Discover a selection of 9,000 vacation rentals in Chesapeake Bay, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $125 per night, and houses and cabins are popular options for a stay in Chesapeake Bay. Either way, you'll find a rental for everyone's needs.
AsyncDestinationUrgency
Top rated rentals — Chesapeake Bay
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy

How many vacation rentals are available around Chesapeake Bay, US?

Our 2023 property listings offer a large selection of 9,351 vacation rentals around Chesapeake Bay. From 4,798 house rentals to 448 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.