A golf course, a large building complex, and a marina by a river.

Search Villas in Chesapeake

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Chesapeake villas

A wooden deck with a white railing, a red chair, and a table.

1. Upstairs 1Br Beach Apartment in the Heart of the Vibe District 5 Minute Stroll to Beach 1480

Upstairs 1Br Beach Apartment in the Heart of the Vibe District 5 Minute Stroll to Beach 1480
3.0 star property
Northeast Virginia Beach
The price is AED 8,582
AED 11,228 total
includes taxes & fees
30 Nov - 1 Dec
Upstairs 1Br Beach Apartment in the Heart of the Vibe District 5 Minute Stroll to Beach 1480
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesapeake Hotel Reviews

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

8/10 Good
"ok"
Andrew 1-night trip
Posted 1 hour ago
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

Frequently asked questions

Why book your villa in Chesapeake with Expedia?
Reserving a villa in Chesapeake is as easy as working out your travel dates and picking a place that satisfies your needs. Want something low cost or luxurious, or a stay that also offers a pool and free WiFi? Use Expedia's search filters to narrow your results and find the perfect fit.
How can I find cheap villas in Chesapeake?
With Expedia's filter tool, locating cheap villas in Chesapeake has never been easier. To discover stays that'll make your wallet happy, refine your search results by budget, amenities and star rating.