Find house rentals near Chesapeake Bay

We found 3,012 house 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 holiday home rentals in Chesapeake Bay?
Select one of the 3,012 holiday home rentals in Chesapeake Bay and enjoy more amenities, space and privacy than a hotel room. Check out properties in well-known cities like Virginia Beach, Garrett County and McHenry and get ready to explore like a local.
How much does it cost to stay in a holiday rental house in Chesapeake Bay?
A range of factors will determine the price of a holiday home rental in Chesapeake Bay, such as property size and how long and when you want to stay. All you need to do is enter your travel dates and preferences to find a house that matches your budget and style.
When is the best time to rent a holiday house in Chesapeake Bay?
Consider arriving in March, when the temperature ranges from around 4ºC to 11ºC. This is the most popular month to book a holiday home rental in Chesapeake Bay.
Where can I rent a Chesapeake Bay holiday house with great views?
Book your holiday home rental in Chesapeake Bay that offers views of historic areas or other impressive scenery just beyond your door. Comfort, privacy and vistas to remember? Find a house that comes with it all on Stayz.
Does Chesapeake Bay have any weekend house rentals?
You'll find some comfortable houses that are available for weekend rental. Simply enter your chosen travel dates and prepare for an impromptu few days of fun. If you don't find the perfect holiday home rental in Chesapeake Bay right away, just alter your dates and search again.
Are there any pet-friendly house rentals in Chesapeake Bay?
With 824 holiday home rentals that can accommodate pets in Chesapeake Bay, you won't have to worry about leaving your furry friend behind. Just use the filter tool to search for pet-friendly houses that come with features like fenced backyards and dog beds — and of course, lots of comforts for you.
What are the top things to do in Chesapeake Bay?
Chesapeake Bay is a destination with lots of fun experiences. To create a well-thought-out travel itinerary, prioritise the activities and attractions based on your interests, length of stay and budget. Then, book a holiday home rental that'll serve as the perfect base on Stayz.
Why should I book my holiday rental house with Stayz?
From houses by the oceanfront to those in busy downtown areas, Stayz has a wide variety of holiday home rentals to select from. One of the many great reasons to book with us? You'll never have to share the property with any other guests. And with flexible cancellation policies and excellent customer support throughout your trip, we'll ensure everything goes smoothly.