2767+ Vacation Rentals & Holiday Homes in Milwaukee |
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Milwaukee Accommodations - Hotels & Rentals

About Milwaukee Vacation Rentals

Discover More than 2767 Incredible Getaway Rentals Available in Milwaukee. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Milwaukee.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Milwaukee, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Milwaukee. The Average Size of Places to Stay Near Milwaukee is 730.21 ft², with Prices Averaging US $381 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Milwaukee. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Milwaukee

Type Count
Holiday Apartments 1120
Vacation Homes 1071
Cottages 15
Villas 10

Use these Quick Filters to Find a Vacation Rental in Milwaukee

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Milwaukee with Online Reservations.

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

Activities MilwaukeeGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World MilwaukeeGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


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

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Milwaukee County 1,493 Properties
Downtown Milwaukee 961 Properties
East Town 466 Properties
Yankee Hill 186 Properties
Westown 162 Properties
Brady Street 162 Properties
Lower East Side 162 Properties
Ozaukee County 129 Properties
Racine 113 Properties
Historic Downtown Racine 112 Properties
Washington County 108 Properties
Brookfield 104 Properties

Frequently Asked Questions About Milwaukee?

What are the top hotels, lake houses & vacation rentals in Milwaukee?

We provide an array of great vacation destinations in Milwaukee. If you are looking to stay in or around the Milwaukee area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Milwaukee:

How many Hotels & Vacation Rentals have private pools in Milwaukee?

We have 99 Hotels & Vacation Rentals featuring a private pool in and near Milwaukee. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in Milwaukee is best for families?

Searching for a family-friendly getaway in Milwaukee? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Milwaukee?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 2767 in the Milwaukee area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Milwaukee.

Nearby Neighborhood (16) 
Neighborhood Property Count
East Town Vacation Rentals in Milwaukee, Wisconsin 466
Yankee Hill Vacation Rentals in Milwaukee, Wisconsin 186
Westown Vacation Rentals in Milwaukee, Wisconsin 162
Lower East Side Vacation Rentals in Milwaukee, Wisconsin 162
Fifth Ward Vacation Rentals in Milwaukee, Wisconsin 90
Riverwest Vacation Rentals in Milwaukee, Wisconsin 31
Brewers Hill Vacation Rentals in Milwaukee, Wisconsin 30
Northpoint Vacation Rentals in Milwaukee, Wisconsin 885
Historic Water Tower Vacation Rentals in Milwaukee, Wisconsin 778
Historic Third Ward Vacation Rentals in Milwaukee, Wisconsin 911
Marquette Vacation Rentals in Milwaukee, Wisconsin 880
Upper East Side Vacation Rentals in Milwaukee, Wisconsin 794
Washington Heights Vacation Rentals in Milwaukee, Wisconsin 377
Harambee Vacation Rentals in Milwaukee, Wisconsin 944
Maplewood Vacation Rentals in Milwaukee, Wisconsin 42
Burnham Park Vacation Rentals in Milwaukee, Wisconsin 700

People Also Ask

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