Wisconsin vacation rentals

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Latest Wisconsin vacation rental deals

MOST POPULARMilwaukee
Vacation homes from $33
Wisconsin Dells
Vacation homes from $112
Green Bay
Vacation homes from $68
Madison
Vacation homes from $60
Lake Geneva
Vacation homes from $248

Best Wisconsin vacation rentals

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$0 - $348$348 - $696$696 - $1,044$1,044 - $1,391$1,391+ per night

Property Types

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Wisconsin

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White Horse Stable - Bayfield
White Horse Stable
Bayfield, WI
8.9Very good(13)
Parking
Free Wi-Fi
$132+
Check availability
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
Free Wi-Fi
Pool
$167+
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Cherry Hills Lodge - Sturgeon Bay - Bedroom
Cherry Hills Lodge
Sturgeon Bay, WI
8.0Very good(72)
Free Wi-Fi
$174+
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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
9.1Wonderful(39)
Free Wi-Fi
Pet friendly
$207+
Check availability
Knotty Pine White Pine - Lake Minocqua - Minocqua
Knotty Pine White Pine - Lake Minocqua
Minocqua, WI
Parking
Free Wi-Fi
$232+
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Relaxation in the Northwoods - Minocqua - Building
Relaxation in the Northwoods
Minocqua, WI
Free Wi-Fi
$253+
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Avenue Side Room at The Copper Trout. - Bayfield - Bedroom
Avenue Side Room at The Copper Trout.
Bayfield, WI
$258+
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Margeson House -Pet Friendly Minocqua Home - Minocqua - Building
Margeson House -Pet Friendly Minocqua Home
Minocqua, WI
Parking
Free Wi-Fi
Pet friendly
$260+
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Duxbury Cottage - Two Bedroom - Minocqua
Duxbury Cottage - Two Bedroom
Minocqua, WI
4.2Mediocre(1)
Free Wi-Fi
$364+
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3000sqft of pure enjoyment - Superior
3000sqft of pure enjoyment
Superior, WI
Pet friendly
$426+
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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
Free Wi-Fi
$479+
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Wild Rice Retreat - Bayfield - Restaurant
Wild Rice Retreat
Bayfield, WI
9.1Wonderful(24)
Parking
Free Wi-Fi
$521+
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3 bedroom home sleeps 6, 2 baths, Lake Views, Spacious Grounds, Walk Downtown - Bayfield - Outdoors view
3 bedroom home sleeps 6, 2 baths, Lake Views, Spacious Grounds, Walk Downtown
Bayfield, WI
Free Wi-Fi
$580+
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House For Rent- Eaa - Oshkosh - Living room
House For Rent- Eaa
Oshkosh, WI
$788+
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Cozy & Quiet; Oshkosh Hidden Gem - Oshkosh - Dining room
Cozy & Quiet; Oshkosh Hidden Gem
Oshkosh, WI
Free Wi-Fi
$1,445+
Check availability
Useful Info

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?

Thursday offers the lowest rates in Wisconsin, with an average nightly price of $197. The highest prices are found on Wednesday, with average rates at $455.

How early should you book a vacation rental in Wisconsin?

Book at least 67 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)

January
November
$322
$309
Cheapest month to stay with an average 24% drop in price.
Most expensive month to stay with an average 57% 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 January and March.
  • The cheapest night for renting a vacation home in Wisconsin is Sunday. 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 13 days.
  • The cheapest Wisconsin vacation rental found on KAYAK in the last 2 weeks was $100, while the most expensive was $520.
  • Pool, parking, pet friendly, hot tub, and fireplace are the most popular vacation rental property amenities in Wisconsin
  • Vacation rentals in Wisconsin are around 38% 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 22 properties and an average price of $42. The most popular vacation rentals in Wisconsin among KAYAK users are Homestay - A lady with a loving home to share, Homestay in Kenosha near Kenosha Elks Club, 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 (9% of total searches to Wisconsin). The next most popular destinations are Wisconsin Dells (6%) and Madison (5%). Searches for vacation rentals in Bayfield (4%), Sturgeon Bay (4%) and Lake Geneva (3%) 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 $68. 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 $1,642.

  • 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 $7,038.

  • 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, cottages, lodges, homestays, villas, barns, campgrounds, caravan parks, holiday parks, caravans, agritourism, houseboats, chalets, luxury tents, towers and farm stays.

  • 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 Cherry Hills Lodge.

  • 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 home that can sleep 6 people or more by KAYAK users is 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 12% 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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