Wisconsin holiday rentals

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Best Wisconsin holiday rentals

Most recommended holiday rentals in Wisconsin

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2 Bedroom 4 Person Available For Nfl Draft, Green Bay Wi - Oshkosh - Dining room
2 Bedroom 4 Person Available For Nfl Draft, Green Bay Wi
Oshkosh, WI, United States
Free Wi-Fi
Air conditioning
AED 2,185+
Check availability
Cherry Hills Lodge - Sturgeon Bay - Bedroom
Cherry Hills Lodge
Sturgeon Bay, WI, United States
8.0Very Good(72)
Free Wi-Fi
Air conditioning
AED 595+
Check availability
Available - 2025 Nfl Draft And Eaa - Close To Everything! Cozy And Comfy! - Oshkosh - Bedroom
Available - 2025 Nfl Draft And Eaa - Close To Everything! Cozy And Comfy!
Oshkosh, WI, United States
Air conditioning
AED 3,963+
Check availability
Econo Lodge Madison East - Madison - Bedroom
Econo Lodge Madison East
Madison, WI, United States
6.9Okay(624)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
AED 279+
Check availability
Econo Lodge La Crosse - La Crosse - Lobby
Econo Lodge La Crosse
La Crosse, WI, United States
6.7Okay(446)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
AED 298+
Check availability
Great Wolf Lodge Wisconsin Dells - Wisconsin Dells - Restaurant
Great Wolf Lodge Wisconsin Dells
Wisconsin Dells, WI, United States
7.9Good(352)
Pool
Air conditioning
AED 940+
Check availability
Econo Lodge Milwaukee Airport - Milwaukee - Bedroom
Econo Lodge Milwaukee Airport
Milwaukee, WI, United States
5.6Fair(753)
Free Wi-Fi
Air conditioning
AED 246+
Check availability
Washington Heights, Private Basement Room! - Milwaukee - Bathroom
Washington Heights, Private Basement Room!
Washington Heights
Air conditioning
AED 323+
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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
7.8Good(126)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
AED 650+
Check availability
Bonanza Camping Resort - Wisconsin Dells - Living room
Bonanza Camping Resort
Wisconsin Dells, WI, United States
9.1Wonderful(45)
Parking
Free Wi-Fi
Pool
Pet-friendly
AED 430+
Check availability
Interlaken Villa with Patio, Steps to Ridge Resort! - Lake Geneva - Living room
Interlaken Villa with Patio, Steps to Ridge Resort!
Lake Geneva, WI, United States
9.8Wonderful(17)
Free Wi-Fi
Pool
Air conditioning
AED 1,098+
Check availability
Elegant 4-Season Lake Geneva Condo with Fireplace! - Lake Geneva - Dining room
Elegant 4-Season Lake Geneva Condo with Fireplace!
Lake Geneva, WI, United States
9.7Wonderful(4)
Free Wi-Fi
Pool
Air conditioning
AED 1,105+
Check availability
Historic Racine - Lovely Retreat Home - Racine
Historic Racine - Lovely Retreat Home
Downtown
Air conditioning
AED 921+
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Chula Vista II - Wisconsin Dells
Chula Vista II
Wisconsin Dells, WI, United States
6.9Okay(22)
Pool
Air conditioning
AED 1,208+
Check availability
Homestay - Cat lovers welcome. I have a pool! - Milwaukee
Homestay - Cat lovers welcome. I have a pool!
Bay View
AED 140+
Check availability
Homestay in Kenosha near Kenosha Elks Club - Kenosha
Homestay in Kenosha near Kenosha Elks Club
Kenosha, WI, United States
AED 297+
Check availability
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AED 0 - AED 922AED 922 - AED 1,840AED 1,840 - AED 2,758AED 2,758 - AED 3,676AED 3,676+ per night

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ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

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?

Sunday offers the lowest rates in Wisconsin, with an average nightly price of AED 2,557. The highest prices are found on Saturday, with average rates at AED 4,208.

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

January

High season

August

Average price (weeknight)

AED 1,013

Average price (weekend night)

AED 1,264
Cheapest month to stay with an average 26% drop in price.
Most expensive month to stay with an average 55% 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

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 Kenosha (100% of total searches to Wisconsin).

  • 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 AED 217. 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, cottages, lodges, homestays, villas, agritourism, barns, campgrounds, caravan parks, campsites, chalets, houseboats, luxury tents, safari/tentalows, caravans and farm stays.

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

    If you’re looking for something special, the holiday rental most loved by KAYAK users is Great Wolf Lodge Wisconsin Dells.

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

    There are a number of dog and pet-friendly Wisconsin holiday rentals, with around 11% allowing you to bring your pet along with you.

See more FAQs

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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