
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.

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
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
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
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
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
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
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
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
🏔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
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
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
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 reviewsPopular amenities for Round Top pet-friendly home rentals
Pet-friendly house rentals

Creekside Retreat-Arcade|Fire Pit|BBQ|Dog Friendly
Outdoor spacesPetsCleanliness
4.97 out of 5 average rating, 107 reviews
Private Waterfall Retreat on 10 acres
WalkabilityOutdoor spacesQuiet
4.98 out of 5 average rating, 196 reviews
The Martin House, Catskills - (close to HITS)
WalkabilityOutdoor spacesAccuracy
4.96 out of 5 average rating, 454 reviews
Designer Home, Hot Tub, Private Yard, & Projector
PetsWalkabilityHiking
4.89 out of 5 average rating, 152 reviews
Acorn Bungalow & Lodge - Luxury Cabin, Catskills
Outdoor spacesPetsSleep quality
4.91 out of 5 average rating, 102 reviews
Curated Design | Hot Tub | Fire Pit | Hudson:15min
WalkabilityPetsSleep quality
4.96 out of 5 average rating, 271 reviews
Valley View Chalet: AC, Hot Tub, Firepit, Games
PetsOutdoor spacesCondition
4.99 out of 5 average rating, 171 reviews
Rustic Swedish Barn/Featured in Airbnb Magazine
PetsWalkabilityCheckout
4.95 out of 5 average rating, 503 reviewsPet-friendly home rentals with a pool

Catskills Family Retreat: Pool, Sauna and Animals!
WalkabilityOutdoor spacesFamily
4.98 out of 5 average rating, 189 reviewsWoodstock Historic Artist Estate - The Pond House
WalkabilityOutdoor spacesAir conditioning
4.94 out of 5 average rating, 398 reviews
Daydream Mountain Art-Chateau | Hot Tub & Pool
PetsOutdoor spacesHeating
4.96 out of 5 average rating, 222 reviews
Hudson River estate guest cottage
PetsOutdoor spacesNearby
4.98 out of 5 average rating, 109 reviews
4Br Mountain Brook House on 130 acres w/ trails
PetsWalkabilityAccuracy
4.88 out of 5 average rating, 222 reviews
Catskills Retreat | Heated Pool & Hot Tub
Outdoor spacesWalkabilityCheck-in
4.95 out of 5 average rating, 250 reviews
Catskill Village Ski Hike Lake Pet Main St Pool
PetsOutdoor spacesValue
4.98 out of 5 average rating, 106 reviews
Upstate Modern Scandinavian Barn in the Catskills
WalkabilityOutdoor spacesLaundry
5.0 out of 5 average rating, 173 reviewsPrivate, pet-friendly home rentals

Pawfect Family Retreat | Fully Fenced + Dog Park
WalkabilityPetsKitchen
4.98 out of 5 average rating, 125 reviews
The Log Cabin in the Catskills
WalkabilityPetsParking
4.97 out of 5 average rating, 600 reviews
Modchalet with hot tub and EV-charger
Outdoor spacesPetsBathroom
4.82 out of 5 average rating, 110 reviews
Cabin by the woods, Hunter Mountain & Kaaterskills
WalkabilityOutdoor spacesDecor
4.98 out of 5 average rating, 342 reviews
Tiny Home A-Frame with Hot Tub & Creek
PetsWalkabilityGetting around
4.95 out of 5 average rating, 359 reviews
7-Acre Catskills Cabin, Firepit, Views | Fast Wifi
Outdoor spacesPetsTV
4.96 out of 5 average rating, 167 reviews
1913 Church-History and Magic in the Forest
WalkabilityOutdoor spacesWifi
4.98 out of 5 average rating, 237 reviews
Secluded, Modern Cabin Escape - Mountain Views
PetsWalkabilitySkiing
4.98 out of 5 average rating, 174 reviewsWhen is the best time to visit Round Top?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | -4°C | -3°C | 2°C | 9°C | 15°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | -1°C |
Destinations to explore
- New York Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Mississauga Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Jiminy Peak Mountain Resort
- June Farms
- Windham Mountain
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Howe Caverns
- Taconic State Park
- Plattekill Mountain
- Mohonk Preserve
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Thacher State Park
- Kent Falls State Park
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Rensselaer Polytechnic Institute
- Benmarl Winery
- Naumkeag





