New Windsor Holiday Rentals

  • 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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in New Windsor

Round Top Campground
WiFi

Round Top Campground

2.0 star property
9.4 out of 10, Exceptional, (13)
"We stayed in loft 16 and we loved it! It was very clean. There was plenty of room. Our queen bed was very comfortable. We really enjoyed round top campground. They had tons of activities for kids. They also had bingo, raffles, crafts and a catered food truck. The pool is nice. We would definitely stay here again! The staff was really friendly. "
Round Top Campground
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
Sign in
Sign up, it's free

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

Hyatt Place Baltimore/Owings Mills
Exterior

Hyatt Place Baltimore/Owings Mills

3.0 star property
8.2 out of 10, Very good, (1004)
"Good deal for the money. Even have a half decent breakfast. Only downside is this is an older facility with no usb ports in the rooms so bring an adapter. "
The price is S$144
includes taxes & fees
3 Dec - 4 Dec
Hyatt Place Baltimore/Owings Mills
Country Inn & Suites by Radisson, Frederick, MD
Premium bedding, down duvets, pillow-top beds, in-room safe

Country Inn & Suites by Radisson, Frederick, MD

3.0 star property
8.4 out of 10, Very good, (1017)
"Nice place and a value at the price point. Gracious staff and convenient location. "
The price is S$113
includes taxes & fees
22 Dec - 23 Dec
Country Inn & Suites by Radisson, Frederick, MD
Hilton Garden Inn Frederick
Exterior

Hilton Garden Inn Frederick

3.0 star property
8.8 out of 10, Excellent, (1003)
"Check-in was easy. The room was neat and clean. The surrounding area felt safe and secure."
The price is S$177
includes taxes & fees
22 Dec - 23 Dec
Hilton Garden Inn Frederick
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Frequently asked questions

Can I find 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. New Windsor is known for its shopping and wineries. Make sure you have time to check out the restaurants and university setting during your trip.

What’s there to see and do in New Windsor?

While exploring the area, visit family-friendly sights like Adventure Park USA, or get outside and enjoy nature at Carroll Creek Linear Park. In the wider area, you’ll find Old Westminster Winery and Carroll County Farm Museum.

What’s a holiday rental in New Windsor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in New Windsor. Holiday rentals feature amenities such as laundry facilities and kitchens 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 seclusion away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for small groups.