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Maryland Vacation Rentals

Vacation Rental Homes, Condos, Cabins, Villas & Beach Houses in Maryland from top rental companies and trusted homeowners.


Travel by car from the inviting Maryland resorts around Deep Creek Lake in the state’s westernmost mountain areas to the oceanfront Maryland condominiums at Ocean City, MD in around six hours. Maryland is small in land mass but large in history. Its topography includes the vast Chesapeake Bay that cuts a wide swath for nearly 200 miles inland, beautiful beaches that reach into the Atlantic Ocean and ski mountains near Maryland’s highest point of 3,360 feet.

Western Maryland Vacation Rentals

The forested mountains of Western Maryland are far different from the beachfront boardwalk along the Eastern Shore. State forests and tranquil rivers are part of the Western Maryland landscape that also includes mountains and waterfalls. The trails in Western Maryland are designed for hiking in summer and cross-country skiing in winter. This year-round Maryland resort area has opportunities for your family to put their feet in stirrups for some horseback riding or their feet in snowshoes for walking in the winter snow.

A vacation house in Maryland’s Deep Creek Lake is likely surrounded by plenty of water and woodlands. Deep Creek Lake boasts 65 miles of shoreline for all your favorite summertime water recreation and nearby mountains for all the best winter activities. Boating, fishing and bird watching are phenomenal at Deep Creek Lake and snowmobiling, ice skating and downhill skiing are cold-weather attractions that make Deep Creek Lake a year-round Maryland vacation rental destination.

Central Maryland Condo Rentals

Central Maryland encompasses the capital city of Annapolis where sailing is a prominent sport and yachtsmen anchor in the Chesapeake Bay. Condominiums in Maryland’s capital put families equidistant from Washington D.C. and Baltimore, about 30 miles. From baseball’s Baltimore Orioles and football’s Baltimore Ravens to thoroughbred horse racing, Baltimore is an active waterfront city that thrives on sports. Central Maryland is even where the U.S. presidents go for a getaway as Camp David is located here. But what it likely to stand out for visitors to Central Maryland is the history. Forts that protected settlements and still stand today are part of history that includes the Civil, Revolutionary and French and Indian Wars.

Maryland Vacations in the Capitol

You can spend a week sightseeing Washington D.C. and visiting its museums, memorials and monuments when you reserve a Maryland rental in the Capitol and still not see all there is to see. From the White House to the United States Capitol and an array of historic attractions in between, the Capitol is as educational to visitors as it interesting to artists and architects. The National Mall and the Smithsonian Institution are impressive sites that just might be bigger than you expect. So take your time in seeing it all when you reside nearby in a Maryland condominium.

Southern Maryland’s House Rentals

Settlers first came to Maryland in 1634, landing near St. Clements Island and then settling in Coltons Point. Visit St. Mary’s City, Maryland’s first capital, where Historic St. Marys City is quite an attraction. Retrace the footsteps of John Wilkes Booth after he shot President Lincoln. His 12-day escape through Southern Maryland is the focus of tours and historic sites. Southern Maryland house rentals are near state parks, lighthouses, hiking trails and fun on the rivers.

Vacation Houses at Maryland’s Eastern Shore

Cross the Chesapeake Bay and travel Maryland’s Eastern Shore. The crabbing, oystering, fishing and shipbuilding industries of yesteryear are brought to life in the working waterfronts, plentiful docks and inordinate number of commercial vessels that are part of the Eastern Shore’s landscape. It is those same industries that are thriving today. The Eastern Shore ports are packed with history and the waterfronts are lined with vacation condominiums in Maryland. Ocean City, Maryland’s condominium rentals are renowned up and down the East Coast because Ocean City is a family vacation destination. Public beaches that are easily accessible and free stretch for 10 miles at Ocean City. Nearby Assateague Island National Seashore reaches 37 miles and boating and nature trails are everywhere on the Eastern Shore.