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Apartments in Maryland and Houses - Holiday Lettings - Holiday Rentals Maryland

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9,938 Holiday homes

Holiday condo in Maryland

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £83 / night

£1,322 - £1,961 / week

1 / 25

Condo rental in Maryland with shared pool

Ocean City condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £288 / night

£2,012 / week

1 / 16

Holiday condo in National Harbor

National Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £420 / night

£2,938 / week

1 / 11

Holiday condo in Ocean City

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £412 / night

£2,880 / week

1 / 22

Holiday apartment in Maryland

Baltimore apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £118 / night

£743 - £8,153 / week

1 / 33

Holiday apartment in Maryland

Ocean City apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £118 / night

£915 / week

1 / 25

Ocean Pines holiday home rental

Ocean Pines house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £115 / night

£800 / week

1 / 9

Holiday home in Maryland

Broomes Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £319 / night

£2,234 / week

1 / 18

Maryland holiday home rental

Berlin house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £197 / night

£1,376 / week

1 / 40

Annapolis holiday condo rental

Annapolis condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £352 / night

£2,464 / week

1 / 14

Holiday apartment with shared pool in Oxon Hill

Oxon Hill apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £298 / night

£2,080 / week

1 / 15

Holiday condo rental

National Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £420 / night

£2,938 / week

1 / 10

Maryland holiday apartment rental

Baltimore apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £96 / night

£672 / week

1 / 12

Holiday apartment rental

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

from £320 / night

£2,240 / week

1 / 18

Holiday manor house rental

Royal Oak manor house

  • 25 bedrooms
  • 25 bathrooms
  • sleeps 50

from £5,943 / night

£32,000 / week

1 / 125

Holiday apartment in Maryland

Chevy Chase Village apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

from £109 / night

£698 / week

1 / 14

Holiday home in Maryland

Baltimore house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

from £320 / night

£1,555 / week

1 / 6

Maryland holiday condo rental

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £229 / night

£1,098 - £2,377 / week

1 / 22

Holiday condo with shared pool in Maryland

National Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £266 / night

£1,856 / week

1 / 11

Maryland holiday home rental

Ocean City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

“Not sure what this is asking” Very nice , quiet, plenty of room. Felt very comfortable there . Would definetly go back. I had my three grandsons and they really enjoyed their stay. Loved having more than one bathroom.

from £192 / night

£1,696 / week

1 / 16

Holiday b&b rental

Fort Washington b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £118 / night

£731 / week

1 / 4

Apartment rental in Ocean City with shared pool

Ocean City apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £109 / night

£762 / week

1 / 32

Holiday home in Maryland

Chester house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from £366 / night

£2,560 / week

1 / 12

Holiday apartment in Maryland

Chevy Chase apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £228 / night

£1,459 / week

1 / 34

Ocean City holiday home rental

Ocean City house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from £320 / night

£2,286 / week

1 / 18

Maryland holiday home rental

Cheltenham house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 6

from £160 / night

£1,372 / week

1 / 6

Holiday bungalow in Maryland

Lusby bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £53 / night

£372 / week

1 / 10

Hotel apartment rental in Maryland

Hagerstown hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £51 / night

£320 / week

1 / 17

Holiday apartment with shared pool in Glenmont

Glenmont apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 1

from £23 / night

£160 / week

1 / 8

Maryland holiday hotel apartment rental

National Harbor hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £501 / night

£3,501 / week

1 / 28

Holiday townhouse in Maryland

Clarksburg townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from £91 / night

£595 / week

1 / 4

Holiday home in Highland

Highland house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £83 / night

£412 - £988 / week

1 / 15

Holiday home in Maryland

McHenry house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £778 / night

£4,115 / week

1 / 52

Holiday apartment in Maryland

Baltimore apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £138 / night

£960 / week

1 / 9

Holiday home rental

Fairland house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from £430 / night

£2,304 / week

1 / 16

Holiday home in Maryland

Glen Burnie house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

from £366 / night

£2,560 / week

1 / 4

Home rental in Maryland

Cape Saint Claire house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £275 / night

