New Windsor houses

We found 169 houses — enter your dates for availability
Discover a selection of 9 homes and other holiday rentals in New Windsor that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.

Find spaces that suit your style

Explore New Windsor house rentals

Image of 5 bdrm Victorian, built in 1881-With 21 rooms, on a hill on 4 VERY private acres

5 bdrm Victorian, built in 1881-With 21 rooms, on a hill on 4 VERY private acres

Sleeps 10 · 5 bedrooms · 4+ bathrooms
9.6 out of 10
exceptional
(9 reviews)
More information about 5 bdrm Victorian, built in 1881-With 21 rooms, on a hill on 4 VERY private acres, opens in a new tab

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently Asked Questions

How much does it cost to stay in a holiday rental house in New Windsor?

Prices vary according to season, length of stay and exact property location, so key in your travel details to browse what's available. Whatever your budget or style, Bookabach has holiday home rentals in New Windsor for guests of every type.

When is the best time to rent a holiday house in New Windsor?

April is when the majority of guests stay in a holiday home rental in New Windsor, which is located in Orange County. On average, temperatures range from 4ºC to 14ºC at this time of year.

Where can I rent a New Windsor holiday house with great views?

If your idea of a dream getaway is one enjoying beautiful vistas without leaving the property, we'll help you book a holiday home rental you'll adore. Into views of historic areas? Bookabach has houses in New Windsor that feature exactly that.

Does New Windsor have any weekend house rentals?

Explore our weekend rentals and look forward to an unforgettable couple of days away. Our top tips for booking the right house in New Windsor? Be flexible when searching and adjust your dates until you find the holiday home rental that matches your style.

Are there any pet-friendly house rentals in New Windsor?

Use our filter tool to browse pet-friendly holiday home rentals in New Windsor. To discover a house rental that offers perks such as an enclosed outdoor space or pet bedding, simply click on "Pets allowed."

What are the top things to do in New Windsor?

Woodbury Common Premium Outlets, Bear Mountain State Park and Storm King Art Centre are top-rated attractions that'll keep the whole crew occupied in New Windsor. There's nothing like travel to get everyone together, so check out our holiday home rentals in this vibrant destination.

Why should I book my holiday rental house with Bookabach?

No sharing your space, no dealing with strangers. When you stay in a Bookabach holiday home rental, you'll have the whole place to yourself. Need to amend or cancel your travel plans? Our flexible cancellation policies let you book your rental house with total peace of mind.