Where to go for great Maryland rentals

Where to go for great Maryland rentals

It might be small, but Maryland certainly packs one hefty punch. Culture, history, stunning nature – you’ll find it all rammed into this corner of the East Coast and Appalachia. This guide ranges from the crab-clawed banks of Chesapeake Bay to the buzzy state capital to the wiggling Appalachian Trail, all in search of awesome spots where you can bag Maryland rentals.

A place on the water in Eastern Shore vacation rentals

A modern home with a rooftop seating area and well-lit porches clings to the sand dunes

The Eastern Shore isn’t small. It encompasses the whole wedge of land that runs from the Elk River to beautiful Assateague Island out on the swells of the Atlantic. On the one side, you’ll find enchanting Chesapeake Bay vacation rentals, backing onto wide inlets and estuaries, touting their own boating jetties and decks. On the other, you can get condos in Ocean City, near cotton-candy stalls and fun-loving pleasure parks by the sand.

The charm of the coast in Ocean Pines, MD, rentals

In many ways, Ocean Pines is the quintessence of East Coast living. Laid-back, fed by excellent seafood, and beset by woodlands and waterways, it’s a great place to crank up the R&R. Ocean Pines rentals tend to be lodge-style homes or little cabins in the forests. Some have moorings for the fishing skiff. Others boast steaming hot tubs and outdoor fire pits.

Sunset Island – let the salt breezes roll in

Clutching the barriers of Maryland’s east coast just a smidgen north of the twirling Ferriss wheel and neon-lit boardwalk of Ocean City, Sunset Island channels the fun of the MD shore and tempers it with classic relaxation. Clean, airy condos are the main type of place up for rental, and they typically come with an infusion of nautical design, along with balconies and big kitchens.

Annapolis vacation rentals for a fix of history

It doesn’t usually take very long for the state capital of Maryland to get under your skin. It’s a beguiling, beautiful place that’s anchored on an old town of cobblestone lanes and handsome colonial buildings. There are even charming cottages and centuries-old townhouses that you can rent for the vacay, putting you near naval museums and salty dock areas filled with seadog taverns.

Baltimore for a bite of the city

Redbrick rowhouses with rotund corners line the streets of Baltimore

There’s no city in the state that can match the cultural might of Baltimore. Hugging its vibrant Inner Harbor in a medley that includes the shark-snapping National Aquarium and the USS Constellation sloop-of-war from 1854, it’s got something to entertain the whole crew. What’s more, Baltimore vacation rentals can be downright sleek and cool. Find them housed in urban penthouses or in old redbrick terraces in bohemian historic districts.

While away summer days on Assateague Island

There’s never a better time to hit Assateague Island than during the long, sultry summer months. That’s when the sun beats down on the white-tinged beaches and the boardwalk nature trails come to life with wild ponies and migratory seabirds. Of course, being a designated reserve, it’s impossible to score rentals that are inside Assateague State Park itself. Instead, you can look to the country homes around Sinepuxent a dash to the north-west.

Treading the Appalachian Trail in Maryland

A cozy lodge has a high chimney stack, real-stone walls, and a wrap-around porch in Appalachia

While only 40 miles of the world-famous Appalachian Trail passes through Maryland, the stretch that does exist is easy to access and has some day-long routes that offer a quick hit of the great outdoors. You can pick out cabins and rustic farm homes along the bends of the Potomac River, and other lettings around the lookouts of High Rock close to the PA state line.