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Best Vacation Rentals in Madison - Holiday Lettings - Cabins

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113 Vacation rentals

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Vacation home in Monona

Monona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $518 / night

$3,626 / week

1 / 30

Ski home to rent in Madison

Madison house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $250 / night

$1,750 / week

1 / 30

Vacation home in Monona

Monona house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $190 / night

$1,330 / week

1 / 15

Madison Vacation apartment rental

Madison apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

from $364 / night

$2,548 / week

1 / 30

Vacation home rental

Monona house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $291 / night

$2,037 / week

1 / 30

Vacation apartment rental

Monona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $155 / night

$1,085 / week

1 / 17

Vacation home rental

Monona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 16

from $693 / night

$4,851 / week

1 / 30

Vacation home in Madison

Madison house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $585 / night

$4,095 / week

1 / 30

Madison ski home to rent.

Madison house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $558 / night

$3,906 / week

1 / 25

Madison Vacation home rental

Madison house

  • 5 bedrooms
  • 1 bathroom
  • sleeps 9

from $548 / night

$3,836 / week

1 / 20

Monona Vacation home rental

Monona house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from $334 / night

$2,338 / week

1 / 22

Vacation condo in Monona

Monona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $179 / night

$1,253 / week

1 / 18

Vacation home in Monona

Monona house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $328 / night

$2,296 / week

1 / 30

Monona Vacation condo rental

Monona condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $264 / night

$1,848 / week

1 / 18

Madison ski home to rent.

Madison house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from $175 / night

$1,225 / week

1 / 21

Monona ski home to rent.

Monona house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

from $461 / night

$3,227 / week

1 / 30

Ski home to rent in Monona

Monona house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $510 / night

$3,570 / week

1 / 30

Vacation home in Monona

Monona house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from $809 / night

$5,663 / week

1 / 10

Vacation home rental

Madison house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $101 / night

$707 / week

1 / 30

Vacation home rental

Madison house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $183 / night

$1,281 / week

1 / 30

Apartment rental in Madison

Madison apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $55 / night

$385 / week

1 / 16

Vacation apartment rental

Madison apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $71 / night

$497 / week

1 / 8

Madison Vacation home rental

Madison house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $184 / night

$1,288 / week

1 / 23

Monona Vacation condo rental

Monona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $170 / night

$1,190 / week

1 / 19

Vacation home in Madison

Madison house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

from $222 / night

$1,554 / week

1 / 19

Apartment rental in Madison

Madison apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from $114 / night

$798 / week

1 / 26

Madison Vacation apartment rental

Madison apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from $108 / night

$756 / week

1 / 13

Vacation apartment in Madison

Madison apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from $94 / night

$658 / week

1 / 19

Vacation home in Monona

Monona house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from $141 / night

$987 / week

1 / 19

Apartment rental in Madison

Madison apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from $90 / night

$630 / week

1 / 20

Vacation apartment in Madison

Madison apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from $88 / night

$616 / week

1 / 30

Home rental in Madison

Madison house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 6

from $100 / night

$700 / week

1 / 12

Vacation apartment accommodation

Madison apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $106 / night

$742 / week

1 / 30

Monona Vacation cottage rental

Monona cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from $251 / night

$1,757 / week

1 / 16

Vacation home in Monona

Monona house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $158 / night

$1,106 / week

1 / 22

Home rental in Madison

Madison house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $149 / night

$1,043 / week

1 / 14

Vacation apartment rental

Madison apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from $94 / night

$658 / week

1 / 20

Vacation apartment in Madison

Madison apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $93 / night

$651 / week

1 / 21

Vacation apartment in Madison

Madison apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from $86 / night

$602 / week

1 / 26

Vacation apartment in Madison

Madison apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from $104 / night

$728 / week

1 / 14

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