Search Villas in Chesapeake Bay

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 1 Villas in Chesapeake Bay with updated reviews, rates, and availability.

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

9.8 out of 10, Exceptional, (14)
"Outstanding."
Washington Family Property, Upper Carriage House in Old Town on 107 S Lee Street
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.
Don't see what you're looking for?
See all available properties in Chesapeake Bay
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Chesapeake Bay

Glover Park - Georgetown

4.0 star property
8.8 out of 10, Excellent, (2392)
"A little tired"
The price is AED 804
AED 933 total
includes taxes & fees
1 May - 2 May
Glover Park - Georgetown

The River Inn

4.0 star property
9.4 out of 10, Exceptional, (1655)
"Staff was very friendly"
The price is AED 621
AED 720 total
includes taxes & fees
27 Apr - 28 Apr
The River Inn

The Churchill Hotel near Embassy Row

3.5 star property
8.8 out of 10, Excellent, (1710)
"Location is good and area is safe"
The price is AED 1,402
AED 1,736 total
includes taxes & fees
5 May - 6 May
The Churchill Hotel near Embassy Row
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.

Frequently asked questions

How much do villas in Chesapeake Bay cost?
Prices for villas in Chesapeake Bay range between and 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 1 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.
Why book your villa in Chesapeake Bay with Expedia?
Reserving a villa in Chesapeake Bay is as simple as working out your travel dates and picking the option that satisfies your needs. Want something affordable or upmarket, or a stay that also comes with a laundry and kitchen? Use Expedia’s search filters to narrow your results and find the perfect fit.