Chesapeake Bay cottages

Choose from 496 cottage rentals in Chesapeake Bay. Take your loved ones on an adventure to Virginia Beach or tour other exciting cities like Garrett County and McHenry. Wherever you plan to go, our cottages provide the opportunity to switch off the phone and enjoy a relaxing retreat without unwelcome distractions.

Fancy or basic, in a tourist hot spot or a little further out, high season or shoulder season — these factors and more will determine how much your cottage rental in Chesapeake Bay will cost. The length of your stay can also affect the final price. Some holiday rentals offer discounts for extended stays, so keep your eyes peeled for special offers.

March is when most Vrbo guests book a cottage rental in Chesapeake Bay. You can expect average temperatures of between 4ºC (39ºF) and 11ºC (52ºF) if you plan your trip during this time of year.

Book a cottage rental in Chesapeake Bay that offers views of historic areas or other lovely scenery just beyond your door. Privacy, comfort and stunning vistas? Find a property that comes with it all on Vrbo.

Lovely views of shimmering water, the wonder of nature and outdoor activities are just a few of the things to enjoy in one of Vrbo’s lakeside cottage rentals. Use our “Location” filter and check the “Lake” box to see if there are any cosy retreats in Chesapeake Bay by the water.

Venture out and experience everything Chesapeake Bay has to offer from the comfort of your cottage rental. We recommend doing a bit of research on what you’d like to see and do, so you can plan the perfect trip.

No sharing your space, no awkward small talk with strangers. When you stay in a Vrbo cottage rental, you’ll have the entire place to yourself. Need to change or cancel your travel plans? Our flexible cancellation policies let you book your cottage with complete peace of mind. Plus, thanks to our One Key™ rewards programme, you’ll be able to earn and use OneKeyCash™* on all eligible bookings on Vrbo. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.