Beachfront holiday rentals in Southern Maryland
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Southern Maryland
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for beachfront rentals in Southern Maryland
Pet-friendly beachfront home rentals
Home in Shady Side
5.0 out of 5 average rating, 122 reviewsLuxe Modern Chesapeake Waterfront Oasis - 5 Star
Home in Newburg
4.92 out of 5 average rating, 105 reviewsThe River House, a Wicomico Beach Retreat
Home in North Beach
4.97 out of 5 average rating, 104 reviewsCute Town | King Beds | Beach Pass | Backyard
Home in Lusby
4.94 out of 5 average rating, 157 reviewsWaterfront Home on the Chesapeake Bay-Pvt Beach
Home in Dunnsville
4.76 out of 5 average rating, 131 reviewsCozy & Content River Retreat Beach Hot Tub & Games
Home in Solomons
4.89 out of 5 average rating, 129 reviewsPerfect spot for a Vacay!
Home in Montross
4.84 out of 5 average rating, 131 reviewsPotomac Waterfront Home and Estate
Home in Colonial Beach
4.93 out of 5 average rating, 119 reviews‘Pipe Dream’ - 3BD/2.5BTH - Awesome water view!
Beachfront home rentals with a pool
Home in Kent Narrows
5.0 out of 5 average rating, 281 reviewsChester Riverfront At Kent Narrows
Home in Queenstown
4.81 out of 5 average rating, 142 reviewsBay Breeze Retreat
Home in Montross
5.0 out of 5 average rating, 53 reviewsWaterfront+Kayaks+Gameroom+Pool+Firepit+EV/Dog OK
Cottage in Neavitt
4.69 out of 5 average rating, 16 reviewsGrandview - Cottage 1A, King Bed, Pool, Bay, WIFI
Cottage in Heathsville
4.82 out of 5 average rating, 61 reviewsRiverfront Retreat with PRIVATE POOL and BEACH!!
Villa in Hague
4.97 out of 5 average rating, 31 reviewsSea Glass Paradise
Home in Montross
4.96 out of 5 average rating, 57 reviewsRiver Retreat
Home in Fishing Creek
4.93 out of 5 average rating, 14 reviewsBay Front Villa on Chesapeake
Private beachfront home rentals
Cottage in North Beach
4.96 out of 5 average rating, 278 reviewsWaterfront Cottage Near Herrington and North Beach
Home in Lexington Park
4.97 out of 5 average rating, 143 reviewsPrivate beach retreat in historic St. Mary's City
Home in Heathsville
4.94 out of 5 average rating, 129 reviewsWater ft Chesapeake Bay DREaM Vacation Dock Kayaks
Cabin in Reedville
4.97 out of 5 average rating, 194 reviewsDinna Fash-3 BR Waterfront Log Cabin
Home in St. Leonard
4.91 out of 5 average rating, 162 reviewsCozy Cottage on the Chesapeake Bay
Cabin in Lusby
4.85 out of 5 average rating, 137 reviews2-bedroom lake-house with a magnificent view
Home in Colonial Beach
4.81 out of 5 average rating, 130 reviews*WATERFRONT BEACH HOUSE PARADISE*
Tiny home in Westmoreland County
4.98 out of 5 average rating, 58 reviewsCozy cottage on the Rappahannock River
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
- New York Holiday rentals
- Jersey City Holiday rentals
- The Hamptons Holiday rentals
- Beachfront rentals Maryland
- Beachfront rentals Maryland
- Smoking-friendly rentals Southern Maryland
- Rentals with an EV charger Southern Maryland
- Rentals with a firepit Southern Maryland
- Rentals with lake access Southern Maryland
- Farm stay rentals Southern Maryland
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- Rentals with a fireplace Southern Maryland
- Pet-friendly rentals Southern Maryland
- Rentals with a cinema Southern Maryland
- Waterfront rentals Southern Maryland
- Private suite rentals Southern Maryland
- Family-friendly rentals Southern Maryland
- Rentals with beach access Southern Maryland
- Rentals with a patio Southern Maryland
- Rentals with a hot tub Southern Maryland
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- Monthly Rentals Southern Maryland
- Family-friendly rentals Southern Maryland
- Rentals with a kayak Southern Maryland
- Rentals with an accessible-height toilet Southern Maryland
- Bed and breakfasts Southern Maryland
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- Cottage rentals Southern Maryland
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- Guest house rentals Southern Maryland
- Rentals with a washing machine and dryer Southern Maryland
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