Holiday rentals in Southern Maryland
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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
Guest favourite
Guest suite
4.95 out of 5 average rating, 55 reviewsBeautiful countryside retreat within reach of DC
Guest favourite
Cabin
4.98 out of 5 average rating, 62 reviewsCozy Country Cabin
Guest favourite
Farm stay
4.98 out of 5 average rating, 186 reviewsMadison Nature Getaway
Guest favourite
Guest house
5 out of 5 average rating, 12 reviewsBright, Airy & Modern 1B w/ King Bed, Free Parking
Guest favourite
Home
5 out of 5 average rating, 5 reviewsDowns By The River
Guest favourite
Tiny home
4.99 out of 5 average rating, 76 reviewsTiny House Treasure on the Rappahannock River
Guest favourite
Guest house
5 out of 5 average rating, 35 reviewsQuiet cottage in the woods. King-bed suite.
Guest favourite
Home
5 out of 5 average rating, 19 reviewsLavinia by the Lake- Peaceful, Lakefront Oasis
Destinations to explore
- Baltimore Holiday rentals
- Ocean City Holiday rentals
- Richmond Holiday rentals
- Rehoboth Beach Holiday rentals
- Arlington Holiday rentals
- Charlottesville Holiday rentals
- Washington Holiday rentals
- Deep Creek Lake Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- House rentals Southern Maryland
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- Rentals with pools Southern Maryland
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- Rentals with beach access Southern Maryland
- Rentals with lake access Southern Maryland
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- Waterfront rentals Southern Maryland
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- Flat rentals Southern Maryland
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