Holiday Rentals in New Windsor

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Holiday Rentals in New Windsor

Charming 2-bedroom house in historical Galesburg neighborhood

10.0 out of 10, Exceptional, (1)
"Lovely updated property in Galesburg that was perfect for our household that was visiting family in town. No need for over priced hotels or cramped arrangements with family. House has been updated and is cozy. Plenty of blankets, linens, and supplies. Home is well appointed. Great communication from property owner!"
The price is €191
includes taxes & fees
12 Mar - 13 Mar
Charming 2-bedroom house in historical Galesburg neighborhood

Rustic and Secluded 1 Bedroom Cabin Retreat. Located on Private Stocked Pond.

10.0 out of 10, Exceptional, (31)
"Just what we were looking for in a quiet, private, and secluded weekend getaway! The property was beautiful, clean, and it smelled great. We will definitely return in another season to take advantage of the outdoor amenities!"
Rustic and Secluded 1 Bedroom Cabin Retreat. Located on Private Stocked Pond.

Riverfront Cabin:Wrap Around Deck & 3 Season Room

9.2 out of 10, Wonderful, (27)
"We very much enjoyed our stay at this place! Very clean and cozy! Will have to book a time during the summer when we can utilize the outdoors more...especially the river, and fishing of the deck!"
The price is €217
includes taxes & fees
24 Feb - 25 Feb
Riverfront Cabin:Wrap Around Deck & 3 Season Room

Rustic dog-friendly cabin with fireplace, open layout, grill, W/D, & firepit

10.0 out of 10, Exceptional, (8)
"We will be back if they will have us. Made a great getaway weekend for my wife and me."
Rustic dog-friendly cabin with fireplace, open layout, grill, W/D, & firepit

Relax on the Rock River, book our cozy 1-bedroom cabin

9.6 out of 10, Exceptional, (20)
"cute, Comfortable, landscape was gorgeous off the deck. "
Relax on the Rock River, book our cozy 1-bedroom cabin

Quiet Getaway 5 minutes from Galesburg with pool and hot tub

10.0 out of 10, Exceptional, (3)
"This home was perfect for us on our trip to the Midwest. A majority of the homes listed in Galesburg were not as nice as this one. Its only a short drive to town and being out in the country was just what this city girl needed. Home was well stocked with all items needed and with "extras" that made it feel like home. Owners were very accommodating and made sure we did not need of anything. We will stay here again on our visits back to Galesburg. "
Quiet Getaway 5 minutes from Galesburg with pool and hot tub

Home on the Green River!

10.0 out of 10, Exceptional, (32)
"The home was very clean and neat. The updated bathrooms were an unexpected bonus. We hope to return again."
Home on the Green River!

Rock Island Home w/ Private Yard & Fire Pit Table!

10.0 out of 10, Exceptional, (2)
"This beautiful and roomy home was a great size for our adult family of five. It has a lovely patio with plenty of comfortable seating options. Large private back yard. The home was very clean. We would definitely stay at this home when we are in the area again."
Rock Island Home w/ Private Yard & Fire Pit Table!

Riverside Treehouse

10.0 out of 10, Exceptional, (12)
"Had a great stay for work trip at Chris’s VRBO and home was exactly as described. Chris is an excellent host. Beautiful views of a frozen Rock River."
Riverside Treehouse

Rock Island Home w/ Private Yard & Fire Pit Table!

3.0 star property
Rock Island Home w/ Private Yard & Fire Pit Table!
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.
Don't see what you're looking for?
See all available properties in New Windsor
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in New Windsor you may be interested in

Best Western Airport Inn

2.5 star property
8.4 out of 10, Very good, (1003)
"Quiet, clean"
The price is €58
includes taxes & fees
19 Feb - 20 Feb
Best Western Airport Inn

Baymont by Wyndham Galesburg

2.5 star property
8.2 out of 10, Very good, (1001)
"Convenient and good price"
The price is €74
includes taxes & fees
17 Mar - 18 Mar
Baymont by Wyndham Galesburg

Best Western Prairie Inn & Conference Center

3.0 star property
7.8 out of 10, Good, (661)
"Helpful , friendly staff. Clean property. "
The price is €97
includes taxes & fees
23 Feb - 24 Feb
Best Western Prairie Inn & Conference Center
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.

Frequently asked questions

Are there holiday rentals in New Windsor?

Yes, there are holiday rentals close to the most popular sights in New Windsor, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that New Windsor has to offer?

Home on the Green River!: This holiday home rental outside of New Windsor is located on a river, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchenette with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 wider area, you’ll find Carl Sandburg College and Creekside Vineyards.

What are holiday rentals like in New Windsor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in New Windsor. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a family getaway.