Wisconsin holiday rentals

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Best Wisconsin holiday rentals

Most recommended holiday rentals in Wisconsin

Show all
Interlaken Villa with Patio, Steps to Ridge Resort! - Lake Geneva - Living room
Interlaken Villa with Patio, Steps to Ridge Resort!
9.8 Wonderful
$362+
$362+
Free Wi-Fi
Pool
Sun-Lit Lake Geneva Sanctuary With Bbq Patio! - Lake Geneva - Living room
Sun-Lit Lake Geneva Sanctuary With Bbq Patio!
8.9 Very Good
$443+
$443+
Free Wi-Fi
Elegant 4-Season Lake Geneva Condo with Fireplace! - Lake Geneva - Living room
Elegant 4-Season Lake Geneva Condo with Fireplace! - Lake Geneva - Living room
Elegant 4-Season Lake Geneva Condo with Fireplace!
9.7 Wonderful
$478+
$478+
Free Wi-Fi
Pool
Great Wolf Lodge Wisconsin Dells - Wisconsin Dells - Restaurant
Great Wolf Lodge Wisconsin Dells - Wisconsin Dells - Restaurant
Great Wolf Lodge Wisconsin Dells
7.9 Good
$423+
$423+
Pool
Spa
Econo Lodge Madison East - Madison - Bedroom
Econo Lodge Madison East - Madison - Bedroom
Econo Lodge Madison East
6.9 Okay
$104+
$104+
Parking
Free Wi-Fi
Pet-friendly
Econo Lodge Milwaukee Airport - Milwaukee - Bedroom
Econo Lodge Milwaukee Airport - Milwaukee - Bedroom
Econo Lodge Milwaukee Airport
5.6 Fair
$93+
$93+
Free Wi-Fi
Econo Lodge La Crosse - La Crosse - Lobby
Econo Lodge La Crosse - La Crosse - Lobby
Econo Lodge La Crosse
6.7 Okay
$118+
$118+
Parking
Free Wi-Fi
Pet-friendly
Washington Heights, Private Basement Room! - Milwaukee - Bathroom
Washington Heights, Private Basement Room! - Milwaukee - Bathroom
Washington Heights, Private Basement Room!
Washington Heights$134+
$134+
Yogi Bear's Jellystone Park Camp-Resort Wisconsin Dells - Wisconsin Dells - Bedroom
Yogi Bear's Jellystone Park Camp-Resort Wisconsin Dells - Wisconsin Dells - Bedroom
Yogi Bear's Jellystone Park Camp-Resort Wisconsin Dells
7.8 Good
$349+
$349+
Free Wi-Fi
Pool
Pet-friendly
Bonanza Camping Resort - Wisconsin Dells - Living room
Bonanza Camping Resort - Wisconsin Dells - Living room
Bonanza Camping Resort
9 Wonderful
$180+
$180+
Parking
Free Wi-Fi
Pool
Pet-friendly
New Lake Como Condo with Lake Views - Lake Geneva - Living room
New Lake Como Condo with Lake Views - Lake Geneva - Living room
New Lake Como Condo with Lake Views
9.6 Wonderful
$788+
$788+
Parking
Free Wi-Fi
Pool
Cottage At Lake Geneva Wi By David Rigney Real Estate Solutions - Lake Geneva - Living room
Cottage At Lake Geneva Wi By David Rigney Real Estate Solutions - Lake Geneva - Living room
Cottage At Lake Geneva Wi By David Rigney Real Estate Solutions
9.2 Wonderful
$284+
$284+
Parking
Free Wi-Fi
Belleview House - Charming Pet-Friendly 3-Br Home, Backyard, Firepit - Milwaukee - Living room
Belleview House - Charming Pet-Friendly 3-Br Home, Backyard, Firepit - Milwaukee - Living room
Belleview House - Charming Pet-Friendly 3-Br Home, Backyard, Firepit
7.5 Good
$640+
$640+
Free Wi-Fi
Flexhome Economy Studio Apt F1 - Milwaukee - Bedroom
Flexhome Economy Studio Apt F1 - Milwaukee - Bedroom
Flexhome Economy Studio Apt F1
8.5 Very Good
$204+
$204+
Free Wi-Fi
Chula Vista II - Wisconsin Dells
Chula Vista II - Wisconsin Dells
Chula Vista II
6.8 Okay
$398+
$398+
Free Wi-Fi
Pool
Spa
Homestay - Cat lovers welcome. I have a pool! - Milwaukee
Homestay - Cat lovers welcome. I have a pool! - Milwaukee
Homestay - Cat lovers welcome. I have a pool!
Bay View$92+
$92+
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$79 - $378$378 - $677$677 - $975$975 - $1,274$1,274+ per night

Property type

ApartmentCondoCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

January

High season

September

Average price (weeknight)

$388

Average price (weekend night)

$483
Cheapest month to stay with an average 21% drop in price.
Most expensive month to stay with an average 69% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

When to book a holiday rental in Wisconsin

Price per night / rental. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

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 Milwaukee (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 $103. 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 $88 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, cottages, lodges, agritourism, villas, barns, campgrounds, caravan parks, campsites, homestays, chalets, houseboats, luxury tents, safari/tentalows and caravans.

  • 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 10% 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

Complete your trip to Wisconsin

Flights to Wisconsin
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