
Pet-friendly holiday rentals in Round Top
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Top-rated pet-friendly home rentals in Round Top
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Popular amenities for Round Top pet-friendly home rentals
Pet-friendly house rentals
Woodstock Historic Artist Estate - The Pond House
No notes, incredible escape even in the pouring rain. The ambience, even down to the little things like walking through the door to classical music, was truly top notch.

Fantasy Cottage/Mountain Views/Trails/Fire pit
Martina’s cottage was fantastic. Everything was as advertised. Fantastic lighting, large space and, unbelievable views.

Convenient Cottage
Peaceful and comfortable place. Perfect for what I needed and lovely property.

Rustic Swedish Barn/Featured in Airbnb Magazine
We enjoyed the perfect escape from the city in this magical barn with gorgeous antiques and pristine views. Definitely will be back for future celebrations!

Mt. Wonder - Hot tub, sauna, wonderful view
Wonderful views and lots of space to explore your surroundings. We enjoyed the eco-friendly hot tub the most!

The Catskill Lodge
Basia and Mike’s place was perfect for our family reunion of 6. The property was gorgeous, impeccably clean, and felt just like home. From the moment we first stepped in and saw the cute welcome sign and bottle of wine, we knew we’d have an amazing stay! I can’t emphasize enough - every detail was thought of and every amenity you needed and more was there. We loved the fully stocked kitchen, the BBQ grill on the deck, the fire pit, the master bathroom shower, and the huge amount of card and board games to play. More than a just place to sleep, Basia and Mike’s place was truly a destination in itself. I’ll remember those peaceful mornings on the deck for a long time!

View Hunter mountain House
The place is just right, very convenient for Hunter Mountain

Great for hunters-skiers-hikers close to Windham
A small and quiet place to stay for the night. It was very clean and Dan was a friendly, responsive host. Definitely a great deal and would stay again.
Pet-friendly home rentals with a pool

Daydream Mountain Art-Chateau | Hot Tub & Pool
We had a magical weekend away and our stay was everything we hoped it would be, and more. Olia was incredibly responsive, friendly, and all around wonderful to connect with. The house was a magical time capsule holding the best of energy and a glimpse into the 70s - so fun. The pool and patio were awesome, with open and friendly spaces inside too, all made for the best of entertaining spaces. We could not have asked for a better weekend away, and we cannot wait to plan our next trip! Thank you!

midcentury mod * POOL * walk out trail to mohonk
The house met all expectations everything is stylishly done, and the host is incredibly responsive and helpful 🤍

Kapitan’s Cottage: Private Retreat with Salt Pool
Great stay at Jasmine’s well furnished, rustic feel cottage. Peaceful location but just a quick ride to Woodstock, Kingston and Rhinebeck. Pool was perfect - we used it everyday. Heat bathroom floors is a nice touch!

Modern Barn on 12 acres w Sauna, FirePit+swimming
Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.

Pool - Hot Tub - Game Room - Mini Golf - Country
Had a great stay! The place was clean, comfortable, and exactly as described. Check-in was smooth, and communication with the host was easy and responsive. The location was convenient and quiet—perfect for a relaxing getaway. Would definitely stay here again!

Modern Upstate Cabin, near Rhinebeck NY
Our second time staying at Maitopia with our cat, just as wonderful in a different warmer season. Tina was super responsive as usual and even accommodated a late checkout. We enjoyed feasting in the kitchen as well as grilling in the yard, floating around in the pool when it was warm enough out, "hiking" with our cat on a leash around the forest on the property, taking baths, streaming music. We didn't leave the property much, but it was a fun highlight to get a few local produce items at nearby Greig farm and meet the adorable goats. One tip- bring an eyemask if you're sensitive to light in the mornings- there aren't any window shades in the bedroom.

Mtn View Lux Dome w/ Heated Plunge Pool
We had a great time at the dome! Very peaceful and quiet. This dome was obviously saged or blessed by the pope himself because the vibes were immaculate. Felt like we were living inside a beautiful interior design Pinterest post. Cody was a great host and his Catskills guidebook was very helpful.

