Shady Side beach rentals

We found 115 beach rentals — enter your dates for availability

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    Enjoy full kitchens, laundry, pools, gardens and more

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Frequently asked questions

Are there any beach holiday rentals in Shady Side?
Book one of our 115 beach holiday rentals and start organising your break in Shady Side. Whether you want to stay in Beverly Beach, Cape Anne, Deale Beach or another popular neighbourhood, Stayz makes it simple to find your ideal house by the seaside.
How much does it cost to stay in a beach holiday rental in Shady Side?
The size of your beach holiday rental and the amount of bedrooms will determine how much you have to pay. Another factor that affects the price is what type of amenities it has, whether that's the essentials or perks like a private pool. If you're planning to stick around a while, use our "Discounts" filter to search for properties in Shady Side that offer long-stay deals. Simply decide when you want to spend your days walking by the shoreline and let Stayz take care of the rest.
When is the best time to book a beach holiday rental in Shady Side?
July is when most Stayz guests book a beach holiday rental in Shady Side, which is located in Southern Maryland. On average, temperatures range from 22ºC to 30ºC during this month.
Where can I book a Shady Side beach holiday rental with great views?
When looking for your beach holiday rental in Shady Side, make use of our "Location" filter. This will help you choose the sorts of areas you prefer to stay in, whether that's away from the hustle and bustle or somewhere central.
What are the most popular beaches in Shady Side?
Triton Beach is among the most popular beaches in Shady Side. With a family-friendly vibe, it's an excellent spot for a day out with your kids. Another top option is Bay Ridge Beach. Stroll along the shore searching for seashells or simply soak up the sun and the pretty views.
What are the top things to do in Shady Side?
A fantastic beach holiday rental and top attractions like William Paca House are a few of the essential ingredients for a fun family trip to Shady Side. After more things to do with your crew in this city? Also check out Navy-Marine Corps Memorial Stadium and Chesapeake Beach Water Park.
Why should I book my beach holiday rental with Stayz?
When you opt for a Stayz beach holiday rental, the only people you'll share your living space with are those you bring with you. It'll only be you, your nearest and dearest and the entire place for your exclusive use. Our flexible cancellation policies also mean you can book your rental house with peace of mind if you need to change your plans.