Wisconsin vacation rentals

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Latest Wisconsin vacation rental deals

MOST POPULARMilwaukee
Vacation homes from $31
Wisconsin Dells
Vacation homes from $112
Green Bay
Vacation homes from $68
Appleton
Vacation homes from $54
Madison
Vacation homes from $60
Lake Geneva
Vacation homes from $142

Best Wisconsin vacation rentals

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$38 - $1,252$1,252 - $2,466$2,466 - $3,680$3,680 - $4,893$4,893+ per night

Property Types

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Wisconsin

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Charming! Near Microsoft Mt Pleasant - Sleeps 8 - Kenosha
Charming! Near Microsoft Mt Pleasant - Sleeps 8
Kenosha, WI
9.5Wonderful(21)
Free Wi-Fi
$94+
Check availability
Econo Lodge - La Crosse - Lobby
Econo Lodge
La Crosse, WI
6.6Okay(463)
Parking
Free Wi-Fi
Pet friendly
$132+
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White Horse Stable - Bayfield
White Horse Stable
Bayfield, WI
8.2Very good(19)
Parking
Free Wi-Fi
$132+
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Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows - Bayfield - Beach
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows
Bayfield, WI
9.7Wonderful(119)
Free Wi-Fi
Pool
$153+
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Walk to Dtwn Shops and Eats Sturgeon Bay Retreat - Sturgeon Bay - Living room
Walk to Dtwn Shops and Eats Sturgeon Bay Retreat
Sturgeon Bay, WI
9.0Wonderful(49)
Free Wi-Fi
Pet friendly
$159+
Check availability
Hike-in, Off-Grid Camping: an A-frame Cabin - Bayfield - Bedroom
Hike-in, Off-Grid Camping: an A-frame Cabin
Bayfield, WI
8.7Very good(32)
$190+
Check availability
Family friendly home 2 blocks from Lake Michigan - Kenosha
Family friendly home 2 blocks from Lake Michigan
Kenosha, WI
Free Wi-Fi
$362+
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The Door Belle - Downtown bungalow - Sturgeon Bay - Living room
The Door Belle - Downtown bungalow
Sturgeon Bay, WI
9.8Wonderful(10)
Free Wi-Fi
Pet friendly
$364+
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The Oasis - Oshkosh
The Oasis
Oshkosh, WI
4.0Mediocre(1)
Parking
Free Wi-Fi
$401+
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Hauser's Bayfield Cabin - Bayfield
Hauser's Bayfield Cabin
Bayfield, WI
4.0Mediocre(1)
Free Wi-Fi
$407+
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Wild Rice Retreat - Bayfield - Restaurant
Wild Rice Retreat
Bayfield, WI
9.1Wonderful(24)
Parking
Free Wi-Fi
$437+
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Restored 1930's Bungalow w/ Fire Pit, In Town! - Sturgeon Bay
Restored 1930's Bungalow w/ Fire Pit, In Town!
Sturgeon Bay, WI
9.8Wonderful(17)
$446+
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Brickyard Cottage 41 by Winfield Inn - Bayfield
Brickyard Cottage 41 by Winfield Inn
Bayfield, WI
10Wonderful(8)
$479+
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Lake Michigan Vacation Rental w/ Private Beach! - Racine - Bedroom
Lake Michigan Vacation Rental w/ Private Beach!
Racine, WI
Free Wi-Fi
$824+
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Beautiful 4 Br Home 10 Miles From Eaa! - Oshkosh - Building
Beautiful 4 Br Home 10 Miles From Eaa!
Oshkosh, WI
10Wonderful(2)
Free Wi-Fi
$880+
Check availability
Perfect Family or Corporate Rental for EAA Airventure! - Oshkosh - Patio
Perfect Family or Corporate Rental for EAA Airventure!
Oshkosh, WI
$4,893+
Check availability
Booking Insights

KAYAK’s insights for vacation rentals in Wisconsin

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Wisconsin with confidence.