Hilltop modern with stunning mountain views
The house was beautiful and very family friendly. They greeted us with milk, orange juice and a carton of eggs in the fridge. They even had a selection of beer testers for my husband to try. We had an issue with the pool heater not turning on and both host were very helpful and responsive. I loved the hand drawn map guide they made me when I could not locate something ! They even got someone out there that same evening. Especially on Memorial Day weekend I was impressed on how quickly. I would definitely recommend this home to anybody and will go back if I’m ever in the area again.
Private, pet-friendly home rentals

The Log Cabin in the Catskills
This my third time back to Ellen’s cabin. It’s great place for a weekend in the Catskills. The property is beautiful and very private. The area surrounding the cabin is equally as beautiful. I plan to come back for many years to come.

Catskill Creek Farmhouse
Incredible stay. The house is immaculate - beautifully decorated, furnished, and spacious (house had tons of holiday decorations, very cozy!!). This was one of the best stocked rentals I've stayed at - kitchen and bathrooms have everything you could possibly need. Accommodated 2 families very comfortably; beds were comfortable. Loved that the great room was separated from the rest of the bedrooms allowing the family to gather without disturbing napping babies. Lots of yard space, situated next to a picturesque creek. And excellent central location to Hudson, Catskill, and skiing. Host goes above and beyond - offered early check in, extremely responsive. Highly recommend!!

Crows Nest Mtn. Chalet
Beautiful and peaceful place in the Catskills. Located on a private road that is easy to find, and easy to walk around with your pups. LeAnna is a great host. She is easy to communicate with, and provided great local recommendations. I recommend bringing some snacks and fruit as the closest grocery store is a little sparse.

Modern creekside cabin in the Catskills
We loved our stay here! Our dogs had so much fun in the yard/river and got some much needed off leash time. The house is perfect, clean and has everything you need. The hosts were extremely responsive and took care of whatever we needed. 10/10 would stay here again!

Contemporary Cabin in Catskill Mountains
Round Top, NY is a beautiful small town tucked away in the Catskills. We brought our dog and took many many walks in the various towns around the AirBnB. Aimen was a wonderful host and communicated quickly. The house is simple, modern and is amazing! Not a criticism, especially because we literally couldn’t find any AirBnBs with fences, but having a fenced in yard would make this 15/10 (instead of just 10/10) and would be an amazing selling point for folks with pets coming along with them. All in all it was a wonderful getaway and the AirBnB was luxurious and very comfortable!

Walk To Round Top Resorts
This house sits back in a private small neighborhood. Even with neighbors it still has privacy and is very quiet. The house was spotless and welcoming. Marianne provided clear instructions for everything. The game room is a great bonus to this beautiful house. We enjoyed playing pool. We were lucky enough to see a momma deer and her 2 fawns walked across the yard during our stay. Beautiful location and house that I would highly recommend.

The Upstate A - Modern Luxury in the Hudson Valley
Lovely. Well appointed. Welcoming and serene. It was a pleasure to stay in this beautifully renovated and decorated space with taste. From the coffee to the soaps, the soft towels and sheets, it is a perfect place to visit. Many thanks to our wonderful hosts.

Alpine Ridge - Mtn. Views, Fire Pit, Pizza Oven
5 stars all around! This house is super cozy, clean and well kept. Perfect for the two of us and our dog. Loved the giant front yard and mountain view that was visible from inside the house too! The covered deck was really great for both working outdoors and relaxing. The wood-burning pizza oven is a cute touch, we had fun making our own pizzas. Kitchen was well stocked for us to cook in as well. Location was nice and private but still a close enough drive away from grocery/hiking/restaurants. The hosts were accommodating with early check-in, communicative and had lots of recs in their guidebooks. Would highly recommend this home!
Quick stats about holiday rentals that are pet-friendly in Round Top
Total rentals
30 properties
Nightly prices starting at
$184 AUD before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Howe Caverns
- John Boyd Thacher State Park
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- Taconic State Park
- Catamount Mountain Ski Resort
- Zoom Flume
- Windham Mountain
- Kent Falls State Park
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Norman Rockwell Museum
- Beartown State Forest
- Mohawk Mountain Ski Area
- Hancock Shaker Village
- Hunter Mountain Resort
- Opus 40
- Naumkeag
- Bousquet Mountain Ski Area
- Canterbury Farm