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Family Friendly Holidays in Maryland - Holiday Lettings

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623 family friendly properties

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Maryland holiday home rental

Berlin house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £257 / night

£1,798 / week

1 / 40

Maryland holiday condo rental

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £234 / night

£1,121 - £2,242 / week

1 / 22

Holiday home in Maryland

Ocean City house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £211 / night

£1,775 / week

1 / 22

Holiday home in Maryland

Baltimore house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

from £187 / night

£1,308 / week

1 / 37

Condo rental in Ocean City with shared pool

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from £145 / night

£1,168 / week

1 / 32

Holiday home in Maryland

Silver Spring house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £234 / night

£1,635 / week

1 / 22

Holiday penthouse rental

Oxon Hill penthouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £631 / night

£4,414 / week

1 / 13

Holiday condo with shared pool in Maryland

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Perfect location. Perfect condo” Great location, for our annual golf tournament. Condo was perfect. Would definitely go back next year.

from £117 / night

£1,215 / week

1 / 13

Log cabin rental in Little Orleans

Little Orleans log cabin

  • 4 bedrooms
  • 1 bathroom
  • sleeps 6

from £105 / night

£733 - £4,767 / week

1 / 22

Maryland holiday apartment rental

Oxon Hill apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

from £541 / night

£3,786 / 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 £239 / night

£1,733 / week

1 / 16

Stevensville holiday apartment rental

Stevensville apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £150 / night

£748 / week

1 / 17

Holiday condo in National Harbor

National Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £280 / night

£1,955 / week

1 / 11

Holiday apartment in Frederick

Frederick apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £89 / night

£654 / week

1 / 20

Maryland holiday home rental

McHenry house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from £327 / night

£2,335 / week

1 / 20

Maryland holiday home rental

Annapolis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £397 / night

£2,779 / week

1 / 62

Holiday townhouse with shared pool in Ocean City

Ocean City townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from £261 / night

£1,303 - £4,624 / week

1 / 15

Ocean City holiday condo rental

Ocean City condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £161 / night

£1,121 / week

1 / 14

Holiday apartment in Maryland

Ocean City apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

from £223 / night

£1,556 / week

1 / 23

Holiday home rental

Ocean City house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £561 / night

£3,503 / week

1 / 24

Maryland holiday apartment rental

Fort Washington apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £215 / night

£1,401 / week

1 / 11

Ski home to rent in McHenry

McHenry house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

from £355 / night

£2,518 - £3,083 / week

1 / 37

Holiday apartment with shared pool in Maryland

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £280 / night

£1,584 - £2,891 / week

1 / 15

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 £257 / night

£1,355 - £2,429 / week

1 / 19

Maryland holiday home rental

Bozman house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £262 / night

£911 - £1,728 / week

1 / 17

Apartment accommodation in Maryland with shared pool

Baltimore apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £84 / night

£582 / week

1 / 26

Holiday condo with shared pool in Maryland

National Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £257 / night

£1,798 / week

1 / 11

Holiday apartment rental

Chevy Chase Village apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £242 / night

£1,694 / week

1 / 34

Holiday condo in Maryland

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £211 / night

£934 - £2,756 / week

1 / 43

Holiday condo rental

Ocean City condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £206 / night

£1,439 / week

1 / 10

Lusby holiday guest house rental

Lusby guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £70 / night

£421 - £551 / week

1 / 9

Townhouse rental in Ocean City with shared pool

Ocean City townhouse

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 9

from £215 / night

£1,504 / week

1 / 28

Maryland holiday apartment rental

Baltimore apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £126 / night

£733 / week

1 / 14

Holiday condo with shared pool in Maryland

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £236 / night

£1,649 / week

1 / 13

Holiday condo in Crisfield

Crisfield condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £187 / night

£1,308 / week

1 / 20

Holiday home in Maryland

Chester house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from £374 / night

£2,616 / week

1 / 12

Holiday home in Maryland

Oakland house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £211 / night

£1,471 / week

1 / 13

Holiday apartment in Ocean City

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £160 / night

£1,118 - £2,616 / week

1 / 11

Holiday apartment in Maryland

Ocean City apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

from £137 / night

£955 - £4,316 / week

1 / 23

Holiday b&b rental

Fort Washington b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £121 / night

£747 / week

1 / 4

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