Chesapeake Bay rentals with pool

Choose from 4,848 holiday rentals with a pool in Chesapeake Bay. Take your crew on a fun-filled trip to Virginia Beach or visit other well-known cities like Garrett County and McHenry. Wherever you’re headed and whether you want to swim or float around in the water, Bookabach has your perfect stay.

A number of factors will determine how much you pay for a holiday rental with a pool in Chesapeake Bay, such as the size of the property and how long and when you’re staying. All you have to do is enter your holiday dates and preferences to find a house where you can splash around in.

That all depends on what you plan to do and if you want to visit in peak, shoulder or low season. March is when most people book a holiday rental with a pool in Chesapeake Bay. Average temperatures during this time range between 4ºC and 11ºC.

If you want to make a splash after a big day of exploring, have a look at our holiday rentals with a pool in Chesapeake Bay that come with picturesque vistas like views of historic areas.

Pick a cabin with a pool in or around Chesapeake Bay and add another level of fun to your getaway. Comfy and welcoming, our cabins are great for couples and families who are searching for a more outdoorsy experience. Toss in a pool and you can spend your time switching between discovering nature and practicing your cannonballs!

Night or day, enjoy a swim whenever you want when you book a holiday rental with a private pool in Chesapeake Bay. To discover Bookabach properties that’ll add an extra layer of fun to your trip, use our “Private pool” filter.

After you’ve secured your holiday home rental with a pool, it’s time to start planning your Chesapeake Bay itinerary. Think about your interests, whether that’s food experiences, outdoor activities or relaxation and wellness, and plan your to-do list from there. Just make sure you give yourself plenty of time to enjoy long, leisurely days by the pool.

Booking your holiday rental with a pool with Bookabach means you’ll have the entire property to yourselves — your own private retreat for poolside fun without any interruptions or distractions from anyone else. Not only that, our easy payment and cancellation policies give you the freedom to amend your plans if required.