Southern Maryland vacation rentals
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Top-rated vacation rentals in Southern Maryland
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Southern Maryland vacation rentals
Other great vacation rentals in Southern Maryland
Guest favorite
Guesthouse in Colonial Beach
4.95 out of 5 average rating, 197 reviewsHeron’s Landing II
Guest favorite
Home in Lusby
5.0 out of 5 average rating, 114 reviewsHistoric Rousby Hall, Waterfront, Patuxent River
Guest favorite
Apartment in Lexington Park
4.97 out of 5 average rating, 107 reviewsSerene setting great location surrounded by woods
Guest favorite
Apartment in Lexington Park
4.97 out of 5 average rating, 515 reviewsHistoric St. Mary's City, MD
Superhost
Home in Montross
4.91 out of 5 average rating, 149 reviewsTranquil River Home
Guest favorite
Cabin in Lusby
4.91 out of 5 average rating, 215 reviewsPeaceful Waterfront Retreat on The Bay
Guest favorite
Guesthouse in Bushwood
4.93 out of 5 average rating, 147 reviewsLittle House by the water
Guest favorite
Apartment in Lusby
4.96 out of 5 average rating, 168 reviewsTerrace Suite - Private Flat in Historic Manor.
Other great vacation rentals in Southern Maryland
Guest favorite
Guest suite in Tilghman Island
4.97 out of 5 average rating, 116 reviewsBlack Walnut Cove Retreat, Tilghman Island
Guest favorite
Home in Lusby
4.98 out of 5 average rating, 266 reviewsCove Point Beach Cabin
Guest favorite
Cottage in Leonardtown
4.93 out of 5 average rating, 128 reviewsBreton Breeze
Guest favorite
Apartment in Solomons
4.99 out of 5 average rating, 237 reviewsIsland Breeze Solomons
Guest favorite
Apartment in Occoquan
4.89 out of 5 average rating, 421 reviewsAnne’s River View, couples, Historic Occoquan,hike
Guest favorite
Tiny home in Westmoreland County
4.98 out of 5 average rating, 58 reviewsCozy cottage on the Rappahannock River
Guest favorite
Apartment in Leonardtown
4.95 out of 5 average rating, 39 reviewsRetreat at Fenwick
Guest favorite
Home in Colonial Beach
4.98 out of 5 average rating, 43 reviewsWaterfront Paradise with own Beach, Kayak, & Grill
Destinations to explore
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- Smoking-friendly rentals Southern Maryland
- Rentals with an EV charger Southern Maryland
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