Compare Southeast Wisconsin Cottage Rentals

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Featured Cottages 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
    $129 nightly
    The price is $153 total per night from Jan 23 to Jan 24
    $153 total
    Jan 23 - Jan 24, 2026
    Total with taxes and fees
    9.4/10 Exceptional! (1,828 reviews)
    Saint Kate - The Arts Hotel

    Saint Kate - The Arts Hotel

    139 E Kilbourn Ave Milwaukee WI
    $138 nightly
    The price is $163 total per night from Jan 11 to Jan 12
    $163 total
    Jan 11 - Jan 12, 2026
    Total with taxes and fees
    9.6/10 Exceptional! (2,496 reviews)
    Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

    Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

    2308 W Wisconsin Ave Milwaukee WI
    $72 nightly
    The price is $85 total per night from Jan 26 to Jan 27
    $85 total
    Jan 26 - Jan 27, 2026
    Total with taxes and fees
    9/10 Wonderful! (1,263 reviews)

Cottages

Book a cottage in Southeast Wisconsin
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Southeast Wisconsin. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Southeast Wisconsin better.

Cottage apartments in Southeast Wisconsin range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Southeast Wisconsin
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Southeast Wisconsin and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Southeast Wisconsin cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Southeast Wisconsin. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Southeast Wisconsin Cottages essential information

Accommodation
74 Cottages
Lowest Price
$85
Highest Price
$592
Popular accommodation
Quiet 2bd 1ba ranch with off street parkingWalking distance to downtown/beach., Williams Bay beach cottage with hot tub on 2-acres, Cedarburg \ Mequon River retreat , Blue Beach Cottage - 5 Minute Walk to Private Beach!, Black sheep cottage! Charming 2-bedroom cottage in peaceful West Allis, Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view, Beautiful Lake Cottage - Great for large families or group events!, Delavan Lakefront Access Guesthouse, Delavan Retreat w/ Patio on Turtle Lake!

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