Photo by Ronanne Vinson

Chesapeake Beach house rentals

We found 722 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 Beach?
Chesapeake Beach has 722 holiday home rentals to choose from, including in sought-after neighbourhoods like Deale Beach. Offering more value, space and privacy compared to a hotel room, it's easy to feel at home in a Stayz house.
How much does it cost to stay in a holiday rental house in Chesapeake Beach?
Prices vary according to season, length of stay and property location, so enter your trip details to find out what's available. Whatever your plans or budget, Stayz has holiday home rentals in Chesapeake Beach for every kind of guest.
When is the best time to rent a holiday house in Chesapeake Beach?
It depends on the type of weather you like most, among other considerations. Many people visiting Maryland get a Chesapeake Beach holiday home rental in March, when the average temperature ranges from 4ºC to 10ºC.
Where can I rent a Chesapeake Beach holiday house with great views?
Stayz makes it simple to find the stunning views you're looking for in your holiday house. Use the "Location" filter to narrow down the kind of area you prefer to be in, and the views you like to gaze out at, while browsing holiday home rentals in Chesapeake Beach.
Does Chesapeake Beach have any weekend house rentals?
You'll find some top-quality houses that are available for weekend rental. Simply enter your travel dates and look forward to an impromptu few days of fun. If you can't find the ideal holiday home rental in Chesapeake Beach right away, just play around with your dates and search again.
Are there any pet-friendly house rentals in Chesapeake Beach?
Use our convenient filter tool to browse pet-friendly holiday home rentals in Chesapeake Beach. To discover a house rental that offers perks such as pet bedding or a fenced yard, just click on "Pets allowed."
What are the top things to do in Chesapeake Beach?
It's no surprise why many families love Chesapeake Beach, with cool attractions like Breezy Point Beach, Chesapeake Beach Water Park and Chesapeake Beach Railway Museum to explore. Check out this destination's wonders together and then return to the cosy comforts of your holiday home rental.
Why should I book my holiday rental house with Stayz?
When you opt for a Stayz holiday home rental, the only people you have to share your space with are the people you take with you. It will only be you, your family and the entire place for your exclusive use. Our flexible cancellation policies also mean you can book your rental house with confidence if you have to change your plans.
Holiday Rental options in Chesapeake Beach
Oceanfront holiday rentals in Chesapeake Beach
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Holiday rentals with spa pool in Chesapeake Beach
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Family-friendly holiday rentals in Chesapeake Beach
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Pet-friendly holiday rentals in Chesapeake Beach
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Monthly rentals in Chesapeake Beach
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Beach holiday rentals in Chesapeake Beach
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Holiday rentals with pool in Chesapeake Beach
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Mountain holiday rentals in Chesapeake Beach
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Ski holiday rentals in Chesapeake Beach
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Lake holiday rentals in Chesapeake Beach
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