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Vacation 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 ($10). Conversely, the most expensive month to stay in Milwaukee is August ($291).

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

The cheapest day to stay in Milwaukee is Wednesday ($92). On the other hand, travelers can expect to pay the most on Sunday, when the average nightly price is $215.

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 $62 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 $171 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 15 June 2025
These Milwaukee properties charge the lowest price per night of those we've come across. Prices will typically fluctuate depending on the dates selected, star rating of vacation rental, and vacation rental location.
Show all 720 holiday rentals
Landmark Resort
Landmark Resort

Landmark Resort

Egg Harbor, WI, United States
0.5 km from city centre
Air conditioning
Pool
$171
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
$196
Avg. per night
View Deal

Other accommodations in Milwaukee

Find the perfect holiday rental for your stay in Milwaukee. There are 720 hotels in Milwaukee and price data was last updated on 15 June 2025. The average price for a hotel in Milwaukee is $165/night.
Show all 720 stays
Econo Lodge Milwaukee Airport
Econo Lodge Milwaukee Airport

Econo Lodge Milwaukee Airport

Milwaukee, WI, United States
12.7 km from city centre
Air conditioning
Airport shuttle
$65
Avg. per night
View Deal
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
$140
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
$216
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
$226
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 15 June 2025.
Use the map to find vacation rentals in Milwaukee that are close to the points of interest you'll be frequenting. Clicking a property's name will unlock more information and allow you to book that particular vacation 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 15 June 2025.

  • How much does a holiday rental in Milwaukee cost?

    The average cost for a holiday rental in Milwaukee is $165/night. A good holiday rental deal in Milwaukee would be for $120/night or less. The cheapest rental deal found recently by our users was $10/night. If you’re flexible with your travel dates, then try to avoid booking June, the most expensive month of the year. Booking October is the cheapest month to book a holiday rental in Milwaukee.

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

    Yes, there are 7 Bed & Breakfast holiday rentals in Milwaukee. According to our data, Manderley Bed and Breakfast is currently the most popular Bed & Breakfast rental in the city.

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