Chesapeake pet-friendly rentals

Pick one of our 1,606 pet-friendly vacation rentals in Chesapeake and you’ll have an ideal base for your next big adventure with Fido. South Norfolk, Greenbrier West and Deep Creek South are some of the city’s most popular neighborhoods.

A number of factors will influence the price of a pet-friendly vacation rental in Chesapeake, such as the size of the property and how long and when you’re traveling. All you have to do is enter your vacation dates and any preferences to find a house that suits you and your pooch.

August is a wonderful time to let Fido meet some new pals. Be sure to organize your trip to Chesapeake early as our pet-friendly vacation rentals get snapped up quick during this month. Not sure what to pack? On average, temperatures range from 73ºF (23ºC) to 86ºF (30ºC). There are also plenty of other good times to explore this part of Chesapeake City County, so check the availability in different months or seasons.

Make your escape to Chesapeake even more special by booking one of our pet-friendly vacation rentals with views of historic areas. Admiring pretty outlooks while chilling with your furry companion is a great way to wrap up a day of exploration.

You can search for pet-friendly vacation rentals in Chesapeake that feature an outdoor space for your pooch to roam, play and explore. Pick one with a fenced-in yard or that’s near dog-friendly parks, trails or other recreational areas. To find these types of stays, click on “Garden or backyard” under the features and amenities section of our filter tool.

Get back to nature with your furry friend right by your side at one of our pet-friendly cabins or lodges in Chesapeake. Use our handy “Pet-friendly” filter to narrow your search for properties that ensure an unforgettable experience for the whole family — four-legged members included.

Get your Chesapeake getaway off to an awesome start with a visit to top attractions like Norfolk Botanical Garden, Nauticus National Maritime Center and Chrysler Museum of Art. Stay in a Vrbo pet-friendly vacation rental with the family and then explore this destination’s wonders with the family dog in tow.

With our handy filter tool, booking a getaway with your pup has never been easier. Fine-tune your search for an awesome pet-friendly vacation rental by things like location, budget and amenities. Our Book with Confidence guarantee also means that you’ll get 24/7 customer support and deposit protection throughout your trip. For more peace of mind, choose one of our rentals that come with flexible cancellation policies. On top of all that, our free rewards program, One Key™, lets you earn OneKeyCash™* on eligible bookings on Vrbo, Expedia and Hotels.com. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Hotels.com, Expedia and Vrbo.