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Milwaukee Vacation Rentals

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Our Favorite Vacation Rentals in Milwaukee

  • Downtown Penthouse Apartment
    Downtown Penthouse Apartment
     Home/Apartment
    Booking.comFrom $233
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  • Home sweet home riverwest/ downtown Milwaukee/ university of Milwaukee
    Home sweet home riverwest/ downtown Milwaukee/ university of Milwaukee
     2br Home/Apartment
    HolidayLettingsFrom $143
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  • One Bedroom in Historic Converted Mansion
    One Bedroom in Historic Converted Mansion
     Home/Apartment
    Booking.comFrom $218
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  • Luxury Historic Governor Mansion
    Luxury Historic Governor Mansion
     7br Home/Apartment
    HolidayLettingsFrom $1260
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  • N. Water Street Apartment with City Views
    N. Water Street Apartment with City Views
     Home/Apartment
    Booking.comFrom $233
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  • Spacious home- close to airport and to explore city!
    Spacious home- close to airport and to explore city!
     4br Home/Apartment
    HolidayLettingsFrom $1579
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  • Riverfront Two Bedroom Apartment
    Riverfront Two Bedroom Apartment
     Home/Apartment
    Booking.comFrom $252
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  • North Farwell Apartment
    North Farwell Apartment
     Home/Apartment
    Booking.comFrom $252
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See all 468 deals in Milwaukee

Milwaukee Vacation Rentals with a Pool

  • Milwaukee Home
    Milwaukee Home
     4br Home/Apartment
    AirbnbFrom $336
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  • Cozy Log Cabin Loft in Mequon
    Cozy Log Cabin Loft in Mequon
    Good1br Home/Apartment
    AirbnbFrom $167
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See all deals in Milwaukee with a pool

Milwaukee Vacation Rentals with Wi-Fi

  • 2 Bdr Loft with Fireplace
    2 Bdr Loft with Fireplace
    Excellent2br Home/Apartment
    AirbnbFrom $325
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  • Vibrant 1BR Loft @ MKE's Historic Brewery District
    Vibrant 1BR Loft @ MKE's Historic Brewery District
    Excellent1br Home/Apartment
    AirbnbFrom $186
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  • Classic Yacht House Boat 15 min walk to Summerfest
    Classic Yacht House Boat 15 min walk to Summerfest
    Good1br Home/Apartment
    AirbnbFrom $125
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  • LARGE 3 Bedroom APT w/ Kitchen - SLEEPS 6!
    LARGE 3 Bedroom APT w/ Kitchen - SLEEPS 6!
     3br Home/Apartment
    AirbnbFrom $334
    View Deal
See all deals in Milwaukee with WiFis

Milwaukee Pet-Friendly Vacation Rentals

  • Candlewood Suites Milwaukee Airport - Oak Creek
    Candlewood Suites Milwaukee Airport - Oak Creek
    Nice95br 2-star Home/Apartment
    Booking.comFrom $107
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  • Industrial Loft w/ Fitness Studio and City Views
    Industrial Loft w/ Fitness Studio and City Views
     1br Home/Apartment
    AirbnbFrom $336
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  • Bay View Hot Spot with parking
    Bay View Hot Spot with parking
    Excellent2br Home/Apartment
    AirbnbFrom $109
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  • Brew City Airstream!!
    Brew City Airstream!!
    Excellent1br Home/Apartment
    AirbnbFrom $131
    View Deal
See all deals in Milwaukee that allow pets

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

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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 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 Weather in Milwaukee

94º 58º
2.83
94º 57º
5.68
91º 41º
6.83
86º 28º
4.5
53º 17º
2.13
52º 14º
2.41
59º -7º
1.62
60º -4º
3.2
59º 20º
0.66
79º 19º
3.11
95º 38º
6.49
95º 47º
5.62
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Rainy days
This climate histogram shows you the weather patterns in Milwaukee. The warmest months in Milwaukee are August and July, when temperatures reach 95 ˚F. The coolest month is January, when temperatures drop to -7 ˚F. The wettest month in Milwaukee is September with 6.83 inches of rain, while the driest month is March with 0.66 inches of rain.

What Expert Travelers Think

Vacation Rentals in Milwaukee

At AllTheRooms.com we have vacation rentals from all of your favorite providers - Airbnb, Priceline, Agoda and others. AllTheRooms has 468 vacation 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 affordable - our cheapest price rental is available at $22 a night. The average price of a rental is $132 per night.

If you need to stay connected during your trip, then you can choose from over 143 accommodations in Milwaukee that have WiFi. We have 25 accommodations that come with breakfast included. Choose from 40 places to stay that provide gym options, so you don't miss a single workout. If you are driving to Milwaukee, you'll want to pick from 122 places to stay that provide parking. 16 hotels and vacation rentals come with a pool or jacuzzi

AllTheRooms has 41 pet-friendly places to stay in Milwaukee, so if you're traveling with your cat or dog you won't have any trouble.

In Milwaukee AllTheRooms currently compares hotels, vacation rentals, hostels from more than 4 providers, including 118 places to stay from Airbnb, 6 accommodations from Priceline and 6 places to stay from Agoda.

272 of the accommodations in Milwaukee have been reviewed and rated. 85% are rated excellent or good. You can instantly book any of 48 places to stay right now.

Destinations near Milwaukee