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

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964 Holiday homes

Holiday hotel apartment in Maryland

Oxon Hill hotel apartment

2 bedrooms • 2 bathrooms • sleeps 8

from £217 / night

£1,513 / week

1 / 7

Maryland holiday home rental

McHenry house

5 bedrooms • 6 bathrooms • sleeps 10

from £293 / night

£2,089 / week

1 / 20

Maryland holiday home rental

Berlin house

5 bedrooms • 3 bathrooms • sleeps 10

from £230 / night

£1,607 / week

1 / 40

Maryland holiday apartment rental

Oxon Hill apartment

2 bedrooms • 2 bathrooms • sleeps 10

from £484 / night

£3,382 / week

1 / 11

Holiday condo in National Harbor

National Harbor condo

2 bedrooms • 2 bathrooms • sleeps 8

from £250 / night

£1,747 / week

1 / 11

Holiday home in Maryland

Annapolis house

2 bedrooms • 2 bathrooms • sleeps 6

from £72 / night

£503 / week

1 / 10

Holiday home in Maryland

Parkville house

4 bedrooms • 5 bathrooms • sleeps 19

from £166 / night

£1,169 - £4,235 / week

1 / 68

Holiday townhouse with shared pool in Ocean City

Ocean City townhouse

4 bedrooms • 3 bathrooms • sleeps 12

from £233 / night

£1,164 - £4,131 / week

1 / 15

Holiday apartment in Maryland

Ocean City apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £80 / night

£622 - £2,216 / week

1 / 25

Apartment accommodation in Maryland with shared pool

Baltimore apartment

1 bedroom • 1 bathroom • sleeps 3

from £75 / night

£521 / week

1 / 26

Holiday cottage in Emmitsburg

Emmitsburg cottage

2 bedrooms • 2 bathrooms • sleeps 7

from £164 / night

£1,130 - £1,423 / 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 £213 / night

£1,548 / week

1 / 16

Holiday condo with shared pool in Maryland

National Harbor condo

2 bedrooms • 2 bathrooms • sleeps 8

from £230 / night

£1,607 / week

1 / 11

Holiday apartment accommodation

Ocean City apartment

2 bedrooms • 2 bathrooms • sleeps 8

from £184 / night

£1,285 - £2,921 / week

1 / 22

Holiday penthouse rental

Oxon Hill penthouse

3 bedrooms • 3 bathrooms • sleeps 8

from £564 / night

£3,943 / week

1 / 13

Holiday home rental

Kent Island house

3 bedrooms • 3 bathrooms • sleeps 12

“Love Point Retreat” I stayed at Paula's property 3 times so far. We stayed once in October 2014 and twice in April 2015. Here is how I would break it up: Owner: Paula is very nice, accommodating and extremely responsive. She was easy to deal with, answered all of our questions and concerns timely. Property (Interior): The property is really clean and very well maintained considering its age. I also feel that it is properly stocked with all the necessities. Property (Outdoor Space / View): We spend the majority of our time there outside. The deck / backyard area is very well maintained and stocked with adequate furniture. We used the gas grill every day of our stay. The dock is set up nicely for fishing including rod holders and a light for night fishing. The view from the dock is to die for, the Bay is so wide and the Bay Bridge is a nice backdrop to the view specially during sunset. Fishing: Fishing is the best I have ever experienced (compared to all other rentals I tried). I caught numerous species from the dock including Spot, White Perch and of course Striped Bass (Rockfish). I caught my biggest Rockfish ever from the dock there (39 inch fish, roughly 30 pounds) in April. Overall, I love the property, the view and the peaceful surroundings. A great bonus for me is the short one hour commute to get there. We will definitely be back to Love Point for an encore.

