151 Milwaukee Holiday Homes

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare Milwaukee holiday homes from 6 rental sites including HomeAway, Booking.com, HRS Holidays and more, ranging from $39 to $3000 a night.

Information about Milwaukee

About Milwaukee

Located on the shores of scenic Lake Michigan, Milwaukee is a fantastic destination during the summertime. With beautiful beaches along the lake, great restaurants, and a walking-friendly downtown, this is a great place to visit for a quick getaway or a longer trip.

Things to Do in Milwaukee

Milwaukee is home to many interesting museums that are worth visiting. The Discovery World is a fun place to take kids to learn about science and the environment. Adults and children alike will enjoy the Milwaukee Public Museum, a natural history museum downtown. The Mitchell Park Horticultural Conservatory has many beautiful flower exhibits that are a great option on a very hot or rainy day. Don’t miss the chance to see a Brewers game in Miller Park to get a feel for what it’s like to be a local - you’ll love the energy in the stadium! Foodies should be sure to have breakfast at Blue’s Egg and try the fish at St. Paul Fish Company. Enjoy a lake view lunch at Harbor House to take in the most of Lake Michigan’s scenery.

Milwaukee Day Trips

It’s easy to plan a beach day when miles of sandy beaches on Lake Michigan lie within an easy distance of Milwaukee. Head an hour north along the lake to Kohler-Andrae State Park, where you will find beautiful hiking trails and campsites in addition to a great beach. Closer to Milwaukee is Atwater Park, which is a very easy destination to spend the day and unwind. Hikers will love the easy access to Kettle Moraine State Forest (one hour away) and the Ice Age National Scenic Trail (two hours away), which have beautiful kettle lakes that were left behind by a glacier. Another fun day trip is to cross Lake Michigan to Muskegon, Michigan, on the Lake Express. This is a great way to spend time on the water, and Muskegon has plenty of water activities to keep you occupied for the day. Cedar Creek Settlement is another great destination to spend the day. With great shopping, charming cafes, and historic buildings, this is a great place to learn about Wisconsin life in the 19th century.

Milwaukee Accommodation

Water Street, Brady Street and Wisconsin Avenue are the best places to head if you want to be part of the action - so look for places to stay near here. You’ll love the easy access to restaurants and nightlife, as well as to the scenic Milwaukee River and the edge of Lake Michigan. The artsy warehouse area of the Historic Third Ward and the area near Veterans Park are also great places to stay.

Milwaukee Transportation

Milwaukee County Transit runs a number of bus lines through downtown Milwaukee. During the summer, the transit system also provides rides to concerts on the lake. The main transit hub in Milwaukee is the Milwaukee Intermodal Station, where Amtrak and Greyhound lines connect. Additionally, Milwaukee’s streetcar system is scheduled to open this summer. When you are downtown, you can take advantage of Bublr Bikes, the city’s bike-share service with stations in many locations downtown. Another fun way to get around is the Cream City Rickshaw. Taxis are also available - from the airport to downtown, expect to pay about $25 for taxi service, or use an airport shuttle service.

Vacation Rentals in Milwaukee

Looking for the perfect vacation rental for your Milwaukee getaway? Tripping.com’s got your trip covered. Whether you’re seeking a villa, cabin or cottage, Milwaukee offers 151 affordable homes to choose from, offering far more amenities, space and convenience than the average hotel room. Select from 94 properties with high-speed internet, 28 full with jacuzzi and pool, and homes complete with outdoor patio well-suited for a barbecue with loved ones. Whatever your needs, find the perfect rental that best matches your accommodation style and budget.

For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $710 a month. Save hundreds with Tripping.com and even book instantly with properties marked “Instabook.” Milwaukee has 151 gorgeous homes with 34 pet-friendly rentals to choose from, perfect for your furry friends. Check out our listings now to get the latest deals, and book the right vacation rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com.

Search properties from 6 rental sites in Milwaukee where the top providers in that area are HomeAway, Booking.com, and HRS Holidays. There are 49 HomeAway rentals, 43 Booking.com short term rentals and 33 HRS Holidays vacation rentals.