44+ Private Villas and Holiday Rentals in New Windsor |
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New Windsor Holiday Rentals

About Casai's Private Villas and Holiday Rentals in New Windsor

Discover more than 44 vacation rentals available in New Windsor. 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 New Windsor.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in New Windsor, 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 New Windsor. On average, places to stay near New Windsor offer 543.19 ft², with nightly prices averaging GB £379.

With Casai, finding and comparing holiday rentals in New Windsor 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 New Windsor

Type Count
Vacation Homes 19
Cottages 6
Holiday Apartments 4
Villas 3

Use these Quick Filters to Find a Holiday Rental in New Windsor

★ 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 New Windsor.

Weather in New Windsor, NY

View the weather forecast for New Windsor before booking your New Windsor 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 New Windsor, NY

Casai offers a large selection of top attractions around New Windsor . Research things to do on your vacation before you visit New Windsor.


National Purple Heart Hall of Honor
Kristi Babcock Memorial Park
New Windsor Cantonment State Historic Site
Knox's Headquarters State Historic Site
Horizon Family Medical Group
Woodbury Common Premium Outlets
Bear Mountain State Park
United States Military Academy
Marist College
Vassar College
Culinary Institute of America
State University of New York-New Paltz
Dia Beacon
Storm King Art Center
Minnewaska State Park
Mount Peter Ski Area
Brotherhood Winery
SplashDown Beach
Harriman State Park

Other Places to Stay in New Windsor, NY


Vails Gate 71 Properties
National Purple Heart Hall of Honor 66 Properties
New Windsor Cantonment State Historic Site 66 Properties
Horizon Family Medical Group 59 Properties
Knox's Headquarters State Historic Site 50 Properties
Kristi Babcock Memorial Park 41 Properties

Frequently Asked Questions About New Windsor?

What are the top holiday rentals in New Windsor?

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

Which holiday homes in New Windsor are best for families?

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

How many Casai.uk holiday rentals are available in New Windsor?

As of 2025, Casai boasts over 44 properties listed in the New Windsor area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in New Windsor.


People Also Ask

There are 44 New Windsor, NY Holiday Rentals

Recently Booked Holiday Rentals in New Windsor