Wisconsin holiday rentals

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Best Wisconsin holiday rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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$64 - $686$686 - $1,307$1,307 - $1,928$1,928 - $2,549$2,549+ per night

Property type

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Wisconsin

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Homestay - Cat lovers welcome. I have a pool! - Milwaukee
Homestay - Cat lovers welcome. I have a pool!
Bay View
$64+
Check availability
Washington Heights, Private Basement Room! - Milwaukee
Washington Heights, Private Basement Room!
Washington Heights
2.0Poor(1)
$102+
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Econo Lodge Madison East - Madison - Bedroom
Econo Lodge Madison East
Madison, WI, United States
6.8Okay(679)
Parking
Free Wi-Fi
Pet friendly
$107+
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Econo Lodge Milwaukee Airport - Milwaukee - Bedroom
Econo Lodge Milwaukee Airport
Milwaukee, WI, United States
5.7Fair(797)
Free Wi-Fi
$110+
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Homestay - Homestay - Awesome Upper Duplex in Bay View - Milwaukee
Homestay - Homestay - Awesome Upper Duplex in Bay View
Milwaukee, WI, United States
$116+
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Flexhome Economy Studio Apt F1 - Milwaukee
Flexhome Economy Studio Apt F1
Milwaukee, WI, United States
8.0Very Good(10)
$133+
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Bonanza Camping Resort - Wisconsin Dells - Living room
Bonanza Camping Resort
Wisconsin Dells, WI, United States
8.5Very Good(56)
Parking
Free Wi-Fi
Pool
Pet friendly
$187+
Check availability
Plymouth Rock Camping Resort Basic Cabin - Elkhart Lake
Plymouth Rock Camping Resort Basic Cabin
Elkhart Lake, WI, United States
8.9Very Good(13)
Parking
Free Wi-Fi
Pool
$198+
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Econo Lodge - La Crosse - Lobby
Econo Lodge
La Crosse, WI, United States
6.6Okay(463)
Parking
Free Wi-Fi
Pet friendly
$221+
Check availability
Yogi Bear's Jellystone Park Camp-Resort Wisconsin Dells - Wisconsin Dells - Bedroom
Yogi Bear's Jellystone Park Camp-Resort Wisconsin Dells
Wisconsin Dells, WI, United States
7.1Good(129)
Free Wi-Fi
Pool
$240+
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Birchcliff Resort - Wisconsin Dells
Birchcliff Resort
Wisconsin Dells, WI, United States
8.3Very Good(17)
Free Wi-Fi
$272+
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Great Wolf Lodge Wisconsin Dells - Wisconsin Dells - Restaurant
Great Wolf Lodge Wisconsin Dells
Wisconsin Dells, WI, United States
7.9Good(359)
Pool
Spa
$356+
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Chula Vista II - Wisconsin Dells
Chula Vista II
Wisconsin Dells, WI, United States
6.9Okay(22)
Pool
Spa
$423+
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Modern 1BR Apt with Skywalk to Fiserv, Rooftop, and Parking - Milwaukee - Restaurant
Modern 1BR Apt with Skywalk to Fiserv, Rooftop, and Parking
Westown
8.7Very Good(40)
Parking
Free Wi-Fi
$487+
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Thunderbird Resort Condo - Wisconsin Dells - Living room
Thunderbird Resort Condo
Wisconsin Dells, WI, United States
9.2Wonderful(18)
$492+
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Belleview House - Charming Pet-Friendly 3-Br Home, Backyard, Firepit - Milwaukee - Living room
Belleview House - Charming Pet-Friendly 3-Br Home, Backyard, Firepit
Milwaukee, WI, United States
9.4Wonderful(8)
Free Wi-Fi
$898+
Check availability
Booking Insights

KAYAK’s insights for holiday 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 $504. The highest prices are found on Saturday, with average rates at $1,013.

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
$344
$596
Cheapest month to stay with an average 50% drop in price.
Most expensive month to stay with an average 1,291% 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 holiday rental

  • If you’re looking for a cheap holiday rental in Wisconsin, you should consider visiting during the low season. The cheapest holiday homes in Wisconsin can be found in August and September.
  • The cheapest night for renting a holiday home in Wisconsin is Thursday. In contrast, the most expensive is Tuesday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Wisconsin for 18 days.
  • Pool, pet friendly, air-conditioned, and hot tub are the most popular holiday rental property amenities in Wisconsin
  • Holiday rentals in Wisconsin are around 43% more expensive than hotels on average. Search here to compare prices for all accommodation types in Wisconsin.

FAQs when booking a holiday home in Wisconsin

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

    Based on KAYAK holiday rental searches, the most popular destination is Milwaukee (33% of total searches to Wisconsin). The next most popular destinations are Brookfield (17%) and Montello (17%). Searches for holiday rentals in Green Bay (17%) and La Crosse (17%) are also popular.

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

    In the last 72 hours, users have found Wisconsin holiday rentals for tonight for as little as $114. Search here for similar prices

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

    In the last 72 hours, users have found Wisconsin holiday rentals for this weekend for as little as $101 per night. Search here for similar prices

  • What types of holiday rentals are available in Wisconsin?

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

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

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

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

    If you’re a large group then you’ll need plenty of space. The highest rated holiday home that can sleep 6 people or more by KAYAK users is Condos at 530 E. Hiawatha.

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

    There are a number of dog and pet-friendly Wisconsin holiday 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 holiday home.

Everything you need to know for your stay in Wisconsin

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