Milwaukee Vacation Homes

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Featured Vacation Homes in Milwaukee

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Milwaukee

    The Pfister Hotel

    The Pfister Hotel

    424 E Wisconsin Ave Milwaukee WI
    $169 nightly
    The price is $199 total per night from Jan 3 to Jan 4
    $199 total
    Jan 3 - Jan 4, 2026
    Total with taxes and fees
    9.4/10 Exceptional! (1,800 reviews)
    Saint Kate - The Arts Hotel

    Saint Kate - The Arts Hotel

    139 E Kilbourn Ave Milwaukee WI
    $128 nightly
    The price is $151 total per night from Dec 28 to Dec 29
    $151 total
    Dec 28 - Dec 29
    Total with taxes and fees
    9.6/10 Exceptional! (2,472 reviews)
    Hilton Milwaukee

    Hilton Milwaukee

    509 W Wisconsin Ave Milwaukee WI
    $89 nightly
    The price is $105 total per night from Dec 21 to Dec 22
    $105 total
    Dec 21 - Dec 22
    Total with taxes and fees
    8.4/10 Very Good! (1,082 reviews)

Milwaukee Vacation Homes

Book vacation homes in Milwaukee
Next time you take a group getaway top Milwaukee, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of Milwaukee vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Milwaukee vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in Milwaukee; instead of going to a small hotel room at the end of a busy day, you’re going home.

Vacations are all about creating lasting memories, and a Milwaukee rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to Milwaukee is sure to be a winner.

Milwaukee Vacation Homes essential information

Accommodation
408 Vacation Homes
Lowest Price
$105
Highest Price
$1,819
Popular accommodation
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub, Family Paradise 3 bedroom, Cozy Home + Game Room., Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find, Charming Vintage Farmhouse 1 bedroom Garden Oasis, 17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18, Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!, Remodeled Home - Steps from Brady Street!, Brady St Retreat! 4BR House w Patio & Fenced Yard, Serene 4-bedroom Lake House in Pewaukee-Hot Tub!

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