Round Top Vacation Rentals from ￥23,633: Search Short-Term Rentals

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Our top choices for Round Top vacation rentals

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

Catskill

Enior

￥34,569 total

includes taxes & fees

Sep 9 - Sep 10

2. Windham NY Escape

Hensonville

Miguel

￥86,365 total

includes taxes & fees

Aug 12 - Aug 13

3. Micosta Leisure Inn

Hudson

philippe

￥23,808 total

includes taxes & fees

Aug 16 - Aug 17

4. Sleepy Hollow Lake Home w/ Deck, Pool Access!

Coxsackie

audrey

￥94,193 total

includes taxes & fees

Aug 19 - Aug 20

Classic Tent, Garden View | Outdoor dining

5. Gatherwild Ranch

Germantown

￥37,315 total

includes taxes & fees

Aug 26 - Aug 27

6. 'the Mountain House:' Windham Retreat w/ Hot Tub!

Windham

￥125,867 total

includes taxes & fees

Aug 23 - Aug 24

7. Mtn-view Retreat in Huson Valley: Great for Groups

Hudson

￥121,292 total

includes taxes & fees

Aug 21 - Aug 22

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Top Round Top Hotel Reviews

Hotel Vienna

8/10 Good

"Overall, the stay was very nice for our 2 day getaway. The room was clean and spacious, and the pool was very nice and well maintained, and the staff was helpful. The breakfast was OK, with warm croissants/muffins, but the coffee machine idea needs to be reevaluated. It was acting up on the first day, and the wait for each single cup coffee was too much in the morning rush. A morning full pot (or pots) of coffee should be put out for the breakfast rush. And it would be nice to have decaf as an option. Otherwise, our stay was pleasant, and we would certainly come back."

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."

voco James Newbury Hudson Valley by IHG

10/10 Excellent

"Excellent experience! Such a beautiful location. Room was absolutely perfect and staff was so helpful and accommodating. Breakfast was so good!! Such a perfect setting. I had to work a little in the morning and the lobby area was so perfect. Will be back, this time for fun not work!"

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

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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.

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Check prices for these dates

Our top choices for Round Top vacation rentals

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

2. Windham NY Escape

3. Micosta Leisure Inn

4. Sleepy Hollow Lake Home w/ Deck, Pool Access!

5. Gatherwild Ranch

6. 'the Mountain House:' Windham Retreat w/ Hot Tub!

7. Mtn-view Retreat in Huson Valley: Great for Groups

Find vacation rentals that suit your style

Top Round Top Hotel Reviews

Hotel Vienna

Residence Inn by Marriott Kingston

Hampton Inn Kingston

Wylder Hotel Windham

St. Charles Hotel

voco James Newbury Hudson Valley by IHG

Courtyard by Marriott Kingston

The Graham & Co.

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Find out more about Round Top

Frequently asked questions

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