Discover a selection of 119 vacation rentals in New Windsor, NY that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $125 per night, and houses and condos are popular options for a stay in New Windsor. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — New Windsor
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Destination guide

The artsy area of New Windsor awaits your stay

Enjoy the art galleries and other features of New Windsor. Travelers like the shopping, restaurants and lake in this welcoming and scenic city. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities

Activities and attractions in and around New Windsor

Are you looking for attractions to see during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that New Windsor has to offer. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Storm King State Park (4.5 mi / 7.3 km)
  • Ice Time Sports Complex (4.8 mi / 7.7 km)
  • Brotherhood Winery (4.8 mi / 7.8 km)
  • Hudson River Adventures (4.9 mi / 7.9 km)
  • Palaia Vineyards Winery (5.5 mi / 8.9 km)
  • West Point Golf Course (6.3 mi / 10.2 km)
Natural features

Exploring the natural features in New Windsor

Whether you're looking for adventure or just want to spend some time taking in the scenery, New Windsor is a great spot to appreciate mother nature. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Kristi Babcock Memorial Park (0.4 mi / 0.6 km)
  • Hudson Highlands Nature Museum (2.9 mi / 4.7 km)
  • Delano-Hitch Recreation Park (3.8 mi / 6.2 km)
  • Storm King State Park (4.5 mi / 7.3 km)
  • Algonquin Park (4.6 mi / 7.4 km)
  • Cronomer Hill Park (5.6 mi / 9 km)
How to get there

Transportation to and around New Windsor

Fly into Newburgh, NY (SWF-Stewart Intl.), the closest airport, located 3 mi (4.8 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Danbury, CT (DXR-Danbury Municipal), which is 31.1 mi (50 km) away.

How many vacation rentals are available around New Windsor, NY?

Our 2021 property listings offer a large selection of 119 vacation rentals around New Windsor. From 86 house rentals to 11 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in New Windsor?

Yes, of course. Vrbo has 86 Houses in New Windsor. Our other popular types of vacation rentals in New Windsor include:

  • Condos/Apartments: 11 rentals available
  • Cabins: 9 rentals available
  • Villas: 2 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Cottages and more.

Can I find a vacation rental with pool in New Windsor?

Yes, you can select your preferred vacation rental with pool among our 29 vacation rentals with pool available in New Windsor. Please use our search bar to access the selection of vacation rentals available.