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Vacation rentals in Milwaukee

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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 October (C$ 19). Conversely, the most expensive month to stay in Milwaukee is August (C$ 584).

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

The cheapest day to stay in Milwaukee is Wednesday (C$ 190). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is C$ 420.

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$ 85 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$ 268 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 11 July 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.
Curriers Lakeview Lodge
Curriers Lakeview Lodge

Curriers Lakeview Lodge

Rice Lake, WI, United States
1.9 km from city centre
Air Conditioning
C$ 268
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
C$ 351
Avg. per night
View Deal

Other accommodations in Milwaukee

Find the perfect vacation rental for your stay in Milwaukee. There are 889 hotels in Milwaukee and price data was last updated on 11 July 2025. The average price for a hotel in Milwaukee is C$ 190/night.
Hilton Milwaukee
Hilton Milwaukee

Hilton Milwaukee

509 West Wisconsin Avenue, Milwaukee, WI, United States
0.9 km from city centre
Free Wi-Fi
C$ 197
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
C$ 289
Avg. per night
View Deal
Kimpton Journeyman
Kimpton Journeyman

Kimpton Journeyman

310 East Chicago Street, Milwaukee, WI, United States
0.7 km from city centre
Free Wi-Fi
C$ 315
Avg. per night
View Deal
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
C$ 89
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 11 July 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 11 July 2025.

  • How much does a vacation rental in Milwaukee cost?

    Milwaukee vacation rentals are C$ 191/night on average. However, you may find that prices fluctuate depending on the time of year. For example, June 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$ 138/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, 90% of them looked for stays in the Westown neighbourhood in the last year. The Modern 1BR Apt with Skywalk to Fiserv, Rooftop, and Parking happens to be the most popular vacation rental in the Westown neighbourhood of Milwaukee.

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