Holiday houses 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
Guesthouse in Lusby
4.97 out of 5 average rating, 142 reviewsCozy Lakeside Studio Retreat.
Guest favourite
Apartment in Lusby
4.96 out of 5 average rating, 168 reviewsTerrace Suite - Private Flat in Historic Manor.
Guest favourite
Cottage in Colonial Beach
4.93 out of 5 average rating, 197 reviewsCozy cottage 3 blocks from beach
Guest favourite
Guesthouse in Colonial Beach
4.95 out of 5 average rating, 197 reviewsHeron’s Landing II
Guest favourite
Home in Lusby
4.98 out of 5 average rating, 266 reviewsCove Point Beach Cabin
Guest favourite
Apartment in North Beach
4.96 out of 5 average rating, 107 reviewsBayside Oasis of Southern Maryland
Guest favourite
Apartment in Leonardtown
4.95 out of 5 average rating, 39 reviewsRetreat at Fenwick
Guest favourite
Tiny home in Westmoreland County
4.98 out of 5 average rating, 58 reviewsCozy cottage on the Rappahannock River
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
- New York Holiday rentals
- Jersey City Holiday rentals
- The Hamptons Holiday rentals
- Rentals with a hot tub Southern Maryland
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