
Holiday rentals in Southern Maryland
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Southern Maryland
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 Southern Maryland holiday rentals
Other great holiday rentals in Southern Maryland
Top guest favourite

Home in Hollywood
4.99 out of 5 average rating, 82 reviewsWaterfront Home: Osprey Getaway
Guest favourite

Cottage in Lottsburg
4.98 out of 5 average rating, 90 reviewsEnchanting Edge of the World Cottage
Top guest favourite

Cottage in Hollywood
5 out of 5 average rating, 40 reviewsThe Little Blue Cottage
Guest favourite

Home in Montross
4.84 out of 5 average rating, 25 reviewsPotomac River Getaway
Top guest favourite

Houseboat in Solomons
5 out of 5 average rating, 76 reviewsIsland Shanty
Top guest favourite

Cottage in Leonardtown
4.96 out of 5 average rating, 100 reviewsWaterfront Cottage ❤️ Private Beach, Dock & Kayaks
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
Destinations to explore
- Washington Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Jersey Shore Holiday rentals
- Pocono Mountains Holiday rentals
- Outer Banks Holiday rentals
- New York Holiday rentals
- East River Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- Hudson Valley Holiday rentals
- The Hamptons Holiday rentals
- Cottage rentals Southern Maryland
- Townhouse rentals Southern Maryland
- House rentals Southern Maryland
- Rentals with an accessible-height toilet Southern Maryland
- Rentals with an EV charger Southern Maryland
- Rentals with a firepit Southern Maryland
- Rentals with a hot tub Southern Maryland
- Rentals with beach access Southern Maryland
- Pet-friendly rentals Southern Maryland
- Beachfront rentals Southern Maryland
- Apartment rentals Southern Maryland
- Family-friendly rentals Southern Maryland
- Flat rentals Southern Maryland
- Guest house rentals Southern Maryland
- Rentals with a washing machine and dryer Southern Maryland
- Farm stay rentals Southern Maryland
- Rentals with breakfast Southern Maryland
- Cabin rentals Southern Maryland
- Rentals with a fireplace Southern Maryland
- Rentals with pools Southern Maryland
- Rentals with lake access Southern Maryland
- Bed and breakfasts Southern Maryland
- Family-friendly rentals Southern Maryland
- Rentals with outdoor seating Southern Maryland
- Smoking-friendly rentals Southern Maryland
- Private suite rentals Southern Maryland
- Rentals with a patio Southern Maryland
- Rentals with a cinema Southern Maryland
- Rentals with a kayak Southern Maryland
- Waterfront rentals Southern Maryland
- Fitness-friendly rentals Southern Maryland
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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
- Georgetown Waterfront Park
- Arlington National Cemetery
- Washington Monument
- Great Falls Park
- National Air and Space Museum
- National Harbor
- Smithsonian American Art Museum
- Lincoln Park
- Maryland Renaissance Festival
- Six Flags America
- Library of Congress
- Meridian Hill Park
- The Pentagon
- Congressional Country Club
- Quiet Waters Park
- Lee's Hill Golfers' Club