Search Chesapeake Bay Villa Rentals from CA $143

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Browse Select Chesapeake Bay Villas

Our top choices for Chesapeake Bay villas

"Loved this centrally located place. It was nestled between Jamestown and Williamsburg. The accommodations were very clean and provided everything we needed."

CA $264 total

includes taxes & fees

Sep 3 - Sep 4

"Close to the beach. Peaceful stay. My family enjoyed."

CA $393 total

includes taxes & fees

Sep 2 - Sep 3

"Host was super responsive and available. Location is excellent - close to boat and kayak launch. Grill, smoker, patio were all great. "

CA $1,739 total

includes taxes & fees

Sep 2 - Sep 3

"We enjoyed our stay. We were very close to DC, the airport, and all the museums. It was twelve of us. The home really felt like home. It has a very large open area on the first floor which includes the dining room, kitchen and living room. The adults and the children spent a lot of time together. We rented two vans but parking worked well at the house and was very convenient as we used an app to reserve parking in DC. We enjoyed the local restaurants and felt safe as we spent time in the city of...

CA $1,956 total

includes taxes & fees

Sep 16 - Sep 17