
Pet-friendly holiday rentals in Round Top
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Round Top
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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.

Escape in the Catskills w/hottub
Escape to the Catskills: Your Mountain Retreat No Cleaning Fee! Immerse yourself in the breathtaking beauty of the Catskills. Our cozy retreat offers the perfect blend of relaxation and adventure, whether you're seeking a romantic getaway, a peaceful remote work haven, or an exciting outdoor adventure. Unwind in the hot tub while enjoying stunning world-class panoramic views. Conveniently located near charming towns with unique shops, delectable dining options, and hidden antique treasures.

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.

Luxury A-Frame Cabin in the Woods with Sauna
🔨 Heads up: We’re currently making improvements to the property and there’s a chance of construction activity nearby on weekdays between 8am–4pm for the next few months. Evenings, nights, and weekends are completely peaceful and unaffected. 🏡 Modern A-frame in the Catskills with woodland views. Cedar barrel sauna, outdoor shower, smokeless fire table, and wrap-around deck. Queen bedroom with forest views, outdoor fireplace, fast Wi-Fi. Minutes to trailheads, waterfalls, and farmers markets.

Rustic Swedish Barn/Featured in Airbnb Magazine
Enjoy expansive views of the Catskill Mountains from this renovated but rustic Scandinavian barn. Featured in many magazines and catalogues, including AirBnB Magazine. Walk the property, with its big open field, an organic orchard, walking paths, and flower gardens. A large private pond is swimmable (after heavy rains it does get muddy). The Barn has central heat and air conditioning. A full bathroom features an antique bathtub. Enjoy dining inside, or outdoor grilling and dining.

Artist's Studio, Catskills Views
Top rated large studio with gorgeous light and Catskill Mountain Sunsets. Formally an artist studio, the space features a luxurious bathroom with a glass walled shower. The modern well equipped kitchen has a full sized refrigerator, microwave, toaster, cooktop, outdoor grill Private deck for outdoor lounging and dining Set on a private park like 65 acres, directly on the Hudson River with walking trails Germantown 5 minutes. 10 minutes to Tivoli, Hudson or Bard College.

Pet Friendly Cabin Doh-Ray in Woodstock
Experience the serenity of the woods and still be close to town. We're on the side of Mt. Guardian just 5 minutes from The Cub Market & 10 minutes from the Village Green. Hike up to the viewpoint from the front door, take a leisurely walk at Cooper Lake, take a dip at a local swimming hole, or just relax on the porch and watch the wildlife stroll by. Visit a cool restaurant in town or in Kingston or just grill & watch a movie with our surround sound system. Bring your pets!

🏔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.

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.

Quiet verdant vacation
Clean spacious mobile home on quiet country road with views of mountains from yard and windows. Quiet getaway adjacent to acres of wooded marshlands and fields; only 5 – 10 mins from various trail heads up into the state park land, 15 mins from both Catskill and Saugerties Thruway entrances, 30 mins from Hunter and Woodstock. 20 mins from HITS. No plastic water bottles! water here is excellent: Water pump replaced Nov 2024 for excellent pressure and springs in the yard!

Cozy Treehouse in Catskill Mountains.
The treehouse resides on the locally famous Fernwood property. Our family ran a restaurant here since the 1970's. We no longer operate the restaurant, but the property is gorgeous. The treehouse is at the end of a road with a private swimming hole. Right out of the treehouse is the entrance to the famous long trail, plenty of hiking here. Also in town is the entrance to The Catskill Wild Forest. Hiking into Kaaterskill Falls is one of the main attractions here in town.

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.
Popular amenities for Round Top pet-friendly home rentals
Pet-friendly house rentals

Honeybug Snug near Omega Institute!

Hillside Views in Hudson Valley

Greenville Getaway|Paws & Pines:Dog Park & Hot Tub

Modern creekside cabin in the Catskills

The Waterfall House

Architect's Hudson Valley Home in the Woods

Mountain and tree view cabin on 12 private acres

Bluff House
Pet-friendly home rentals with a pool

Windham Condo

4Br Mountain Brook House on 130 acres w/ trails

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres

Highwoods Haven | saltwater pool and hot tub

Design Scandi Retreat, Heated Pool, Dogs Welcome

Modern Upstate Cabin, near Rhinebeck NY

Woodstock Mountain Cottage w/ Pool /Swim

Mtn View Lux Dome w/ Heated Plunge Pool
Private, pet-friendly home rentals

40-Foot Container Cabin in the Catskills

Black A-Frame: Catskills Cabin

Luxurious Chalet w/ Incredible Views on 20+ Acres

A-Frame w/ Big Yard | 15 min to Hudson, NY

Magic Forest’s Artist Retreat

Mtn Views • Firepit • 5 Min to Hiking/Brewery

The Cottage

Diamond Notch Trails Tiny Cabin
When is the best time to visit Round Top?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €280 | €280 | €236 | €280 | €244 | €281 | €276 | €249 | €281 | €243 | €273 | €280 |
| 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 |
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 €129 per night before taxes and fees

Verified guest reviews
Over 1,810 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!
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- Rentals with outdoor seating Round Top
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- Pet-friendly rentals Greene County
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- Pet-friendly rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Howe Caverns
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Jiminy Peak Mountain Resort
- Plattekill Mountain
- Windham Mountain
- Thacher State Park
- Bash Bish Falls State Park
- Zoom Flume
- Taconic State Park
- Hunter Mountain Resort
- Mohawk Mountain Ski Area
- Kent Falls State Park
- Bousquet Mountain Ski Area
- June Farms
- Walkway Over the Hudson State Historic Park
- Millbrook Vineyards & Winery
- Naumkeag
- Poets' Walk Park
- Hudson Chatham Winery
- Norman Rockwell Museum





