50 Best Wisconsin Houses and Cabins – Holiday Lettings - Holiday Rentals Wisconsin

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425 Holiday homes

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(18) Excellent 

1 / 25

Wisconsin holiday cottage rental

Wisconsin / Wautoma

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $121 / night

$851 - $1101 / week

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from $121 / night

1 / 14

Wisconsin holiday condo rental

Wisconsin / Fontana

2 bedroomsSleeps 62 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay

from $225 / night

$0 / week

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from $225 / night

(3) Excellent 

1 / 40

Holiday home in Wisconsin

Wisconsin / Waupaca

5 bedroomsSleeps 11Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies

from $501 / night

$3500 - $3850 / week

Book Book View

from $501 / night

(16) Excellent 

1 / 35

Home rental in Wisconsin

Door County / Sister Bay

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $301 / night

$2000 / week

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from $301 / night

1 / 28

Holiday apartment with shared pool in Lake Geneva

Wisconsin / Lake Geneva

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $225 / night

$1901 / week

Book Book View

from $225 / night

(2) Very Good 

1 / 21

Home rental in Wisconsin

Wisconsin / Eagle River

4 bedroomsSleeps 133 nights min stay

  • 4 bedrooms
  • Sleeps 13
  • 3 nights min stay

from $176 / night

$1101 - $2450 / week

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from $176 / night

1 / 9

Rhinelander holiday log cabin rental

Wisconsin / Rhinelander

3 bedroomsSleeps 62 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay

from $176 / night

$1196 / week

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from $176 / night

(5) Excellent 

1 / 21

Wisconsin holiday home rental

Door County / Egg Harbor

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $260 / night

$1620 - $1921 / week

Book Book View

from $260 / night

(4) Excellent 

1 / 25

Holiday townhouse in Wisconsin

Wisconsin / Milwaukee

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies

from $286 / night

$1686 - $1826 / week

Book Book View

from $286 / night

(23) Excellent 

1 / 34

Wisconsin holiday apartment rental

Wisconsin / Eagle River

2 bedroomsSleeps 8Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies

from $150 / night

$750 - $1690 / week

Book Book View

from $150 / night

(1) Excellent 

1 / 12

Holiday cottage in Wisconsin

Wisconsin / Eagle River

3 bedroomsSleeps 143 nights min stay

  • 3 bedrooms
  • Sleeps 14
  • 3 nights min stay

from $350 / night

$1600 - $2000 / week

Book Book View

from $350 / night

(20) Very Good 

1 / 15

Holiday apartment with shared pool in Wisconsin

Wisconsin / Wisconsin Dells

2 bedroomsSleeps 82 nights min stay

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min stay

from $106 / night

$634 - $1554 / week

Book Book View

from $106 / night

1 / 27

Holiday lodge in Wisconsin Dells

Wisconsin / Wisconsin Dells

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $451 / night

$2900 - $3001 / week

Book Book View

from $451 / night

1 / 12

Holiday apartment in Wisconsin

Wisconsin / Madison

1 bedroomSleeps 61 night min stay

  • 1 bedroom
  • Sleeps 6
  • 1 night min stay

from $126 / night

$0 / week

Book Book View

from $126 / night

1 / 22

Holiday home in Wisconsin

Wisconsin / Webster

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $358 / night

$2501 - $2711 / week

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from $358 / night

(1) Excellent 

1 / 27

Holiday apartment in Wisconsin Dells

Wisconsin / Wisconsin Dells

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $126 / night

$750 - $1171 / week

Book Book View

from $126 / night

(7) Excellent 

1 / 15

Holiday cottage in Egg Harbor

Door County / Egg Harbor

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $120 / night

$770 - $1209 / week

Book Book View

from $120 / night

(2) Excellent 

1 / 24

Holiday villa rental

Wisconsin / Lake Geneva

4 bedroomsSleeps 1430 nights min stay

  • 4 bedrooms
  • Sleeps 14
  • 30 nights min stay

from $501 / night

$5001 / week

Book Book View

from $501 / night

(8) Excellent 

1 / 19

Holiday log cabin rental

Wisconsin / Hancock

5 bedroomsSleeps 172 nights min stay

  • 5 bedrooms
  • Sleeps 17
  • 2 nights min stay

