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Maryland Holidays & City Breaks - Holiday Lettings

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66 properties suitable for city breaks and holidays

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Maryland holiday condo rental

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £234 / night

£1,121 - £2,242 / week

1 / 22

Stevensville holiday apartment rental

Stevensville apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £150 / night

£748 / week

1 / 17

Maryland holiday home rental

Annapolis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £397 / night

£2,779 / week

1 / 62

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

Holiday condo with shared pool in Maryland

National Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £257 / night

£1,798 / week

1 / 11

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

Holiday condo with shared pool in Ocean City

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from £215 / night

£1,504 / week

1 / 24

Oakland holiday log cabin rental

Oakland log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great Getaway Cabin” My fiancee and I stayed at Red Run Cabin for a little weekend getaway vacation to Deep Creek and we absolutely loved it. The cabin is tucked in behind a small condo complex, but absolutely retains its secluded mountain cabin feel. The house was very clean and had all of the amenities we needed for our stay (including good WiFi). There is a nice wood burning fireplace insert in the main floor living room, which we spent most of our time next to. The finished basement is very spacious (includes 3rd bedroom off to the side) with lots of fun games to play, including a foosball table, bumper pool, chess/checkers, lots of board games, and a Wii system with several controllers and lots of games. The basement also has a wood burning stove that heats the whole basement up very nicely (be sure to follow the fire building instructions on the wall to the left and have the damper opened up fully, otherwise it's really easy to smoke out the whole downstairs). There is a nice outdoor firepit and picnic table in the front yard and hot tub right off of the back deck (didn't use the hot tub, but it looked very clean has a cleaning/maintenance logbook that seems to be regularly tended to). The cabin is very close to everything in the deep creek area; lots of shops and restaurants about 5 minutes away, Wisp resort about 10 minutes north, Oakland about 10 minutes south (lots of antique shops), and Swallow Falls State Park about 5 minutes west. I highly recommend visiting the park and hiking around the ~1.5 mile loop trail to see both Swallow Falls as well as Muddy Creek Falls, absolutely beautiful! I HIGHLY recommend this cabin and would love to make a return trip soon!

from £234 / night

£748 - £1,448 / week

1 / 24

Ocean Pines holiday home rental

Ocean Pines house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £397 / night

£2,779 / week

1 / 21

Holiday home rental

Cottage City house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £150 / night

£1,046 - £1,308 / week

1 / 21

Holiday villa in National Harbor

National Harbor villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

from £326 / night

£2,282 / week

1 / 29

Fairplay holiday b&b rental

Fairplay b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

from £141 / night

£981 / week

1 / 11

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 £304 / night

£1,355 - £2,476 / week

1 / 26

Holiday home in Ocean City

Ocean City house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from £301 / night

£1,890 - £2,740 / week

1 / 68

Holiday home in Maryland

Baltimore house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £103 / night

£720 / week

1 / 20

Holiday home in Charlestown

Charlestown house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £257 / night

£1,798 / week

1 / 31

Holiday cottage in Emmitsburg

Emmitsburg cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £183 / night

£1,261 - £1,588 / week

1 / 25

Holiday home in Gaithersburg

Gaithersburg house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £173 / night

£1,093 - £1,420 / week

1 / 38

Holiday home in Maryland

Edgewater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

from £467 / night

£3,269 / week

1 / 13

Holiday home in Maryland

Parkville house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 19

from £186 / night

£1,308 - £4,741 / week

1 / 68

Holiday apartment with shared pool in Ocean City

Ocean City apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from £215 / night

£1,504 / week

1 / 36

Holiday condo with indoor pool, golf nearby in Maryland

National Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £185 / night

£1,295 / week

1 / 30

Holiday guest house in Maryland

Takoma Park guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £71 / night

£530 - £595 / week

1 / 17

Potomac holiday villa rental

Potomac villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,303 / night

£9,121 / week

1 / 9

Holiday home in Maryland

Frederick house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £149 / night

£1,040 / week

1 / 35

Maryland holiday apartment rental

Ocean City apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £561 / night

£3,923 / week

1 / 25

Holiday apartment in Fort Washington

Fort Washington apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £50 / night

£349 / week

1 / 39

Apartment rental in Baltimore

Baltimore apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from £84 / night

£589 / week

1 / 21

Holiday apartment in Maryland

Highland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £94 / night

£654 / week

1 / 12

Holiday condo with shared pool in Maryland

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from £215 / night

£1,504 / week

1 / 23

Holiday home with shared pool in Maryland

Ocean City house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

from £215 / night

£1,504 / week

1 / 43

Condo rental in Maryland

Annapolis condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £246 / night

£1,720 / week

1 / 64

Suitland holiday home rental

Suitland house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 9

from £257 / night

£1,798 / week

1 / 30

Holiday home in Owings Mills

Owings Mills house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £262 / night

£1,831 / week

1 / 77

Baltimore holiday condo rental

Baltimore condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

from £186 / night

£1,301 / week

1 / 24

Maryland holiday home rental

Cambridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

from £556 / night

£3,891 / week

1 / 29

Holiday apartment in Maryland

Baltimore apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £300 / night

£2,099 / week

1 / 27

Maryland holiday home rental

Upper Marlboro house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £164 / night

£981 / week

1 / 6

Holiday home in Maryland

Annapolis house

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 11

from £650 / night

£5,044 / week

1 / 18

Maryland holiday home rental

St. Michaels house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £640 / night

£4,479 / week

1 / 22

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