Insights
Cheapest hotels
Where to stay

Vacation rentals in Milwaukee

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

...and more

Learn why travellers love HotelsCombined

Compare hotel ratings collected from thousands of user reviews.

One search gives you accurate pricing on affordable hotels.

Customie your results by hotel chain, amenities, price and more.

Search for hotels as many times as you want – for free.

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$ 16). Conversely, the most expensive month to stay in Milwaukee is August (S$ 477).

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

The cheapest day to stay in Milwaukee is Wednesday (S$ 151). On the other hand, travelers can expect to pay the most on Sunday, when the average nightly price is S$ 353.

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 S$ 79 per night.
Find deals

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$ 219 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
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.
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
S$ 219
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
S$ 251
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 S$ 211/night.
Show all 720 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
S$ 180
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$ 277
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
S$ 289
Avg. per night
View Deal
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
S$ 83
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.
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 15 June 2025.

  • How much does a holiday rental in Milwaukee cost?

    On average, it costs S$ 212 per night for a Milwaukee holiday rental, but S$ 154 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 June (as this is the most expensive month). Booking October (the cheapest month) may end up saving you money.

  • What part of Milwaukee is best to stay in?

    The most popular neighbourhood for holiday rentals in Milwaukee is Westown, with 100% of our users searching for rentals in this area over the last 12 months. The Flexhome Skywalk to Fiserv 1BR Apt U5 is a popular holiday rental in Westown that might be available for your travel dates, though there are other great properties in the area as well.

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

    There are 7 holiday rentals in Milwaukee that fall under the Bed & Breakfast category, the most popular is Manderley Bed and Breakfast.

Find better results for your stay in Milwaukee