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

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10,015 Holiday homes

Holiday home rental

St. Michaels house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £575 / night

£2,023 / week

1 / 4

Holiday condo with shared pool in Maryland

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £381 / night

£2,666 / week

1 / 11

Condo rental in Maryland with shared pool

Ocean City condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £290 / night

£2,023 / week

1 / 16

Home letting in Maryland

Port Tobacco house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £248 / night

£1,644 - £3,188 / week

1 / 6

Holiday townhouse in Maryland

Clarksburg townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from £91 / night

£598 / week

1 / 4

Holiday cottage accommodation

Ocean City cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £276 / night

£2,298 / week

1 / 23

Holiday private room rental

Silver Spring private room

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from £170 / night

£1,191 / week

1 / 15

Holiday condo rental

National Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £422 / night

£2,954 / week

1 / 10

Holiday townhouse in Maryland

Silver Spring townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

from £239 / night

£1,673 / week

1 / 19

Holiday home in Maryland

Baltimore house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £272 / night

£1,517 / week

1 / 22

Holiday home rental

Annapolis house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from £391 / night

£2,298 - £2,974 / week

1 / 30

Maryland holiday apartment rental

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £138 / night

£828 - £4,022 / week

1 / 37

Holiday townhouse rental

Ocean City townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £184 / night

£1,103 - £1,931 / week

1 / 37

Holiday apartment with shared pool in Ocean City

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £221 / night

£1,526 - £1,566 / week

1 / 22

Holiday condo in Maryland

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £83 / night

£1,329 - £1,972 / week

1 / 25

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 £193 / night

£1,705 / week

1 / 16

Holiday home in Maryland

Chester house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £363 / night

£2,542 / week

1 / 16

Apartment rental in Maryland

Ocean City apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £505 / night

£3,447 - £4,348 / week

1 / 19

Holiday apartment with shared pool in Oxon Hill

Oxon Hill apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £299 / night

£2,092 / week

1 / 15

Holiday apartment with shared pool in Maryland

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £303 / night

£1,694 - £3,213 / week

1 / 16

Home rental in Maryland

Silver Spring house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £175 / night

£1,103 - £1,361 / week

1 / 23

Holiday apartment in Maryland

Annapolis apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £276 / night

£1,011 / week

1 / 7

Holiday apartment in Maryland

Ocean City apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £201 / night

£1,807 - £2,007 / week

1 / 21

Home rental in Maryland

Burtonsville house

  • 12 bedrooms
  • 8 bathrooms
  • sleeps 36

from £873 / night

£6,106 / week

1 / 54

Oxon Hill holiday hotel apartment rental

Oxon Hill hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £167 / night

£1,390 / week

1 / 16

Home rental in Maryland

Swanton house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

“Great place for a group get-away!” We rented this place as part of our annual trip to Deep Creek for the Savageman Triathlon festival, there were 11 people (3 couples and 5 singles) so we needed a place with adequate space. Needless to say, this place had plenty. The house itself is very large with a big kitchen, dining room, living room, rec room, and patio. The bedrooms were of good size and no one complained about not having enough room or feeling crapmed with so many people there. There was wifi, multiple plasma/lcd TVs, a Wii, board games, and all the amenities one could posibbly need for a fun weekend trip. Location wise was great as well being only a few minutes from the Discovery Center, and just a quick drive to the main drag with food and dining. We didn't get to use the hot tub, the firepit or the dock but they were nice additions. The house was clean and pretty well taken care of. I would not hesitate to rent this again if we needed a palce with the size and ammenities this one offers.

from £322 / night

£1,333 - £2,482 / week

1 / 28

Holiday cottage rental

Berlin cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“This place is a class act in ocean city md.” After several stays at the BBB. over the past few years we simply have the best time here.The price is great for what you get and the host's are second to none.We love to relax without the noise of a crowd and the view is awsome.These folks put together a place that you will not want to leave.5 Starr. Rick & Leslie York pa.

from £102 / night

£690 / week

1 / 14

Holiday apartment with shared pool in Ocean City

Ocean City apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

“great view” The owner of the condo was very nice from the beginning with us. The condo was in good condition but the view and that we were so close to the beach and pool made everything perfect...

from £180 / night

£4,780 - £6,710 / week

1 / 30

Holiday home in Maryland

Ocean City house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £299 / night

£1,977 / week

1 / 16

Holiday apartment with shared pool in Maryland

Ocean City apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“SeaWatch was everything as described and more.” Our stay at SeaWatch was wonderful. Everything available at our fingertips. Very relaxing and comfortable.

from £431 / night

£3,013 / week

1 / 331

Holiday home in Maryland

Ocean City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £322 / night

£2,252 - £5,309 / week

1 / 55

Holiday apartment rental

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Beautiful unit with great balcony!” This unit is just beautiful. You won't believe how large the balcony is...with great views of the ocean and bay too. Everything is first rate, from the beautiful tile and granite bathroom counters, to the top of the line mattresses and bedding. It was a great experience to stay in this unit!

from £161 / night

£874 - £4,918 / week

1 / 41

Holiday apartment with shared pool in Ocean City

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Awesome” The condo was more than we expected, beautifully decorated and all the comforts of home..Access to the beach was great especially since we had a one year old with us...Great hot week...loved our stay... couldnt have been more pleased...

from £276 / night

£1,839 / week

1 / 17

Maryland holiday condo rental

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £256 / night

£1,793 / week

1 / 23

Maryland holiday home rental

Annapolis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £382 / night

£2,671 / week

1 / 30

Holiday condo in Ocean City

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £414 / night

£2,896 / week

1 / 22

Holiday apartment accommodation

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £368 / night

£2,574 / week

1 / 22

Holiday condo with shared pool in Maryland

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £322 / night

£2,206 / week

1 / 37

Home letting in Maryland

Ocean City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from £342 / night

£2,389 / week

1 / 31

Holiday cottage in Maryland

Cambridge cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £207 / night

£1,445 / week

1 / 50

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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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