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

Discover a selection of holiday rentals in Drayden that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the amenities that you need and want, which might include parking and a fireplace. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

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Find the best place to stay - Drayden

Ransome's Chesapeake Retreats - 250 acres with one mile long of Bay shoreline

EASTERN SHORE/CAMBRIDGE 250 ACRES on CHESAPEAKE BAY VACATION/REUNION sleeps 40

Sleeps 40 · 12 bedrooms · 8+ 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

Explore the waterfront setting in Drayden

Learn about the unique charm of Drayden with a stay in a holiday home rental. One of the city's many top draws is its boating. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Drayden

Do you want to discover attractions to see in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Drayden a fun place to get away to. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

Hague Winery (11.8 mi / 19.1 km)
Vault Field Vineyards (13.2 mi / 21.2 km)
General's Ridge Vineyard and Winery (14 mi / 22.5 km)
Port of Leonardtown Winery (14 mi / 22.5 km)
Perigeaux Vineyards and Winery (17.8 mi / 28.6 km)

Exploring the natural landscape of Drayden

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Drayden is a great place to get outside. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

Piney Point Beach (3.3 mi / 5.4 km)
Point Lookout State Park (11.2 mi / 18.1 km)
Calvert Cliffs State Park (16.1 mi / 25.9 km)
Blackwater National Wildlife Refuge (26 mi / 41.9 km)
Elms Beach Park (6.1 mi / 9.8 km)
St. Mary's River State Park (8 mi / 12.9 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Drayden?

Houses are the most popular style of holiday home in Drayden, according to our data. Even if you've got a different vision in mind, Stayz has holiday homes in loads of shapes and sizes. Filter our options to find your perfect pad.

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

Length of stay, season and property type are among the factors that can affect the price of a holiday home. Simply add your travel dates to find your perfect match. From homey country cottages to expansive villas, all Stayz holiday homes provide amazing value.

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

The average price for a holiday home close to the beach in Drayden will depend on when you're going and the type and size of property you're searching for. You can find prices quickly and easily on Stayz by entering your travel dates and destination. Then make use of the filter tool to pick the number of bedrooms and amenities that you require, like air conditioning, WiFi and a pool.

What are popular home amenities in Drayden?

A firepit, a nearby waterfront and a nearby river are the most popular home amenities in Drayden. Whether you plan to travel alone, with your spouse or a group of best friends, Stayz can help you find a holiday home that matches your tastes with all the features you're looking for.

What are the top attractions for families in Drayden?

Keeping the kiddos entertained during your holiday in Drayden is a breeze with these fabulous family-friendly attractions:

Patuxent River Naval Air Museum
Elms Beach Park
St. Marys River State Park

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

The age limit can vary across properties on Stayz, so check the rules of the holiday home in Drayden you want. But in general, it's 16, 18 or 21.

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

It's up to the Drayden property. To see a list of options offering extended stays, simply type your dates and number of guests into Stayz's search page. You can enjoy having the place to yourself, along with home comforts such as a fully-equipped kitchen and a yard where the kids can play. Be on the lookout for long-term stays that offer weekly or monthly discounts.