Beachfront vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chesapeake Beach beachfront rentals
Beachfront home rentals with a pool
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
Cottage in Neavitt
4.69 out of 5 average rating, 16 reviewsGrandview - Cottage 1A, King Bed, Pool, Bay, WIFI
Home in Montross
5 out of 5 average rating, 55 reviewsWaterfront+Kayaks+Gameroom+Pool+Firepit+EV/Dog OK
Home in Edgewater
4.97 out of 5 average rating, 35 reviewsWaterfront | Pool | Hot tub | Beach Access
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, 32 reviewsSea Glass Paradise
Home in Woolford
4.98 out of 5 average rating, 55 reviewsGorgeous Waterfront-Beach, Pool, Pets- 7 Bd /5ba
Camper/RV in Stevensville
5 out of 5 average rating, 9 reviewsCharming RV With A Water View
Beachfront home rentals with a hot tub
Home in Kent Narrows
5 out of 5 average rating, 281 reviewsChester Riverfront At Kent Narrows
Home in Grasonville
4.94 out of 5 average rating, 234 reviewsRiver Front, Private Single Family Home
Cabin in Lusby
4.85 out of 5 average rating, 138 reviews2-bedroom lake-house with a magnificent view
Home in Cambridge
4.95 out of 5 average rating, 104 reviewsPeaceful Historic House Near Water, with Hot Tub!
Cottage in Reedville
4.9 out of 5 average rating, 166 reviewsPrivate point on the Bay🌤hammock, hot tub, kayaks❤️
Home in Montross
5 out of 5 average rating, 127 reviewsBeach Please! River cottage w/private beach & dock
Home in Lexington Park
4.97 out of 5 average rating, 144 reviewsPrivate beach retreat in historic St. Mary's City
Home in Dunnsville
4.76 out of 5 average rating, 131 reviewsCozy & Content River Retreat Beach Hot Tub & Games
Pet-friendly beachfront home rentals
Home in North Beach
4.83 out of 5 average rating, 185 reviewsWarm Home Overlooking the Chesapeake Bay
Cottage in Westover
4.99 out of 5 average rating, 185 reviewsRumbley Cottage on the Tangier Sound-Private Beach
Guesthouse in Glen Burnie
4.94 out of 5 average rating, 270 reviewsThe Crab House - a Private, Waterfront Guest House
Rental unit in Lexington Park
4.97 out of 5 average rating, 515 reviewsHistoric St. Mary's City, MD
Rental unit in Cambridge
4.92 out of 5 average rating, 103 reviewsLittle Slice of Cambridge. Newly listed, 2 bedroom
Guest suite in Piney Point
4.94 out of 5 average rating, 230 reviewsSpectacular beachfront walk-out in Piney Point MD
Home in Lusby
4.97 out of 5 average rating, 118 reviewsCoastal Oasis On The Chesapeake, King Bd sleeps 12
Guest suite in Stevensville
4.97 out of 5 average rating, 147 reviewsKent Island Haven - A Waterfront Getaway
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