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Featured Villas in Chesapeake Bay

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

7.8 out of 10, Good, (21)
"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

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."
The price is NZ$573
includes taxes & fees
6 Aug - 7 Aug
Quiet Villa with Bowling Alley, Pools, +Mini Golf

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

10.0 out of 10, Exceptional, (23)
"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

8.8 out of 10, Excellent, (3)
"Excellent"
The price is NZ$336
includes taxes & fees
6 Aug - 7 Aug
Quiet Villa with Access to Amazing Amenities

Diamond Resorts The Historic Powhatan Resort - 2 Bedroom Groundfloor

Diamond Resorts The Historic Powhatan Resort - 2 Bedroom Groundfloor

Marriott's Manor Club (1 Bedroom)

The price is NZ$1,915
includes taxes & fees
27 July - 28 July
Marriott's Manor Club (1 Bedroom)
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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Top Chesapeake Bay Hotel Reviews

Frequently asked questions

How much do villas in Chesapeake Bay cost?
Prices for villas in Chesapeake Bay range between NZ$336 and NZ$1,915 per night. Whatever your budget, you're sure to find a place that suits your needs on Expedia. These prices were 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?
Choose from 5 villas in Chesapeake Bay. Whether you're escaping with relatives or a group of pals, and wherever your travels take you, Expedia can help you secure your perfect fit.
What is there to do near my villa in Chesapeake Bay?
You'll find so many things to keep you busy in Chesapeake Bay. If you're off to Washington, stop by Arlington House-The Robert E. Lee Memorial, Cady's Alley and Francis Scott Key Memorial Park. Basing yourself in Baltimore? Geppi's Entertainment Museum, Union Soldiers and Sailors Monument and Edgar Allan Poe's Gravesite and Memorial are among the top attractions here.