
Vacation rentals in Maryland
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Popular amenities for Maryland vacation rentals
Maryland beach vacation rentals

Mid OC Bayside Canal Condo Remodeled-Pets Welcome!

Seas The Bay on the Waterfront!

Wonderful Cottage Nestled On Chesapeake Bay

Kayak Cove

Steps to Ocean! Uncrowded Beach. Midtown Retreat

Long Beach Cottage, Hot Tub,Wood Burning Fireplace

Bay Dreamin; Townhouse steps to Beach & Boardwalk!

Gorgeous New Beachfront! King Bed, Direct Sea View
Home rentals in Maryland

Peace Point - Waterfront, Secluded, Home w/hot tub

Coastal Oasis On The Chesapeake, King Bd sleeps 12

Wizard's Escape | Sleep15+ | Pool | 2 EscapeRooms

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

Sunset Breezes - quiet waterfront retreat

Spacious Gorgeous Waterfront Home with Sunset View

The Great Escape Lodge ~ Exquisite Mountain Views

Living on Island Time
Maryland fishing vacation rentals

Riverfront Chalet Kayak/Canoe, pier, breakfast!

Waterfront Cabin on the Chesapeake

Annapolis Area Waterside Retreat

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

Levering Creek Cottage with Private Dock

Waterfront Barn Loft with Modern Cabin Vibe

Historic St.Mary's City at the Lazy Bear Cottage

Cozy Lakeside Studio Retreat.
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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