16,721 Maryland Vacation Rentals & Short Term Rentals

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Compare Maryland vacation rentals from 17 rental sites including Booking.com, HomeAway, TripAdvisor and more, ranging from $25 to $7000 a night.

Information about Maryland

About Maryland

Maryland may be one of the smallest US States, but it is certainly not the lowest one on the list of states to visit. Called "America in Miniature" Maryland has a ton to offer and has played a key part in America's early history. Situated right on the Washington D.C. border, its landscape ranges from populated city areas to scenic hiking mountains. The maritime culture is prominent, producing a great cuisine scene. Sports fans are welcome here, especially if you play lacrosse, root for the Ravens or cheer on the Orioles. Maryland is a place full of passionate people and exciting activities.

Things to Do in Maryland

The Chesapeake Bay and Appalachian Mountains define Maryland's diversity. Though there are some things you will find universally: a love of lacrosse, the Ravens and the Orioles baseball team. In Baltimore you'll find the peak of this enthusiasm, though Marylanders everywhere will share a drink over a game. The Chesapeake Bay makes Baltimore's Inner Harbor a popular location bursting with attractions and fuels Annapolis' maritime vibe. Blue Crab is the signature food in Maryland, though surprisingly, fried chicken is a common dish all around. Ocean City is the place to head to for dining. Of course, a visit to the country's capitol, Washington D.C. is essential, as it is right on the Maryland border. And then there are the mountains. Hiking at the Assateague Island National Seashore, Deep Creek Lake, and the Appalachian Trail satisfies all those who want to get into the nature. If you are looking for a lakeside vacation with your family, there is no better place to go than Deep Creek Lake.

Maryland Accommodations

Finding a Maryland vacation rental is easy because everywhere you go, you can find a variety of options to suite your group size and activity desires. If want a Baltimore rental for two, for example, look for apartments downtown or near the port. For Annapolis accommodations, you probably will want something down by the water so you can buy the fresh catch and cook it in your rental. When you stay in Maryland, you are sure to get the full experience no matter where you are.

Vacation Rentals in Maryland

Find the best Maryland vacation rentals with Tripping.com. Choose from 20905 rentals, from studio apartments to luxurious condos to entire cabin homes. Book in advance or book instantly with properties marked as “Instabook,” with prices ranging from $25 a night to $7000 a night.

Our Tripping.com vacation rentals will save you hundreds, offering more amenities than the average hotel room. Going on a business trip? 9097 of homes in Maryland offer high-speed wifi internet so you won’t miss a beat. Travelling with kids? Have them splash around in any of the 3824 rentals with pool or jacuzzi, or relax with the family in one of the 9581 homes with cable TV.

For all those dog lovers and cat lovers, Maryland offers 2785 pet-friendly vacation rentals at an affordable price. Book the perfect vacation home that best matches your budget and accommodation style. For the ultimate stay, check out our listings now to grab the latest deals.

Search properties from 17 rental sites in Maryland where the top providers in that area are Booking.com, HomeAway, and TripAdvisor. There are 8512 Booking.com rentals, 7819 HomeAway short term rentals and 1936 TripAdvisor vacation rentals.