Milwaukee Vacation Rentals

Compare 1,005 available properties from 18 providers
Milwaukee

Find the perfect property for as little as $25 per night by searching through the 1,004 properties available in Milwaukee. Using HomeToGo you can easily search and compare the prices of each listed rental to discover the best price and save up to 10%.

Recommended Vacation Rentals in Milwaukee

Find your perfect vacation rental in Milwaukee: from $25 per night

House ∙ 5 guests ∙ 2 bedrooms
Sunset Heights, Milwaukee, Wisconsin, United States
from $85
VRBO
5.0
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Apartment ∙ 2 guests ∙ 1 bedroom
Uptown, Milwaukee, Wisconsin, United States
from $17
Airbnb
5.0
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Apartment ∙ 2 guests ∙ 1 bedroom
Bay View, Milwaukee, Wisconsin, United States
from $33
Airbnb
5.0
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Bungalow ∙ 5 guests ∙ 2 bedrooms
Sherman Park, Milwaukee, Wisconsin, United States
from $26
Airbnb
4.5
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Private room ∙ 2 guests ∙ 1 bedroom
Lower East Side, Milwaukee, Wisconsin, United States
from $38
Airbnb
4.5
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Apartment ∙ 4 guests ∙ 1 bedroom
East Town, Milwaukee, Wisconsin, United States
from $146
VRBO
5.0
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Apartment ∙ 3 guests ∙ 1 bedroom
Lower East Side, Milwaukee, Wisconsin, United States
from $127
VRBO
5.0
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Apartment ∙ 6 guests ∙ 2 bedrooms
East Town, Milwaukee, Wisconsin, United States
from $144
VRBO
5.0
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Apartment ∙ 4 guests ∙ 1 bedroom
Historic Third Ward, Milwaukee, Wisconsin, United States
from $128
VRBO
5.0
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Dog-Friendly Vacation Rentals

Pet-friendly
Apartment ∙ 2 guests ∙ 1 bedroom
Lower East Side, Milwaukee, Wisconsin, United States
from $102
VRBO
4.4
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Pet-friendly
House ∙ 4 guests ∙ 1 bedroom
Bay View, Milwaukee, Wisconsin, United States
from $123
Airbnb
5.0
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Pet-friendly
House ∙ 6 guests ∙ 3 bedrooms
Washington Heights, Milwaukee, Wisconsin, United States
from $90
Airbnb
5.0
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Vacation Rentals With Fireplaces

Fireplace
Apartment ∙ 6 guests ∙ 3 bedrooms
Washington Heights, Milwaukee, Wisconsin, United States
from $76
VRBO
5.0
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Fireplace
Loft ∙ 6 guests ∙ 2 bedrooms
Walker's Point, Milwaukee, Wisconsin, United States
from $258
Airbnb
5.0
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Fireplace
House ∙ 7 guests ∙ 3 bedrooms
Historic Water Tower, Milwaukee, Wisconsin, United States
from $215
Airbnb
5.0
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Vacation Homes With Fishing Spots Nearby

Fishing
House ∙ 5 guests ∙ 2 bedrooms
Fernwood, Milwaukee, Wisconsin, United States
from $120
VRBO
4.8
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Fishing
Apartment ∙ 5 guests ∙ 2 bedrooms
Bay View, Milwaukee, Wisconsin, United States
from $158
VRBO
4.9
View deal
Fishing
House ∙ 4 guests ∙ 2 bedrooms
Sunset Heights, Milwaukee, Wisconsin, United States
from $101
VRBO
4.7
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Popular Rental Amenities in Milwaukee

  • Internet (857)
  • Kitchen (855)
  • TV (712)
  • AC (711)
  • Washer (634)
  • Microwave (393)
  • Dishwasher (195)
  • Yard (193)
  • Pet allowed (185)
  • No smoking (167)
  • Fireplace (154)
  • Grill (134)
Choose a filter above to look for an offer matching your requirements among all of the properties in Milwaukee. In Milwaukee, 148 rentals provide "internet". Consequently, if you need internet access during your vacation, select the internet filter to compare these rentals. Plan your vacation in advance if you love sweating the stress away in saunas or you enjoy soaking in the hot tub. There are just 1 listed rentals with "saunas" and 2 rentals including "Jacuzzis."

