Top Guest Houses in Wisconsin in 2025

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Top Cities in Wisconsin

Madison which includes street scenes and a city

Guest Houses in Wisconsin

"We enjoyed our time tremendously. Lovely town great for a couple couples getaway."

"Lily’s Boerners Pad was a beautiful and quaint inn. My husband absolutely loved our stay there and definitely plan to book to stay again when we are Cedarburg again."

Hypo-allergenic bedding, desk, laptop workspace, iron/ironing board

"The property has a beautiful garden, loved our stay."

￥29,719 total

includes taxes & fees

Sep 1 - Sep 2

1 bedroom, iron/ironing board, WiFi, bed sheets

"This was an amazing place to stay!! The hosts were wonderful and everything was so nicely set up for us when we arrived. They were so hospitable and gave us great tips for things to do in the area. The place was very clean, well organized, and had extra amenities like coffee bags and little creamers set out for us when we arrived. The area is a perfect close distance to Sturgeon Bay while still being in a quiet scenic country side. It was exactly what we were looking for! "

"We enjoyed the great accomodations.. The rooms were nicely furnished, all supplied bedding, towels, etc were first quality and above all Clean. The place is very personnaly decorated with "northern wisconsin" items and furnishings--We liked the property location..altho Not in town, it was very nice setting I enjoyed conversations withn both of the hosts.. We recommend this "home""

"Wonderful guest house in the country with a cabin feel that was clean and well equipped for a family gathering and suitable for a quiet getaway."

"Everything was perfect!"

"Nice place to stay and enjoy the quiet life."

"Everything was very clean and well-stocked. The sunrises were beautiful from the back deck. Loved our stay!"

"Great place"

"Nice location, close to everything. Not much privacy, only one bedroom but will sleep about 15 / 20 people. "

Comfort Apartment | Private kitchen | Coffee/tea maker

"Very clean, quiet, safe, and unique property. Would definitely stay again! "

￥30,873 total

includes taxes & fees

Sep 5 - Sep 6

"We only stayed one night, but found it clean and comfortable."

￥16,649 total

includes taxes & fees

Aug 31 - Sep 1

"Beautiful, quiet, spacious property close to Madison."

2 bedrooms, Egyptian cotton sheets, premium bedding

￥29,178 total

includes taxes & fees

Aug 31 - Sep 1

"The stay was perfect from the friendly hostess and neighbors to the amazing fishing and boating on the lake. The stay was cozy, simple living, and relaxing. We loved every minute of it and even saw amazing wildlife on the property. Thanks again for a unique experience!"

￥68,262 total

includes taxes & fees

Sep 13 - Sep 14

"Lovely inside and out, outdoor seating is great, we enjoyed the fire pit as well. Very comfortable! Excellent hosts, very flexible when we had a change, would definitely stay again"

"My family of four had a wonderful week stay at the uptown coach house. The property is incredibly beautiful, with every detail carefully considered and immaculately upkept. From the luxury finishes to the plush linens, it feels like a Kohler showroom! Located in the heart of Sheboygan, it is just steps away from the best coffee shops, restaurants, and the farmers market. The beach and lakefront are also just a short walk away. The owner and property manager were extremely friendly and attentive...