Wisconsin State Capitol building, view from Monona Terrace rooftop.; Shutterstock ID 5305432

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Our top choices for Southern Wisconsin cottages

Walk to Main St Fond du Lac: Retreat w/ Yard

Fond du Lac

"There was a terrible smell in the house. Smelled smoky, even though there were "No Smoking" signs posted in several places. I bought a neutralizing spray and used it every time we entered and exited. It helped a little. Beds were comfortable. We were cold the first night because I didn't know right away how to adjust the thermostat. Shower was new and nice. We arrived in the dark and there was a couple of "scary" people on the front steps. It felt safer in the daylight. "

terri

Rp3.494.497 total

includes taxes & fees

27 Dec - 28 Dec

Salem Vacation Home w/ Dock: Steps to Paddock Lake

Salem

Rp10.916.194 total

includes taxes & fees

28 Dec - 29 Dec

Large Milwaukee Home 4BR Fast Wifi

Fifth Ward

Rp12.264.385 total

includes taxes & fees

11 Jan - 12 Jan 2026

Large Backyard, Walk to Hospital: Sheboygan Abode!

Sheboygan

Rp6.750.260 total

includes taxes & fees

26 Dec - 27 Dec

Family Cottage, Park View | Terrace/patio

Big River Escape Parkside Bungalow

Winona

Julie

Rp3.856.568 total

includes taxes & fees

29 Dec - 30 Dec

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Top Southern Wisconsin Hotel Reviews

The Pfister Hotel

10/10 Excellent

"The Pfister hotel is second to none in opulence and hospitality! Everyone was fantastic! Dinner at Mason street grill was equally as amazing! Definitely recommend to anyone looking for a historic place to stay:) "