The Weather in Milwaukee

28°
16°
32°
16°
43°
27°
54°
36°
66°
46°
75°
57°
81°
61°
79°
61°
73°
54°
59°
41°
46°
30°
34°
23°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

The above is a climate diagram for Milwaukee. In July maximum temperatures go higher than 80°. However, temperatures can go lower than 15° in Milwaukee in January. The rainiest month is July while the driest month is July.

Accommodations in Milwaukee

In Milwaukee, one-third of the 1,004 accommodation options are house rentals, which represent 31.84% of its short-term accommodations. In addition, the average nightly price of house rentals in this destination is $206, and their size, on average, is 2,090 ft². Furthermore, this specific type of residence is ideal for medium-sized groups and families, as most of the house rentals can accommodate groups of 5. Apartment rentals represent the other most available type of accommodation in Milwaukee. Apartment rentals in Milwaukee are 1,200 ft² on average, with average prices of $169 per night.

Explore the best of Wisconsin from your Milwaukee vacation home

Milwaukee's beer-centric nightlife, modern food movement, and waterways to explore make it an outstanding up-and-coming vacation destination. Choose a family home in the suburbs, or a modern apartment in the city as a jumping off point to explore this exciting part of Wisconsin.

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Food & Drinks

From farm to fork

Walker's Point, a south side neighborhood, is Milwaukee's front line for restaurant development. Innovative artisanal food like Anodyne Coffee Roasting Co., Purple Door Ice Cream, and Braise top the list.

For the best in slow food creatively prepared from local seasonal ingredients, head to Morel. This fine dining experience is rooted in the colors, textures, and flavors of local farms, with a daily menu of only the freshest and finest ingredients. Updated and inspired American classics are the highlights here and pair nicely with craft cocktails.

Nightlife

Brew city

A great night out starts at the Milwaukee Ale House. A large selection of beers crafted in-house and fast access to the Milwaukee Riverwalk make this bar a local favorite. Try a flight to sample a variety of the city's famous flavors.

Later in the evening, the Milwaukee Brat House is a great choice for more craft brew and typical Wisconsin snacks. The beer garden has excellent outdoor seating, perfect for quiet conversation. Try a pint of local ale and a giant Bavarian pretzel for the true Wisconsin experience.

Local Attractions

Paddle Milwaukee

A day on the water provides a totally different view of the city and its architecture. The Milwaukee Kayak Company rents kayaks, canoes, and paddleboards for those looking to explore on their own. Life jackets and maps are also provided.

For the same sense of adventure without the workout, a pedal boat can be rented from Veterans Park. The Lake Michigan Waterfront makes for excellent views, and be sure to look for local nesting blue herons. The lagoon itself is over 14 acres and offers a half day of exploration.

We compare more than 300 providers, including:

Booking.com Vacation Rentals in Milwaukee VRBO Vacation Rentals in Milwaukee HomeAway Vacation Rentals in Milwaukee TripAdvisor Vacation Rentals in Milwaukee VacationRentals.com Vacation Rentals in Milwaukee HouseTrip Vacation Rentals in Milwaukee FlipKey Vacation Rentals in Milwaukee 9flats.com Vacation Rentals in Milwaukee VaycayHero Vacation Rentals in Milwaukee PerfectPlaces.com Vacation Rentals in Milwaukee Homestay.com Vacation Rentals in Milwaukee Only-apartments Vacation Rentals in Milwaukee Interhome Vacation Rentals in Milwaukee Bedycasa Vacation Rentals in Milwaukee Novasol Vacation Rentals in Milwaukee HomeEscape Vacation Rentals in Milwaukee

Things to See and Do in Milwaukee

Vacation Destinations Near Milwaukee