Southeast Wisconsin Vacation Homes

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Featured Vacation Homes in Southeast Wisconsin

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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 Southeast Wisconsin

    The Pfister Hotel

    The Pfister Hotel

    424 E Wisconsin Ave Milwaukee WI
    $169 nightly
    The price is $199 total per night from Jan 5 to Jan 6
    $199 total
    Jan 5 - Jan 6, 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)
    Timber Ridge Lodge and Waterpark

    Timber Ridge Lodge and Waterpark

    7020 Grand Geneva Way Lake Geneva WI
    $194 nightly
    The price is $216 total per night from Jan 4 to Jan 5
    $216 total
    Jan 4 - Jan 5, 2026
    Total with taxes and fees
    8.6/10 Excellent! (3,064 reviews)

Southeast Wisconsin Vacation Homes

Book vacation homes in Southeast Wisconsin
Next time you take a group getaway top Southeast Wisconsin, 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 Southeast Wisconsin vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Southeast Wisconsin 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 Southeast Wisconsin; 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 Southeast Wisconsin 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 Southeast Wisconsin is sure to be a winner.

Southeast Wisconsin Vacation Homes essential information

Accommodation
827 Vacation Homes
Lowest Price
$151
Highest Price
$904
Popular accommodation
Private Beach & Pier Lake Front w/ Fireplace on Lake Como - Walk to Mars Resort!, Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!, Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub, Family Paradise 3 bedroom, Cozy Home + Game Room., Private Country House near Lake Geneva, Como and Williams Bay, 3-bed 2-bath fully remodeled house walking distance to Lake w/ parking for Boat!, Gorgeous Downtown Baker St Bungalow, Walk Everywhere!!!, Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!, All You Need Is Your Fur Baby And The Beach! (% of each stay donated to rescue)

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