Holiday Homes in Wisconsin

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Top cities in Wisconsin

A city skyline with modern skyscrapers and a river in the foreground.
Hotels

Milwaukee

Milwaukee

Find holiday rentals that suit your style

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Cabins
Cabins
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Cottages
Cottages

Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Wisconsin holiday homes

A covered outdoor patio with metal tables and chairs, a basket of snacks, and a bottle of beer.

1. Tamarack Wisconsin Dells a Ramada by Wyndham

Tamarack Wisconsin Dells a Ramada by Wyndham
3.0 star property
Wisconsin Dells
9.2 out of 10, Wonderful, (1,029 reviews)
"We like all that the resort has to offer and it’s close to the Dells area if we choose."
United States
Deborah
Tamarack Wisconsin Dells a Ramada by Wyndham
A rustic kitchen with wooden cabinets, a stone wall, and built-in appliances.

2. Shadow Lake Retreat House ~ Waterfront ~ Includes kayaks, paddle boards, bikes..

Shadow Lake Retreat House ~ Waterfront ~ Includes kayaks, paddle boards, bikes..
Waupaca
10.0 out of 10, Exceptional, (221 reviews)
"Beautiful location with lots of family activities."
United States
Marcella V.
Shadow Lake Retreat House ~ Waterfront ~ Includes kayaks, paddle boards, bikes..
A spacious interior with a stone staircase, a pool, and a wooden ceiling.

3. PEACEFUL RELAXING LUXURY VILLA IN-SIDE POOL & HOT TUB Krakow SHAWANO LAKE-12mi

PEACEFUL RELAXING LUXURY VILLA IN-SIDE POOL & HOT TUB Krakow SHAWANO LAKE-12mi
Krakow
9.4 out of 10, Exceptional, (94 reviews)
"very nice place."
United States
Dan S.
PEACEFUL RELAXING LUXURY VILLA IN-SIDE POOL & HOT TUB Krakow SHAWANO LAKE-12mi
A wooden deck with a table and chairs, overlooking a calm river with boats and buildings in the distance.

4. River Front Property

River Front Property
Northside
9.8 out of 10, Exceptional, (145 reviews)
"Very enjoyable stay! Highly recommend! Clean and cozy."
United States
Alexandrea
River Front Property
A wooden deck with a Char-Broil grill, overlooking a body of water.

5. Lakefront Cottage on Lake Winnebago

Lakefront Cottage on Lake Winnebago
Hilbert
9.8 out of 10, Exceptional, (12 reviews)
"Liked the fire pits and the view "
United States
Mark M.
The price is £253
includes taxes & fees
7 Nov - 8 Nov
Lakefront Cottage on Lake Winnebago
A grassy outdoor area with two Adirondack chairs and a small round table.

6. Enchanting 3-bedroom house with WiFi in Genoa

Enchanting 3-bedroom house with WiFi in Genoa
Genoa
10.0 out of 10, Exceptional, (15 reviews)
"The guys love staying here during their visit to the fishing dam"
United States
Kimberly N.
Enchanting 3-bedroom house with WiFi in Genoa
A conservatory with a glass ceiling, wicker furniture, and a view of a forest.

7. Luxury Lake Geneva cottage w/ sauna + hot tub + geodesic dome on 2-acres

Luxury Lake Geneva cottage w/ sauna + hot tub + geodesic dome on 2-acres
Delavan
9.6 out of 10, Exceptional, (63 reviews)
"Great location, lots of space and privacy."
United States
HANS H.
The price is £811
includes taxes & fees
8 Nov - 9 Nov
Luxury Lake Geneva cottage w/ sauna + hot tub + geodesic dome on 2-acres
A modern kitchen with a large island, wooden cabinets, and a view of the ocean.

8. Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Sheboygan
9.8 out of 10, Exceptional, (268 reviews)
"The property was clean and neat with an amazing view. Neighborhood was peaceful and quiet"
United States
Brian G.
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
A wooden cabin interior with a dining area, kitchen, and a large window.

9. Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.

Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.
Blanchardville
10.0 out of 10, Exceptional, (424 reviews)
"Great location, and very nice place!"
United States
Aaron Y.
Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.
A spacious hallway with wooden flooring, a central dining table with chairs, a chandelier, and a bookshelf with books.

10. Three Bedroom Upper

Three Bedroom Upper
Riverwest
9.6 out of 10, Exceptional, (110 reviews)
"Everything was great. Location was very good. Highly recommend!!"
United States
Michelle J.
The price is £186
includes taxes & fees
9 Nov - 10 Nov
Three Bedroom Upper
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top reviews in Wisconsin

A modern interior with a stone fireplace, seating area, and a flat-screen TV mounted above it.
Watershed Hotel

Watershed Hotel

Watershed Hotel
Sheboygan

10/10 Excellent

Very clean, staff friendly & helpful. Checked in on Christmas Eve and when we opened the door on Christmas morning there was a bottle of wine and a box of biscuits outside the room. This was a very nice touch.
United Kingdom
Gaynor
Reviewed January 1, 2023
Watershed Hotel

Frequently Asked Questions

What is the best time to enjoy a holiday home in Wisconsin?

It might be best to get a rental house in when the weather is ideal for enjoying local surroundings. If you go during the off-season months, there might be fewer tourists and often lower rates, like in .

How many holiday homes are available for rent in Wisconsin?

Choose from 0 beautiful holiday homes in Wisconsin for your getaway.

How much is a holiday home in Wisconsin?

You can find perfect holiday homes in Wisconsin for as low as £65 per night. Holiday home prices vary depending on what time of year you visit, whether the home is in the city centre or near popular sightseeing spots, and what kinds of amenities it offers.

How can I get the best deal on a holiday home in Wisconsin?

Find the best deals on Wisconsin holiday homes by entering dates and the number of travellers in the search bar. You can use the map feature to view prices and more specific locations of several accommodations all at once. Or filter your search results by star rating, price, number of bedrooms, types of amenities, and accessibility features—Expedia offers incredible deals for every budget.

Why should I book a holiday home in Wisconsin?

There’s no better way to spend your well-earned holiday than in a private, cosy Wisconsin holiday home. You’ll be able to fit all travellers in your group and have a place to call home while you explore Wisconsin.

What amenities are available in a private holiday home?

Depending on your budget and the neighbourhood you choose, you’ll find amenities like a private pool, hot tub, free parking, a full-service kitchen or kitchenette, in-home laundry and WiFi. Your Wisconsin holiday won’t be complete without a beautiful view and easy access to popular activities, use our filter to browse our offers.

Why should I book a holiday home with Expedia?

With Expedia, you’ll earn points on every booking and get incredible deals and member prices. Choose from a vast inventory of holiday homes in Wisconsin—and book all your travel in one place. Save even more when you bundle your bookings together. Add a Wisconsin car hire to your holiday property into a holiday package.

What are the cancellation and flexibility options?

We suggest using the “free cancellation” filter during your search to make sure your booking is flexible. Some accommodations accept and refund cancellations within a specific timeframe, while others may be non-refundable. Before you book, check your rental terms, or reach out to our customer service portal for further assistance.

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