Schoolhouse at Kenoza Lake. This late 1800's renovated schoolhouse is the perfect getaway. Only a 2 hour drive from NYC. Old world charm with modern finishes. House features one bedroom plus a sleeping loft, a total of 3 beds plus a bunk bed, claw foot tub, cast iron wood stove, dinner barn, sleeping loft, vegetable garden, outdoor fire pit with bistro lights and Adirondack chairs. 10-20 min driving distance to all of Sullivan County's culinary offerings. 7 min drive to grocery store.

4.95 out of 5 average rating, 174 reviews
Top guest favorite
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.

4.99 out of 5 average rating, 283 reviews
Top guest favorite
The exterior of a freshly renovated schoolhouse features a welcoming porch with wooden railings and a gabled roof. A central front door is flanked by decorative lanterns and small green shrubs. Two dark, framed windows provide a touch of elegance on either side.
Cottage in Narrowsburg

Luxury Historic School House Cottage

Step into history inside our freshly renovated 1800s school house home. Relax and take it easy on the expansive front porch, with sweeping views of rural farmland and a historic cemetery next door. Sit by the fire and enjoy a book or beverage with friends and family and cook a nice farmhouse meal. This unique and tranquil getaway won't disappoint. And it's just 4 minutes from Narrowsburg's Main Street. Swimming holes and hiking trails along the Delaware River are just a stone's throw away.

4.97 out of 5 average rating, 285 reviews
Top guest favorite
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.

4.97 out of 5 average rating, 446 reviews
Top guest favorite
A modern home features a sleek design with dark wood siding and red accents. Large windows provide ample natural light, while a spacious deck extends outwards, furnished with lounge chairs. The surrounding landscape consists of lush grass and trees, creating a serene atmosphere.
Home in Narrowsburg

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.

5.0 out of 5 average rating, 126 reviews
Top guest favorite
The exterior of a modern cabin showcases a deck with two red chairs, inviting relaxation. Large windows create a bright atmosphere, framed by lush greenery. A well-kept lawn enhances the cabin's charming appearance, while the architectural design thoughtfully blends style and comfort.
Cabin in Town of Cochecton

Chez Cochecton, a modern cabin in the Catskills

Completely renovated inside and out. This unique cabin style home is built for style and comfort. You'll love the thoughtful design and finishing touches. Enjoy some music and wine while relaxing in the private backyard. Cochecton and neighboring towns of Callicoon and Narrowsburg are full of amazing restaurants, shops and hangouts. Situated just off the Delaware River, this home is very close to swimming, hiking, and kayaking. Enjoy all the beautiful Catskills have to offer all year long!

4.97 out of 5 average rating, 151 reviews
Top guest favorite
Home in Town of Cochecton

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.

4.91 out of 5 average rating, 630 reviews
Guest favorite
Home in Narrowsburg

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!

4.93 out of 5 average rating, 149 reviews
Top guest favorite
Home in Damascus

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.

4.94 out of 5 average rating, 206 reviews

Popular amenities for Callicoon pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Top guest favorite
A modern home with large windows is set against a backdrop of trees. A spacious deck features outdoor furniture, including a table with an umbrella for shade and two red chairs. String lights provide gentle illumination, enhancing the outdoor space.
Home in Narrowsburg

Secluded Catskills Retreat with Deck and Fire Pit

5.0 out of 5 average rating, 172 reviews
Top guest favorite
Home in Liberty

Creekside Retreat•Fire Pit•Game Room•Dog Friendly

4.99 out of 5 average rating, 137 reviews
Guest favorite
A charming house is presented with a grey exterior and a sloping roof. The front steps lead to a welcoming entrance featuring a porch with a screen door. Flanking the symmetrical windows, low shrubs and landscaping create a neat appearance, with lush greenery in the background.
Home in Damascus

The River Queen

4.86 out of 5 average rating, 107 reviews
Top guest favorite
A cozy nook features a large window with scenic river views framed by trees. Two cushioned benches invite relaxation, while soft lighting from a nearby lamp adds a gentle glow. The space reflects a tranquil atmosphere perfect for enjoying the surroundings.
Home in Narrowsburg

Delaware River Cottage

4.96 out of 5 average rating, 196 reviews
Top guest favorite
The exterior of the farmhouse features a fresh white facade with black and red accents. A wide wraparound porch is visible, providing inviting outdoor seating. Lush greenery surrounds the property, enhancing the peaceful, natural setting.
Home in Jeffersonville

Secluded Catskills Farmhouse w/ 50 acres of hiking

4.99 out of 5 average rating, 105 reviews
Guest favorite
Home in Jeffersonville

SwissHill Farmhouse| 5 Bedrooms rustic charm

4.94 out of 5 average rating, 133 reviews
Guest favorite
A two-story colonial home is shown with soft blue siding, white shutters, and a purple front door. The well-maintained lawn features mature trees and a clear blue sky above. A two-car garage is visible on the right side of the house.
Home in Narrowsburg

Catskills Delaware River Colonial Getaway

4.92 out of 5 average rating, 128 reviews
Top guest favorite
A spacious great room features exposed wooden beams and warm wood flooring. In the center, a wood burning stove provides warmth, surrounded by several seating options including rocking chairs and a dining table. Large windows allow natural light to fill the space.
Home in Livingston Manor

