Book Holiday Homes in Maryland
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Featured Holiday Homes in Maryland

Deep Creek Lake and Wisp just minutes away, includes pass to CARC (pool/gym)

9 Mi to National Mall: Spacious Bethesda Retreat!

Ocean City Bayside Retreat Unit B - Cozy Family Getaway Near Beach & Dining!

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Charming Historic Townhouse Steps From USNA

⭐️Stunning Renovated Large Balcony 20 Steps to Beach⭐️

Chesapeake Bay House with Dock & Private Beach

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Maryland Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Maryland vacation homes are the perfect way for you to wing it.
Holiday houses in Maryland let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Maryland in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Maryland adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Maryland with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Maryland vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Maryland Holiday Homes essential information
Accommodation | 5319 Holiday Homes |
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Lowest Price | AU$132 |
Highest Price | AU$1,021 |
Popular accommodation | Deep Creek Lake and Wisp just minutes away, includes pass to CARC (pool/gym), 9 Mi to National Mall: Spacious Bethesda Retreat!, Ocean City Bayside Retreat Unit B - Cozy Family Getaway Near Beach & Dining!, Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably, Bay view from Calvert Cliffs, Solomons Island & State Park nearby, Charming Historic Townhouse Steps From USNA, ⭐️Stunning Renovated Large Balcony 20 Steps to Beach⭐️, Chesapeake Bay House with Dock & Private Beach, Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! |
More accommodations in Maryland
Top trending hotels in Maryland

Princess Royale Oceanfront Resort

Hyatt Regency Baltimore Inner Harbor

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

Grand Hotel Ocean City Oceanfront
More ways to explore Maryland
Top picks
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^Subject to availability and chosen travel dates.