Compare Southwest Wisconsin Condo Rentals

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Featured Southwest Wisconsin Condo Rentals

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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.

Southwest Wisconsin Accommodation Oceanfront

    Greenway House Bed & Breakfast

    Greenway House Bed & Breakfast

    380 Lake Street Green Lake WI
    $210 nightly
    The price is $236 total per night from Dec 17 to Dec 18
    $236 total
    Dec 17 - Dec 18
    Total with taxes and fees
    9.6/10 Exceptional! (32 reviews)

Hotel Options in Southwest Wisconsin

    The Madison Concourse Hotel and Governor's Club

    The Madison Concourse Hotel and Governor's Club

    1 W Dayton St Madison WI
    $139 nightly
    The price is $161 total per night from Dec 21 to Dec 22
    $161 total
    Dec 21 - Dec 22
    Total with taxes and fees
    9.4/10 Exceptional! (3,374 reviews)
    Hampton Inn & Suites Madison-West

    Hampton Inn & Suites Madison-West

    483 Commerce Dr Madison WI
    $67 nightly
    The price is $78 total per night from Jan 9 to Jan 10
    $78 total
    Jan 9 - Jan 10, 2026
    Total with taxes and fees
    9/10 Wonderful! (1,015 reviews)
    Mt. Olympus Water & Theme Park Resort

    Mt. Olympus Water & Theme Park Resort

    655 N. Frontage Road Wisconsin Dells WI
    $50 nightly
    The price is $56 total per night from Jan 6 to Jan 7
    $56 total
    Jan 6 - Jan 7, 2026
    Total with taxes and fees
    6.8/10 (2,542 reviews)

Luxury Condos

Find luxury condos in Southwest Wisconsin
Get your vacation off to a fabulous start by booking a luxury condo in Southwest Wisconsin. They’re a great option if you want to pamper yourself a little more than usual on your next getaway. Plus, they give you a unique opportunity to see the city the way a local would. You’re not in a hotel—you’re home. Condominiums come in all shapes and sizes, and with Orbitz on your side, you’ll find exactly the right one for your trip.

Stay in a Southwest Wisconsin condo
Vacation condo rentals are a nice alternative to hotels with perks such as multiple bedrooms, living rooms, balconies, laundry facilities, Wi-Fi access and espresso machines. And don’t underestimate the power of the full kitchen in your condo: whipping up midnight snacks is a breeze, and hey, making a meal on your own without worrying about ordering in or going out to eat is just plain convenient. You might also have a pool, a gym and a hot tub on the property or close by.  

Exploring Southwest Wisconsin will be a breeze with a downtown condo as your home base. You’ll be close to the top sights, and within walking distance of great restaurants, shopping, and bars. Got leftovers? Put them in your fridge. Remember, you’re living like a local now.

Southwest Wisconsin Condo Rentals essential information

Accommodation
175 Condo Rentals
Lowest Price
$56
Highest Price
$606
Popular accommodation
Bluegreen Odyssey Dells, Capital PrimeTime - 6 Miles from Madison w/ fireplace , NEW Updated 3BD/3BA Waterparks, Golf, Spa & Dining, Outdoor Activity Haven - Winter Getaway - Indoor Water Park - Mins to Downtown, Sandy Toes at Lighthouse Cove, ⚓❀ Lakefront Condo ❀ Private Beach - Kayaks - Boat Slip ❀⚓, Riverside resort condo with full kitchen, on-site golf & waterpark add-ons, Family Dream Escape at Chula Vista *Shuffleboard/Arcade Games/Treehouse Bunks*, 2BD/Wisconsin Dells - Access to Water Parks!

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