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Holiday rentals in Milwaukee

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Travel insights for holiday rentals in Milwaukee

Use these up-to-date, data-driven insights about booking a holiday rental in Milwaukee including ideal times to book, pricing trends, and more.

What is the cheapest month to book a vacation rental in Milwaukee?

The cheapest month to book a vacation rental in Milwaukee is October ($177). Conversely, the most expensive month to stay in Milwaukee is June ($763).

What is the cheapest day to stay in a vacation rental in Milwaukee?

The cheapest day to stay in Milwaukee is Sunday ($312). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is $737.

How far ahead should you book a vacation rental in Milwaukee?

Save money by booking a vacation rental at least 44 days before your trip to Milwaukee. The lowest price found when booking 44 days ahead was $109 per night.
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Cheapest holiday rentals in Milwaukee, Wisconsin

Discover affordable stays in Milwaukee that provide a quality experience without breaking the bank. Hotels in Milwaukee can be found for as low as $323 per night. There is currently one property in Milwaukee that can be booked for this price. Landmark Resort is one of the hotels that can be booked for the lowest price in Milwaukee. Price data was last updated on 6 September 2025
Currently, these are the lowest-priced holiday rentals in Milwaukee we've come across for the dates selected. As prices can vary by date, change the dates if you're flexible to compare rates.
Landmark Resort
Landmark Resort

Landmark Resort

7643 Hillside Road, Egg Harbor, WI, United States
0.5 km from city centre
Pool
Free Wi-Fi
$323
Avg. per night
View Deal
Curriers Lakeview Lodge
Curriers Lakeview Lodge

Curriers Lakeview Lodge

Rice Lake, WI, United States
1.9 km from city centre
Air conditioning
$333
Avg. per night
View Deal

Other accommodations in Milwaukee

Find the perfect holiday rental for your stay in Milwaukee. There are 882 hotels in Milwaukee and price data was last updated on 6 September 2025. The average price for a hotel in Milwaukee is $260/night.
Econo Lodge Milwaukee Airport
Econo Lodge Milwaukee Airport

Econo Lodge Milwaukee Airport

Milwaukee, WI, United States
12.6 km from city centre
Air conditioning
Airport shuttle
$110
Avg. per night
View Deal
Hilton Milwaukee
Hilton Milwaukee

Hilton Milwaukee

509 West Wisconsin Avenue, Milwaukee, WI, United States
0.9 km from city centre
Free Wi-Fi
$203
Avg. per night
View Deal
Holiday Inn Milwaukee Riverfront By IHG
Holiday Inn Milwaukee Riverfront By IHG

Holiday Inn Milwaukee Riverfront By IHG

4700 North Port Washington Road, Milwaukee, WI, United States
7.1 km from city centre
Pool
Free Wi-Fi
Parking
$199
Avg. per night
View Deal
The Plaza Hotel - Milwaukee
The Plaza Hotel - Milwaukee

The Plaza Hotel - Milwaukee

1007 North Cass Street, Milwaukee, WI, United States
0.7 km from city centre
Free Wi-Fi
$338
Avg. per night
View Deal

Where to stay in Milwaukee

Explore different neighbourhoods and areas within Milwaukee to find the perfect location for your stay. Map data was last updated on 6 September 2025.
Navigate to the areas in Milwaukee you plan to visit to find holiday rentals that are close by. You can find more information on a particular holiday rental within the map by clicking on its name.

Facts about staying in Milwaukee

Find useful tips and insights about staying in Milwaukee to help you make the most of your experience. FAQs were last updated on 6 September 2025.

  • How much does a holiday rental in Milwaukee cost?

    $260/night is a typical cost for a holiday rental in Milwaukee throughout the year. Rental prices do vary though, and you’ll find that June is the most expensive month to book, and October is the cheapest month to book. HotelsCombined users recently found Milwaukee holiday rentals for as low as $17/night. In general, any Milwaukee rental for $207 or less is a good deal.

  • What part of Milwaukee is best to stay in?

    Westown is the most popular area of Milwaukee to stay in. In the past year, 100% of HotelsCombined users looking for Milwaukee holiday rentals searched within Westown. Based on user data, the Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking is one of the most popular holiday rentals in Westown.

Find better results for your stay in Milwaukee

Search cheap hotels with HotelsCombined. Use the hotel finder to search for the cheapest hotel deal for all major destinations around the world. HotelsCombined searches hundreds of hotel booking sites to help you find hotels and book hotels that suit you best. Since HotelsCombined searches many hotel sites at once, you can find discount hotels quickly. Discover hotel discounts now and make your hotel reservation today.