Chesapeake Bay beach rentals

If you’re planning to stick around a while and want to save on your beach holiday rental, use our “Discounts” filter. This will show you any properties in Chesapeake Bay that offer deals for longer stays, such as a weekly or monthly discount. You can also fine-tune your search by entering your maximum spend per night. While several factors will influence how much you pay, we’ll help you score a seaside getaway at a price that’s perfect for you.

March is when the majority of guests book a beach holiday rental in Chesapeake Bay. You can expect average temperatures of between 4 ºC (39 ºF) and 11 ºC (52 ºF) if you plan your coastal getaway at this time of year.

Book your beach holiday rental in Chesapeake Bay that boasts views of historic areas or other lovely scenery to wake up every morning to. Comfort, privacy and vistas to remember? Find a house that has everything you need for the perfect seaside getaway on Vrbo.

Ocean City Beach is among the most popular beaches in Chesapeake Bay. With a family-friendly vibe, the kids will have plenty of fun here. Travelling with your love? Enjoy a romantic sunset picnic together at Sandbridge Beach.

While you’ll find plenty of exciting things to do in Chesapeake Bay, it depends on the type of adventure you’re looking for. Once you’ve booked your beach holiday rental, make a list of attractions and activities that interest you and prioritise them based on your preferences, travel companions and available time.

When you opt for a Vrbo beach holiday rental, the only people you’ll share your space with are whoever you take with you. It’s only you, your closest companions and the whole property to yourselves. Our flexible cancellation policies also mean you can book your rental house with peace of mind if your plans change.