Chesapeake Bay houses

Select one of the 7,871 vacation home rentals in Chesapeake Bay and enjoy more amenities, space and privacy than a hotel room. Check out properties in well-known cities like Virginia Beach, Garrett County and McHenry and get ready to explore like a local.

A range of factors will determine the price of a vacation home rental in Chesapeake Bay, such as property size and how long and when you want to stay. All you need to do is enter your travel dates and preferences to find a house that matches your budget and style.

Consider arriving in March, when the temperature ranges from around 4ºC (39ºF) to 11ºC (52ºF). This is the most popular month to book a vacation home rental in Chesapeake Bay.

Book your vacation home rental in Chesapeake Bay that offers views of historic areas or other impressive scenery just beyond your door. Comfort, privacy and vistas to remember? Find a house that comes with it all on Vrbo.

You’ll find some comfortable houses that are available for weekend rental. Simply enter your chosen travel dates and prepare for an impromptu few days of fun. If you don’t find the perfect vacation home rental in Chesapeake Bay right away, just alter your dates and search again.

With 824 vacation home rentals that can accommodate pets in Chesapeake Bay, you won’t have to worry about leaving your furry friend behind. Just use the filter tool to search for pet-friendly houses that come with features like fenced backyards and dog beds — and of course, lots of comforts for you.

Chesapeake Bay is a destination with lots of fun experiences. To create a well-thought-out travel itinerary, prioritize the activities and attractions based on your interests, length of stay and budget. Then, book a vacation home rental that’ll serve as the perfect base on Vrbo.

From houses by the oceanfront to those in busy downtown areas, Vrbo has a wide variety of vacation home rentals to select from. One of the many great reasons to book with us? You’ll never have to share the property with any other guests. And with flexible cancellation policies and excellent customer support throughout your trip, we’ll ensure everything goes smoothly.