What is the most popular holiday rental destination in Wisconsin?

Based on KAYAK holiday rental searches, the most popular destination is Milwaukee (20% of total searches to Wisconsin). The next most popular destinations are Fish Creek (13%) and Wisconsin Dells (13%). Searches for holida rentals in Monona (7%), Madison (7%) and Waukesha (7%) 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 £40.

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, villas, barns, campgrounds, caravan parks, campsites, homestays, agritourism, chalets, farm stays and caravans.

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 Madison East.

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.

Wisconsin Holiday Rentals

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Best Wisconsin holiday rentals

2 Bedroom 4 Person Available For Nfl Draft, Green Bay Wi

£449+

Free Wi-Fi

Air conditioning

House for rent in Oshkosh

£423+

Free Wi-Fi

Air conditioning

Sleeps 8, 4 miles to EAA, Central Air - Oshkosh - Dining room

Sleeps 8, 4 miles to EAA, Central Air

£440+

Air conditioning

Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly - Oshkosh - Living room

Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

£283+

Free Wi-Fi

Air conditioning

Home in Oshkosh near EAA Air Venture - \n5 blocks away from Wittman Airport - Oshkosh - Kitchen

$Home in Oshkosh near EAA Air Venture - \n5 blocks away from Wittman Airport - Oshkosh - Kitchen$

Home in Oshkosh near EAA Air Venture - \n5 blocks away from Wittman Airport

£791+

Free Wi-Fi

Air conditioning

Oak Street Adobe - Oshkosh - Balcony

Oak Street Adobe

10 Wonderful

£251+

Free Wi-Fi

Air conditioning

Quiet Home away from Home - Oshkosh - Restaurant

Quiet Home away from Home

£2,601+

Free Wi-Fi

Air conditioning

Stunning Sunrise Waterfront Views on Lake Winnebago - Oshkosh - Bedroom

Stunning Sunrise Waterfront Views on Lake Winnebago

£456+

Air conditioning

Leopard - Oshkosh - Living room

Leopard

£237+

Air conditioning

Beautiful Bungalow on Baldwin - 3 bed 2 bath - Oshkosh - Bedroom

Beautiful Bungalow on Baldwin - 3 bed 2 bath

£252+

Air conditioning

Cozy 2 Bedroom By Main Street! - Oshkosh - Living room

Cozy 2 Bedroom By Main Street!

£216+

Air conditioning

Great Wolf Lodge Wisconsin Dells - Wisconsin Dells - Restaurant

Great Wolf Lodge Wisconsin Dells

7.9 Good

£189+

Pool

Air conditioning

Econo Lodge Madison East - Madison - Bedroom

Econo Lodge Madison East

6.8 Okay

£56+

Parking

Free Wi-Fi

Pet-friendly

Air conditioning

Econo Lodge Milwaukee Airport - Milwaukee - Bedroom

Econo Lodge Milwaukee Airport

5.6 Fair

£51+

Free Wi-Fi

Air conditioning

Econo Lodge La Crosse - La Crosse - Lobby

Econo Lodge La Crosse

6.8 Okay

£60+

Parking

Free Wi-Fi

Pet-friendly

Air conditioning

Parkwood Lodge - Fish Creek - Bedroom

Parkwood Lodge

8.4 Very Good

£102+

Parking

Free Wi-Fi

Pool

Air conditioning

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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.

Which month has the cheapest vacation rental rates in Wisconsin?

Vacation rentals are cheapest in Wisconsin in March, with average rates of £103. In comparison, July is the most expensive month, with prices at £279.

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 £108. The highest prices are found on Friday, with average rates at £225.

How early should you book a vacation rental in Wisconsin?

Book at least 76 days before your stay begins to get the best price for your Wisconsin vacation rental.

Find deals

Low season	January
High season	September
Average price (weeknight)	£281
Average price (weekend night)	£255

Cheapest month to stay with an average 29% drop in price.

Most expensive month to stay with an average 41% rise in price.

Average Sun - Thu price over the last 2 weeks.

Average Fri & Sat price over the last 2 weeks.

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 April and June.
The cheapest night for renting a holiday home in Wisconsin is Thursday. In contrast, the most expensive is Saturday.
Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Wisconsin for 4 days.
Pool, parking, pet friendly, hot tub, and fireplace are the most popular holiday rental property amenities in Wisconsin
Holiday rentals in Wisconsin are around 48% more expensive than hotels on average. Search here to compare prices for all accommodation types in Wisconsin.

See more tips

What is the most popular holiday rental destination in Wisconsin?
Based on KAYAK holiday rental searches, the most popular destination is Milwaukee (20% of total searches to Wisconsin). The next most popular destinations are Fish Creek (13%) and Wisconsin Dells (13%). Searches for holida rentals in Monona (7%), Madison (7%) and Waukesha (7%) 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 £40. 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, villas, barns, campgrounds, caravan parks, campsites, homestays, agritourism, chalets, farm stays and caravans.
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 Madison East.
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

Wisconsin holiday rentals

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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.

Which month has the cheapest vacation rental rates in Wisconsin?

Vacation rentals are cheapest in Wisconsin in March, with average rates of £103. In comparison, July is the most expensive month, with prices at £279.

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 £108. The highest prices are found on Friday, with average rates at £225.

How early should you book a vacation rental in Wisconsin?

Book at least 76 days before your stay begins to get the best price for your Wisconsin vacation rental.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

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?

How much is a holiday rental in Wisconsin for tonight?

What types of holiday rentals are available in Wisconsin?

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

Are there any pet-friendly holiday rentals in Wisconsin?

Where to stay in Wisconsin?

Everything you need to know for your stay in Wisconsin

Complete your trip to Wisconsin

Holiday rentals in Wisconsin

Other popular Holiday Rental destinations