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New Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for New Windsor vacation rentals

Apartment (1 Bedroom) | Interior

< 1 Mi to Main St: Quiet Apartment in Galesburg!

< 1 Mi to Main St: Quiet Apartment in Galesburg!
2.5 star property
Galesburg
$211 nightly
The price is $241
Jun 22 - Jun 23
Total with taxes and fees
< 1 Mi to Main St: Quiet Apartment in Galesburg!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top New Windsor Hotel Reviews

Holiday Inn Express & Suites Galesburg by IHG

Holiday Inn Express & Suites Galesburg by IHG

10/10 Excellent
"Very nice hotel, rooms clean and updated. Staff was very nice and helpful. Breakfast was amazing that staff was also very helpful. Would definitely stay at this hotel again"
TRACI 1-night trip
Posted 2 hours ago
Holiday Inn Express & Suites Galesburg by IHG

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit New Windsor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $234 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in New Windsor?

Yes, you can find vacation rentals close to top sights in New Windsor, or you can select a more remote option if you're looking for relaxation.

What's the top vacation rental that New Windsor has to offer?

Riverfront home with great views, full kitchen, firepit & strong Wi-F: This vacation home near New Windsor is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

What can I see and do in New Windsor?

While exploring the area, visit family-friendly sights like Lakeside Water Park, or get outside and enjoy nature at Lake Storey. In the larger area, you’ll find Carl Sandburg College and Creekside Vineyards.

What are vacation rentals like in New Windsor?

Vacation rentals are private properties you can reserve for a few days or a quick weekend in New Windsor. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family getaway.