Pet-friendly holiday rentals in Round Top

Find and book unique pet-friendly homes on Airbnb

Quick stats about holiday rentals that are pet-friendly in Round Top

  • Total holiday rentals

    Explore 30 holiday rentals in Round Top

  • Nightly prices starting at

    Round Top holiday rentals start at $191 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,690 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Round Top holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Round Top rentals

  • 4.9 Average rating

    Round Top stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated pet-friendly home rentals in Round Top

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

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Top guest favourite
The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.
Cabin in Saugerties

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

WalkabilityPetsLaundry

4.99 out of 5 average rating, 159 reviews
Top guest favourite
A cozy living room features floral-patterned armchairs and a sofa, complemented by a low coffee table. A lamp provides soft lighting, and artwork hangs on the walls, enhancing the warm decor. A textured rug covers the floor, adding comfort to the space.
Home in Catskill

Cheerful Catskill Village Cottage

Bright and airy Catskill village refuge - a wildflower and wildlife haven in the thick of things. Historic house set on a quarter acre of trees and wildflowers, but blocks from Main Street, Catskill. Walk to Foreland, The Lumberyard, the incredible village cemetery, Thomas Cole House, restaurants and shops. Olana State Historic Site is right across the bridge! Cottage has a full kitchen, clawfoot tub, penny tile shower, front porch, dining room and large living room. Truly peaceful and lovely.

PetsWalkabilityGetting around

4.97 out of 5 average rating, 235 reviews
Top guest favourite
The historical Centennial Cottage is depicted, showcasing a two-story wooden structure surrounded by trees. A horse-drawn carriage is positioned at the front, while a person is seated nearby, suggesting a serene environment typical of the region's past.
Flat in Palenville

Lovely Centennial Cottage Apartment

The Centennial Cottage Est. 1840 is one of the oldest boarding homes located in the historic hamlet of Palenville, where travelers would stay on their way up to the Mountain House(now North & South Lake). The newly renovated apt is located on the first floor of this charming three unit building located at the base of the Kaaterskill Clove. Its where neighbors still sit on their front porch to visit & take nightly walks to see the glorious views of the mountains, with a short walk to the creek.

WalkabilityPetsHiking

4.99 out of 5 average rating, 104 reviews
Guest favourite
Home in Tannersville

Luxury Retreat-Heated Pool, Sauna, HotTub&C Plunge

Experience Catskills luxury at The Swan Home, a modern retreat designed by MPM Designs LLC. Newly renovated with high-end furnishings and curated outdoor living, it offers a private escape with heated pool, hot tub, cold plunge, sauna, open-air shower, and outdoor fireplace under the stars. Just 9 minutes to Hunter Mountain and 2 hours from NYC, with access to Woodstock, Rhinebeck, and Windham. Enjoy high-speed Wi-Fi, a home theatre, and designer finishes—perfect for a refined weekend getaway.

Outdoor spacesPetsLaundry

4.9 out of 5 average rating, 102 reviews
Superhost
A warm living area is featured, showcasing wooden walls and a vaulted ceiling. Comfortable seating is arranged around a coffee table with an assortment of plants. Large windows reveal a snowy landscape, while shelves display books and decorative items.
Cabin in Maplecrest

The Cabin - Ski House near Windham

The Cabin is set back, secluded, unbelievably cozy and wonderfully romantic. It's a place to reconnect and recharge, to listen to the river and hear the wind through the trees and indulge in slow lunches and long walks and truly marvel at the Catskills. There's hiking in the summer, skiing in the winter, mountain fresh air and dark, starry nights. This is a house, and you can treat it as such. But if you let go, and give in to the energy of a space created with love, this will feel like home.

Outdoor spacesPetsCheckout

4.93 out of 5 average rating, 282 reviews
Guest favourite
The exterior of a chalet-style home is surrounded by lush greenery, with a stone fireplace prominently featured on the facade. The wide deck includes seating for relaxation, showcasing an inviting atmosphere. A gravel driveway leads up to the entrance, emphasizing the home's accessibility.
Chalet in Round Top

Welcome to the Shangri-La Chalet!

