Chesapeake Bay pet-friendly rentals

We found 4,479 pet-friendly rentals — enter your dates for availability

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  • More quality time
    From booking to staying, the whole process is simple and enjoyable
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    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 pet-friendly holiday rentals in Chesapeake Bay?
Select from 4,479 pet-friendly holiday rentals around Chesapeake Bay. Take your loved ones on a fun-filled trip to Virginia Beach or visit other cities like Garrett County and McHenry. Wherever you plan to go, we’ve got the pawfect property for you and your four-legged friend.
How much does it cost to stay in a pet-friendly holiday rental in Chesapeake Bay?
A number of factors will determine the price of a pet-friendly holiday rental in Chesapeake Bay, such as the size of the property and how long and when you’re travelling. All you need to do is key in your holiday dates and any preferences to find a house that suits you and your furry friend.
When is the best time to book a pet-friendly holiday rental in Chesapeake Bay?
March is when most Stayz guests get a pet-friendly holiday rental in Chesapeake Bay. You can expect average temperatures of between 4ºC and 11ºC if you plan your break at this time of year.
Where can I rent a pet-friendly holiday rental with great views?
Book your pet-friendly holiday rental in Chesapeake Bay that offers views of historic areas or other amazing scenery to wake every morning to. Comfort, privacy and vistas you won’t soon forget? Find a house that comes with it all on Stayz, including a spot for the pooch.
Can I book a pet-friendly holiday rental near the beach?
Let your furry friend run off leash at one of our pet-friendly holiday rentals by the beach in Chesapeake Bay. Browse our stays near popular spots like Ocean City Beach and Sandbridge Beach and spend your days taking long walks along the seashore or playing fetch.
Do any pet-friendly holiday rentals in Chesapeake Bay have a garden?
You can search for pet-friendly holiday homes in Chesapeake Bay that include an outdoor space for your dog to explore, roam and play. Choose one with an enclosed yard or that’s near dog-friendly parks, trails or other recreational areas. To find these sorts of stays, click on “Garden or backyard” under the features and amenities section of our filter tool.
Can I book a pet-friendly cabin or lodge in Chesapeake Bay?
Use our “Pet-friendly” filter tool to discover the perfect stay. Many of our pet-friendly cabins or lodges in Chesapeake Bay have yard areas, so your pup will have ample room to run and play. There’ll also be somewhere for your pet to sleep comfortably, and sometimes even a welcome pack with a few surprises in them to enjoy.
What are the top things to do in Chesapeake Bay?
There are plenty of awesome experiences to look forward to when you book a pet-friendly holiday rental in Chesapeake Bay. The type of things you’re interested in and where you can visit with your four-legged friend will help you decide what activities to do, so do a little research before leaving home.
Why should I book my pet-friendly holiday rental with Stayz?
Besides having a wonderful space to chill out with your pooch, there are many good reasons to book your pet-friendly holiday rental with us. From the second you book until you get home, our first-rate customer support team will make sure that every step of your trip goes smoothly. Need to change plans? Check out our cancellation policies to find out if you can get a full refund.

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