South Madison Vacation Rentals
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Our top choices for South Madison vacation rentals
Vacation Home in Monona
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!9.8 out of 10, Exceptional, (47)
"We had a great time on our weekend trip to Madison. Location was super quick to get to downtown, house was clean, and we really enjoyed taking the canoe out on the lakes to explore."
Molly S.
The price is ￥37,220
￥76,579 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Cabin in Edgerton
Log Cabin at Lake Koshkonong - “The Overlook”9.2 out of 10, Wonderful, (48)
"Checkin was super easy, great amenities, and cozy cabin atmosphere."
Nicholas R.
The price is ￥13,270
￥28,000 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Cottage in Milton
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!9.6 out of 10, Exceptional, (5)
"Cute! Near winery and a supper club! "
Juanita W.
The price is ￥14,753
￥30,061 total
includes taxes & fees
Dec 26 - Dec 27
Aparthotel in Tenney-Lapham
The Dylin by Mint House9.4 out of 10, Exceptional, (122)
"Great stay at the Dylin"
Lauri
The price is ￥16,837
￥19,447 total
includes taxes & fees
Dec 29 - Dec 30
Condo in Edgerton
Spacious Condo: Historic Boutique Rental in Downtown Edgerton10.0 out of 10, Exceptional, (5)
"Beautiful and interesting stay!! Comfortable and spacious accommodations for our visit to over the vines wedding venue.. "
Amy S.
The price is ￥15,594
￥39,649 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Apartment in Sun Prairie
Cannery Square Unit - 106 by Patriot Properties9.4 out of 10, Exceptional, (26)
"Great place "
Armando
The price is ￥19,804
￥49,824 total
includes taxes & fees
Dec 30 - Dec 31
Apartment in Sun Prairie
2 Bedroom - Main Street Sun Prairie WI9.6 out of 10, Exceptional, (36)
"Clean and quiet. Nice neighborhood amenities. "
Mark L.
The price is ￥19,025
￥48,947 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Apartment in Sun Prairie
Cannery Square Short Term Rentals -104 by Patriot9.6 out of 10, Exceptional, (44)
"Roomy. Kitchen had basics. Good beds and pillows. "
Susan
The price is ￥19,804
￥49,824 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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.
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Top South Madison Hotel Reviews
Hampton Inn & Suites Madison-West
10/10 Excellent
Find out more about South Madison
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