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Best Maryland Apartments on Holiday Lettings - Vacation rentals

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10,866 Vacation rentals

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Thayerville ski home to rent.

Thayerville house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

from $225 / night

$1,575 / week

1 / 30

Vacation home in Maryland

Annapolis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $570 / night

$3,990 / week

1 / 24

Maryland Vacation condo rental

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $352 / night

$2,464 / week

1 / 30

Vacation home in Brookmont

Brookmont house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from $150 / night

$1,050 / week

1 / 24

Vacation home rental

Middletown house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $251 / night

$1,757 / week

1 / 30

Maryland Vacation condo rental

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $455 / night

$3,185 / week

1 / 30

Maryland ski home to rent.

McHenry house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $469 / night

$3,283 / week

1 / 30

Vacation condo in Maryland

Ocean City condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from $901 / night

$6,307 / week

1 / 30

Maryland Vacation condo rental

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $176 / night

$1,232 / week

1 / 24

Vacation home in Myersville

Myersville house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $191 / night

$1,337 / week

1 / 30

Vacation condo in Maryland

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $426 / night

$2,982 / week

1 / 30

Maryland ski home to rent.

McHenry house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

from $479 / night

$3,353 / week

1 / 30

Vacation condo in Ocean City

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $312 / night

$2,184 / week

1 / 30

Vacation home in Annapolis

Annapolis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $297 / night

$2,079 / week

1 / 29

Maryland Vacation condo rental

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $189 / night

$1,323 / week

1 / 29

Home rental in Maryland

Deale house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $508 / night

$3,556 / week

1 / 30

Maryland ski home to rent.

Oakland house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

from $394 / night

$2,758 / week

1 / 30

McHenry ski home to rent.

McHenry house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from $370 / night

$2,590 / week

1 / 30

Vacation home in Point of Rocks

Point of Rocks house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $328 / night

$2,296 / week

1 / 30

Vacation apartment in Maryland

Baltimore apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $196 / night

$1,372 / week

1 / 30

Vacation apartment in Maryland

Baltimore apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $148 / night

$1,036 / week

1 / 14

Maryland ski home to rent.

Oakland house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $665 / night

$4,655 / week

1 / 21

Maryland Vacation home rental

Cambridge house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from $552 / night

$3,864 / week

1 / 27

Vacation condo in Maryland

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $292 / night

$2,044 / week

1 / 15

Ski home to rent in Maryland

McHenry house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

from $615 / night

$4,305 / week

1 / 30

Maryland ski home to rent.

Swanton house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

from $654 / night

$4,578 / week

1 / 30

Vacation home in Maryland

Ellicott City house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $49 / night

$343 / week

1 / 9

Home rental in Capitol Heights

Capitol Heights house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

from $163 / night

$1,141 / week

1 / 23

Vacation home in Maryland

Stevensville house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $167 / night

$1,169 / week

1 / 10

Vacation condo in Maryland

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $536 / night

$3,752 / week

1 / 30

Vacation condo in Maryland

Ocean City condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

from $231 / night

$1,617 / week

1 / 18

Ski home to rent in Thayerville

Thayerville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $322 / night

$2,254 / week

1 / 30

Maryland ski condo to rent.

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $260 / night

$1,820 / week

1 / 30

Vacation condo rental

Ocean City condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $473 / night

$3,311 / week

1 / 30

Vacation condo in Ocean City

Ocean City condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 11

from $329 / night

$2,303 / week

1 / 30

Ski condo to rent in Ocean City

Ocean City condo

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

from $422 / night

$2,954 / week

1 / 30

Vacation condo in Maryland

Ocean City condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $456 / night

$3,192 / week

1 / 30

Vacation condo in Ocean City

Ocean City condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $230 / night

$1,610 / week

1 / 30

Maryland ski home to rent.

McHenry house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $753 / night

$5,271 / week

1 / 30

Vacation home rental

Annapolis house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from $332 / night

$2,324 / week

1 / 24

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