A Chalet-style home in the Catskills, ideal to SKI, HIKE, WORK REMOTELY; PLAY or simply get away. Lots of GAMEROOM activities; a large airy "GREAT ROOM" for gatherings by the FIREPLACE then wander to private bedrooms. OUTDOOR wrap-around split-level DECKS (nearly 3,000 sq. ft!) with all the accoutrements for outdoor GRILLING & DINING AL FRESCO and a dip in the HOT TUB! WIFI is 200 DOWNLOAD /10 UPLOAD On-site AMPLE PARKING Longer stays welcomed & discounted! NOT SUITABLE FOR MINORS.

PetsOutdoor spacesPool

4.96 out of 5 average rating, 219 reviews
Top guest favourite
A spacious living area is illuminated by natural light through large windows, featuring a high ceiling and comfortable seating arrangements. A central coffee table is surrounded by plush sofas and armchairs. Scenic outdoor views are visible through the glass doors, creating a serene environment.
Farm stay in Leeds

Catskill Creek Farmhouse

Escape to this historic farmhouse located on an idyllic working farm in the heart of the Catskill Mtns.. Nestled along the Catskill Creek, it offers gorgeous mountain views, private creek access and serene fields of green. Explore the 200 acre+ property, nap in the hammock, swim and fish in the creek or watch the chickens roam. Ideal for hiking and conveniently located 23 miles from world class skiing at Hunter and Windham ski resorts and 20 min from the Historic town of Hudson. .

PetsOutdoor spacesAccess

5.0 out of 5 average rating, 133 reviews
Top guest favourite
The living area features a light-colored sofa and a woven area rug, creating an inviting atmosphere. A plaid armchair sits alongside a sleek coffee table, and a large artwork depicting natural scenery adorns one wall. A ceiling fan contributes to the airy ambiance.
Cottage in Catskill

Redwood Lodge - Cottage w/ Sauna & Fireplace

Relax and enjoy nature in our beautiful, newly renovated and updated home with a private indoor sauna, indoor gas fireplace and outdoor amenities including a patio, grill and multiple firepits! The house is on a quiet rural road with a massive backyard and a glass door overlooking the beauty. Centrally located near Hunter/Windham and thriving downtown Catskill or historic Hudson! So much to do! There are also two workstations set up with monitors and keyboards for your convenience!

Outdoor spacesWalkabilityAccess

4.92 out of 5 average rating, 169 reviews
Guest favourite
The living area features a spacious sofa, accented with patterned throw pillows, placed in front of a wooden coffee table. Sunlight enters through multiple windows, illuminating the room's warm wood floors and green walls. A dining area with natural wood chairs is visible in the background.
Flat in Round Top

🏔O'Clarke Mountain House - The Catskills

Enjoy a slice of hosts (Bridgitte and Kevin's) ideal Catskill Mountain vacation rental. This 2bd 2ba apartment has an outstanding kitchen, bathrooms, cozy living room, and a perfect dining table to enjoy all your meals. This is our first home, and we will be your neighbors living on the other side of the duplex, we will respect your privacy and let you enjoy your well-earned time away from home. We hope to introduce you to our favorite shops, hikes, and restaurants nearby.

PetsWalkabilityWifi

4.96 out of 5 average rating, 131 reviews
Top guest favourite
A modern bungalow is illuminated at dusk, featuring large glass doors that reveal a warm interior. A spacious deck area is adorned with string lights and includes comfortable seating options, inviting relaxation amid the surrounding trees.
Bungalow in Cairo

Modern Riverfront, Swim & Fish, 20 min to Hudson

Modern Scandinavia-style riverfront bungalow on 8 acres. Sit on your deck with twinkle lights for coffee/dinner filled w sounds & views of a rushing river; walk across the river into your own private swimming spot! Perfect for a nature retreat, hiking, swimming, fishing (stocked every April), skiing, work w mountain views or write that novel you have always wanted to finish. 2 hrs from the George Washington Bridge. Level 2 EV charger. Hate has no home here-all are welcome.

Outdoor spacesPetsEV charging

4.99 out of 5 average rating, 557 reviews
Top guest favourite
Home in East Jewett

Creekside Couple's Retreat w/Hot tub, Sauna & More

Tucked by an enchanting creek, this newly built cabin is a serene haven where nature and comfort meet. Unwind together in the hot tub beneath the stars, relax in the wood fired sauna, or enjoy a fun evening in the game room. Let the soothing sounds of the creek lull you to sleep as you take in the beauty of the outdoors from every window. Explore nearby trails, quaint towns, and secret escapes. Pet-friendly, perfect for couples seeking a magical retreat in every season.

