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Holiday hires in Milwaukee

Search and compare Milwaukee, WI holiday rentals from hundreds of travel sites on HotelsCombined and save.

Milwaukee, United States
2 May — 3 May2
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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 September ($242). Conversely, the most expensive month to stay in Milwaukee is July ($820).

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

The cheapest day to stay in Milwaukee is Friday ($299). On the other hand, travelers can expect to pay the most on Sunday, when the average nightly price is $613.

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

Save money by booking a vacation rental at least 22 days before your trip to Milwaukee. The lowest price found when booking 22 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 $155 per night. There is currently one property in Milwaukee that can be booked for this price. Round Barn Lodge is one of the hotels that can be booked for the lowest price in Milwaukee. Price data was last updated on 25 April 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.
Show all 713 holiday rentals
Round Barn Lodge
Round Barn Lodge

Round Barn Lodge

Spring Green, WI, United States
1.8 km from city centre
Air conditioning
Pool
$155
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
$156
Avg. per night
View Deal
Landmark Resort
Landmark Resort

Landmark Resort

Egg Harbor, WI, United States
0.5 km from city centre
Air conditioning
Pool
$298
Avg. per night
View Deal

Other accommodations in Milwaukee

Find the perfect holiday rental for your stay in Milwaukee. There are 713 hotels in Milwaukee and price data was last updated on 25 April 2025. The average price for a hotel in Milwaukee is $253/night.
Show all 713 stays
Hilton Milwaukee City Center
Hilton Milwaukee City Center

Hilton Milwaukee City Center

509 West Wisconsin Avenue, Milwaukee, WI, United States
0.9 km from city centre
Free Wi-Fi
$196
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
$229
Avg. per night
View Deal
DoubleTree by Hilton Hotel Milwaukee Downtown
DoubleTree by Hilton Hotel Milwaukee Downtown

DoubleTree by Hilton Hotel Milwaukee Downtown

611 West Wisconsin Avenue, Milwaukee, WI, United States
1.0 km from city centre
Free Wi-Fi
$216
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 25 April 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 25 April 2025.

  • How much does a holiday rental in Milwaukee cost?

    $254 per night is how much a holiday rental in Milwaukee costs, on average. $16 per night was the cheapest price recently found by our users, though anything for $194 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 April, 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 Flexhome Skywalk to Fiserv 1BR Apt U5 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.

  • Are there any Bed & Breakfast holiday rentals in Milwaukee?

    If you’re looking to book a Bed & Breakfast holiday rental in Milwaukee, then you have 7 to choose from. We recommend looking at Manderley Bed and Breakfast as it’s currently the most popular Bed & Breakfast rental among our users.

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