Butternut Farm Cottage

4.91 out of 5 average rating, 205 reviews

Pet-friendly home rentals with a pool

Top guest favorite
An inviting hot tub is positioned on a wooden deck, overlooking a spacious backyard and the tastefully designed home. Soft lighting enhances the outdoor setting as sunset hues paint the sky, creating a serene atmosphere perfect for relaxation.
Cabin in Livingston Manor

Experience The Zen House

4.97 out of 5 average rating, 359 reviews
Guest favorite
Home in Lakeville

Heated pool sauna and jacuzzi Lake Wallenpaupack

4.87 out of 5 average rating, 180 reviews
Top guest favorite
Tiny home in Narrowsburg

Dog friendly, heated pool & Hot Tub w/ fenced yard

4.99 out of 5 average rating, 105 reviews
Superhost
An aerial view of a charming house with a steeply pitched roof, surrounded by green grass. An inviting saltwater pool is visible beside a spacious patio area, furnished with lounge chairs and a covered outdoor seating space. Colorful toys are arranged nearby, enhancing the outdoor experience.
Chalet in Parksville

Au Bon Orchard - Hot Tub - 56 Private Acres

4.92 out of 5 average rating, 106 reviews
Superhost
An inviting living space showcases expansive floor-to-ceiling windows, allowing natural light to illuminate the room. A cozy sofa is complemented by stylish chairs, while a large area rug unifies the seating arrangement. Dining space is visible in the background, enhancing the open floor plan.
Cabin in Swan Lake

Modern Catskills Home w/ Pool, Hot Tub & 10 Acres

4.81 out of 5 average rating, 253 reviews
Guest favorite
A chalet is nestled among tall trees, with a quaint exterior featuring dark and light wood accents. Two red Adirondack chairs are positioned around a stone fire pit, providing a cozy gathering spot. A spacious deck extends from the home, blending into the natural surroundings.
Chalet in Lackawaxen

Secret Getaway Nestled in a Woodland Setting

4.92 out of 5 average rating, 407 reviews
Top guest favorite
A clear blue pool is framed by a spacious lawn, with comfortable chaise lounges positioned nearby under an umbrella. In the background, a rustic cabin is set against lush greenery and a bright blue sky, creating a serene outdoor environment.
Cabin in Youngsville

Cutbow Cabin Secluded Home near Livingston Manor

4.97 out of 5 average rating, 103 reviews
Guest favorite
An elegant bathroom features a freestanding soaker tub positioned by a large triangular window. Natural light floods the space, showcasing views of surrounding trees. A small green stool complements the decorative patterned tile floor, while potted greenery adds a touch of nature.
Cabin in The Hideout

Condé Nast featured A-frame. Hot Tub. Lake. Pools

4.96 out of 5 average rating, 310 reviews

Private, pet-friendly home rentals

Top guest favorite
A charming cabin with a dark exterior and bright yellow door is surrounded by lush greenery. A dog is seen standing on the grassy area in front, with a deck and fire pit visible nearby. Stacked wood is neatly arranged to the side of the cabin.
Cabin in Roscoe

Cabin@Crow Hill: unplug and reconnect with nature

4.98 out of 5 average rating, 123 reviews
Top guest favorite
A unique octagonal structure features a raised deck surrounded by a wooden railing. Large windows provide views of the surrounding trees and landscape. A staircase leads to the entrance, emphasizing the elevated position of the house in a serene woodland setting.
Cabin in Beach Lake

the tree house, Wood Fired Hot Tub/Barrel Sauna

4.93 out of 5 average rating, 422 reviews
Top guest favorite
The exterior of the modern structure features large windows and a sloped roof. A wooden deck is highlighted with two red chairs and decorative planters filled with greenery and flowers. Soft sunlight illuminates the space surrounded by trees.
Guesthouse in Callicoon

R52Creekside one bedroom cottage

5.0 out of 5 average rating, 109 reviews
Guest favorite
Cabin in Roscoe

Wonders Never Cease: Peaceful Cabin with Wow Spa

4.99 out of 5 average rating, 184 reviews
Guest favorite
Early morning mist gently blankets the lawn, highlighting lush greenery. A log home is visible in the distance, with large windows reflecting the soft glow of the rising sun. The serene river complements the peaceful scene, inviting relaxation and connection with nature.
Cabin in Narrowsburg

Private Riverfront, Magestic View, Wildlife, Sauna

4.97 out of 5 average rating, 200 reviews
Guest favorite
A serene landscape is displayed at sunset, featuring a field with neatly arranged hay bales. The sun sets over rolling hills in the distance, casting soft hues across the sky, while the open space offers a sense of tranquility and connection to nature.
Campsite in Callicoon

Hilltop Farm Campsite 20 mins to Bethel Woods

4.9 out of 5 average rating, 103 reviews
Top guest favorite
A modern two-story home is showcased with a sloped roof and wooden exterior. A vibrant red door stands out against the dark wood. The front porch features potted flowers and a welcome mat. Lush green grass and surrounding trees enhance the inviting exterior.
Home in Callicoon

Modern Gem in the Heart of Downtown Callicoon NY

4.98 out of 5 average rating, 42 reviews
Superhost
Home in Callicoon

Luxury Home:Heated Pool, Sauna, Hot Tub & C Plunge

4.86 out of 5 average rating, 28 reviews

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