Spotting Chessie
10 guests
5 bedrooms
Tilghman Island, Talbot County
Located on the tip of Tilghman Island, this glorious home is sure to appeal to every type of holiday-maker. Nature-lovers will value the opportunity to spot deer, ospreys and bald eagles on the grounds.
Urban Elysium
6 guests
2 bedrooms
Downtown, Baltimore
"Quaintly nestled between the lively streets of Baltimore, this home offers guests an extravagant urban experience. With large windows serving as the canvas to the city’s dynamic palette, you can't help but be mesmerized by an unfiltered display of downtown life.
Explore the 42 most perfect homes in our collection
You've certainly come to the right place if you are hoping to find one of the finest Holiday Homes with Swimming Pools in Maryland, United States. Our exclusive collection consists solely of homes that have passed our thorough 150-step vetting process with flying colours, so you can book with true peace of mind, knowing that everything from decibel levels in the bedroom to a room's intangible atmosphere has been tested and approved. We don't list a huge number of homes one our site, just the right ones. Each property in our collection comes fully furnished and ready to welcome you, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Contact our dedicated team of experts to find the perfect luxury Maryland Home to Rent with a Swimming Pool today, and set up a holiday to remember.