Outdoor spacesPetsAccuracy

4.99 out of 5 average rating, 157 reviews
Top guest favourite
A modern cabin exterior is set against a backdrop of colorful autumn foliage. The structure features large glass doors and windows, allowing natural light to flow inside. A spacious lawn is visible, complemented by seating arrangements on the patio, inviting relaxation in nature.
Cabin in Round Top

Contemporary Cabin in Catskill Mountains

Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

PetsOutdoor spacesHospitality

4.99 out of 5 average rating, 184 reviews

Popular amenities for Round Top pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Tannersville

Creekside Retreat-Arcade|Fire Pit|BBQ|Dog Friendly

Outdoor spacesPetsCleanliness

4.97 out of 5 average rating, 107 reviews
Top guest favourite
A modern kitchen features natural wood cabinetry and shelves adorned with an array of dishes and glassware. A window above the sink offers a view of the outdoors, while warm wood paneling accentuates the ceiling.
Home in Cornwallville

Private Waterfall Retreat on 10 acres

WalkabilityOutdoor spacesQuiet

4.98 out of 5 average rating, 196 reviews
Top guest favourite
A spacious outdoor area features well-maintained green grass and a firepit surrounded by several bright yellow Adirondack chairs. Lush trees provide shade, and the peaceful setting enhances the natural beauty of the surroundings.
Home in Catskill

The Martin House, Catskills - (close to HITS)

WalkabilityOutdoor spacesAccuracy

4.96 out of 5 average rating, 454 reviews
Superhost
Home in Hudson

Designer Home, Hot Tub, Private Yard, & Projector

PetsWalkabilityHiking

4.89 out of 5 average rating, 152 reviews
Superhost
The exterior of the Acorn Lodge showcases a modern design with dark wood siding and large windows. A deck extends from the house, featuring outdoor seating and a propane grill. Adjoining the deck is a spacious yard with a fire pit surrounded by adirondack chairs.
Home in Cairo

Acorn Bungalow & Lodge - Luxury Cabin, Catskills

Outdoor spacesPetsSleep quality

4.91 out of 5 average rating, 102 reviews
Guest favourite
A cozy dining area features a rustic wooden table surrounded by black chairs, set against a backdrop of large windows that bring in natural light. A vintage cabinet and a cream-colored sideboard are positioned nearby, enhancing the inviting atmosphere.
Home in Catskill

Curated Design | Hot Tub | Fire Pit | Hudson:15min

WalkabilityPetsSleep quality

4.96 out of 5 average rating, 271 reviews
Top guest favourite
A cozy outdoor space features comfortable seating and a modern fireplace, set against a stunning backdrop of lush trees and a colorful sunset. A hot tub is visible nearby, inviting relaxation. Soft lighting adds a warm touch to the tranquil atmosphere.
Home in Lexington

Valley View Chalet: AC, Hot Tub, Firepit, Games

PetsOutdoor spacesCondition

4.99 out of 5 average rating, 171 reviews
Top guest favourite
A spacious interior features exposed wooden beams and light-colored flooring. Large windows allow natural light to illuminate the room, highlighting comfortable seating areas and a dining table. A staircase is visible, leading to the upper level, enhancing the open and airy design.
Home in Germantown

Rustic Swedish Barn/Featured in Airbnb Magazine

PetsWalkabilityCheckout

4.95 out of 5 average rating, 503 reviews

Pet-friendly home rentals with a pool

Top guest favourite
Farm stay in Saugerties

Catskills Family Retreat: Pool, Sauna and Animals!

WalkabilityOutdoor spacesFamily

4.98 out of 5 average rating, 189 reviews
Guest favourite
A striking landscape features a modern home beside a serene pond. Lush green lawns and colorful trees reflect beautifully in the water. Towering conifers and deciduous trees frame the scene, enhancing the idyllic outdoor setting.
Home in Woodstock

Woodstock Historic Artist Estate - The Pond House

WalkabilityOutdoor spacesAir conditioning

4.94 out of 5 average rating, 398 reviews
Top guest favourite
A large kidney-shaped pool reflects the clear blue sky, bordered by a spacious patio area. The two-story brick home with teal doors and large windows is visible in the background, surrounded by lush greenery and a fence for added privacy.
Chalet in Catskill

