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
Loft in Lusby
5.0 out of 5 average rating, 320 reviewsCoastal Treetop Retreat w/ Private Beach Access
Guesthouse in Annapolis
4.97 out of 5 average rating, 199 reviewsRECENTLY RENOVATED Cottage Near Downtown Annapolis
Townhouse in North Beach
4.96 out of 5 average rating, 166 reviewsPlant-Filled Oasis near Beach Town w/Passes, Tips
Home in Shady Side
5.0 out of 5 average rating, 122 reviewsLuxe Modern Chesapeake Waterfront Oasis - 5 Star
Guesthouse in Annapolis
4.91 out of 5 average rating, 213 reviewsCalico Cottage Guest House, king bed, free parking
Farm stay in Madison
4.98 out of 5 average rating, 166 reviewsMadison Nature Getaway
Houseboat in Grasonville
4.99 out of 5 average rating, 121 reviewsCass-Away A Luxury Houseboat
Apartment in Port Republic
4.93 out of 5 average rating, 115 reviewsBayview Apartment with a private entrance.
Other great vacation rentals in Chesapeake Beach
Guest suite in Chesapeake Beach
4.95 out of 5 average rating, 86 reviewsNice Guest Suite at Chesapeake Bay
Guest suite in North Beach
4.93 out of 5 average rating, 30 reviewsBrand New Guest Suite - Cozy 1 Bedroom Bungalow
Apartment in Huntingtown
4.9 out of 5 average rating, 21 reviewsPrivate Apartment On An Animal Sanctuary
Cottage in Chesapeake Beach
5.0 out of 5 average rating, 16 reviewsPrivate Bay Cottage Cliffside (pet friendly)
Cabin in North Beach
4.97 out of 5 average rating, 31 reviews1943 Beach House Walk to Town & Beach & Boardwalk.
Bungalow in North Beach
4.86 out of 5 average rating, 71 reviewsBayside Bungalow: Cozy North Beach Getaway
Home in North Beach
4.97 out of 5 average rating, 63 reviewsCharming Herrington / Rose Haven Cottage
Guesthouse in Brandywine
5.0 out of 5 average rating, 15 reviewsQuiet cottage in the woods. King-bed suite.
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