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
Get the amount of space that is right for you
Popular amenities for Southern Maryland holiday rentals
Other great holiday rentals in Southern Maryland
Guest favourite
Loft in Lusby
5.0 out of 5 average rating, 321 reviewsCoastal Treetop Retreat w/ Private Beach Access
Guest favourite
Cottage in Colonial Beach
4.93 out of 5 average rating, 197 reviewsCozy cottage 3 blocks from beach
Guest favourite
Home in Lusby
5.0 out of 5 average rating, 114 reviewsHistoric Rousby Hall, Waterfront, Patuxent River
Guest favourite
Flat in Lexington Park
4.97 out of 5 average rating, 107 reviewsSerene setting great location surrounded by woods
Superhost
Home in Montross
4.91 out of 5 average rating, 149 reviewsTranquil River Home
Guest favourite
Flat in Lusby
4.96 out of 5 average rating, 168 reviewsTerrace Suite - Private Flat in Historic Manor.
Guest favourite
Guest house in Bushwood
4.93 out of 5 average rating, 147 reviewsLittle House by the water
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
- Smoking-friendly rentals Southern Maryland
- Rentals with an EV charger Southern Maryland
- Rentals with a firepit Southern Maryland
- Rentals with lake access Southern Maryland
- Farm stay rentals Southern Maryland
- House rentals Southern Maryland
- Rentals with outdoor seating Southern Maryland
- Rentals with a fireplace Southern Maryland
- Pet-friendly rentals Southern Maryland
- Rentals with a cinema Southern Maryland
- Waterfront rentals Southern Maryland
- Private suite rentals Southern Maryland
- Family-friendly rentals Southern Maryland
- Rentals with beach access Southern Maryland
- Beachfront rentals Southern Maryland
- Rentals with a patio Southern Maryland
- Rentals with a hot tub Southern Maryland
- Fitness-friendly rentals Southern Maryland
- Flat rentals Southern Maryland
- Monthly Rentals Southern Maryland
- Family-friendly rentals Southern Maryland
- Rentals with a kayak Southern Maryland
- Rentals with an accessible-height toilet Southern Maryland
- Bed and breakfasts Southern Maryland
- Apartment rentals Southern Maryland
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- Rentals with pools Southern Maryland
- Cottage rentals Southern Maryland
- Townhouse rentals Southern Maryland
- Guest house rentals Southern Maryland
- Rentals with a washing machine and dryer Southern Maryland
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