Maryland vacation rentals
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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
Maryland waterfront vacation rentals
Guest suite in Lusby
4.99 out of 5 average rating, 325 reviewsRiverfront Chalet Kayak/Canoe, pier, breakfast!
Guest suite in Chestertown
4.99 out of 5 average rating, 210 reviewsBeautiful Waterfront Chestertown Getaway
Tiny home in Salisbury
4.82 out of 5 average rating, 108 reviewsCattail's Branch
Home in North Beach
5 out of 5 average rating, 117 reviewsWaterfront, Dog-friendly, Hot Tub, Peleton, Bikes
Guesthouse in Glen Burnie
4.94 out of 5 average rating, 303 reviewsThe Crab House - a Private, Waterfront Guest House
Tiny home in Saint Inigoes
4.98 out of 5 average rating, 329 reviewsHistoric St.Mary's City at the Lazy Bear Cottage
Rental unit in Lexington Park
4.97 out of 5 average rating, 535 reviewsHistoric St. Mary's City, MD
Houseboat in Kent Narrows
4.97 out of 5 average rating, 107 reviewsCass-N-Reel Luxury Houseboat
Maryland fishing vacation rentals
Guest suite in Arnold
4.85 out of 5 average rating, 541 reviewsSunny Spot Suite, Serene, Annapolis, Naval Academy
Guesthouse in Westminster
4.87 out of 5 average rating, 308 reviewsThe Pig Shed Writer’s Retreat at Barter Lady Farm
Guest suite in Upper Marlboro
4.99 out of 5 average rating, 107 reviewsBasement Suite in Golf-course Community (DC metro)
Guest suite in Annapolis
5 out of 5 average rating, 214 reviewsCape St Claire waterfront getaway "The Apartment"
Cottage in Edgewater
4.99 out of 5 average rating, 145 reviewsWaterfront Chesapeake Bay Getaway w/ Private Pier!
Cabin in Lusby
4.91 out of 5 average rating, 234 reviewsPeaceful Waterfront Retreat on The Bay
Cabin in Lusby
4.94 out of 5 average rating, 173 reviewsHideaway on the Bay: Waterfront Vintage A Frame
Serviced apartment in Pasadena
4.98 out of 5 average rating, 583 reviewsSea Dreamer
Maryland home rentals
Home in Silver Spring
4.94 out of 5 average rating, 205 reviewsCozy One Bedroom Apartment Near DC
Home in Lusby
4.99 out of 5 average rating, 282 reviewsCove Point Beach Cabin
Home in Silver Spring
4.93 out of 5 average rating, 123 reviewsBeautiful family home just 25mins away from WashDC
Home in Hyattsville
4.93 out of 5 average rating, 222 reviewsSunny, private apartment in historic neighborhood
Home in Grasonville
4.94 out of 5 average rating, 252 reviewsRiver Front, Private Single Family Home
Home in Silver Spring
4.84 out of 5 average rating, 191 reviewsQuiet, Modern Apartment - Metro Accessible.
Home in Shady Side
5 out of 5 average rating, 135 reviewsLuxe Modern Chesapeake Waterfront Oasis - 5 Star
Home in Smithsburg
4.97 out of 5 average rating, 108 reviewsThe Great Escape Lodge ~ Exquisite Mountain Views
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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