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
Bungalow in Deale
4.87 out of 5 average rating, 357 reviewsCozy waterfront getaway on the Bay
Tiny home in Saint Inigoes
4.98 out of 5 average rating, 296 reviewsHistoric St.Mary's City at the Lazy Bear Cottage
Guesthouse in Annapolis
4.91 out of 5 average rating, 212 reviewsCalico Cottage Guest House, king bed, free parking
Guesthouse in Lusby
4.97 out of 5 average rating, 140 reviewsCozy Lakeside Studio Retreat.
Guesthouse in Annapolis
4.97 out of 5 average rating, 198 reviewsRECENTLY RENOVATED Cottage Near Downtown Annapolis
Apartment in Port Republic
4.93 out of 5 average rating, 113 reviewsBayview Apartment with a private entrance.
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
Other great vacation rentals in Chesapeake Beach
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)
Home in North Beach
4.91 out of 5 average rating, 23 reviewsLarge Bungalow 2 Blocks to Beach
Home in North Beach
4.91 out of 5 average rating, 34 reviewsA Little Piece of Paradise - Waterfront Home
Home in Leonardtown
4.97 out of 5 average rating, 29 reviewsWater's Edge Cottage | Luxury Retreat
Home in Huntingtown
5.0 out of 5 average rating, 21 reviewsHouse near Patuxent River
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