Daydream Mountain Art-Chateau | Hot Tub & Pool

PetsOutdoor spacesHeating

4.96 out of 5 average rating, 222 reviews
Top guest favourite
A spacious white cottage is set against a vibrant green lawn, framed by blooming white flowers. Expansive trees surround the property, overlooking rolling hills that stretch towards a tranquil river in the distance under a clear blue sky.
Home in Coxsackie

Hudson River estate guest cottage

PetsOutdoor spacesNearby

4.98 out of 5 average rating, 109 reviews
Guest favourite
A tranquil brook flows through a rocky gorge, surrounded by lush trees and rugged stone formations. The scene showcases the natural landscape, leading toward a wooden deck with a canopy, providing a peaceful retreat in a serene setting.
Home in Rhinebeck

4Br Mountain Brook House on 130 acres w/ trails

PetsWalkabilityAccuracy

4.88 out of 5 average rating, 222 reviews
Guest favourite
Cabin in Town of Shandaken

Catskills Retreat | Heated Pool & Hot Tub

Outdoor spacesWalkabilityCheck-in

4.95 out of 5 average rating, 250 reviews
Top guest favourite
A peaceful backyard is featured, showcasing two green swings suspended from a sturdy frame. The grassy lawn is bordered by a wooden fence, and a relaxing seating area with a lounge chair is visible in the background, surrounded by greenery and trees.
Home in Catskill

Catskill Village Ski Hike Lake Pet Main St Pool

PetsOutdoor spacesValue

4.98 out of 5 average rating, 106 reviews
Top guest favourite
An aerial view captures the expansive landscape surrounding the barn, featuring vibrant autumn foliage and rolling mountains in the background. A serene pond is nestled among the trees, with the property’s expansive lawn visible in the foreground, emphasizing the natural beauty of the 12-acre site.
Home in Saugerties

Upstate Modern Scandinavian Barn in the Catskills

WalkabilityOutdoor spacesLaundry

5.0 out of 5 average rating, 173 reviews

Private, pet-friendly home rentals

Top guest favourite
Cottage in East Durham

Pawfect Family Retreat | Fully Fenced + Dog Park

WalkabilityPetsKitchen

4.98 out of 5 average rating, 125 reviews
Top guest favourite
Cabin in Cornwallville

The Log Cabin in the Catskills

WalkabilityPetsParking

4.97 out of 5 average rating, 600 reviews
Superhost
A light-filled living room features a plush, curved sectional sofa accompanied by a cozy throw. Natural wood tables and chairs are arranged around a sleek Italian pallet stove, while large windows offer views of the surrounding forest.
Chalet in East Jewett

Modchalet with hot tub and EV-charger

Outdoor spacesPetsBathroom

4.82 out of 5 average rating, 110 reviews
Top guest favourite
The blue cottage is framed by colorful autumn foliage, highlighting shades of red, yellow, and orange. The porch features several chairs and a small table. A grassy area leads up to the cottage, situated on a slight elevation, creating a welcoming outdoor space.
Cabin in Tannersville

Cabin by the woods, Hunter Mountain & Kaaterskills

WalkabilityOutdoor spacesDecor

4.98 out of 5 average rating, 342 reviews
Top guest favourite
A modern A-frame cabin is illuminated under the evening sky, featuring large glass doors that open to a spacious deck with outdoor seating. The surrounding wooded area is visible, adding to the tranquil setting of the nature retreat.
Cabin in Freehold

Tiny Home A-Frame with Hot Tub & Creek

PetsWalkabilityGetting around

4.95 out of 5 average rating, 359 reviews
Top guest favourite
Cabin in Acra

7-Acre Catskills Cabin, Firepit, Views | Fast Wifi

Outdoor spacesPetsTV

4.96 out of 5 average rating, 167 reviews
Top guest favourite
Religious building in Woodstock

1913 Church-History and Magic in the Forest

WalkabilityOutdoor spacesWifi

4.98 out of 5 average rating, 237 reviews
Top guest favourite
Cabin in Catskill

Secluded, Modern Cabin Escape - Mountain Views

PetsWalkabilitySkiing

4.98 out of 5 average rating, 174 reviews

When is the best time to visit Round Top?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$415 SGD$415 SGD$350 SGD$378 SGD$376 SGD$359 SGD$410 SGD$369 SGD$416 SGD$360 SGD$405 SGD$415 SGD
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