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 Glen Burnie
4.97 out of 5 average rating, 422 reviewsSecluded acre near BWI and Baltimore
Home in Lusby
4.99 out of 5 average rating, 285 reviewsCove Point Beach Cabin
Home in Cambridge
4.99 out of 5 average rating, 161 reviewsSunset Breezes - quiet waterfront retreat
Home in Smithsburg
4.97 out of 5 average rating, 113 reviewsThe Great Escape Lodge ~ Exquisite Mountain Views
Home in Silver Spring
4.99 out of 5 average rating, 192 reviewsRare New Build Home w/Hot Tub, Fire pit, Game Room
Home in Baltimore
4.96 out of 5 average rating, 174 reviewsRetroLux Guest Suite 20 min to Downtown Baltimore
Home in Rock Hall
5 out of 5 average rating, 112 reviewsBayside Beach House
Home in Shady Side
4.97 out of 5 average rating, 119 reviewsCanary Pointe-A popular getaway for 2!
Maryland waterfront vacation rentals
Guest suite in Lusby
4.98 out of 5 average rating, 329 reviewsRiverfront Chalet Kayak/Canoe, pier, breakfast!
Guest suite in Chestertown
4.99 out of 5 average rating, 213 reviewsBeautiful Waterfront Chestertown Getaway
Guesthouse in Glen Burnie
4.94 out of 5 average rating, 309 reviewsThe Crab House - a Private, Waterfront Guest House
Houseboat in Kent Narrows
4.97 out of 5 average rating, 114 reviewsCass-N-Reel Luxury Houseboat
Cabin in Lusby
4.93 out of 5 average rating, 177 reviewsHideaway on the Bay: Waterfront Vintage A Frame
Guest suite in Ocean City
4.98 out of 5 average rating, 325 reviewsSpacious Luxury Studio in Ocean City
Guesthouse in Stevensville
5 out of 5 average rating, 250 reviewsWaterfront Getaway - View of bay from your bed
Cottage in Leonardtown
4.96 out of 5 average rating, 161 reviewsBeach Front and 'Perfectly Placed'
Cabin rentals in Maryland
Cabin in McHenry
4.98 out of 5 average rating, 110 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, 395 reviewsLittle Lodge
Cabin in Deep Creek
4.97 out of 5 average rating, 116 reviewsBoulder Ridge Cabin, close to Deep Creek, Maryland
Cabin in Goldsboro
4.85 out of 5 average rating, 126 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 Friendsville
4.97 out of 5 average rating, 298 reviewsThe Crick House
Cabin in Keedysville
4.9 out of 5 average rating, 126 reviewsSunny Streams Cabin - Sunset Views w/ a Hot Tub!
Cabin in Forest Hill
5 out of 5 average rating, 204 reviews1765 Log Home in a Peaceful Setting
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.
Destinations to explore
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- Things to do Maryland
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