Find the best place to stay — Chesapeake Bay

Where to stay around Chesapeake Bay, US?

Our 2018 property listings offer a large selection of 1,994 vacation rentals near Chesapeake Bay. From 956 houses to 260 condos, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Chesapeake Bay for a holiday or a weekend are on VRBO.

What are the most popular destinations to visit in Chesapeake Bay?

There are many lovely places to stay for a holiday trip or just for a weekend in Chesapeake Bay. From VRBO travelers, the top most popular destinations to visit are:

  • Virginia Beach: 1,283 vacation rentals
  • Pennsylvania: 5,311 vacation rentals
  • Virginia: 5,537 vacation rentals
  • Maryland: 6,134 vacation rentals
  • Delaware: 3,007 vacation rentals

And VRBO offers you the chance to discover many other popular destinations in Chesapeake Bay! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Chesapeake Bay?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Chesapeake Bay:

  • Virginia Beach: 1,283 rentals
  • Williamsburg: 384 rentals
  • Annapolis: 470 rentals
  • Baltimore: 242 rentals
  • Saint Michaels: 167 rentals

For other cities, please use our search bar to access the selection of vacation rentals available.

Can I find easy-access vacation rentals when traveling by plane to Chesapeake Bay?

Yes of course. Our owners offer a large selection of vacation rentals near airports. The airports with a large selection of vacation rentals in Chesapeake Bay are:

  • Baltimore-Washington International Thurgood Marshall Airport (BWI): 642 vacation rentals
  • Tipton Airport (FME): 1,691 vacation rentals
  • Quantico Mcaf Airport (NYG): 36 vacation rentals

For other airports, please use our search bar to access the selection of vacation rentals available.

Near which points of interest can I spend my holidays in Chesapeake Bay?

VRBO offers a large selection of rentals near lovely places in Chesapeake Bay. From VRBO travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Baltimore Inner Harbor Marina: 279 rentals
  • Cape Charles Beach: 199 rentals
  • Busch Gardens Williamsburg: 373 rentals
  • Jamestown Settlement: 352 rentals
  • Breezy Point Beach: 184 rentals

But there are many other points of interest around Chesapeake Bay listed on VRBO where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.