Beachfront holiday rental in Chesapeake Beach
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Top-rated beachfront accommodation in Chesapeake Beach
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 Chesapeake Beach beachfront rentals
Pet-friendly beachfront home rentals
Cottage in Westover
Rumbley Cottage on the Tangier Sound-Private Beach
Home in Grasonville
River Front, Private Single Family Home
Rental unit in Lexington Park
Historic St. Mary's City, MD
Guest suite in Piney Point
Spectacular beachfront walk-out in Piney Point MD
Guesthouse in Glen Burnie
The Crab House - a Private, Waterfront Guest House
Cottage in Reedville
Private point on the Bay🌤hammock, hot tub, kayaks❤️
Home in Lusby
Waterfront Home on the Chesapeake Bay-Pvt Beach
Rental unit in Cambridge
Little Slice of Cambridge. Newly listed, 2 bedroom
Beachfront home rentals with a pool
Home in Kent Narrows
Chester Riverfront At Kent Narrows
Home in Montross
Beach Please! River cottage w/private beach & dock
Home in Queenstown
Bay Breeze Retreat
Cottage in Neavitt
Grandview - Cottage 1A, King Bed, Pool, Bay, WIFI
Home in Montross
Waterfront+Kayaks+Gameroom+Pool+Firepit+EV/Dog OK
Villa in Montross
Beach Retreat
Cottage in Heathsville
Riverfront Retreat with PRIVATE POOL and BEACH!!
Home in Montross
River Retreat
Private beachfront home rentals
Cottage in Leonardtown
Breton Breeze
Guest suite in Cambridge
Oakley Suite
Serviced apartment in Pasadena
Sea Dreamer aka Phenomenal Hospitality
Cottage in Wittman
"Wittman Cottage"
Home in Lexington Park
Private beach retreat in historic St. Mary's City
Home in St. Leonard
Cozy Cottage on the Chesapeake Bay
Cabin in Reedville
Dinna Fash-3 BR Waterfront Log Cabin
Cottage in North Beach
Full house rental in Twin Beach. 1 bk from the Bay
Destinations to explore
- Baltimore Holiday rentals
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- Holiday Apartments Australia
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- Big House Rentals United States
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- House Rentals with a Pool United States
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- Apartments with a Hot Tub United States
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- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom