
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.

Cozy Cabin w/ 10 Min Walk to Downtown Catskill
Take a deep breath and relax after a long hike through the Catskill Mountains, a swim in local mountain streams or a skiing trip upstate. Leave your worries behind and take in nature and local scenery as you get quality rest in this cabin. This cabin is central to everything including hiking, skiing, whitewater rafting and more in the heart of Catskill Mountains. You'll be within 30 minutes of the central point of many Catskill's attractions including Hunter Mountain, Kaaterskill Falls & more.
Woodstock Historic Artist Estate - The Pond House
Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

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.

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.

Cabin by the woods, Hunter Mountain & Kaaterskills
Our cozy little cottage is tucked away adjacent to the woods. This single floor 650sf apartment is a perfect place to unwind, build a bonfire, & enjoy the nature that surrounds you. Wake up in the morning to watch deer while enjoying your coffee on the porch. Main St. Tannersville is only an 8 min walk; with its nice selection of restaurants & shops. Hunter Mountain & Kaaterskill Falls are within a 10 min drive . Woodstock, Saugertise, Windham, Catskill & Kingston are within a 35 min drive.

1930's Cottage charm cozy air cond. near hiking
1 bedroom 1930's guest cottage with a living room. Near many hiking trails. Window air conditioner brand new, ceiling fans in living room and bedroom. Separate windowed bedroom with new full size mattress. Full size gas stove, microwave, fridge, Keurig coffee maker, toaster and large tiled counter and sink. Full bath off bedroom with large clawfoot tub and shower combination and sink and brand new toilet. Wifi , flat screen Smart TV. Vintage cast iron fireplace with electric insert.

Hideaway Windham/Hunter Fireplace, Snow & Skiing
Spacious 1BR condo for a max. of 4 guests , sleeps 2 in separate bedroom , additional 2 on an inflatable airbed . Balcony with mountain view ,2 tennis courts ,outdoor pool . Awesome location . Windham and Hunter within reach .Get close to nature in the nearby hiking trails, Windham Path, Kaaterskill Falls. Kayaking on North-South Lake or ziplining in Hunter,skiing ,snowboarding ,golfing and mountain biking . Leave your worries at home and come to relax.Enjoy many dining options in town.

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.

🏔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.

Riverfront, Fireplace & Fire Pit -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.

Modern Prefabricated Architectural Retreat
At Stonewall Hill, a modern prefab home set on 10 wooded acres, you can enjoy a cozy night by the fire in winter & cook a feast in the well-equipped kitchen or on the outdoor gas grill in summer. It has an open plan kitchen, living & dining space; a main bedroom w/ queen bed & ensuite bathroom; a 2nd bedroom that doubles as TV room w/ queen sofa bed & bathroom across the hall. 10 minutes to the HITS fairgrounds & close to hiking, skiing, shopping, & dining.

Private Cottage/Mountain Views/Trails/Fire pit
A Unique Modern Cottage with Stunning Views / A Spa like Bathroom/ A Charming Gas Fireplace/ Fully equipped Chef's kitchen/Soapstone countertops/New premium appliances. Total Privacy High ceilings, hand plastered walls, antique doors. Glass French doors open to a private deck Enjoy big Catskill Mountain and seasonal Hudson River views. The large bath has a tiled glass door shower and a soaking tub. A Fieldstone fire pit overlooks the Catskills!
Popular amenities for Round Top pet-friendly home rentals
Pet-friendly house rentals

Stunning Views Chefs Kitchen Mins to Hunter/Wind

Upstate Waterfront Saugerties Retreat-Near HITS

The Martin House, Catskills - (close to HITS)

Dutch Touch Woodstock Cottage

Bluff House

Peaceful Country Farmhouse

Little Red Home in the Village

Embrace nature in style @killercatmountainhouse
Pet-friendly home rentals with a pool

Windham Condo

Private lakefront home, hot tub & resort amenities

midcentury mod * HOT TUB * walk out trail 2 mohonk

Enchanting Upstate Cabin w Pool, Firepit

Kapitan’s Cottage Private Upstate Catskill Retreat

4Br Mountain Brook House on 130 acres w/ trails

Modern Upstate Cabin, near Rhinebeck NY

Upstate Modern Scandinavian Barn in the Catskills
Private, pet-friendly home rentals

Magical and serene: The little church on the hill

Winston's Place - Woodland Cozy Catskills Cabin

Catskill Creek Farmhouse

Modern Catskills Cabin

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna!

Catskill Mtn Streamside Getaway

The Garden House - Private, Secluded, & Mt Views!

The Kaaterskill Cottage - views of Hunter Mtn!
When is the best time to visit Round Top?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $497 AUD | $506 AUD | $470 AUD | $497 AUD | $434 AUD | $500 AUD | $419 AUD | $421 AUD | $422 AUD | $421 AUD | $460 AUD | $497 AUD | 
| 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 $229 AUD per night before taxes and fees

Verified guest reviews
Over 1,570 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Round Top holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Round Top rentals

4.9 Average rating
Round Top stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
 - New York City Holiday rentals
 - Long Island Holiday rentals
 - Boston Holiday rentals
 - Greater Toronto and Hamilton Area Holiday rentals
 - Greater Toronto Area Holiday rentals
 - Washington Holiday rentals
 - East River Holiday rentals
 - Mississauga Holiday rentals
 - Hudson Valley Holiday rentals
 - Jersey Shore Holiday rentals
 - Philadelphia Holiday rentals
 
- Rentals with a fireplace Round Top
 - House rentals Round Top
 - Family-friendly rentals Round Top
 - Rentals with outdoor seating Round Top
 - Rentals with a fire pit Round Top
 - Rentals with a patio Round Top
 - Rentals with a washing machine and dryer Round Top
 - Pet-friendly rentals Greene County
 - Pet-friendly rentals New York
 - Pet-friendly rentals United States
 
- Hunter Mountain
 - Belleayre Mountain Ski Center
 - Jiminy Peak Mountain Resort
 - Minnewaska State Park Preserve
 - Windham Mountain
 - John Boyd Thacher State Park
 - Howe Caverns
 - Bash Bish Falls State Park
 - Mount Greylock Ski Club
 - Kent Falls State Park
 - Zoom Flume
 - Walkway Over the Hudson State Historic Park
 - Catamount Mountain Ski Resort
 - Norman Rockwell Museum
 - Taconic State Park
 - Plattekill Mountain
 - Hunter Mountain Resort
 - Bousquet Mountain Ski Area
 - Mohawk Mountain Ski Area
 - Opus 40
 - Beartown State Forest
 - Peebles Island State Park
 - Albany Center Gallery
 - Berkshire Botanical Garden