Chesapeake Beach beach vacation rentals
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Top-rated vacation rentals in Chesapeake Beach
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Chesapeake Beach vacation rentals
Chesapeake Beach vacation rentals
Guesthouse in Annapolis
4.97 out of 5 average rating, 198 reviewsRECENTLY RENOVATED Cottage Near Downtown Annapolis
Houseboat in Grasonville
4.99 out of 5 average rating, 119 reviewsCass-Away A Luxury Houseboat
Home in Annapolis
4.96 out of 5 average rating, 114 reviewsHistoric Downtown in-law suite
Guesthouse in Stevensville
5.0 out of 5 average rating, 213 reviewsWaterfront Getaway - View of bay from your bed
Home in Shady Side
5.0 out of 5 average rating, 121 reviewsLuxe Modern Chesapeake Waterfront Oasis - 5 Star
Farm stay in Onancock
4.99 out of 5 average rating, 181 reviewsPrivate romantic pet friendly waterfront cottage
Tiny home in Saint Inigoes
4.98 out of 5 average rating, 296 reviewsHistoric St.Mary's City at the Lazy Bear Cottage
Apartment in Port Republic
4.93 out of 5 average rating, 113 reviewsBayview Apartment with a private entrance.
Other great vacation rentals in Chesapeake Beach
Farm stay in Madison
4.98 out of 5 average rating, 165 reviewsMadison Nature Getaway
Apartment in Crownsville
4.98 out of 5 average rating, 168 reviews“River Sweet" Private Apartment
Guest suite in Edgewater
4.89 out of 5 average rating, 446 reviewsSouth River Park Apartment
Cottage in North Beach
4.95 out of 5 average rating, 79 reviewsQuiet Coastal Cottage Escape with Water Views
Guest suite in Chesapeake Beach
4.95 out of 5 average rating, 85 reviewsNice Guest Suite at Chesapeake Bay
Guest suite in North Beach
4.93 out of 5 average rating, 29 reviewsBrand New Guest Suite - Cozy 1 Bedroom Bungalow
Apartment in Huntingtown
4.89 out of 5 average rating, 19 reviewsPrivate Apartment On An Animal Sanctuary
Cottage in Chesapeake Beach
5.0 out of 5 average rating, 14 reviewsPrivate Bay Cottage Cliffside (pet friendly)
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