Chesapeake beach rentals

We found 3,062 beach rentals — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any beach holiday rentals in Chesapeake?
Stay in one of our 3,062 beach holiday rentals in Chesapeake and you'll have a perfect base for your next seaside adventure. South Norfolk, Greenbrier West and Deep Creek South are some of the city's most popular areas to stay.
How much does it cost to stay in a beach holiday rental in Chesapeake?
If you're planning to stay a while and want to save on your beach holiday rental, use our "Discounts" filter. This will list any properties in Chesapeake that offer deals for longer breaks, such as monthly or weekly discounts. You can also tailor your initial search by entering your maximum budget. While several factors will determine how much you pay, we'll help you score a seaside getaway at a pocket-friendly price.
When is the best time to book a beach holiday rental in Chesapeake?
August is when most Bookabach guests book a beach holiday rental in Chesapeake, which is in Chesapeake City County. The average temperature ranges from 23ºC to 30ºC during this time of year.
Where can I book a Chesapeake beach holiday rental with great views?
Stay at a beach holiday rental in Chesapeake and you'll be stepping out of your front door to amazing vistas. Some of our most popular rental houses here feature views of historic areas.
What are the top things to do in Chesapeake?
Norfolk Botanical Garden, Nauticus National Maritime Centre and Chrysler Museum of Art are attractions that'll keep the whole crew entertained in Chesapeake. There's nothing like travel to get everyone together, so browse our beach holiday rentals in this exciting destination.
Why should I book my beach holiday rental with Bookabach?
No sharing your space, no awkward experiences with strangers. When you pick a Bookabach beach holiday rental, you'll have the entire place all to yourself. Need to alter or cancel your itinerary? Our flexible cancellation policies mean you're able to book your rental house with total peace of mind.
Beach Rentals in Chesapeake
Beach Rentals in Greenbrier West