Chesapeake Vacation Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jul 6 - Jul 7
Tomorrow
Jul 7 - Jul 8
Next weekend
Jul 11 - Jul 13
In two weeks
Jul 18 - Jul 20

Vacation Rentals in Chesapeake

Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Can I find a vacation rental in Chesapeake?

Yes, you can find vacation rentals close to the most popular attractions in Chesapeake, or you can select a more remote option if you'd like a relaxing place to stay.

What’s there to see and do in Chesapeake?

Explore the area and family-friendly sights such as Cabin Creek Quilts, or get out into nature at a spot like Kanawha State Forest. University of Charleston and West Virginia State Museum are a couple of places you'll find in the larger area.

What’s a vacation rental in Chesapeake like?

A vacation rental is a private property you can stay in for several days or longer in Chesapeake. Vacation rentals offer amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a family getaway.