Guest Houses in Wisconsin

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Top Cities in Wisconsin

Featured Guest Houses in Wisconsin

Little Bluff Inn

2.5 star property
10.0 out of 10, Exceptional, (85)
" Great stay !! Will be back. Awesome scenery. Several great restaurants. Good Folks !! Price is right. DANO"
Little Bluff Inn

Waterfront guesthouse at cliff's edge of Lake Superior's South Shore, Sky Fire.

9.6 out of 10, Exceptional, (93)
"Nice place to stay and enjoy the quiet life."
Waterfront guesthouse at cliff's edge of Lake Superior's South Shore, Sky Fire.

A TOUCH OF COUNTRY LIVING Minutes from Madison

10.0 out of 10, Exceptional, (155)
"This was the cutest place and the hosts were great! Barb was super sweet and made sure we had no issues. Place is exactly like pictured and super clean. If ur heading to Madison and don’t want to stay in the city, this is the perfect place! You’re super close to the city, but you don’t have all of the traffic and noise. It’s a very peaceful place to stay!"
A TOUCH OF COUNTRY LIVING Minutes from Madison

Lilly Pad Boerners Guest house

3.5 star property
9.4 out of 10, Exceptional, (125)
"This is the place to stay in the AMAZING town of Cedarburg. It is right on Washington St which has dozens of amazing restaurants, gift shops and multiple wineries. The tub in the Depot and Sheboygan rooms are HUGE and the room is clean with a nice bed and soft linens. The owner is super helpful and accommodating with nice extras in the room. The yard is BEAUTIFUL with a patio and gas fire pit. Can’t wait to come back this summer! Make sure to get a margarita flight at Lime Cantina across the...
Lilly Pad Boerners Guest house

Romantic | Downtown | Fireplace

9.6 out of 10, Exceptional, (11)
"We loved staying here! You have communication the whole time from booking to checking out. Our room was clean and loved all the little extras. The neighborhood was super friendly. I liked how everything had a lock so it felt secure. It’s only about 20’ish minutes to Mall of America. I definitely recommend!!"
The price is CA $150
CA $199 total
includes taxes & fees
Feb 25 - Feb 26
Romantic | Downtown | Fireplace

Walk Everywhere | Ski Afton | Dine & Relax

10.0 out of 10, Exceptional, (21)
"Cute studio rooms in nice little..Highly commend"
The price is CA $165
CA $216 total
includes taxes & fees
Feb 23 - Feb 24
Walk Everywhere | Ski Afton | Dine & Relax

Authentic 1882 Hand Hewn Log Home

10.0 out of 10, Exceptional, (61)
"This is the perfect hunting cabin for a long weekend, it felt like our own, complete with the family dog (Dixie). Russ & Stacy are great, friendly hosts!"
Authentic 1882 Hand Hewn Log Home

Event-Approved | Sleeps 14 | 6 Private Hotel Suites

10.0 out of 10, Exceptional, (2)
"Perfect spot for a girls getaway!"
The price is CA $946
CA $1,205 total
includes taxes & fees
Feb 25 - Feb 26
Event-Approved | Sleeps 14 | 6 Private Hotel Suites

The Tiny Bay House - Romantic Hideaway

10.0 out of 10, Exceptional, (18)
"The Tiny House was an overall pleasant experience. We arrived late (in the dark) and the path to the house was initially unclear. We used our cellphone flashlights and found our way. The bathroom and shower were nice & clean. Bed was low and mattress soft. Close to great coffee shop. "
The Tiny Bay House - Romantic Hideaway

Chippewa View Heights ~ breathtaking views and a peaceful getaway!

9.8 out of 10, Exceptional, (20)
"Such a beautiful property and cabin. Feels like you are in the middle of no where minutes from town. Great views. The cabin was very clean and stocked with the things you need. Whether it’s sitting by a fire, watching a movie, or playing cards there is room to do all. It was a very short trip into town to eat lunch and shoot some pool. Will definitely stay again when we are back in the area. "
Chippewa View Heights ~ breathtaking views and a peaceful getaway!

Appleton Country home with AC and Wifi

2.0 star property
10.0 out of 10, Exceptional, (7)
"Great place"
Appleton Country home with AC and Wifi

Second Wind Country Inn

3.0 star property
9.6 out of 10, Exceptional, (89)
"We loved the quiet seclusion of the property and yet we were only a few miles from downtown. The host was amazing and assisted with any and all needs. The room was clean and cozy and it was hard to leave. Definitely keeping this location bookmarked for future stays!!!"
Second Wind Country Inn

Artha Bed and Breakfast

3.0 star property
9.0 out of 10, Wonderful, (57)
"We came for the Iola car show. This home was perfect for our stay. The host should take new pictures because it’s much nicer than we thought. The home is spacious and had everything we needed. The hair supplied a variety of food for breakfast and plenty of towels, blankets, and pillows. Our room was small but had enough space for us and our clothing. The 2 other couples we met that shared the house were kind and cordial. And there are 2 bathrooms in between the bedrooms. We didn’t hear anyone...
The price is CA $145
CA $160 total
includes taxes & fees
Feb 23 - Feb 24
Artha Bed and Breakfast

Boutique Hotel | Virginia Themed Suite

9.8 out of 10, Exceptional, (12)
"Clean and updated with personal touches to make you feel at home. Great boutique motel that we would recommend and stay at again if in the area. "
The price is CA $119
CA $165 total
includes taxes & fees
Feb 25 - Feb 26
Boutique Hotel | Virginia Themed Suite

The Speckled Hen Inn B&B

4.0 star property
9.8 out of 10, Exceptional, (9)
"Beautiful, quiet, spacious property close to Madison."
The Speckled Hen Inn B&B

Relax, Rejuvenate & Renew in Lower Long Lake Area

10.0 out of 10, Exceptional, (32)
"We had a wonderful stay while the autumn colors were ablaze all around us. The roads winding through the hills and around all the lakes were just beautiful. The guesthouse had everything we needed for a cozy, peaceful, restful retreat. Check out the Interpretive Center at the Chippewa Morraine Ice Age Unit and do some hiking along the Ice Age Trail. Great hosts & a lovely location."
Relax, Rejuvenate & Renew in Lower Long Lake Area

Log Gables - Lake Front

3.0 star property
9.4 out of 10, Exceptional, (17)
"The place was very nice and had plenty of space for everyone. I would recommend staying here; however, the customer service was not very great. If you can avoid having to talk to the owners, I would suggest it as one was very rude every time I had to talk with her. "
Log Gables - Lake Front

Manor on the Mile Two

2.0 star property
10.0 out of 10, Exceptional, (3)
"Very clean, quiet, safe, and unique property. Would definitely stay again! "
The price is CA $282
CA $296 total
includes taxes & fees
Feb 23 - Feb 24
Manor on the Mile Two

Downtown, Uniquely Designed, Near the Beach

8.0 out of 10, Very good, (2)
"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...
Downtown, Uniquely Designed, Near the Beach

Mendota Lake House Inn

3.0 star property
8.6 out of 10, Excellent, (352)
"This was an unexpected last-minute stay and we were SO delighted to find this gem in the heart of Madison. This is the perfect place to find relaxation and also access all of the excitement and fun that Downtown Madison has to offer. Sunrises and sunsets are unparalleled and the hosts were welcoming and provided top-notch service! I hope to be able to stay again after their upcoming renovations."
Mendota Lake House Inn
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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