New Windsor holiday homes, MD, USA: holiday houses & more

Discover a selection of holiday rentals in New Windsor that are perfect for your trip. Holiday rentals offer the best amenities for your family, friends or furry companion, such as a fireplace and a washer and dryer. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.

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Condo/Apartment

Find the best place to stay - New Windsor

19th Century Mansion/Farm House

Sleeps 17 · 6 bedrooms · 3 bathrooms

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
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

Secluded New Windsor will entice you

Enjoy the wineries and other features of New Windsor. This city is relaxing and romantic, recognised for its shopping, restaurants and university setting. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around New Windsor

Are you hoping to discover things to do while you're in the area? Venture out of your cosy holiday rental and check out everything that makes New Windsor a one-of-a-kind holiday spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

Linganore Winecellars (9.4 mi / 15.1 km)
Catoctin Mountain Park (20.4 mi / 32.8 km)
Old Westminster Winery (4 mi / 6.5 km)
Adventure Park USA (14.4 mi / 23.3 km)
National Fallen Firefighters Memorial (15.7 mi / 25.2 km)
Whiskey Creek Golf Club (16 mi / 25.7 km)

Exploring the natural features in New Windsor

Whether you're looking for exciting outdoor activities or just want to take in the scenery, New Windsor is a great place to get out in nature. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

Carroll Creek Linear Park (17.8 mi / 28.7 km)
Cunningham Falls State Park (19.8 mi / 31.9 km)
Catoctin Mountain Park (20.4 mi / 32.8 km)
Codorus State Park (20.4 mi / 32.8 km)
Baker Park (18.6 mi / 30 km)
Bear Branch Nature Center (9.7 mi / 15.6 km)

Transport options to and around New Windsor

The nearest airport is in Gaithersburg, MD (GAI-Montgomery County Airpark), located 26 mi (41.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Baltimore Washington International Airport (BWI), which is 34.3 mi (55.2 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in New Windsor?

Different things can determine the price of a holiday home in New Windsor, including the length of stay, season and type of property. Still, all of our holiday homes have something in common — exceptional value. Just add your travel dates to find your ideal fit.

How much does it cost to rent a beach house in New Windsor?

Prices for beach houses in New Windsor can vary depending on the size and type of the property and time of year you're travelling. All you have to do is enter your travel dates into Bookabach and how many guests to view holiday home options and prices. From there you can use the filters to narrow your search by ratings, amenities, nearby activities and more.

How old do you have to be to rent a holiday home in New Windsor?

The minimum age allowed can differ across properties on Bookabach, so be sure to look at the rules of the holiday home in New Windsor you're considering. But typically, it's 16, 18 or 21.

How long can I rent a holiday home in New Windsor for?

The amount of time you can stay in a New Windsor holiday home for is up to each property. Simply tap in your travel dates to see available options that offer extended stays. They come with all you require to make your extended getaway more convenient and comfortable, like kitchens and air conditioning. Some properties might also offer weekly or monthly discounted prices, so you can hang around longer for less.