2857+ Private Villas and Holiday Rentals in Milwaukee |
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Milwaukee Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Milwaukee

Discover more than 2857 vacation rentals available in Milwaukee. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Milwaukee.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Milwaukee, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Milwaukee. On average, places to stay near Milwaukee offer 728.39 ft², with nightly prices averaging CA $527.

With Casai, finding and comparing holiday rentals in Milwaukee is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Milwaukee

Type Count
Vacation Homes 1132
Holiday Apartments 1128
Cottages 16
Villas 11

Use these Quick Filters to Find a Holiday Rental in Milwaukee

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Milwaukee.

Weather in Milwaukee, WI

View the weather forecast for Milwaukee before booking your Milwaukee Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Milwaukee, WI

Casai offers a large selection of top attractions around Milwaukee . Research things to do on your vacation before you visit Milwaukee.


Miller Park
Fiserv Forum
University of Wisconsin-Milwaukee
Harley-Davidson Museum
The Rave-Eagles Club
Wisconsin Center
Marquette University
Riverside Theater
Milwaukee Public Museum
Potawatomi Bingo Casino
Pabst Theater
Mayfair Mall
Milwaukee Art Museum
Milwaukee County Zoo
Milwaukee RiverWalk
Milwaukee Public Market
Wisconsin State Fair Park
Discovery World
Henry W. Maier Festival Park
Pleasant Prairie RecPlex

Other Places to Stay in Milwaukee, WI


Milwaukee County 1,033 Properties
Downtown Milwaukee 651 Properties
East Town 284 Properties
Brady Street 135 Properties
Lower East Side 135 Properties
Ozaukee County 101 Properties
Westown 98 Properties
Racine 93 Properties
Historic Downtown Racine 92 Properties
Yankee Hill 78 Properties
Fifth Ward 77 Properties
Brookfield 71 Properties

Frequently Asked Questions About Milwaukee?

What are the top holiday rentals in Milwaukee?

With numerous options available in Milwaukee, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Milwaukee:

How many holiday rentals have private pools in Milwaukee?

Discover a selection of holiday rentals with private pools near Milwaukee with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Milwaukee are best for families?

If you're searching for a family-friendly holiday home in Milwaukee, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Milwaukee:

How many Casai.ca holiday rentals are available in Milwaukee?

As of 2026, Casai boasts over 2857 properties listed in the Milwaukee area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Milwaukee.

Nearby Neighborhood (16) 
Neighborhood Property Count
East Town Vacation Rentals in Milwaukee, Wisconsin 284
Lower East Side Vacation Rentals in Milwaukee, Wisconsin 135
Westown Vacation Rentals in Milwaukee, Wisconsin 98
Yankee Hill Vacation Rentals in Milwaukee, Wisconsin 78
Fifth Ward Vacation Rentals in Milwaukee, Wisconsin 77
Brewers Hill Vacation Rentals in Milwaukee, Wisconsin 1291
Riverwest Vacation Rentals in Milwaukee, Wisconsin 1164
Northpoint Vacation Rentals in Milwaukee, Wisconsin 1170
Historic Water Tower Vacation Rentals in Milwaukee, Wisconsin 1057
Historic Third Ward Vacation Rentals in Milwaukee, Wisconsin 1307
Washington Heights Vacation Rentals in Milwaukee, Wisconsin 429
Harambee Vacation Rentals in Milwaukee, Wisconsin 1224
Marquette Vacation Rentals in Milwaukee, Wisconsin 1231
Upper East Side Vacation Rentals in Milwaukee, Wisconsin 1071
Burnham Park Vacation Rentals in Milwaukee, Wisconsin 827
Downer Woods Vacation Rentals in Milwaukee, Wisconsin 751

People Also Ask

There are 2857 Milwaukee, WI Holiday Rentals

Recently Booked Holiday Rentals in Milwaukee