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Best Vacation Rentals in Montgomery - Holiday Lettings - Cabins

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Vacation apartment in Montgomery

Montgomery apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 2

from $129 / night

$903 / week

1 / 12

Montgomery Vacation home rental

Montgomery house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $259 / night

$1,813 / week

1 / 26

Montgomery ski home to rent.

Montgomery house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $197 / night

$1,379 / week

1 / 30

Vacation home in Montgomery

Montgomery house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $247 / night

$1,729 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation home in Bloomingdale

Bloomingdale house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $380 / night

$2,660 / week

1 / 19

Vacation apartment in Downers Grove

Downers Grove apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $226 / night

$1,582 / week

1 / 30

Naperville Vacation home rental

Naperville house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $109 / night

$763 / week

1 / 18

Vacation home in Naperville

Naperville house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

from $206 / night

$1,442 / week

1 / 22

Vacation home in Bolingbrook

Bolingbrook house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from $607 / night

$4,249 / week

1 / 30

Vacation home in Woodridge

Woodridge house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $359 / night

$2,513 / week

1 / 26

Vacation condo in Downers Grove

Downers Grove condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $226 / night

$1,582 / week

1 / 30

Vacation home in Hanover Park

Hanover Park house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $155 / night

$1,085 / week

1 / 18

Vacation home in Aurora

Aurora house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $500 / night

$3,500 / week

1 / 30

Saint Charles Vacation apartment rental

Saint Charles apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $196 / night

$1,372 / week

1 / 30

Vacation apartment in Geneva

Geneva apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $175 / night

$1,225 / week

1 / 24

Vacation home in Oswego

Oswego house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $107 / night

$749 / week

1 / 30

Geneva Vacation home rental

Geneva house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $745 / night

$5,215 / week

1 / 30

Vacation home in Winfield

Winfield house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $250 / night

$1,750 / week

1 / 30

Home rental in South Elgin

South Elgin house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from $219 / night

$1,533 / week

1 / 30

Joliet Vacation apartment rental

Joliet apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

from $224 / night

$1,568 / week

1 / 24

Vacation apartment in Joliet

Joliet apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $219 / night

$1,533 / week

1 / 27

Aurora Vacation home rental

Aurora house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $326 / night

$2,282 / week

1 / 23

Vacation home in Warrenville

Warrenville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $280 / night

$1,960 / week

1 / 22

Glen Ellyn Vacation home rental

Glen Ellyn house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 10

from $383 / night

$2,681 / week

1 / 30

Saint Charles Vacation apartment rental

Saint Charles apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $138 / night

$966 / week

1 / 11

Glendale Heights Vacation home rental

Glendale Heights house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from $245 / night

$1,715 / week

1 / 26

Naperville Vacation home rental

Naperville house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 6

from $324 / night

$2,268 / week

1 / 30

Vacation home in South Elgin

South Elgin house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $197 / night

$1,379 / week

1 / 30

Vacation apartment in Geneva

Geneva apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $296 / night

$2,072 / week

1 / 30

Vacation cottage in Geneva

Geneva cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $396 / night

$2,772 / week

1 / 22

Vacation home in Naperville

Naperville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

from $218 / night

$1,526 / week

1 / 30

Vacation home in Plainfield

Plainfield house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $509 / night

$3,563 / week

1 / 25

Vacation home in Homer Glen

Homer Glen house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $1,044 / night

$7,308 / week

1 / 30

Geneva Vacation apartment rental

Geneva apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $285 / night

$1,995 / week

1 / 14

Vacation home in Yorkville

Yorkville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $227 / night

$1,589 / week

1 / 30

Vacation home in Naperville

Naperville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $347 / night

$2,429 / week

1 / 26

Oswego Vacation home rental

Oswego house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

from $330 / night

$2,310 / week

1 / 30

Plainfield Vacation home rental

Plainfield house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $339 / night

$2,373 / week

1 / 30

Condo rental in Lombard

Lombard condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $136 / night

$952 / week

1 / 30

Aurora Vacation apartment rental

Aurora apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $147 / night

$1,029 / week

1 / 24