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
Flat in Lexington Park
4.97 out of 5 average rating, 508 reviewsHistoric St. Mary's City, MD
9–16 Jan
$155 SGD per night
Guest favourite
Flat in Lexington Park
4.98 out of 5 average rating, 103 reviewsSerene setting great location surrounded by woods
4–11 Apr
$92 SGD per night
Guest favourite
Home in Colonial Beach
4.99 out of 5 average rating, 198 reviewsBeach Blonde Cottage
3–10 Mar
$215 SGD per night
Guest favourite
Home in Montross
4.92 out of 5 average rating, 146 reviewsTranquil River Home
17–24 Nov
$178 SGD per night
Guest favourite
Guest house in Colonial Beach
4.95 out of 5 average rating, 194 reviewsHeron’s Landing II
27 Sep – 4 Oct
$204 SGD per night
Guest favourite
Flat in Lusby
4.96 out of 5 average rating, 103 reviewsMorning Light Apartment
14–21 Jun
$69 SGD per night
Guest favourite
Flat in Lexington Park
4.93 out of 5 average rating, 189 reviewsPrivate apartment with kitchenette
1–8 Oct
$86 SGD per night
Guest favourite
Home in Leonardtown
4.95 out of 5 average rating, 42 reviewsOld Bay Inn
22–29 Dec
$176 SGD per night
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
- Monthly Rentals Southern Maryland
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