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About Chesapeake Bay

With warm waters and a tranquil setting, Chesapeake Bay, Virginia is the perfect place for a relaxing family getaway. From enjoying activities out on the Atlantic Ocean to discovering the history of the area, there will always be something to do on vacation here. Chesapeake Bay vacation rentals are perfect for those traveling with families or those looking to save money, and they offer ultimate comfort and convenience during your trip.


The Chesapeake Bay area of Virginia has a humid, subtropical climate. This means that visitors traveling during peak season in the summer can expect temperatures that range from 70 to 90 degrees Fahrenheit. The best time to visit is typically during June and July when the weather is at its warmest and an array of water activities can be enjoyed. Book Chesapeake Bay vacation rentals in advance during peak season as they fill up fast. Visitors should not feel limited to these months, though. Spring and autumn see comfortable, mild temperatures while winter temperatures typically hover in the 40s.

Chesapeake Bay Area

For families seeking vacation rentals in the area, the Chesapeake Bay region offers many possibilities.

  • Cape Charles is a quaint seaside village located on Virginia’s Eastern Shore, which is connected to the mainland by the Chesapeake Bay Bridge Tunnel. Cape Charles Beach is quiet, clean, and the ideal spot for families.
  • Irvington is located on the Northern Neck of Virginia and is home to the Irvington Farmers Market on the first Saturday of the month from May until November. On these dates, more than 100 vendors gather to display homemade crafts, baked goods, cheeses, meats, seafood, clothing, furniture, jewelry, and more. 
  • Onancock is a small waterfront town located on the eastern shore of Virginia. Families lodging in a Chesapeake Bay vacation rental from May through September can book a cruise on the Tangier Island Ferry.
  • Mathews is a historic maritime community located on the eastern tip of Virginia’s Middle Peninsula. With plenty of colonial and Civil War sites to visit, history buffs would have a great time exploring this area.

Things to Do

The Chesapeake Bay region of Virginia is an ideal spot for nature lovers as there are countless outdoor activities that are fun for the whole family. Some of the most popular tourist attractions in the area include boating, paddling, or kayaking along the John Smith National Historic Trail. No boat of your own? No ...

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