Vacation rentals in Maryland
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Top-rated vacation rentals in Maryland
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Vacation rentals for every style
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Popular amenities for Maryland vacation rentals
Home rentals in Maryland
Home in Silver Spring
4.94 out of 5 average rating, 212 reviewsCozy One Bedroom Apartment Near DC
Home in Lusby
4.99 out of 5 average rating, 287 reviewsCove Point Beach Cabin
Home in Edgewater
4.94 out of 5 average rating, 101 reviewsSpacious 3 Bedrooms House+Patio
Home in Frederick
4.98 out of 5 average rating, 103 reviewsHistorically Modern Rowhouse in Downtown
Home in Smithsburg
4.96 out of 5 average rating, 116 reviewsThe Great Escape Lodge ~ Exquisite Mountain Views
Home in Baltimore
4.96 out of 5 average rating, 174 reviewsRetroLux Guest Suite 20 min to Downtown Baltimore
Home in Silver Spring
5 out of 5 average rating, 201 reviewsRare New Build Home w/Hot Tub, Fire pit, Game Room
Home in Tracys Landing
4.99 out of 5 average rating, 195 reviewsThe Little Gypsy BoHome
Cabin rentals in Maryland
Cabin in McHenry
4.98 out of 5 average rating, 113 reviewsMad Men Lake House*LAKEFRONT*Fam&Dog Friendly*OUTDOOR MOVIE EXPERIENCE*HOT TUB*1.8mi to WISP*WORK SPACES*wood CRIB!
Cabin in Boonsboro
4.94 out of 5 average rating, 398 reviewsLittle Lodge
Cabin in Deep Creek
4.97 out of 5 average rating, 117 reviewsBoulder Ridge Cabin, close to Deep Creek, Maryland
Cabin in Goldsboro
4.85 out of 5 average rating, 128 reviewsWigwam Lodge~Hot Tub~MasterSuite~Woodland Views
Cabin in Upperco
4.93 out of 5 average rating, 117 reviewsThe Guesthouse at Downey Family Farm
Cabin in Lusby
4.84 out of 5 average rating, 159 reviews2-bedroom lake-house with a magnificent view
Cabin in Friendsville
4.97 out of 5 average rating, 304 reviewsThe Crick House
Cabin in Keedysville
4.9 out of 5 average rating, 127 reviewsSunny Streams Cabin - Sunset Views w/ a Hot Tub!
Maryland waterfront vacation rentals
Guest suite in Chestertown
4.99 out of 5 average rating, 214 reviewsBeautiful Waterfront Chestertown Getaway
Guesthouse in Glen Burnie
4.94 out of 5 average rating, 311 reviewsThe Crab House - a Private, Waterfront Guest House
Houseboat in Kent Narrows
4.97 out of 5 average rating, 121 reviewsCass-N-Reel Luxury Houseboat
Guesthouse in Lusby
4.96 out of 5 average rating, 170 reviewsCozy Lakeside Studio Retreat.
Townhouse in Ocean City
4.97 out of 5 average rating, 397 reviewsEdgewater Escape - Bayfront Condo w/Private Porch
Guest suite in Ocean City
4.98 out of 5 average rating, 328 reviewsSpacious Luxury Studio in Ocean City
Guesthouse in Riva
4.99 out of 5 average rating, 330 reviewsThe Riva House
Guesthouse in Annapolis
4.99 out of 5 average rating, 144 reviewsCoastal Waterfront 1 Bedroom Cottage
Your guide to Maryland
Welcome to Maryland
Maryland’s 3,190 miles of shoreline and long riverfronts shape its natural appeal with sandy stretches and stellar sunrises. Charming old towns boast beautiful views and relaxing beaches as well as a healthy dose of American history, be it the origins of the national anthem or the Battle of Antietam. Though Annapolis is the state’s political capital, Baltimore is much larger, and both take many cultural and political cues from being a part of the National Capital Region and their proximity to Washington D.C. Many of the state’s claims to fame come from Chesapeake Bay, the water that nearly splits the eastern part of Maryland in two. From there we get the famed Maryland crab and other seafood that drive the local cuisine; the naval and civilian boating culture of Annapolis; and, of course, the scenic byways that weave across the water.
The best time to stay in a vacation rental in Maryland
Most of Maryland experiences four classic seasons, with chilly, snowy winters and hot, humid summers. At the Chesapeake Bay beaches, the hot, humid summers are more tolerable, making it a big draw for people looking to cool off on their vacation. But for most of the state, late spring and early fall bring the most comfortable weather. Spring in Maryland brings out the blooms, and various cherry blossom and garden events lure visitors to admire the bright colors, while fall shows its own red, orange, and brown hues. Though western Maryland stays cooler year-round, the higher elevations receive more snow in winter, which attracts snowshoers and other winter sports enthusiasts. But even the eastern part of the state can see significant snowfall, resulting in cold, icy conditions that are best suited for exploring indoor attractions.
Top things to do in Maryland
Cambridge
The small Eastern Shore town of Cambridge merges many of Maryland’s most iconic features. You can get a taste of history — it’s one of the oldest colonial towns in the country, just 15 minutes from the Harriet Tubman Underground Railroad Visitor Center — as well as a taste of the local seafood at the many crab restaurants overlooking Chesapeake Bay as you wander the boardwalk, or at Sailwinds Park.
Baltimore Inner Harbor
The focal point of Maryland’s largest city, this historic seaport and repurposed industrial area holds a slew of history and tons of museums. The National Aquarium, Port Discovery Children’s Museum, and the Reginald F. Lewis Museum of Maryland African American History and Culture will keep you busy all day, along with the area’s many restaurants and bars.
Assateague Island National Seashore
The peaceful, sandy beaches and windswept salt marshes of this 37-mile barrier island on Maryland’s far eastern Atlantic shores would be enough to make it an ideal destination. But it’s the beautiful herd of wild horses for which it’s most famous.
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