Discover a selection of 36 vacation rentals in Hollywood, MD that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $63 per night, and houses and cabins are popular options for a stay in Hollywood. Either way, you'll find a rental for everyone's needs.
Destination guide

Historic Hollywood will entice you

Enjoy the history and other features of Hollywood. Renowned for its restaurants, sporting events and shopping, this city welcomes all visitors. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.


Activities and attractions in and around Hollywood

Do you want to find top things to see and do in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that Hollywood has to offer. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Perigeaux Vineyards and Winery (6.1 mi / 9.8 km)
  • Running Hare Vineyard (11.4 mi / 18.3 km)
  • Maryland International Raceway (14.3 mi / 23 km)
Natural features

Exploring the natural features in Hollywood

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Hollywood is a great place to spend some time outside. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Greenwell State Park (3.2 mi / 5.2 km)
  • Jefferson Patterson Park and Museum (5 mi / 8.1 km)
  • St. Mary's River State Park (6.2 mi / 10 km)
  • Annmarie Sculpture Garden and Arts Center (6.6 mi / 10.7 km)
  • St. Clement's Island State Park (13.1 mi / 21.1 km)
  • Elms Beach Park (15.5 mi / 25 km)
How to get there

Transportation options to and around Hollywood

Fly into Washington, DC (DCA-Ronald Reagan Washington National), the closest airport, located 42.7 mi (68.7 km) from the city center.

How many vacation rentals are available around Hollywood, MD?

Our 2021 property listings offer a large selection of 36 vacation rentals around Hollywood. From 33 house rentals to 9 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in Hollywood?

Yes, of course. Vrbo has 33 Houses in Hollywood. Our other popular types of vacation rentals in Hollywood include:

  • Cabins: 9 rentals available
  • Cottages: 9 rentals available
  • Bungalows: 9 rentals available

Can I find a vacation rental with pool in Hollywood?

Yes, you can select your preferred vacation rental with pool among our 5 vacation rentals with pool available in Hollywood. Please use our search bar to access the selection of vacation rentals available.