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Vacation rentals in Maryland

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Top-rated vacation rentals in Maryland

Guests agree: these stays are highly rated for location, cleanliness, and more.

Hideaway on the Bay: Waterfront Vintage A Frame
Entire cabin · 6 guests · 4 beds · 1 bath
Hideaway on the Bay: Waterfront Vintage A FrameThe Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a two bed, one bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish and catch crab --
Edgewater Escape - Bayfront Condo w/Private Porch
Entire townhouse · 4 guests · 2 beds · 1.5 baths
Edgewater Escape - Bayfront Condo w/Private PorchWelcome to our "Edgewater Escape." These buildings were built in the 1960's and literally hang entirely over the bay in downtown in Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a king sized bed and the downstairs couch pulls out into a comfortable queen bed. Full size kitchen with microwave, fridge, electric range, and coffee maker. Located on 7th street, over the bay :)
Luxury 1-bedroom In-Law-Suite
Entire vacation home · 4 guests · 1 bed · 1 bath
Luxury 1-bedroom In-Law-SuiteThis place will offer you tranquility and more! Home is situated on a 2 acres lot with lots of trees, peaceful outdoor areas and a hot tub. The entire unit has been meticulously taken care, offering 1 full size bedroom with King Size bed and a wood burning fire place. The living room offers open spaces to the kitchen and dining room. A second fireplace featuring a woodpellet stove will warm you through a tough winter. Enjoy a cold day by the fireplace outside being surrounded by nature.

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Other great vacation rentals in Maryland

  1. Entire rental unit
  2. Severn
Fun and Cozy
ﺩ.ﺇ187 per night
  1. Entire condominium (condo)
  2. Columbia
Beautiful 2 bedroom Condo in Downtown Columbia
ﺩ.ﺇ257 per night
  1. Treehouse
  2. Friendsville
The birdhouse
ﺩ.ﺇ467 per night
  1. Entire guesthouse
  2. Highland
Woodland Retreat
ﺩ.ﺇ375 per night
  1. Private room
  2. Silver Spring
Private Entrance - Near FDA/Adventist/ARL
ﺩ.ﺇ129 per night
  1. Entire rental unit
  2. Baltimore
Private Apartment 3 min walk to Hopkins Hospital
ﺩ.ﺇ173 per night
  1. Entire rental unit
  2. Crownsville
"River Suite" Private Apartment
ﺩ.ﺇ293 per night
  1. Private room
  2. Silver Spring
Clean Bedroom: in detached home White Oak MD 20904
ﺩ.ﺇ110 per night
  1. Entire cottage
  2. Oakland
New Pet-Friendly Cozy Home w/Hot Tub & Fire Pit
ﺩ.ﺇ672 per night
  1. Private room
  2. Silver Spring
Cozy Room in Silver Spring R6
ﺩ.ﺇ147 per night
  1. Entire cabin
  2. Lusby
2-bedroom lake-house with a magnificent view
ﺩ.ﺇ827 per night
  1. Entire guesthouse
  2. Glen Burnie
The Crab House - a Private, Waterfront Guest House
ﺩ.ﺇ637 per night

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.

How do I get around Maryland?

Maryland’s main airport, Baltimore/Washington International Thurgood Marshall (BWI), is a major East Coast hub serving destinations and airlines all over the country and the world. However, the other National Capital Region airports, Reagan National (DCA) and Dulles International (IAD), also provide easy access to many parts of the state. All have ample car rental options. For most destinations outside the National Capital Region, having a car is useful. Within the Region and Baltimore, public transportation makes a car unnecessary, and even difficult. The high-speed Acela train serves Washington D.C. and Baltimore’s BWI airport and Penn Station, and standard Amtrak trains connect those stations to cities all over the region and country. Other parts of the state have train service to nearby regions, including Cumberland in western Maryland.

When is 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. 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.

What are the top things to do in Maryland?


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.