
Holiday houses in Hollywood, St. Mary's County
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Top-rated holiday rentals in Hollywood, St. Mary's County
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Hollywood, St. Mary's County holiday rentals
Other great holiday rentals in Hollywood, St. Mary's County
Guest favourite

Home in Saint Leonard
4.96 out of 5 average rating, 96 reviewsLarge home w/ 6 Bedrooms, 7 Bathrooms, & Game Room
Top Guest favourite

Home in Mechanicsville
5 out of 5 average rating, 77 reviewsWaterfront. Spacious. HotTub. Kayaks. DogFriendly.

Houseboat in Hollywood
4.75 out of 5 average rating, 93 reviewsCharming Rustic Boathouse right on the Water!
Guest favourite

Home in California
4.83 out of 5 average rating, 77 reviewsWaterfront Paradise
Superhost

Home in Leonardtown
4.91 out of 5 average rating, 32 reviewsAbells Wharf Cottage - Natural Splendor Getaway
Top Guest favourite

Home in Solomons
5 out of 5 average rating, 92 reviewsThe Little House on Back Creek
Superhost

Home in Lusby
5 out of 5 average rating, 8 reviewsDriftwood Haven, Chesapeake Bay views throughout
Guest favourite

Home in Saint Leonard
4.86 out of 5 average rating, 49 reviewsWaterfront house with private beach and pier
Quick stats about holiday rentals in Hollywood, St. Mary's County
Total rentals
60 properties
Total number of reviews
2.5K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wi-Fi availability
60 properties include access to Wi-Fi
Destinations to explore
- Yurt Rentals United States
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- Nationals Park
- The White House
- National Mall
- Georgetown University
- District Wharf
- National Museum of African American History and Culture
- Smithsonian National Museum of Natural History
- Sandy Point State Park
- Arlington National Cemetery
- Georgetown Waterfront Park
- Washington Monument
- National Harbor
- National Air and Space Museum
- Maryland Renaissance Festival
- Lincoln Park
- Smithsonian American Art Museum
- Six Flags America
- Library of Congress
- The Pentagon
- Quiet Waters Park
- Meridian Hill Park
- Lee's Hill Golfers' Club
- American African Museum
- Gerry Boyle Park