from $301 / night

$1751 - $5150 / week

Book Book View

from $301 / night

(3) Excellent 

1 / 38

Wisconsin holiday cottage rental

Wisconsin / Lake Geneva

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $200 / night

$1501 - $3551 / week

Book Book View

from $200 / night

(1) Very Good 

1 / 11

Holiday cottage in Wisconsin

Wisconsin / Rhinelander

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $126 / night

$875 / week

Book Book View

from $126 / night

(18) Very Good 

1 / 49

Holiday cottage in Wisconsin

Wisconsin / Oxford

1 bedroomSleeps 62 nights min stay

  • 1 bedroom
  • Sleeps 6
  • 2 nights min stay

from $120 / night

$744 - $1165 / week

Book Book View

from $120 / night

(3) Excellent 

1 / 12

Holiday log cabin in Wisconsin

Wisconsin / Rhinelander

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay

from $130 / night

$770 / week

Book Book View

from $130 / night

1 / 8

Wisconsin holiday cottage rental

Wisconsin / Fontana

1 bedroomSleeps 23 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay

from $150 / night

$1000 / week

Book Book View

from $150 / night

(1) Excellent 

1 / 12

Holiday log cabin in Rhinelander

Wisconsin / Rhinelander

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay

from $130 / night

$770 / week

Book Book View

from $130 / night

(7) Excellent 

1 / 25

Holiday home in Elkhart Lake

Wisconsin / Elkhart Lake

3 bedroomsSleeps 53 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min stay

from $251 / night

$1701 - $1841 / week

Book Book View

from $251 / night

(2) Good 

1 / 11

Wisconsin holiday cottage rental

Wisconsin / Wisconsin Dells

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $150 / night

$800 - $1251 / week

Book Book View

from $150 / night

(9) Excellent 

1 / 26

Holiday log cabin in Wisconsin

Wisconsin / New Lisbon

2 bedroomsSleeps 52 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay

from $165 / night

$991 - $1165 / week

Book Book View

from $165 / night

(5) Excellent 

1 / 13

Holiday home in Wisconsin

Wisconsin / Lake Geneva

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $200 / night

$1400 - $2101 / week

Book Book View

from $200 / night

1 / 20

Holiday home with golf nearby in Baraboo

Wisconsin / Baraboo

3 bedroomsSleeps 83 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay

from $196 / night

$1350 - $1701 / week

Book Book View

from $196 / night

(3) Very Good 

1 / 12

Holiday apartment with shared pool in Wisconsin

Wisconsin / Wisconsin Dells

2 bedroomsSleeps 62 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay

from $101 / night

$750 - $1600 / week

Book Book View

from $101 / night

1 / 7

Wisconsin holiday home rental

Wisconsin / Fox Lake

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies

from $464 / night

$3245 - $4326 / week

Book Book View

from $464 / night

(2) Excellent 

1 / 12

Wisconsin holiday cottage rental

Wisconsin / Arkdale

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $150 / night

$950 / week

Book Book View

from $150 / night

(1) Excellent 

1 / 17

Wisconsin holiday home rental

Wisconsin / Edgerton

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $89 / night

$600 - $750 / week

Book Book View

from $89 / night

1 / 9

Wisconsin holiday log cabin rental

Wisconsin / Okauchee

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $143 / night

$1000 / week

Book Book View

from $143 / night

1 / 8

Holiday cottage in Wisconsin

Wisconsin / Twin Lakes

3 bedroomsSleeps 83 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay

from $550 / night

$0 / week

Book Book View

from $550 / night

1 / 14

Holiday log cabin in Wisconsin

Wisconsin / Ladysmith

2 bedroomsSleeps 62 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay

from $109 / night

$675 - $1235 / week

Book Book View

from $109 / night

1 / 8

Home rental in Minocqua

Wisconsin / Minocqua

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $196 / night

$1365 - $1541 / week

Book Book View

from $196 / night

(1) Excellent 

1 / 11

Rhinelander holiday log cabin rental

Wisconsin / Rhinelander

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $141 / night

$851 - $961 / week

Book Book View

from $141 / night

1 / 7

Wisconsin ski apartment to rent.

Wisconsin / Lake Geneva

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay

from $200 / night

$1101 / week

Book Book View

from $200 / night

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