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Vacation rentals in Milwaukee

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Milwaukee, United States
2 May — 3 May2
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Travel insights for vacation rentals in Milwaukee

Use these up-to-date, data-driven insights about booking a vacation 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 (C$ 189). Conversely, the most expensive month to stay in Milwaukee is July (C$ 643).

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

The cheapest day to stay in Milwaukee is Friday (C$ 234). On the other hand, travelers can expect to pay the most on Sunday, when the average nightly price is C$ 480.

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 C$ 86 per night.
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Cheapest vacation 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 C$ 137 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
For those on a budget, these are the cheapest vacation rentals available in Milwaukee for the selected dates. Prices will typically fluctuate depending on the dates selected, star rating of vacation rental, and vacation rental location.
Show all 713 vacation rentals
Round Barn Lodge
Round Barn Lodge

Round Barn Lodge

Spring Green, WI, United States
1.8 km from city centre
Air Conditioning
Pool
C$ 137
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
C$ 138
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
C$ 263
Avg. per night
View Deal

Other accommodations in Milwaukee

Find the perfect vacation 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 C$ 224/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
C$ 174
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
C$ 191
Avg. per night
View Deal
Hampton Inn & Suites Milwaukee-Downtown
Hampton Inn & Suites Milwaukee-Downtown

Hampton Inn & Suites Milwaukee-Downtown

176 West Wisconsin Avenue, Milwaukee, WI, United States
0.5 km from city centre
Pool
Free Wi-Fi
C$ 165
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.
Scroll to and zoom in on the areas in Milwaukee you plan on visiting to find nearby properties. More information on a given vacation rental can be accessed by clicking the vacation rental's name within the map.

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 vacation rental in Milwaukee cost?

    Milwaukee vacation rentals are C$ 225/night on average. However, you may find that prices fluctuate depending on the time of year. For example, April is the most expensive month to book a vacation rental in Milwaukee, and October is often the cheapest month to book. Recently, our users found rentals for C$ 14/night - which is currently the cheapest price. Keep in mind that anything C$ 172/night or less is still considered a good deal.

  • What part of Milwaukee is best to stay in?

    Westown is the best part of Milwaukee to stay in based on our user data. Out of all our users who looked at Milwaukee vacation rentals, 88% of them looked for stays in the Westown neighbourhood in the last year. The Flexhome Skywalk to Fiserv 1BR Apt U5 happens to be the most popular vacation rental in the Westown neighbourhood of Milwaukee.

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