Milwaukee holiday rentals

We found 1,141 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
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Find the perfect place for you stay in Milwaukee by choosing from 519 houses, 345 apartments and other holiday rentals. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the amenities that you expect and more, including air conditioning and Wi-Fi. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Head to the arty city of Milwaukee

Come and experience Milwaukee and its museums, art galleries and live music. This city's festivals, theatres and riverfront draw many visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Milwaukee

Are you hoping to discover top things to see and do while you're in the area? Venture out of your cosy holiday rental and experience everything that makes Milwaukee a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Henry W. Maier Festival Park (0.7 mi / 1.2 km)
  • Milwaukee Mile (5.6 mi / 9 km)
  • Milwaukee County Zoo (6.8 mi / 10.9 km)
  • Ray's MTB Indoor Mountain Bike Park (10.3 mi / 16.6 km)
  • Walter Schroeder Aquatic Center (10.5 mi / 16.9 km)
  • Milwaukee County Sport Complex (12.3 mi / 19.7 km)

Exploring the natural landscape of Milwaukee

Whether you're looking for adventure or just want to take in the scenery, Milwaukee is a great place to get outside. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Veterans Park (0.6 mi / 0.9 km)
  • Mitchell Park Horticultural Conservatory (2.2 mi / 3.6 km)
  • Bradford Beach (2.3 mi / 3.7 km)
  • Boerner Botanical Gardens (9.4 mi / 15.2 km)
  • Pewaukee Lake Beach (18.3 mi / 29.5 km)
  • Pewaukee Lake (20.3 mi / 32.7 km)

Transport options to and around Milwaukee

The nearest airport is in Milwaukee, WI (MKE-General Mitchell Intl.), located 6.3 mi (10.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Waukesha, WI (UES-Waukesha County), which is 16.8 mi (27 km) away.

If you prefer to travel by train, Milwaukee Intermodal Station, Milwaukee Airport Station and Sturtevant Station are the main stations that serve the city. Consider catching a ride on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop and easily see more of the city.

Frequently asked questions

What is the best area to stay in Milwaukee when booking a holiday home?

If you're thinking about a Milwaukee getaway, Bay View is one of the most popular neighbourhoods to stay. Whether you prefer a chalet, cottage or another style of property, you'll always have the entire place to yourself.

What is the most popular type of holiday home accommodation in Milwaukee?

According to our data, apartments are considered the most popular type of holiday home in Milwaukee. But as you'd expect, everyone's idea of an awesome trip will differ. Vrbo has holiday homes of all shapes and sizes, and we'll help you locate the perfect match.

How much does it cost to rent a holiday home in Milwaukee?

The average price for a holiday home in Milwaukee is determined by a number of factors, including length of stay, season and property type. Whether you're looking for a sprawling villa with a pool or a quaint cabin ideal for just you and the kids, just add your travel dates to discover some great-value stays.

How much does it cost to rent a beach house in Milwaukee?

Prices for beach houses in Milwaukee differ depending on the type and size of the property and time of year you're travelling. Just enter your travel dates into Vrbo and how many guests to see available options and prices. From there you can use our filter tool to narrow down your search by ratings, nearby activities, amenities and more.

Are there pet-friendly holiday homes in Milwaukee?

Good news. There are. Choose from 339 stays that roll out the welcome mat in Milwaukee on Vrbo. Our furry kids also deserve a little time out, so simply use our search function for pet-friendly holiday homes to book a perfect pad where your puppy can join in the fun.

Can I rent a house with a pool in Milwaukee?

Pack your swimsuit and swim ring, because there are 33 houses with a private pool in Milwaukee. Base yourself at one of these terrific holiday homes and you'll enjoy pool days every day. Simply enter your dates into Vrbo, then check the "pool" filter to find a place to make a splash!

What are popular home amenities in Milwaukee?

The most popular home amenities people are looking for in Milwaukee are a swimming pool, a barbecue grill and a nearby waterfront. Whether you're on the road with family, friends or even pets, Vrbo holiday homes come with the best amenities for ultimate relaxation with the people that matter most.

Are there large group holiday homes in Milwaukee?

You can pick from 32 properties in Milwaukee that can accommodate 10 or more people. Whether you're planning a trip with extended family or a celebration like an anniversary, there's ample room to get your favourite people together under the same roof.

Are there holiday homes in Milwaukee that welcome kids?

Milwaukee has 335 family-friendly holiday homes to pick from. And tracking down a stay that welcomes little ones is super easy with our "Properties good for families" filter. In addition to having the whole place to yourselves, you can also look forward to amenities and perks such as multiple bedrooms, kitchens and yards.

What are the top attractions for families in Milwaukee?

Keeping the kids entertained during your Milwaukee holiday is a snap with these family-friendly attractions:

  • Harley-Davidson Museum
  • Milwaukee County Zoo
  • Milwaukee Public Museum

Are there one-bedroom holiday homes in Milwaukee?

Yes, there are 112 one-bedroom properties in Milwaukee to pick from. A one-bedroom holiday home is a superb choice if it's just two of you or if you're holidaying solo. Throw in more privacy, space and convenience than a hotel, and you're sure to have a memorable trip.

Can I find two-bedroom holiday homes in Milwaukee?

Milwaukee has 99 two-bedroom holiday properties to choose from. Discover a holiday home with all the privacy and comfort you need at a price that won't break the bank on Vrbo.

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