
Holiday houses in Shady Side
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Top-rated holiday rentals in Shady Side
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 Shady Side holiday rentals
Other great holiday rentals in Shady Side
Top Guest favourite

Home in Deale
4.99 out of 5 average rating, 82 reviewsHerring Bay Getaway Water view | Deale, Maryland
Guest favourite

Home in Stevensville
4.93 out of 5 average rating, 227 reviewsRelax on Kent Island in 3 Bedroom Home w/Waterview
Superhost

Home in Edgewater
5 out of 5 average rating, 7 reviewsEdgewater's Shelby on the Bay
Guest favourite

Home in Crownsville
4.93 out of 5 average rating, 15 reviewsWelcome to Heron House! Annapolis Waterfront Oasis
Top Guest favourite

Guesthouse in Stevensville
4.99 out of 5 average rating, 282 reviewsWaterfront Getaway - View of bay from your bed
Top Guest favourite

Home in North Beach
4.96 out of 5 average rating, 26 reviewsCozy Cottage By The Beach-Pet Friendly
Guest favourite

Cottage in North Beach
4.92 out of 5 average rating, 51 reviewsCozy Waterfront Cottage - Pet Friendly
Top Guest favourite

Home in Shady Side
4.98 out of 5 average rating, 58 reviews"Pier Joy!" - 3BR Waterfront Home W/Private Dock
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- Nationals Park
- The White House
- National Mall
- Betterton Beach
- Georgetown University
- District Wharf
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Smithsonian National Museum of Natural History
- Hampden
- M&T Bank Stadium
- Sandy Point State Park
- Georgetown Waterfront Park
- Patterson 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