0 Bedrooms for 1 Guest
Price $10 - $1000+

18,009 Maryland Holiday Rentals, Houses & Apartments

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews. Compare Maryland holiday rentals from 17 rental sites including Booking.com, HomeAway, TripAdvisor, and more, ranging from $25 to $7000 a night. 
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    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. boarder, 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.

    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

    Looking for the perfect vacation rental for your Maryland getaway? Tripping.com’s got your trip covered. Whether you’re seeking a villa, cabin or cottage, Maryland offers 18,999 affordable homes to choose from, offering far more amenities, space and convenience than the average hotel room. Select from 8,094 properties with high-speed internet, 3,640 full with jacuzzi and pool, and NaN homes complete with outdoor patio well-suited for a barbecue with loved ones. Whatever your needs, find the perfect rental that best matches your accommodation style and budget.

    For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $5018 a month. Save hundreds with Tripping.com and even book instantly with properties marked “Instabook.” Maryland has 18,999 gorgeous homes with 2,540 pet-friendly rentals to choose from, perfect for your furry friends. Check out our listings now to get the latest deals, and book the right vacation rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com.

    Search properties from 17 rental sites in Maryland where the top providers in that area are Booking.com, HomeAway, and TripAdvisor. There are 7,634 Booking.com rentals, 7,082 HomeAway short term rentals and 2,097 TripAdvisor vacation rentals.