New Windsor Vacation Rentals
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Vacation Rentals in New Windsor

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Hillcrest Glasshouse - a minimalist modern retreat
Hillcrest Glasshouse - a minimalist modern retreat

Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View
Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View

Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska
Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska
Other types of properties in New Windsor you may be interested in

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Homewood Suites Stewart Airport
Homewood Suites Stewart Airport

Overlook Lodge at Bear Mountain
Overlook Lodge at Bear Mountain
Find out more about New Windsor
Find out more about New Windsor
Everything you need to know about New Windsor vacation rentals
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the New Windsor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect New Windsor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
New Windsor vacation rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in New Windsor. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .
Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A New Windsor vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. The selection of New Windsor vacation rentals we have selected for you start as low as CA $153 per night. Entering your travel dates in the search wizard you might find even better deals!
How to find incredible deals on New Windsor rentals
At Expedia, we put the best New Windsor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top New Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream New Windsor vacation.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around New Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
Recent reviews of New Windsor properties
Recent reviews of New Windsor properties

Sleep Inn & Suites Middletown - Goshen
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Explore a world of travel with Expedia
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