Round Top Vacation Rentals from $150: Search Short-Term Rentals

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Our top choices for Round Top vacation rentals

1. Designer Private Catskills House + Fire Pit

Round Top

$551 nightly

Aug 16 - Aug 17

Total with taxes and fees

2. Catskills Escape! Hot Tub, Massage Chairs & Games

Round Top

Sehan R.

$983 nightly

Aug 16 - Aug 17

Total with taxes and fees

3. Charming Yacht on Catskill Creek

Catskill

Marcello C.

$236 nightly

Aug 16 - Aug 17

Total with taxes and fees

4. Vintage camper on small farm

Greenville

$155 nightly

Aug 14 - Aug 15

Total with taxes and fees

5. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Catskill

Enior

$201 nightly

Sep 13 - Sep 14

Total with taxes and fees

6. Cozy 2-bedroom house in Haines Falls near Katterskill falls .

Haines Falls

Edward C.

$343 nightly

Aug 16 - Aug 17

Total with taxes and fees

7. Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Palenville

Laura S.

$346 nightly

Aug 19 - Aug 20

Total with taxes and fees

8. Modern Luxurious Cabin, Catskills - The Tiny Nook

Catskill

Saul

$320 nightly

Sep 2 - Sep 3

Total with taxes and fees

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Top Round Top Hotel Reviews

Courtyard by Marriott Kingston

10/10 Excellent

"From the lobby to the room, everything was immaculate clean. "

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"My husband and I just wanted to get away to quiet. Did we get that! The check in was flawless. They communicated via text daily if we needed and resupplies. The unit was nestled in a secluded spot. We did not see anyone else. The unit was clean and well appointed. The bathroom was generous considering the situation. The touches from a 'phone lock box' and books on how to relax or play cards were wonderful. The bed took a little to get used to but slept so well! It was a wonderful time in nature. We loved the dry wood and smores kits!!!"

AutoCamp Catskills

10/10 Excellent

"A great destination with kids. We stayed in an airstream for 2 nights during the week and it was very cool. It was clean and unique. We only used fire to make smores which was fun. But we saw others grilling meats. I feel the place was understaffed, however, the staff that were there worked very hard to make sure all of our needs were taken care of. Overall a great time."

Wylder Hotel Windham

10/10 Excellent

"The staff were wonderful and went out of their way to make sure you had whatever you wanted. There are plenty of things to do right at the hotel and you are right by the mountains if you want to take advantage of that. The pool is heated and you can have drinks by the pool. There are several locations for fire pits and the staff will help you get a raging fire going immediately upon request. The golf course was simply beautiful and if that is your thing, absolutely a must. The restaurant on the grounds was terrific as was the bakery for breakfast and goodies. The buildings themselves are 150 years old and are lovely to check out just for that. I would certainly return in the future."

St. Charles Hotel

8/10 Good

"It’s basic, it’s simple, it gets the job done. I didn’t use the shower, but the sink water pressure was a little lower than preferred. It’s in a fantastic location at a great price for what you need. Clean rooms. Didn’t think it would be clean when I walked in, but it totally was. 2 small kids wanted to watch TV, and the WiFi wasn’t strong enough, that was the main issue for my stay. It did however work for iPads. What I will commend was that the owner (presumably) picked up the phone right away and sent the manager to help. It didn’t for the TV, but at least the iPads worked. A few WiFi extenders is likely all that’s needed. I’d definitely stay again. Thanks again St, Charles! And owner and manager."

The Graham & Co.

10/10 Excellent

"This was my family’s third time staying at the Graham & Co. and every single stay has been wonderful. My family has grown a lot since our first stay 10 years ago, so staying in the bungalow gave everyone enough space while keeping us close. The room and grounds are very clean and well kept. The staff were so attentive. We arrived very late and they were great about giving us an option of seamless access to our room. We will certainly be back soon."

Find out more about Round Top

Everything you need to know about Round Top vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Round Top vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Round Top vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Round Top vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Round Top. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Round Top in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $150 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Round Top rentals

At Expedia, we put the best Round Top vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Round Top rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Round Top vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Round Top. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Things to do in Hunter

Frequently asked questions

Are there vacation rentals in Round Top?

Yes, we have vacation rentals near the most popular local attractions in Round Top, or you can choose a more secluded option if you're looking for relaxation. Nature enthusiasts will enjoy the mountain landscape in Round Top. Make sure you have time to check out the ski areas and golf courses during your trip.

What's the top vacation rental that Round Top has to offer?

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: This vacation home rental outside of Round Top is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Round Top?

Choose from 10 Expedia vacation rentals in Round Top for a memorable vacation.

What’s there to see and do in Round Top?

While exploring the area, visit family-friendly sights like Zoom Flume, or get outside and enjoy nature at Kaaterskill Falls. In the larger area, you’ll find Catskill State Park and North-South Lake Campground & Day Use Area.

What’s a vacation rental in Round Top like?

Vacation rentals are private properties where you can stay for a couple of days or more in Round Top. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family getaway.

Room 1

Check prices for these dates

Our top choices for Round Top vacation rentals

1. Designer Private Catskills House + Fire Pit