What are the top rated Vacation Rentals with Pools in Chesapeake Bay?

There are a lot of options in Chesapeake Bay. If you plan on staying in the Chesapeake Bay area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals with Pools in Chesapeake Bay: <a href="/property/st-michael-s-premier-in-town-rental-with-heated-pool-pool-opens-4-3/HA-121287681" class="class="static-page-link"">St. Michael&#39;s Premier In-Town Rental with heated pool. Pool opens 4/3</a> <a href="/property/wye-river-cape/HA-321327380" class="class="static-page-link"">Wye River Cape</a> <a href="/property/eastern-shore-waterside-cottage-near-st-michaels/HA-3213305005" class="class="static-page-link"">Eastern Shore Waterside Cottage Near St. Michaels</a> <a href="/property/a-minute-from-st-michaels-cozy-pretty-waterfront-cottage-gorgeous-views/HA-1219896747" class="class="static-page-link"">A Minute from St.Michaels. Cozy, Pretty, Waterfront Cottage, Gorgeous Views!</a> <a href="/property/chesapeake-eastern-shore-chestertown-md-waterfront-with-shared-pool-and-dock/HA-3212935955" class="class="static-page-link"">Chesapeake Eastern Shore, Chestertown MD, waterfront with shared pool and dock.</a> <a href="/property/cottage-1a-charming-1-bedroom-cottage-on-the-water-minutes-from-st-michaels-md/HA-3214450017" class="class="static-page-link"">Cottage 1A-Charming 1-bedroom cottage on the water, minutes from St Michaels MD</a> <a href="/property/little-white-rose-cottage-on-the-banks-of-the-rappahannock-river/HA-3214929325" class="class="static-page-link"">Little White Rose Cottage on the banks of the Rappahannock River</a> <a href="/property/charming-2-bedroom-cottage/HA-3214427234" class="class="static-page-link"">Charming 2-bedroom cottage</a> <a href="/property/chesapeake-bay-cottage-private-pool-pier-and-kayaks/HA-32157004" class="class="static-page-link"">Chesapeake Bay Cottage, Private Pool, Pier and Kayaks</a> <a href="/property/cottage-2-charming-2-bedroom-cottage-waterfront-wifi/HA-3214450184" class="class="static-page-link"">Cottage #2: Charming 2-bedroom cottage, waterfront, WiFi</a>

What are the best family-friendly luxury rentals in Chesapeake Bay?

We have many family-friendly luxury rentals in the Chesapeake Bay. The Top family-friendly holiday rentals in Chesapeake Bay are: Eastern Shore beach cottage get-away Cozy Cottage with Yard Less Than 2 Mi to Choptank River Key West Cottages Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch See all <a href="/all/usa/chesapeake-bay" class="class=&#34;static-page-link&#34;">pet-friendly luxury rentals in Chesapeake Bay</a> on Piratecovecottages

Do any villa rentals in Chesapeake Bay have a pool?

Yes, There are more than 64 villa rentals in Chesapeake Bay that have indoor and private swimming pools. Check out our filter option to find your best villa or vacation home near Chesapeake Bay.

What are some great places to stay in Chesapeake Bay that have a heated pool?

Many of the holiday rentals on Piratecovecottages have heated pool facilities. These are some popular apartment rentals in Chesapeake Bay that you may consider: Eastern Shore beach cottage get-away Cozy Cottage with Yard Less Than 2 Mi to Choptank River Key West Cottages Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch