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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 (S$ 127). Conversely, the most expensive month to stay in Milwaukee is September (S$ 468).

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

The cheapest day to stay in Milwaukee is Sunday (S$ 175). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is S$ 456.

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 S$ 82 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 S$ 187 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 13 September 2025
Out of the vacation rentals in Milwaukee we've come across, these properties are priced the lowest. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.
Curriers Lakeview Lodge
Curriers Lakeview Lodge

Curriers Lakeview Lodge

Rice Lake, WI, United States
1.9 km from city centre
Air conditioning
S$ 187
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
S$ 219
Avg. per night
View Deal

Other accommodations in Milwaukee

Find the perfect holiday rental for your stay in Milwaukee. There are 850 hotels in Milwaukee and price data was last updated on 13 September 2025. The average price for a hotel in Milwaukee is S$ 203/night.
Hilton Milwaukee
Hilton Milwaukee

Hilton Milwaukee

509 West Wisconsin Avenue, Milwaukee, WI, United States
0.9 km from city centre
S$ 166
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
S$ 118
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
S$ 236
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
S$ 73
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 13 September 2025.
Whether you're visiting Milwaukee for leisure or business, utilize the map to find vacation rentals close to your ideal location. 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 13 September 2025.

  • How much does a holiday rental in Milwaukee cost?

    On average, it costs S$ 203 per night for a Milwaukee holiday rental, but S$ 159 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Milwaukee was for S$ 13 per night. If you can, try to avoid booking your rental September (as this is the most expensive month). Booking October (the cheapest month) may end up saving you money.

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 hotels that suit you best. Since HotelsCombined searches many hotel sites at once, you can find discount hotels quickly. Discover hotel discounts now and make your hotel reservation today.