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Holiday hires 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 ($179). Conversely, the most expensive month to stay in Milwaukee is September ($656).

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

The cheapest day to stay in Milwaukee is Sunday ($245). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is $640.

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 $97 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 $231 per night. There is currently one property in Milwaukee that can be booked for this price. Curriers Lakeview Lodge is one of the hotels that can be booked for the lowest price in Milwaukee. Price data was last updated on 9 September 2025
At the moment, these holiday rentals offer the lowest nightly rate out of those we've come across in Milwaukee. As prices can vary by date, change the dates if you're flexible to compare rates.
Curriers Lakeview Lodge
Curriers Lakeview Lodge

Curriers Lakeview Lodge

Rice Lake, WI, United States
1.9 km from city centre
Air conditioning
$231
Avg. per night
View Deal
Landmark Resort
Landmark Resort

Landmark Resort

7643 Hillside Road, Egg Harbor, WI, United States
0.5 km from city centre
Pool
Free Wi-Fi
$289
Avg. per night
View Deal

Other accommodations in Milwaukee

Find the perfect holiday rental for your stay in Milwaukee. There are 879 hotels in Milwaukee and price data was last updated on 9 September 2025. The average price for a hotel in Milwaukee is $240/night.
Hilton Milwaukee
Hilton Milwaukee

Hilton Milwaukee

509 West Wisconsin Avenue, Milwaukee, WI, United States
0.9 km from city centre
Free Wi-Fi
$181
Avg. per night
View Deal
Knickerbocker on the Lake
Knickerbocker on the Lake

Knickerbocker on the Lake

1028 East Juneau Avenue, Milwaukee, WI, United States
1.0 km from city centre
Free Wi-Fi
$172
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
$302
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 9 September 2025.
Navigate to the areas in Milwaukee you plan to visit to find holiday rentals that are close by. As an added benefit, users can click a holiday rental they're interesting in to find helpful information and deals for that holiday rental.

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 9 September 2025.

  • How much does a holiday rental in Milwaukee cost?

    $241 per night is how much a holiday rental in Milwaukee costs, on average. $15 per night was the cheapest price recently found by our users, though anything for $189 per night or less is a good deal. Keep in mind that Milwaukee holiday rental prices fluctuate throughout the year: the most expensive month to book is September, and the cheapest time to book is October.

  • What part of Milwaukee is best to stay in?

    Westown is the best part of the city to stay in if you’re looking for a holiday rental in Milwaukee. The Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking is our most popular holiday rental in this neighbourhood. While there are other neighbourhoods throughout Milwaukee, 100% of HotelsCombined users searched for rentals in Westown in the past 12 months, making it a popular choice.

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 the ones that suit you best. Since HotelsCombined searches many hotel sites at once, you can find discounted hotels quickly, including Hotels Under $76 and Hotels Under $152. Discover hotel discounts now and make your hotel reservation today.