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Holiday Condos in Maryland

1,741 Holiday homes

Fifth floor, waterfront condo w/ shared pool - walk to restaurants

Ocean City house

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

from £54 / night

£373 / week

Dog-friendly condo with shared pool plus lake, canal, and golf course views

Ocean Pines house

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £109 / night

£758 / week

Brookie Cottage on the Savage River

Swanton cottage

1

  • Beach / lakeside relaxation
  • •  Child friendly
  • •  Car not necessary
  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £173 / night

£1,106 / week

Beautifully renovated oceanfront 5th floor condo w/WiFi & cable! Family Friendly

Ocean City house

1

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £63 / night

£441 / week

Beautiful cabin in the woods w/private hot tub & game room, close to skiing

McHenry house

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £146 / night

£1,018 / week

Cozy, dog-friendly home on the lake w/ shared dock & lovely views!

Swanton house

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £177 / night

£1,236 / week

Sunrise Sea 308

Ocean City apartment

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £97 / night

£675 - £2,088 / week

Renovated condo in convenient location -steps away from beach, shopping, dining

Ocean City house

1

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £48 / night

£336 / week

Oceanfront condo w/ amazing views & beach access offers private pool, tennis!

Ocean City house

1

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £71 / night

£497 / week

Bayview townhouse w/shared pool, minutes from downtown Ocean City

Ocean City house

1

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 3 bedrooms
  • 4 bathrooms
  • sleeps 14

from £109 / night

£764 / week

Home w/private hot tub/firepit-community beach/dock/pond/playground

Swanton house

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from £98 / night

£683 / week

Lake front getaway with indoor hot tub - walk to the lake or hit the slopes

McHenry house

2

  • Child friendly
  • •  Car not necessary
  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £73 / night

£509 / week

City Living in a Park-Like Setting

Pikesville apartment

  • Nearest beach 10 km
  • •  Ask owner if suitable for children
  • •  Car not necessary
  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £133 / night

£575 - £1,194 / week

Elegant condo w/ private deck and seasonal pool/hot tub - walk to beach!

Ocean City house

1

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £88 / night

£615 / week

Forest view home w/ wrap-around deck - minutes to the lake & Wisp Resort!

McHenry house

  • Child friendly
  • •  Car not necessary
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £125 / night

£869 / week

Ocean City apartment

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £83 / night

£578 / week

All you need near DC/AIRP/Silver Spring; 3br/2ba

Silver Spring house

1

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £169 / night

£1,064 - £1,313 / week

Spacious home w/convenient location & hot tub, near lake & dining

McHenry house

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £146 / night

£1,016 / week

Spacious, waterfront home w/ pool table & shuffleboard - dogs OK!

Swanton house

1

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £277 / night

£1,937 / week

Cozy woodland cabin w/ deck - close to the lake, golf, trails, and ski slopes!

McHenry house

  • Child friendly
  • •  Car not necessary
  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £112 / night

£782 / week

Cozy, waterfront condo w/ an ocean view - just steps from the beach!

Ocean City house

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £71 / night

£497 / week

Oceanview, dog-friendly condo with easy beach access - walk the sand with ease!

Ocean City house

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £79 / night

£553 / week

Cozy, family-friendly home with furnished deck - close to lake, hiking, & skiing

McHenry house

  • Child friendly
  • •  Car not necessary
  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

from £73 / night

£509 / week

Spacious condo w/partial ocean views, two balconies - walk to the beach

Ocean City house

1

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £63 / night

£441 / week

Tranquil home w/ private hot tub & game room - close to lake access

McHenry house

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

from £174 / night

£1,217 / week

Dog-friendly lakehouse w/ boat slip, spacious deck, & partial views of the water

McHenry house

  • Child friendly
  • •  Car not necessary
  • •  Pet friendly
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £97 / night

£677 / week

Charming cabin w/ split lake access dock, & firepit at the water's edge

McHenry house

  • Child friendly
  • •  Car not necessary
  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from £98 / night

£683 / week

Welcoming oceanblock, midtown condo near everything

Ocean City house

1

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £88 / night

£615 / week

NewListing! Beautiful home w/hot tub, wrap-around deck & firepit -2 dogs OK!

McHenry house

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from £172 / night

£1,205 / week

Cozy cabin-style home w/private hot tub, game room, & large deck - close to Wisp

McHenry house

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £98 / night

£683 / week

Partial oceanview condo w/ balcony, steps from the Atlantic Ocean

Ocean City house

1

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £88 / night

£615 / week

Family- and dog-friendly home w/ deck, forest view - close to lake & ski slopes

McHenry house

1

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £97 / night

£677 / week

Rainbow Chalet, Fly Fish the Savage River

Swanton chalet

3

  • Beach / lakeside relaxation
  • •  Nearest beach 21 km
  • •  Child friendly
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £310 / night

£1,416 / week

Renovated, family-friendly farmhouse w/ hot tub & plenty of privacy!

Berlin house

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from £98 / night

£683 / week

Oceanview condo with private balcony, shared pool access - walk to the beach!

Ocean City house

1

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

from £54 / night

£373 / week

Family-friendly, waterfront condo w/ patio, shared pool & bay view

Ocean City house

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £63 / night

£441 / week

Braemar 503N

Ocean City apartment

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £116 / night

£807 - £2,049 / week

Lakefront townhouse w/shared dock, shared pool & hot tub - lake & ski access

McHenry house

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £88 / night

£615 / week

Newly renovated condo w/ shared pool -near bay, beach & boardwalk

Ocean City house

1

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £54 / night

£373 / week

Ocean view condo w/ shaded deck - half a block to the beach, restaurants & more!

Ocean City house

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £79 / night

£553 / week

Viewing 40 of 1,741
rentals in Maryland

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