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Check prices for these dates

Next weekend
4 July - 6 July
In two weeks
11 July - 13 July
In one month
25 July - 27 July
In two months
22 Aug - 24 Aug

Featured Villas in Chesapeake Bay

The Boat House on the Bay - On the water; Pet Friendly; WiFi
View from property

The Boat House on the Bay - On the water; Pet Friendly; WiFi

8.0 out of 10, Very good, (19)
"Another fun vacation in the books."
The Boat House on the Bay - On the water; Pet Friendly; WiFi
Quiet Villa with Bowling Alley, Pools, +Mini Golf
Interior

Quiet Villa with Bowling Alley, Pools, +Mini Golf

9.0 out of 10, Wonderful, (2)
"Loved this centrally located place. It was nestled between Jamestown and Williamsburg. The accommodations were very clean and provided everything we needed."
Quiet Villa with Bowling Alley, Pools, +Mini Golf
Washington Family Property, Upper Carriage House in Old Town on 107 S Lee Street
Fridge, microwave, oven, stovetop

Washington Family Property, Upper Carriage House in Old Town on 107 S Lee Street

9.8 out of 10, Exceptional, (19)
"The house was great Perfect for two people and in a great location. "
Washington Family Property, Upper Carriage House in Old Town on 107 S Lee Street
Quiet Villa with Access to Amazing Amenities
Interior

Quiet Villa with Access to Amazing Amenities

8.8 out of 10, Excellent, (3)
"Excellent"
Quiet Villa with Access to Amazing Amenities
Diamond Resorts The Historic Powhatan Resort - 2 Bedroom Groundfloor
Pool

Diamond Resorts The Historic Powhatan Resort - 2 Bedroom Groundfloor

Diamond Resorts The Historic Powhatan Resort - 2 Bedroom Groundfloor
Marriott's Manor Club (1 Bedroom)
A heated pool

Marriott's Manor Club (1 Bedroom)

The price is AU$1,795
includes taxes & fees
2 July - 3 July
Marriott's Manor Club (1 Bedroom)
Marriott's Manor Club (Studio)
A heated pool

Marriott's Manor Club (Studio)

The price is AU$1,795
includes taxes & fees
2 July - 3 July
Marriott's Manor Club (Studio)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

How much do villas in Chesapeake Bay cost?
You'll pay between AU$1,795 and AU$1,795 per night for villas in Chesapeake Bay. No matter your budget, a fantastic stay is just a click away on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Chesapeake Bay?
Take a peek at our 5 villas in Chesapeake Bay and then book your favourite. Whether you're organising a holiday with all the family or kicking it with your pals, your perfect stay is just a few clicks away with Expedia.
What is there to do near my villa in Chesapeake Bay?
The most important accessory for your Chesapeake Bay getaway is a well-organised itinerary! National Mall, Smithsonian Institution and National Museum of African American History and Culture are among the top sights if you're bound for Washington. Baltimore is also home to terrific attractions, such as National Aquarium in Baltimore. Need more ideas for your to-do list? Make sure you visit Baltimore Museum of Art and American Visionary Art Museum too.