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Our top choices for Chesapeake villas

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
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.

Learn more about Chesapeake

Explore the Great Dismal Swamp's boardwalk trails where kayakers glide past cypress trees and wildlife thrives. The Chesapeake Arboretum's 48 acres of forests and gardens offer peaceful hiking, while nearby waterfront restaurants serve the bay's famous blue crabs.

A beach at sunset with a pier extending into the water.

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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.

What is there to do near my villa in Chesapeake?

Chesapeake has enough activities and experiences to keep you going for weeks (or months!), beginning with Chesapeake Golf Club. Oak Grove Lake Park, Cahoon Plantation Golf Course and Chesapeake Square Mall are other awesome attractions. If you're staying a while longer, Greenbrier Mall and Chesapeake Veterans' Memorial will cap off your itinerary nicely.

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