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
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
Home in Lusby
5.0 out of 5 average rating, 112 reviewsHistoric Rousby Hall, Waterfront, Patuxent River
13 – 20 Oct
$8,678 AUD total
Guest favourite
Apartment in Lexington Park
4.97 out of 5 average rating, 511 reviewsHistoric St. Mary's City, MD
7 – 14 Apr
$1,369 AUD total
Guest favourite
Farm stay in Madison
4.98 out of 5 average rating, 164 reviewsMadison Nature Getaway
5 – 12 Aug
$1,436 AUD total
Guest favourite
Apartment in Lusby
4.96 out of 5 average rating, 104 reviewsMorning Light Apartment
3 – 10 Aug
$607 AUD total
Guest favourite
Guest suite in La Plata
4.88 out of 5 average rating, 221 reviewsBeautiful Rural Suite near Washington, D.C.
19 – 26 Oct
$1,294 AUD total
Guest favourite
Guesthouse in Colonial Beach
4.95 out of 5 average rating, 195 reviewsHeron’s Landing II
4 – 11 Aug
$1,758 AUD total
Guest favourite
Cottage in Leonardtown
4.91 out of 5 average rating, 150 reviewsPotomac Vista Cottage at Little Pond
20 – 27 Sept
$2,075 AUD total
Guest favourite
Home in Leonardtown
4.95 out of 5 average rating, 43 reviewsOld Bay Inn
15 – 22 July
$1,639 AUD total
Destinations to explore
- Baltimore Accommodation & holiday rentals
- Ocean City Accommodation & holiday rentals
- Richmond Accommodation & holiday rentals
- Rehoboth Beach Accommodation & holiday rentals
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- Rentals with an EV charger Southern Maryland
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