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Best Vacation Rentals in Pleasant Prairie - Holiday Lettings - Cabins

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6 Vacation rentals

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Ski home to rent in Pleasant Prairie

Pleasant Prairie house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $397 / night

$2,779 / week

1 / 26

Vacation home in Pleasant Prairie

Pleasant Prairie house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from $109 / night

$763 / week

1 / 30

Pleasant Prairie Vacation apartment rental

Pleasant Prairie apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $271 / night

$1,897 / week

1 / 12

Pleasant Prairie ski home to rent.

Pleasant Prairie house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $502 / night

$3,514 / week

1 / 30

Pleasant Prairie Vacation home rental

Pleasant Prairie house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 4

from $1,005 / night

$7,035 / week

1 / 7

Vacation home in Pleasant Prairie

Pleasant Prairie house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from $96 / night

$672 / week

1 / 24

Great rentals within 20 miles that match your search

Ski home to rent in Kenosha

Kenosha house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $280 / night

$1,960 / week

1 / 19

Fox Lake ski cottage to rent.

Fox Lake cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $183 / night

$1,281 / week

1 / 30

Ingleside ski cottage to rent.

Ingleside cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $215 / night

$1,505 / week

1 / 22

Ski home to rent in Racine

Racine house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 15

from $321 / night

$2,247 / week

1 / 30

Ski home to rent in Racine

Racine house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from $87 / night

$609 / week

1 / 30

Racine ski home to rent.

Racine house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $87 / night

$609 / week

1 / 30

Kenosha ski home to rent.

Kenosha house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from $89 / night

$623 / week

1 / 30

Racine ski home to rent.

Racine house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from $167 / night

$1,169 / week

1 / 30

Racine ski home to rent.

Racine house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

from $63 / night

$441 / week

1 / 30

Kenosha ski home to rent.

Kenosha house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 16

from $228 / night

$1,596 / week

1 / 30

Kenosha ski home to rent.

Kenosha house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from $87 / night

$609 / week

1 / 30

Ski home to rent in Racine

Racine house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

from $79 / night

$553 / week

1 / 30

Vacation home in Kenosha

Kenosha house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $99 / night

$693 / week

1 / 9

Ski home to rent in Woodworth

Woodworth house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $161 / night

$1,127 / week

1 / 19

Lake Villa ski home to rent.

Lake Villa house

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 21

from $2,833 / night

$19,831 / week

1 / 30

Ski home to rent in Fox Lake

Fox Lake house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 11

from $332 / night

$2,324 / week

1 / 30

Vacation home in Lake Forest

Lake Forest house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $307 / night

$2,149 / week

1 / 18

Vacation home in Fox Lake

Fox Lake house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $207 / night

$1,449 / week

1 / 30

Ski home to rent in Fox Lake

Fox Lake house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from $207 / night

$1,449 / week

1 / 29

Racine ski home to rent.

Racine house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 15

from $321 / night

$2,247 / week

1 / 30

Mundelein Vacation home rental

Mundelein house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from $310 / night

$2,170 / week

1 / 13

Vacation apartment accommodation

Lake Bluff apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $98 / night

$686 / week

1 / 15

Antioch Vacation home rental

Antioch house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 11

from $407 / night

$2,849 / week

1 / 24

Ski home to rent in Antioch

Antioch house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $277 / night

$1,939 / week

1 / 16

Vacation home in Kenosha

Kenosha house

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from $61 / night

$427 / week

1 / 13

Vacation home in Grayslake

Grayslake house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $418 / night

$2,926 / week

1 / 25

Racine ski home to rent.

Racine house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 12

from $198 / night

$1,386 / week

1 / 30

Kenosha ski home to rent.

Kenosha house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $75 / night

$525 / week

1 / 30

Ski home to rent in Racine

Racine house

  • 5 bedrooms
  • 1 bathroom
  • sleeps 8

from $166 / night

$1,162 / week

1 / 30

Racine ski home to rent.

Racine house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

from $172 / night

$1,204 / week

1 / 30

Racine ski home to rent.

Racine house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 12

from $159 / night

$1,113 / week

1 / 30

Ski home to rent in Racine

Racine house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 10

from $194 / night

$1,358 / week

1 / 30

Vacation apartment rental

Racine apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $86 / night

$602 / week

1 / 11

Ski home to rent in Kenosha

Kenosha house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

from $99 / night

$693 / week

1 / 30