284+ Rental Villas and Private Getaways in Round Top |
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Round Top Vacation Rentals & Execstays Homes

About Round Top Vacation Rentals

There are more than 284 vacation rentals that are available in Round Top. These rentals, including vacation rentals, Execstays Homes (Execstays) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an Execstays property in Round Top.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Execstays Round Top, you have the flexibility of comparing different options of various deals with a single click. Looking for an Execstays with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by Execstays, and other popular Airbnb-style properties in Round Top. Places to stay near Round Top are 1149.8 ftยฒ on average, with prices averaging $508 a night.

Execstays makes it easy and safe to find and compare vacation rentals in Round Top with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Round Top

Type Count
Vacation Homes 189
Cottages 9
Holiday Apartments 6
Villas 3

Use these Quick Filters to Find a Vacation Rental in Round Top

โ˜… Pro Tip: Execstays makes it easy to compare the best listings on Execstays homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Execstays homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Round Top.

Weather in Round Top, NY

View the weather forecast for Round Top before booking your Round Top Vacation Rentals to confirm your best time to go.

December - February
High 60ยฐF       Low 26ยฐF
March - May
High 77ยฐF       Low 40ยฐF
June - August
High 91ยฐF       Low 64ยฐF
September - November
High 84ยฐF       Low 38ยฐF

Top Attractions Around Round Top, NY

ExecStays offers a large selection of top attractions around Round Top. Research things to do on your vacation before you visit Round Top.


Blackhead Mountain Country Club
Hunter Mountain
Windham Mountain Resort
Catskill Mountains
Kaaterskill Falls
Bard College
Copperhood Retreat & Spa
Saugerties Lighthouse
Olana State Historic Site
Hudson Valley Mall
Windham Vineyards and Winery
Windham Country Club
Zoom Flume
Emerson Place Kaleidoscope
Bethel Woods Museum
Opus 40
The Clermont Mansion
Hudson Opera House
Van Alen House
Esopus Bend Nature Preserve

Other Places to Stay in Round Top, NY


Blackhead Mountain Country Club 29 Properties

Frequently Asked Questions About Round Top?

What are the top hotels and resorts Round Top?

There are a lot of options in Round Top. If you plan on staying in the Round Top area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Round Top:

How many vacation rentals have private pools in Round Top?

There are 10 vacation rentals with private pools near Round Top. Top-rated Execstays homes that have access to a swimming pool include:

Which vacation homes in Round Top are best for families?

If you are looking for a family-friendly vacation home in Round Top, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Round Top:

How many Execstays vacation rentals are available in Round Top?

Currently, the total number of properties listed by Execstays in 2025 is over 284 in the Round Top area, and still counting. By aggregating listings from multiple websites, Execstays offers an immense amount of choice of the best Execstays properties in Round Top.โ€ฏ


People Also Ask

There are 284 Round Top, NY Vacation Rentals

Recently Booked Vacation Rentals in Round Top