£1,920 / week

1 / 22

Holiday home with swimming pool in Rockville

Rockville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from £320 / night

£1,920 / week

1 / 42

Holiday home in Towson

Towson house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 14

from £319 / night

£1,098 / week

1 / 24

Maryland holiday home rental

Fort Washington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £246 / night

£1,462 / week

1 / 6

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Maryland holidays

Maryland's balmy coastal weather, close proximity to the nation's capital and phenomenal beaches make it an excellent place to enjoy a holiday. This small mid-coastal state is home to one of America's most beautiful bays, Chesapeake Bay. Maryland is nicknamed "America in miniature" because it offers a little of everything: urban charm, mountains, rolling plains and grasslands, crystal-clear coastal waters and a rich history. The state is also famous for its food; no holiday to Maryland is complete without sampling the fresh seafood, especially the delectable crab cakes.

Some of the many attractions and destinations in the state include:

  • Baltimore: A vibrant city on the Chesapeake Bay, Baltimore bustles with excitement and glimpses into America's storied history. Scenic Annapolis is also worth checking out if you want to take in a broader sampling of the state's urban style.
  • Chesapeake Bay: Spanning beyond Baltimore, Maryland's famous bay is a world unto itself, with outstanding fishing, swimming and sightseeing. Spectacular sunsets are a daily occurrence making Chesapeake Bay a perfect romantic getaway for couples.
  • Antietam Battlefield: The site of the single bloodiest battle in Civil War history, the Antietam Battlefield was the setting for the first Civil War battle fought in the North.
  • The Appalachian Trail: Even though the Appalachian Trail only meanders through 40 miles of Maryland, it's amongst the most beautiful and scenic stretches on the entire route.
  • Assateague Island National Seashore: Perhaps the most unique of the many Maryland National Parks, Assateague Island National Seashore is a barrier island that hosts an astonishing range of flora and fauna, including rare birds and wild ponies.

Summer is the perfect time to visit Maryland as Ocean City makes a perfect place for a family holiday. Annapolis' City Dock, which has remained virtually unchanged for a century, has summertime concerts by the shores of the Chesapeake. During the summer, you can also visit Maryland campgrounds and bring the family to one of the many water parks in Maryland.

For your accommodations, why not get a beach house if you're staying along the coast or a condo to better enjoy all the sights and sounds of the city? holiday rentals offer more room and privacy than hotels and come complete with all the comforts of home.

Maryland is also close to two of the eastern United States' most storied and popular cities: Philadelphia and Washington, DC. Both are an easy day trip from just about anywhere in the state and offer a more complete glimpse into the vibrant culture of this important corner of the country.

If you want to explore more of the area surrounding Delaware, remember that Philadelphia is only about 20 miles from downtown Wilmington. One of America's most historic and popular cities, Philadelphia makes an ideal day trip for those staying in Delaware.

Top Destination reviews

1 Bedroom/Shared Bathroom near Downtown Silver Spring MD
Perfect place for the holidays

I was really impressed with how nice this colonial home looked and how easy it was to check in with the keyless entry. It was in walking distance of the Filmore Theatre which is where I was going for a concert. The rooms were furnished nicely which included a refrigerator. … see more
Spacious Rowhome-Charm & Comfort in Patterson Park
Awesome visit

I’m so glad that we saw this Home available. Great location, amazing park just 30 seconds from home. About a 5 to 10 min drive to the inner harbor. My wife and I truly enjoyed this home. 3 floors, main living area on middle floor. Full Kitchen, dining room and living room. All bedroom are on the upper level. The lower level is not for most folks over 6 ft but a very nice and useable space,with a full laundry room.see more
Club Wyndham National Harbor Resort 2-Bedroom Condo
Great location, nice amenities, very clean rooms.

I was going to a conference in Washington, D.C. and happened to find an opening at Club Wyndam in National Harbor. It was very reasonably priced for the location. My room was upgraded to a two bedroom unit with a balcony. It was very spacious and very clean. The kitchen was very large as well! It is two blocks away from the ferris wheel on the river and there are great restaurants everywhere. This booking certainly exceeded my expectations.see more
Gorgeous Direct Oceanfront Condo, 3BR/2 BA !!!
Fantastic Getaway

The condo was fantastic! It was exactly as the listing stated. The condo was clean, check in was smooth, the view from the balcony was great. I will book the condo again for future family trips. … see more

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