Milwaukee Vacation Rentals

Our Favorite Vacation Rentals in Milwaukee

  • Downtown Two Bedroom Apartment
     Home/Apartment
    Booking.com
    From
    $263
  • Home sweet home riverwest/ downtown Milwaukee/ university of Milwaukee
     2br Home/Apartment
    HolidayLettings
    From
    $173
  • Prime Location Lower East Side - Walk to Lake 1br
     Home/Apartment
    Booking.com
    From
    $222
  • NEW! Charming Milwaukee Apartment w/ Pergola!
     2br Home/Apartment
    HolidayLettings
    From
    $216
  • LARGE 3RD WARD TOWNHOME NEAR SUMMERFEST W/ PARKING
     Home/Apartment
    Booking.com
    From
    $264
  • NEW! Cozy Milwaukee Duplex: Walk to Fairgrounds!
     3br Home/Apartment
    HolidayLettings
    From
    $208
  • 1639-Far-108
     Home/Apartment
    Booking.com
    From
    $157
  • ‘The Cozzy House’ 4-Minute Drive to Miller Park!
     4br Home/Apartment
    HolidayLettings
    From
    $276

Check prices for these upcoming dates

Milwaukee Vacation Rentals with Wi-Fi

  • 2 Bdr Loft with Fireplace
    Excellent2br Home/Apartment
    Airbnb
    From
    $339
  • Modern 1BR w/ Balcony + Parking | Walk Everywhere!
    ExcellentHome/Apartment
    Airbnb
    From
    $160
  • Large Apartment Downtown Milwaukee
    Excellent3br Home/Apartment
    Airbnb
    From
    $120
  • 2 condos attached for up to 12 people by Fiserv
    Excellent2br Home/Apartment
    Airbnb
    From
    $389

Milwaukee Pet-Friendly Vacation Rentals

  • Spacious home- close to airport and to explore city!
     4br Home/Apartment
    HolidayLettings
    From
    $1,579
  • Cozy Milwaukee Condo - Mins to Downtown!
     4br Home/Apartment
    HolidayLettings
    From
    $386
  • Candlewood Suites Milwaukee Airport - Oak Creek
    Nice95br 2-star Home/Apartment
    Booking.com
    From
    $76
  • Cozy Brewer's Hill Coach House
    ExcellentHome/Apartment
    Airbnb
    From
    $84

Milwaukee Travel Guide

This great Midwestern city is the fifth-largest city in the region and the largest in the state of Wisconsin. Milwaukee, known for its great breweries, has much more than just beer to offer the average visitor (though you should try the beer too!). People in Milwaukee tend to be polite and reserved, but at the same time welcoming and friendly to visitors.

Things to Do in Milwaukee

Head to the Milwaukee Art Museum to see great collections of classical and modern art. The museum is home to one of the largest Georgia O'Keeffe collections in the world. Marvel at the beauty of the Basilica of St. Josaphat or spend a day at the Milwaukee County Zoo. Check out the Harley-Davidson Museum to learn about motorcycle history, design, and biker culture. Pabst Mansion is also a must-see spot for anyone who loves PBR beer.

Historic Third Ward is easily one of the most popular spots in the city, with streets lined by hip restaurants and Milwaukee’s Public Market. Juneau Town, on the other hand, is a hub for young professionals, as well as the home to the Milwaukee Art Museum. Head to Harbor View for creative vibes in an up-and-coming neighborhood, or check out North Shore for the most charming spots of Milwaukee.

Best Time to Visit Milwaukee

The best time to visit the city is in the spring or summer when the temperatures are warm and much more manageable than Wisconsin’s winter cold.

Price and Availability in Milwaukee

Most expensive
Most availability
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The cheapest day to stay at a vacation rental in Milwaukee tends to be Tuesday, while the most expensive day tends to be Saturday. Vacation homes in Milwaukee tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Milwaukee is in July, while the cheapest month is in February. The most popular time to book a vacation rental in Milwaukee is in the high season in June. Milwaukee has its low season in January, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Milwaukee

Rainy days
48° -2°
3
56° -23°
2
76° 24°
4
85° 36°
6
85° 45°
4
94° 57°
3
90° 53°
4
89° 52°
7
77° 25°
6
56° -23°
2
58°
2
56° -23°
2
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Rainy days

This climate histogram shows you the weather patterns in Milwaukee. The hottest month in Milwaukee is June, when temperatures peak at 94 ˚F. The coolest month is February, when temperatures drop to -23 ˚F. The wettest month in Milwaukee is April with 7 inches of rain, while the driest month is January with 1.96 inches of rain.

What Expert Travelers Think

  • — I love how AllTheRooms shows a map with room price tags straight away when you search, it makes it so quick and easy to choose the right hotel, at the right price in the right location. Perfect for those with busy lifestyles! The AllTheRooms website is so user friendly. WiFi. Brilliant!

    Amanda Alston
    Amanda AlstonAmanda Alston
  • — I travel to Boston regularly and I like to use AllTheRooms as it’s tricky to find good accommodation at a good price. The platform is easy to use and provides a complete set of features that saves me time and money on every trip

    Clwyd Probert
    Clwyd ProbertWhitehat
  • — Like the buttons on the calendar which say today, tomorrow - that will make it easy for booking on the road. Website looks great - clean and easy to understand.

    Samantha Wragg
    Samantha WraggCoco Travels

Vacation Rentals in Milwaukee

Pick the perfect rental for your trip at AllTheRooms.com. We aggregate Airbnb, Priceline, Agoda and more. AllTheRooms has 460 rentals, hotels and other great places to stay while you enjoy Milwaukee, with everything from inexpensive hostels and homestays to extravagant Airbnbs and hotels. A trip to Milwaukee can be budget-friendly - our lowest price rental is available at $19 a night. An average vacation rental in Milwaukee costs on average $154 per night.

If you have to have an internet connection during your stay in Milwaukee, then you can choose from over 134 places to stay that provide WiFi internet. We have 26 accommodations that include a breakfast included. Fitness fanatics can get a workout in during their stay by choosing from 35 accommodations that have gym facilities. If you're planning on arriving in Milwaukee by car, be sure to choose from 111 accommodations that provide parking. 16 accommodations come with a pool or jacuzzi

Those traveling with a cat, dog or some other animal can stay in one of 37 accommodations that are designated as pet-friendly.

In Milwaukee AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 3 providers, including 115 places to stay from Airbnb, 8 accommodations from Priceline and 8 places to stay from Agoda.

246 of the accommodations in Milwaukee have been rated by previous guests. They rated 85% as excellent or good. 42 accommodations allow instant booking.

Destinations near Milwaukee

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