Round Top vacation rentals

We found 850 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Scroll through and select from vacation rentals in Round Top to find one that's perfect for your trip. Vacation rentals offer the amenities you expect for your stay with friends, family, or just your pet, such as parking and a pool. You'll be sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.

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Why people love visiting remote Round Top

The mountains and wildlife provide a pleasant backdrop to your vacation home in Round Top. Renowned for its skiing, golfing and hiking, this city welcomes all visitors. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Sightseeing in and around Round Top

Are you looking for things to do while you're in the area? Venture out of your cozy vacation rental and check out everything that makes Round Top a one-of-a-kind vacation spot. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Kaaterskill Falls (5.6 mi / 9 km)
  • Zoom Flume (8.3 mi / 13.3 km)
  • Windham Country Club (8.7 mi / 13.9 km)
  • Hunter Mountain (9.4 mi / 15.1 km)
  • Windham Mountain Resort (9.6 mi / 15.5 km)
  • Woodstock Music Shop (16.2 mi / 26.1 km)

Exploring the natural landscape of Round Top

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Round Top is a great place to spend some time outside. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Mountain Top Arboretum (4.9 mi / 7.8 km)
  • Kaaterskill Falls (5.6 mi / 9 km)
  • Overlook Mountain Trailhead (14.3 mi / 23 km)
  • Saugerties Village Beach (15.2 mi / 24.5 km)
  • Esopus Creek (23.3 mi / 37.4 km)
  • Platte Clove Preserve - Catskill Center (9.9 mi / 16 km)

Transportation to and around Round Top

The nearest airport is in Hudson, NY (HCC-Columbia County), located 18.3 mi (29.4 km) from the city center.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Round Top?

Houses are the most popular type of vacation rental in Round Top, according to our data. Even if you've got a different idea in mind, Vrbo has properties in many sizes and shapes. Take a look at our options to find your perfect fit.

How much does it cost to rent a vacation rental in Round Top?

Different factors influence how much you'll pay for a vacation rental in Round Top, such as the season, type of property and length of stay. Still, all Vrbo homes have something in common — incredible value. Simply enter your travel dates to find your ideal escape.

How much does it cost to rent a beach house in Round Top?

When you travel and the style and size of the property will influence the cost of your beachside escape. Type in your Round Top travel dates to see all your options on Vrbo. Did someone just say "private pool"? Use the filters to select the features and amenities you need.

Are there pet-friendly vacation rentals in Round Top?

Yes. There are. You can choose from seven vacation rentals that cater to pets in Round Top. Plenty of our pet-friendly vacation rentals come with a backyard for your four-legged friend to play in, special dog beds, complimentary treats and proximity to parks or green space. Apply the "Pets allowed" filter to find a pad that'll set tails wagging on Vrbo.

Can I rent a house with a pool in Round Top?

Dig out your swimwear and pool noodle, because there are three houses with a private pool in Round Top. Base yourself at one of these popular vacation homes and every day will be a pool day. Simply enter your dates into Vrbo, then check the "pool" filter to find a place to make a splash!

What are popular rental amenities in Round Top?

When it comes to rental amenities that guests are looking for in Round Top, a fireplace, nearby museums and a garden are at the top of the list. With Vrbo vacation rentals, you'll find options to suit your style and taste, whether you're traveling with friends, family or even pets.

Are there large group vacation rentals in Round Top?

Take your pick of three vacation homes in Round Top that can accommodate 10 or more people. Whether you're planning a trip with the family or a special event like a birthday party, there's ample space to get your loved ones together under the same roof.

Are there vacation rentals in Round Top that welcome kids?

With seven family-friendly vacation rentals available in Round Top, there's never been a better time to introduce the kids to the excitement of travel. Simply click on our "Properties good for families" filter to locate stays loaded with amenities perfect for traveling families, such as living rooms, outdoor spaces, bunk beds and entertainment units.

What are the top attractions for families in Round Top?

Keep your kids entertained at these fantastic family-friendly attractions in Round Top:

  • Kaaterskill Falls
  • Bailiwick Ranch and Discovery Zoo
  • Indian Head Mountain

Are there vacation rentals with WiFi in Round Top?

You can pick from four vacation rentals with WiFi in Round Top. If you'd like to disconnect from daily life while on vacation, but still want to be connected to the internet, these properties are for you. Narrow your search by applying the WiFi filter on Vrbo.

How can I find vacation rentals with air conditioning in Round Top?

Work out your travel dates and then make use of the filters to view vacation rentals with air conditioning in Round Top on Vrbo. With six air-conditioned properties to choose from here, you can enjoy a cool and comfy stay.

How old do you have to be to rent a vacation rental in Round Top?

You'll have to check with the Round Top vacation property you're looking at on Vrbo as age restrictions differ. However, normally it's 16, 18 or 21.

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