Beachfront holiday rentals in Chesapeake Beach
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals 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 beachfront rentals in Chesapeake Beach
Pet-friendly beachfront home rentals
Home in Lusby
4.99 out of 5 average rating, 115 reviewsCoastal Oasis On The Chesapeake, King Bd sleeps 12
Home in Grasonville
4.94 out of 5 average rating, 228 reviewsRiver Front, Private Single Family Home
Cottage in Westover
4.99 out of 5 average rating, 183 reviewsRumbley Cottage on the Tangier Sound-Private Beach
Guest suite in Dunnsville
5.0 out of 5 average rating, 240 reviewsThe Bird's Nest at Holly Bluff-Riverfront. Beach.
Guest house in Glen Burnie
4.94 out of 5 average rating, 267 reviewsThe Crab House - a Private, Waterfront Guest House
Guest suite in Piney Point
4.94 out of 5 average rating, 227 reviewsSpectacular beachfront walk-out in Piney Point MD
Guest suite in Stevensville
4.97 out of 5 average rating, 145 reviewsKent Island Haven - A Waterfront Getaway
Home in Lusby
4.94 out of 5 average rating, 157 reviewsWaterfront Home on the Chesapeake Bay-Pvt Beach
Beachfront home rentals with a pool
Home in Kent Narrows
5.0 out of 5 average rating, 280 reviewsChester Riverfront At Kent Narrows
Home in Montross
5.0 out of 5 average rating, 124 reviewsBeach Please! River cottage w/private beach & dock
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
Guest house in Queenstown
4.9 out of 5 average rating, 21 reviewsWaterfront Getaway
Cottage in Neavitt
4.69 out of 5 average rating, 16 reviewsGrandview - Cottage 1A, King Bed, Pool, Bay, WIFI
Home in Montross
5.0 out of 5 average rating, 49 reviewsWaterfront+Kayaks+Gameroom+Pool+Firepit+EV/Dog OK
Home in Edgewater
4.97 out of 5 average rating, 32 reviewsWaterfront | Pool | Hot tub | Beach Access
Villa in Hague
4.97 out of 5 average rating, 30 reviewsSea Glass Paradise
Private beachfront home rentals
Home in Colonial Beach
5.0 out of 5 average rating, 200 reviewsBeach Blonde Cottage
Cottage in Leonardtown
4.93 out of 5 average rating, 128 reviewsBreton Breeze
Flat in Pasadena
4.99 out of 5 average rating, 554 reviewsSea Dreamer aka Phenomenal Hospitality
Cottage in Wittman
4.9 out of 5 average rating, 137 reviews"Wittman Cottage"
Home in Lexington Park
4.96 out of 5 average rating, 141 reviewsPrivate beach retreat in historic St. Mary's City
Home in Heathsville
4.94 out of 5 average rating, 124 reviewsWater ft Chesapeake Bay DREaM Vacation Dock Kayaks
Home in St. Leonard
4.91 out of 5 average rating, 162 reviewsCozy Cottage on the Chesapeake Bay
Home in Colonial Beach
4.81 out of 5 average rating, 129 reviews*WATERFRONT BEACH HOUSE PARADISE*
Destinations to explore
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