Search Holiday Rentals in New Windsor

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
17 Nov - 18 Nov
Tomorrow
18 Nov - 19 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

Top Holiday Rentals in New Windsor

Cottage, 2 Bedrooms (Loft, No Pets) | WiFi
Round Top Campground

Round Top Campground

2.0 star property
Gettysburg
9.0 out of 10, Wonderful, (22)
"Cabin was nice and convenient, the showers and grounds has some great stuff to do for kids and families, gift shop is nice, staff was fantastic, ants became an issue they were all over the sink, counters and even in the bed rooms, that was the only issue, besides that everything was great"
United States
Jeremy
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top New Windsor Hotel Reviews

Hampton Inn Baltimore/Owings Mills

Hampton Inn Baltimore/Owings Mills

10/10 Excellent
"Super clean! Great stay!"
Ezekiel 1-night trip
Posted 3 days ago
Hampton Inn Baltimore/Owings Mills

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 Bear Branch Nature Center. In the wider area, you’ll find Old Westminster Winery and Elk Run Vineyards.

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.