Woodsboro, Maryland holiday accommodation: short-term house rentals & properties

Scroll through and select from holiday rentals in Woodsboro to find one that's perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the amenities that you expect for your stay, which might include parking and a fireplace. Whatever you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

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Find the best place to stay - Woodsboro

Union Bridge Vacation Rental | 1BR | 1BA | Single Story | Step-Free Access

Pet-Friendly Retreat on a Horse Breeding Farm!

Sleeps 4 · 1 bedroom · 1 bathroom

Historic BREECHES POCKET- Immaculate,Civil W Era Log Cabin/ House Gettysburg; DC

Sleeps 10 · 4 bedrooms · 2 bathrooms

Rare find, pet friendly, w/parking, EV charger, fitness, game rm, safe & quiet

Sleeps 5 · 2 bedrooms · 1+ bathroom

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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

Find the perfect holiday rental for your Woodsboro getaway

Learn about the unique charm of Woodsboro with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Woodsboro

Are you hoping to find top things to see and do while you're in town? Venture out of your cosy holiday rental and check out everything that makes Woodsboro a fun place to get away to. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

Catoctin Wildlife Preserve and Zoo (7.2 mi / 11.6 km)
Linganore Winecellars (10 mi / 16.1 km)
Adventure Park USA (10.8 mi / 17.4 km)
Whiskey Creek Golf Club (11.7 mi / 18.8 km)
Maryland National Golf Club (11.8 mi / 18.9 km)
Musket Ridge Golf Course (12.7 mi / 20.4 km)

Exploring the natural features in Woodsboro

Whether you're looking for adventure or just want to spend some time taking in the scenery, Woodsboro is a great place to get outside. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

Carroll Creek Linear Park (9.3 mi / 15 km)
Baker Park (9.8 mi / 15.7 km)
Greenbrier State Park (16.4 mi / 26.4 km)
Gettysburg National Military Park (20 mi / 32.1 km)
City of Frederick Dog Park (9.8 mi / 15.7 km)
Emmitsburg Watershed (11.8 mi / 18.9 km)

Transport options to and around Woodsboro

Fly into Hagerstown, MD (HGR-Hagerstown Regional), the closest airport, located 25.1 mi (40.5 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Gaithersburg, MD (GAI-Montgomery County Airpark), which is 26.6 mi (42.8 km) away.

Frequently asked questions

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

Property type, length of stay and time of year are some things that can affect the price of a holiday home. Simply click on your travel dates to find your perfect match. From cosy country cottages to expansive villas, all Stayz holiday homes offer unbeatable value.

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

The average price for a holiday home close to the beach in Woodsboro depends on when you’ll be there and the size and type of property you’re looking for. Find prices quickly and easily on Stayz by entering your travel dates. Then use the handy filters to pick the number of bedrooms and amenities that you require, like WiFi, air conditioning and a pool.

What are the top attractions for families in Woodsboro?

Keeping the kids amused during your stay in Woodsboro is child’s play with these awesome family-friendly attractions:

Catoctin Wildlife Preserve and Zoo
Loys Station Covered Bridge
West Winds Golf Club

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

The minimum required age is generally 16, 18 or 21. It can change from property to property on Stayz, so check the rules of your preferred Woodsboro stay before you book.

How long can I rent a holiday home in Woodsboro for?

The amount of time you can stay in a Woodsboro holiday home for is up to the property. Simply tap in your preferred travel dates to see options that offer extended stays. They feature all the things you need to make your extended break more comfortable and convenient, like air conditioning and kitchens. Some Stayz holiday homes may also offer discounted weekly or monthly prices, so you can stick around for longer for less.