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Vacation Rentals in Chesapeake Bay

Estimated price for 1 night/2 adults

Ocean Beach Club by Diamond Resorts
Ocean Beach Club by Diamond Resorts
3.5 out of 5.0 3401 Atlantic Ave, Virginia Beach, VA
$225
4.0/5 (1853 reviews)

Awesome stay. Family friendly and great location on beach.

Reviewed on Jul 16, 2019
Located in Northeast Virginia Beach, this beachfront condo building is on the boardwalk, just steps from Pacific Avenue and Virginia Beach Boardwalk. Virginia ...
Boardwalk by Diamond Resorts
Boardwalk by Diamond Resorts
3.0 out of 5.0 1601 Atlantic Ave, Virginia Beach, VA
$205
4.1/5 (817 reviews)

The room was perfect, and was a great location on the beach. Has tons to offer and excellent staff!

Reviewed on Jul 15, 2019
Located in Northeast Virginia Beach, this beachfront condo building is on the boardwalk, just steps from 17th Street Park, John Wareing Monument, and Virginia ...
Ocean Suites
Ocean Suites
2.5 out of 5.0 2315 Atlantic Avenue, Virginia Beach, VA
$163
3.6/5 (913 reviews)

Everything was great. The only things I didn't like was the bed and the AC unit in my room didn't get my room cool at all

Reviewed on Jul 8, 2019
Located in Northeast Virginia Beach, this beachfront condo building is on the boardwalk, just steps from Old Coast Guard Station and Virginia Beach Boardwalk. ...
Turtle Cay by Diamond Resorts
Turtle Cay by Diamond Resorts
2.5 out of 5.0 600 Atlantic Ave, Virginia Beach, VA
$295
4.2/5 (751 reviews)

I loved the pool area, super clean and so fun for the kids. I loved that they had activities everyday scheduled. The only thing I really didn’t like was the 10am check out time. That was rough.

Reviewed on Jul 12, 2019
Located in Northeast Virginia Beach, this condo building is within a 10-minute walk of JT's Grommet Island Park and Atlantic Wildfowl Heritage Museum. Virginia ...
The Atrium Resort
The Atrium Resort
3.0 out of 5.0 315 21st St, Virginia Beach, VA
$149
3.9/5 (566 reviews)

Loved Location! The room still had dirt on floor on carpet & BR. And there was dirt in tub and sink too. Pool great for a family because it’s only 4 feet deep. I didn’t like that adult swim was 8-10am and you have to check out at 10. I have a toddler, so I couldn’t get in the pool before I left. ...

Reviewed on Jul 19, 2019
Located in Northeast Virginia Beach, this eco-friendly condo building is within a 5-minute walk of Pacific Avenue and Virginia Beach Boardwalk. Virginia Beach ...
Beach Quarters by Diamond Resorts
Beach Quarters by Diamond Resorts
2.5 out of 5.0 501 Atlantic Avenue, Virginia Beach, VA
$225
3.8/5 (992 reviews)

We stayed at the Beach Quarters for SITW this year. I was very pleased with the hotel stay. It was close to the concert venue, clean, and accessible. The staff was quite pleasant despite all the craziness. The room was perfect with two double beds and a balcony. It was a bit expensive when I booked, ...

Reviewed on Jul 14, 2019
Located in Northeast Virginia Beach, this beachfront condo building is on the boardwalk and within a 10-minute walk of JT's Grommet Island Park and Atlantic ...
Residence Inn by Marriott Virginia Beach Town Center
Residence Inn by Marriott Virginia Beach Town Center
3.0 out of 5.0 221 Bendix Road, Virginia Beach, VA
$237
4.8/5 (23 reviews)

Tables in both suites were rocky otherwise very clean and breakfast was excellent.

Reviewed on Jul 14, 2019
Located in Northwest, this aparthotel is within 1 mi (2 km) of Sandler Center for the Performing Arts and Virginia Beach Town Center. Virginia Beach Central ...
Ocean Sands Resort
Ocean Sands Resort
3.0 out of 5.0 2207 Atlantic Avenue, Virginia Beach, VA
$189
3.6/5 (449 reviews)

I wish they had breakfast. It totally sucks they don’t. The Restraunt/bar that is there is way over priced so I did not get to use it. The people working at the hotel are excellent. The only other complaint or thing I did not like is you don’t get soaps/ shampoos like most hotels. They have the re ...

Reviewed on Jul 14, 2019
Nestled on the beach, this Northeast Virginia Beach condo building is just steps from Old Coast Guard Station and Virginia Beach Boardwalk. Virginia Beach Convention ...
Angie's Guest Cottage
Angie's Guest Cottage
2.0 out of 5.0 302 24th Street, Virginia Beach, VA
$119
4.3/5 (93 reviews)

We stayed 2 nights in Angie's Guest Cottage, It is basic, very clean, nicely decorated place. Very good location and super friendly staff, We will be back.

Reviewed on Jun 28, 2019
Located in Northeast Virginia Beach, this aparthotel is steps from Pacific Avenue and Virginia Beach Boardwalk. Virginia Beach Convention Center and Neptune ...
Map

Choosing the perfect Chesapeake Bay rental

Book a vacation rental instead of a hotel, where you can live like a local at a private residence.

This rural destination welcomes all types of visitors, especially bargain hunters, animal lovers, and history buffs. Families are sure to enjoy local activities like fishing, sailing, and camping—along with nearby attractions like the area's festivals and concerts.

Dining in Chesapeake Bay

Chesapeake Bay is recognized for its seafood. If you prefer a home-cooked meal, you'll find that most vacation rentals come with full-size kitchens.

Sightseeing around Chesapeake Bay

One of the top sights in Chesapeake Bay is George Washington Birthplace National Monument. Dig in to the area's rich culture with outings to Gwynn's Island Musuem, Deltaville Maritime Museum, and Steamboat Era Museum. Outdoorsy visitors will appreciate a stroll through parks and green spaces like Holly Point Nature Park and Hughlett Point Natural Area.

Booking your rental on Expedia

With Expedia, it's safe and easy to book vacation rentals in Chesapeake Bay. We can help you contact the property owner directly to make any special arrangements. With the convenience of your short-term rental, you're sure to have a memorable time.

Other types of properties in Chesapeake Bay you may be interested in

Estimated price for 1 night/2 adults

Lord Baltimore Hotel

Lord Baltimore Hotel

20 W Baltimore St, Baltimore, MD
  • Free Cancellation
  • Reserve now, pay when you stay
3.5 out of 5.0
 
 

Lord Baltimore Hotel$84

Jul 29 - Jul 30

Lord Baltimore Hotel$84
The Wink Hotel

The Wink Hotel

1143 New Hampshire Ave NW, Washington, DC
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 

The Wink Hotel$109

Jul 21 - Jul 22

The Wink Hotel$109