from £292 / night

£2,087 - £3,488 / week

1 / 21

Holiday home in Maryland

Chester house

4 bedrooms • 3 bathrooms • sleeps 12

from £335 / night

£2,340 / week

1 / 12

Holiday home in Maryland

Ocean Pines house

3 bedrooms • 2 bathrooms • sleeps 6

from £313 / night

£2,003 / week

1 / 19

Maryland holiday condo rental

Ocean City condo

2 bedrooms • 2 bathrooms • sleeps 7

from £210 / night

£1,005 - £2,009 / week

1 / 22

Holiday apartment with shared pool in Glenmont

Glenmont apartment

1 bedroom • 2 bathrooms • sleeps 1

from £21 / night

£146 / week

1 / 8

Ski home to rent in McHenry

McHenry house

5 bedrooms • 5 bathrooms • sleeps 14

from £318 / night

£2,256 - £2,762 / week

1 / 37

Fairplay holiday b&b rental

Fairplay b&b

2 bedrooms • 2 bathrooms • sleeps 2

from £126 / night

£877 / week

1 / 11

Holiday villa in National Harbor

National Harbor villa

2 bedrooms • 1 bathroom • sleeps 8

from £186 / night

£1,303 / week

1 / 29

Holiday home in Maryland

Silver Spring house

2 bedrooms • 2 bathrooms • sleeps 6

from £209 / night

£1,461 / week

1 / 22

Silver Spring holiday apartment rental

Silver Spring apartment

2 bedrooms • 2 bathrooms • sleeps 2

from £59 / night

£368 - £572 / week

1 / 18

Holiday apartment in Frederick

Frederick apartment

1 bedroom • 1 bathroom • sleeps 4

from £80 / night

£585 / week

1 / 20

Maryland holiday condo rental

Ocean City condo

3 bedrooms • 2 bathrooms • sleeps 7

from £221 / night

£1,544 / week

1 / 23

Holiday home with shared pool in Maryland

Chesapeake Beach house

3 bedrooms • 3 bathrooms • sleeps 8

from £807 / night

£5,644 / week

1 / 11

Holiday condo rental

National Harbor condo

2 bedrooms • 2 bathrooms • sleeps 8

from £250 / night

£1,747 / week

1 / 10

Maryland holiday home rental

Ocean City house

3 bedrooms • 2 bathrooms • sleeps 10

from £222 / night

£1,550 / week

1 / 19

Holiday condo with golf nearby in Maryland

Ocean City condo

2 bedrooms • 2 bathrooms • sleeps 6

from £376 / night

£2,128 - £2,671 / week

1 / 19

Holiday home in Maryland

Beltsville house

1 bedroom • 1 bathroom • sleeps 3

from £66 / night

£462 / week

1 / 5

Holiday home in Fishing Creek

Fishing Creek house

3 bedrooms • 2 bathrooms • sleeps 4

from £141 / night

£851 / week

1 / 20

Maryland holiday home rental

Annapolis house

4 bedrooms • 4 bathrooms • sleeps 8

from £287 / night

£1,934 - £4,851 / week

1 / 53

Home rental in Maryland

Swanton house

6 bedrooms • 3 bathrooms • sleeps 12

“The perfect place” Rental was easy, Owner worked with us prior to arrival answering all our questions about the home, amenities and the lake. When we arrived the home was very clean, neat, well furnished and ready for us. The home is not directly on the lake but had a good view of it. A two minute walk and we were on the dock and boarding the boat. (A good thing about being where this home is located is you don't get all of the noise and can quietly relax). The kids could play in the yard and you didn't have to be afraid of them falling in the water every minute. I will be staying there again next year.

from £230 / night

£1,212 - £2,173 / week

1 / 19

Holiday private room in Maryland

Baltimore private room

1 bedroom • 1 bathroom • sleeps 2

from £38 / night

£237 / week

1 / 11

Holiday apartment in Maryland

Ocean City apartment

2 bedrooms • 2 bathrooms • sleeps 7

from £251 / night

£1,753 / week

1 / 11

Holiday apartment with shared pool in Oxon Hill

Oxon Hill apartment

2 bedrooms • 2 bathrooms • sleeps 8

from £230 / night

£1,607 / week

1 / 13

Holiday condo with shared pool in Maryland

Ocean City condo

2 bedrooms • 2 bathrooms • sleeps 7

from £346 / night

£2,420 / week

1 / 11

Holiday home in Bethesda

Bethesda house

1 bedroom • 1 bathroom • sleeps 3

from £83 / night

£579 / week

1 / 20

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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

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