Chesapeake Bay Beach Rentals & Apartments - 8 Rentals Available

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New Point Cottage
1 BR / 1 BA / Sleeps 4 1 4 Min stay varies
Cottage / 1 Bedroom / Sleeps 4
1 bedrooms 1 bathroom Sleeps 4
Microwave • Air Conditioning • TV (Cable/Satellite)
"We absolutely loved it worth every penny. Everyone was so relaxing. Van not wait ti go back"
- Robin Keller, virginia
(1) Excellent (1 review)
1 / 22

Reedville Home
4 BR / 2 BA / Sleeps 10 4 10 Min stay varies
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"This is a super roomy home with a large kitchen, plenty of sleeping room, and a beautiful yard and dock for fishing! Kitchen is fully equipped with microwave, oven, stove, dishes, pans, utensils, and 2 coffee pots! Large kitchen table, two..."
- Susan Blackburn, Berryville, VA
(19) Excellent (19 reviews)
1 / 14

Sandy Point Home
3 BR / 1.5 BA / Sleeps 11 3 11 2 night min stay
Home / 3 Bedrooms / Sleeps 11
3 bedrooms 1.5 bathrooms Sleeps 11
High Speed Internet • Microwave • Air Conditioning
"We had a great time and enjoyed spending time with our family here. It was a pleasure to stay in this adorable place."
- Amy Holyfield Jenks, Georgetown, SC
(33) Excellent (33 reviews)
1 / 16

Reedville Home
3 BR / 2 BA / Sleeps 8 3 8 1 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
Dishwasher • Microwave • Washer/Dryer
"The pictures do not do this place justice. This was the perfect place for out family vacation."
- Hugh Jassol, Fredericksburg ,VA
(1) Excellent (1 review)
1 / 17

Sandy Point Home
4 BR / 2 BA / Sleeps 13 4 13 2 night min stay
Home / 4 Bedrooms / Sleeps 13
4 bedrooms 2 bathrooms Sleeps 13
High Speed Internet • Dishwasher • Microwave
"We rented this house for our annual Girls getaway. What a treat The house is perfect for cooking together in the large kitchen, then moving to the dinning area for a relaxing meal. The rooms are set perfectly and everything you need is about 15 minutes..."
- Robin Halaj Harry, Maryland
(54) Excellent (54 reviews)

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 problem. Families staying in Chesapeake Bay vacation rentals can rent paddleboats at various park sites along the trail. 

The Rappahannock River Valley National Wildlife Refuge offers a variety of activities to enjoy in the fresh air, including hunting, fishing, and birdwatching. There are also environmental education programs for younger visitors to enjoy. 

There is also a great selection of museums that put visitors in the shoes of mariners and fishermen in the Chesapeake Bay area. The Deltaville Museum, Mariners’ Museum, Reedville Fisherman’s Museum, the Steamboat Era Museum, and the Watermen’s Museum are just a few of the popular sites that preserve the heritage and local history of the area. 

Food & Dining

With approximately 350 species of fish living in its waters, Chesapeake Bay is famous for its delectable seafood. Blue crabs, oysters, clams, and rockfish are some of the bay area’s most popular regional foods. Feast on local seafood at Wickers Crab Pot, a family-owned restaurant known for harvesting the freshest of crabs. Bad Habits Wing and Oyster Bar is another popular hang out with a menu that has something on it for everyone. If you’re looking to stay in, with time and patience, visitors staying in Chesapeake Bay vacation rentals can catch their own meal straight from the water to prepare and cook in the comfort of their home. Guests interested in this activity should check the state of Virginia’s recreational fishing regulations for further information and license requirements. 

Whether you prefer spending time at the beach or exploring charming downtown areas, Chesapeake Bay has a lot to offer. Make one of the many Chesapeake Bay vacation rentals your starting point and then see all that the area has to offer by visiting neighboring towns, too. There's something for everyone in this part of Virginia!