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House vacation rentals in Southern Maryland
Find and book unique houses on Airbnb
Top-rated house rentals in Southern Maryland
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Southern Maryland house rentals
House rentals with a pool
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Home in Chesapeake Beach
4.91 out of 5 average rating, 113 reviewsIndoor pool/spa nestled in Southern Md. woods.
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Home in Cambridge
4.96 out of 5 average rating, 102 reviewsWaterfront, Fabulous Home for Families with Pool!
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Home in Kent Narrows
5 out of 5 average rating, 281 reviewsChester Riverfront At Kent Narrows
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Home in Stevensville
5 out of 5 average rating, 105 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
![](https://a0.muscache.com/im/pictures/airflow/Hosting-15205495/original/3e4a7777-2362-471d-b68f-9df1afe2d5f9.jpg?im_w=720)
Home in Saint Michaels
4.97 out of 5 average rating, 240 reviewsMiles Aweigh
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Home in Fairfax
4.96 out of 5 average rating, 149 reviews6BR Modern Home w/HEATED Pool & Screened in Porch
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Home in Harwood
4.94 out of 5 average rating, 119 reviewsLuxury Home, Sleeps 15, Private Pool, Close to DC
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Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
Weekly house rentals
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Home in Colonial Beach
4.81 out of 5 average rating, 130 reviews*WATERFRONT BEACH HOUSE PARADISE*
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Home in Cambridge
4.91 out of 5 average rating, 148 reviewsJewell on the Chesapeake
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Home in Church Creek
4.78 out of 5 average rating, 163 reviewsWaterview cottage on Chesapeake Bay
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Home in Montross
4.84 out of 5 average rating, 131 reviewsPotomac Waterfront Home and Estate
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Home in Colonial Beach
4.98 out of 5 average rating, 44 reviewsWaterfront Paradise with own Beach, Kayak, & Grill
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Home in Montross
4.88 out of 5 average rating, 40 reviewsThe Haven at King Copsico - Comfortable and Cozy
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Home in Lusby
4.94 out of 5 average rating, 47 reviewsSoul Oasis - home on the Chesapeake Bay
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Home in Leonardtown
5 out of 5 average rating, 92 reviewsWhite Point Cottage -- Quiet Waterfront Getaway
Private house rentals
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Home in Hollywood
4.87 out of 5 average rating, 31 reviewsRiverhouse
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Home in Montross
5 out of 5 average rating, 28 reviewsPotomac Riverview Home
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Home in Colonial Beach
5 out of 5 average rating, 55 reviewsWaterfront Cottage on Placid Bay
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Home in Waldorf
5 out of 5 average rating, 64 reviewsSpacious Studio Apartment with private entrance
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Home in Ridge
5 out of 5 average rating, 94 reviewsJutland House
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Home in Saint Leonard
4.98 out of 5 average rating, 46 reviewsBlue Pearl-Luxury estate with private dock/jacuzzi
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Home in Leonardtown
4.94 out of 5 average rating, 47 reviewsThe River House: A private waterfront oasis…
![](https://a0.muscache.com/im/pictures/b6c395aa-883f-4aa9-ad47-59637410999e.jpg?im_w=720)
Home in Hollywood
5 out of 5 average rating, 45 reviewsWaterfront Home: Osprey Getaway
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