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
Home in Montross
4.94 out of 5 average rating, 174 reviewsThe Glebe
Home in Kent Narrows
5.0 out of 5 average rating, 281 reviewsChester Riverfront At Kent Narrows
Home in Chesapeake Beach
4.91 out of 5 average rating, 113 reviewsIndoor pool/spa nestled in Southern Md. woods.
Home in Saint Michaels
4.97 out of 5 average rating, 240 reviewsMiles Aweigh
Home in Cambridge
4.96 out of 5 average rating, 102 reviewsWaterfront, Fabulous Home for Families with Pool!
Home in Stevensville
5.0 out of 5 average rating, 105 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Home in Fairfax
4.96 out of 5 average rating, 149 reviews6BR Modern Home w/HEATED Pool & Screened in Porch
Home in Edgewater
4.95 out of 5 average rating, 123 reviewsHouse in Edgewater Maryland
Weekly house rentals
Home in Lusby
4.99 out of 5 average rating, 180 reviewsCove Point Cottage with Chesapeake Bay views
Home in Heathsville
4.94 out of 5 average rating, 129 reviewsWater ft Chesapeake Bay DREaM Vacation Dock Kayaks
Home in Church Creek
4.78 out of 5 average rating, 163 reviewsWaterview cottage on Chesapeake Bay
Home in Lusby
4.97 out of 5 average rating, 118 reviewsCoastal Oasis On The Chesapeake, King Bd sleeps 12
Home in Lusby
5.0 out of 5 average rating, 143 reviewsCove Point Beach Home 1 &1/2 blocks to Beach
Home in Colonial Beach
4.98 out of 5 average rating, 43 reviewsWaterfront Paradise with own Beach, Kayak, & Grill
Home in Lusby
4.94 out of 5 average rating, 47 reviewsSoul Oasis - home on the Chesapeake Bay
Home in Montross
4.87 out of 5 average rating, 39 reviewsThe Haven at King Copsico - Comfortable and Cozy
Private house rentals
Home in Shady Side
5.0 out of 5 average rating, 124 reviewsLuxe Modern Chesapeake Waterfront Oasis - 5 Star
Home in Huntingtown
5.0 out of 5 average rating, 24 reviewsHouse near Patuxent River
Home in Waldorf
5.0 out of 5 average rating, 64 reviewsSpacious Studio Apartment with private entrance
Home in Montross
5.0 out of 5 average rating, 28 reviewsPotomac Riverview Home
Home in Solomons
5.0 out of 5 average rating, 49 reviewsThe Little House on Back Creek
Home in Colonial Beach
5.0 out of 5 average rating, 55 reviewsWaterfront Cottage on Placid Bay
Home in Colonial Beach
4.99 out of 5 average rating, 69 reviewsMarji's Postcard Inn - waterview
Home in Woodbridge
4.99 out of 5 average rating, 69 reviewsSpacious basement apartment with private entrance
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