263+ Private Villas and Holiday Rentals in Round Top |
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Round Top Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Round Top

Discover more than 263 vacation rentals available in Round Top. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Round Top.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Round Top, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Round Top. On average, places to stay near Round Top offer 1115.34 ft², with nightly prices averaging US $508.

With Casai, finding and comparing holiday rentals in Round Top is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Round Top

Type Count
Vacation Homes 166
Cottages 9
Holiday Apartments 8
Villas 3

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

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal 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 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Round Top, NY

Casai 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 holiday rentals in Round Top?

With numerous options available in Round Top, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Round Top:

How many holiday rentals have private pools in Round Top?

Discover a selection of holiday rentals with private pools near Round Top with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Round Top are best for families?

If you're searching for a family-friendly holiday home in Round Top, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Round Top:

How many Casai.com holiday rentals are available in Round Top?

As of 2025, Casai boasts over 263 properties listed in the Round Top area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Round Top.


People Also Ask

There are 263 Round Top, NY Holiday Rentals

Recently Booked Holiday Rentals in Round Top