Milwaukee Vacation Rentals

Our Favorite Vacation Rentals in Milwaukee

  • Downtown Penthouse Apartment
     Home/Apartment
    Booking.com
    From
    $252
  • Charming Studio in MKE East Side With Free Parking
     Home/Apartment
    HolidayLettings
    From
    $182
  • Prime Location Lower East Side - Walk to Lake 1br
     Home/Apartment
    Booking.com
    From
    $206
  • The Perfect Brady St Bachelor(ette) Party Hangout!
     6br Home/Apartment
    HolidayLettings
    From
    $482
  • Comfortable 3 BR Craftsman Bungalow in Milwaukee's Bay View Neighborhood
     Country House
    Booking.com
    From
    $142
  • WANTED GUESTS FOR THIS AWESOME, SUPER COOL HOUSE
     6br Home/Apartment
    HolidayLettings
    From
    $902
  • B and L Luxury stay
    ExcellentHome/Apartment
    Booking.com
    From
    $65
  • Luxury Historic Governor Mansion
     7br Home/Apartment
    HolidayLettings
    From
    $1,260

Check prices for these upcoming dates

Milwaukee Vacation Rentals with a Pool

  • Milwaukee Home
     4br Home/Apartment
    Airbnb
    From
    $339

Milwaukee Vacation Rentals with Wi-Fi

  • 2 Bdr Loft with Fireplace
    Excellent2br Home/Apartment
    Airbnb
    From
    $328
  • Vibrant 1BR Loft @ MKE's Historic Brewery District
    ExcellentHome/Apartment
    Airbnb
    From
    $182
  • Classic Yacht House Boat 15 min walk to Summerfest
    ExcellentHome/Apartment
    Airbnb
    From
    $112
  • LARGE 3 Bedroom APT w/ Kitchen - SLEEPS 6!
    Excellent3br Home/Apartment
    Airbnb
    From
    $320

Milwaukee Pet-Friendly Vacation Rentals

  • Spacious home- close to airport and to explore city!
     4br Home/Apartment
    HolidayLettings
    From
    $1,579
  • Candlewood Suites Milwaukee Airport - Oak Creek
    Nice95br 2-star Home/Apartment
    Booking.com
    From
    $99
  • Urban Oasis - Downtown MKE! 2 BR w/garage!
    Excellent2br Home/Apartment
    Airbnb
    From
    $254
  • HGTV Renovated Home close to Summerfest/Harleyfest
    Excellent3br Home/Apartment
    Airbnb
    From
    $537

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
91 º41
7
86 º28
5
53 º17
2
52 º14
2
59 º-7
2
60 º-4
3
59 º20
1
79 º19
3
95 º38
6
95 º47
6
94 º58
3
94 º57
6
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Rainy days

This climate histogram shows you the weather patterns in Milwaukee. The hottest month in Milwaukee is July, when temperatures peak at 95 ˚F. The coolest month is December, when temperatures drop to -7 ˚F. The wettest month in Milwaukee is April with 6.83 inches of rain, while the driest month is October with 0.66 inches of rain.

What Expert Travelers Think

  • — As a mom of 5 kids who enjoy traveling, I love AllTheRooms! It is quick and easy to find the best deal on lodging that fits our family, in the area we'd like. AllTheRooms really does save you time, money, and hassle.

    Becky
    BeckyKid World Citizen
  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

    Daniella Flores
    Daniella FloresILIKETODABBLE
  • — 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

Vacation Rentals in Milwaukee

At AllTheRooms.com we have rentals from all of your favorite providers - Airbnb, Priceline, Agoda and more. We have 475 vacation rentals, hotels and other accommodation types in Milwaukee ranging from inexpensive options to extravagant places to stay. When traveling on a budget, the cheapest place to stay in Milwaukee is available at $22 per night. A typical accommodation in Milwaukee costs on average $132 a night.

If you need to stay connected during your trip, then you can choose from over 147 accommodations in Milwaukee that have WiFi. 26 places to stay include a breakfast. You can maintain your workout regime by staying at one of 41 accommodations that provide gym facilities. If you are driving to Milwaukee, you'll want to pick from 126 places to stay that provide parking. We track 17 vacation rentals that have a pool or jacuzzi.

AllTheRooms has 40 pet-friendly places to stay in Milwaukee, so if you're traveling with your cat or dog you won't have any problems.

AllTheRooms compares vacation rentals, hotels and other unique accommodation types from many providers in Milwaukee, including 122 places to stay from Airbnb, 17 accommodations from Priceline and 7 places to stay from Agoda

276 accommodations in Milwaukee have been reviewed; 85% are rated excellent or good. 45 accommodations allow instant booking.

Destinations near Milwaukee

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