What is the cheapest day of the week to book a vacation rental in Wisconsin?

Tuesday offers the lowest rates in Wisconsin, with an average nightly price of $179. The highest prices are found on Saturday, with average rates at $360.

How early should you book a vacation rental in Wisconsin?

Book at least 61 days before your stay begins to get the best price for your Wisconsin vacation rental.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
December
$201
$341
Cheapest month to stay with an average 52% drop in price.
Most expensive month to stay with an average 1,239% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Wisconsin vacation rental

  • If you’re looking for a cheap vacation rental in Wisconsin, you should consider visiting during the low season. The cheapest vacation homes in Wisconsin can be found in February and January.
  • The cheapest night for renting a vacation home in Wisconsin is Tuesday. In contrast, the most expensive is Thursday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Wisconsin for 16 days.
  • The cheapest Wisconsin vacation rental found on KAYAK in the last 2 weeks was $136, while the most expensive was $447.
  • Pool, pet friendly, air-conditioned, and hot tub are the most popular vacation rental property amenities in Wisconsin
  • Vacation rentals in Wisconsin are around 49% more expensive than hotels on average. Search here to compare prices for all accommodation types in Wisconsin.
  • The city in Wisconsin with the most affordable vacation homes is Kenosha, with around 26 properties and an average price of $47. The most popular vacation rentals in Wisconsin among KAYAK users are Charming! Near Microsoft Mt Pleasant - Sleeps 8, Family friendly home 2 blocks from Lake Michigan, and Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View.

FAQs when booking a vacation home in Wisconsin

  • What is the most popular vacation rental destination in Wisconsin?

    Based on KAYAK vacation rental searches, the most popular destination is Milwaukee (8% of total searches to Wisconsin). The next most popular destinations are Wisconsin Dells (5%) and Madison (5%). Searches for vacation rentals in Sturgeon Bay (4%), Bayfield (4%) and Fish Creek (2%) are also popular.

  • How much is a vacation rental in Wisconsin for tonight?

    In the last 72 hours, users have found Wisconsin vacation rentals for tonight for as low as $66. Search here for similar prices

  • How much is a vacation rental in Wisconsin for this weekend?

    In the last 72 hours, users have found Wisconsin vacation rentals for this weekend for as low as $60 per night. Search here for similar prices

  • How much is a vacation rental for a week in Wisconsin?

    The average price for a weekly Wisconsin vacation rental found by KAYAK users in the last 2 weeks is $1,399.

  • How much is a vacation rental for a month in Wisconsin?

    The average price for a monthly Wisconsin vacation rental found by KAYAK users in the last 2 weeks is $5,996.

  • What types of vacation rentals are available in Wisconsin?

    There are loads of different property types that you can make your vacation home in Wisconsin. You’ll find apartments, condos, houses, cabins, lodges, homestays, cottages, villas, barns, campgrounds, holiday parks, caravans, agritourism, houseboats, chalets, luxury tents and towers.

  • What are some of the most-loved vacation rentals available in Wisconsin?

    There are many types of properties available for Wisconsin vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are Great Wolf Lodge Wisconsin Dells and Econo Lodge Madison East.

  • What are the most popular Wisconsin vacation rentals for a large group?

    If you’re a large group then you’ll need plenty of space. The highest rated vacation homes that can sleep 6 people or more by KAYAK users are Condos at 530 E. Hiawatha and Spacious Vacation Rental with a Stunning Stone Gas Fireplace in Fish Creek, Wisconsin.

  • Are there any pet-friendly vacation rentals in Wisconsin?

    There are a number of dog and pet-friendly Wisconsin vacation rentals, with around 9% allowing you to bring your pet along with you.

Where to stay in Wisconsin?

Our map will help you find the perfect place to stay in Wisconsin by showing you the exact location of each vacation home.

Everything you need to know for your stay in Wisconsin

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