Photo by Nancy Stauffer

Eastern Shore rentals with pool

We found 7,462 rentals with pool — enter your dates for availability

  • 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 rentals with a pool in Eastern Shore?
Select from 7,462 holiday rentals with a pool in Eastern Shore. Take your crew on a memorable trip to Berlin or tour other well-known cities like Ocean Pines and West Ocean City. Wherever you plan to go and whether you want to swim or simply relax in the water, we’ve got your perfect stay.
How much does it cost to stay in a holiday rental with a pool in Eastern Shore?
If you want to save on your holiday rental with a pool, our filters will help. After your initial search, narrow your results based on your preferences, including location, price and features and amenities. We’ve got properties in Eastern Shore to suit any budget, so make the most of our filters to find your dream stay.
When is the best time to book a holiday rental with a pool in Eastern Shore?
It all depends on what you plan to see and if you want to visit in low or peak season. July is when most Stayz guests book a holiday rental with a pool in Eastern Shore. Average temperatures at this time range between 21ºC and 29ºC.
What holiday rentals with a pool in Eastern Shore have nice views?
Book your holiday rental with a pool in Eastern Shore that boasts views of historic areas or other lovely scenery to wake up every morning to. Comfort, privacy and vistas you won’t soon forget? Find a house on Stayz that offers it all, including the chance to get some poolside relaxation.
Can I book a cabin with a pool in Eastern Shore?
Pack your swimming gear and get set for some splashing great times during your Eastern Shore trip. Booking a cabin with a pool will add another layer of fun to your next break, whether it’s private or shared, indoor or outdoor. Click on our “Pool” filter to search for stays that come with this perk.
Are there holiday rentals with a private pool in Eastern Shore?
Morning, midday or evening, you can go swimming whenever you want when you book a holiday rental with a private pool in Eastern Shore. To search for accommodation that’ll boost the fun factor during your escape, use our “Private pool” filter.
What are the top things to do in Eastern Shore?
Eastern Shore has lots of activities and attractions to keep you busy, so grab a few guidebooks or download a travel app and get planning. Love spending time in nature? Or are you more of an urbanite, foodie or eager shopper? However you spend your time, you can end your day relaxing by the water when you stay in one of our holiday home rentals with a pool.
Why should I book my holiday rental with a pool with Stayz?
When you select a Stayz holiday rental with a pool, the only people you have to share your space with are the people you take with you. It will just be you and the family with the whole place to yourselves having a splashing good time. Our flexible cancellation policies also mean you can book your rental house with confidence if you need to change your plans.

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