
Guesthouse vacation rentals in Wisconsin
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Top-rated guesthouse rentals in Wisconsin
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Popular amenities for Wisconsin guesthouse rentals
Family-friendly guest house rentals

Enjoy your space at the Mielke Way!
It was a great experience staying in a rustic area. It was very quite and peaceful. Thanks for the hospitality.

Country cabin, birders paradise.
What a relaxing stay! Gwen and Ed are just a delight! Our dogs absolutely loved the whole cabin and yard. Our older dog thought the rug in the little bedroom was his personal bed :) The bed was comfortable and the bathroom might be small but it still had enough room. We saw lots of birds and enjoyed the Badfish Creek area. This place is definitely on our must return list!

The Carriage House in Sanger House Gardens
Look no further. The Carriage House is exceptional… a comfortable space with artifacts harkening back to its origins. The Gardens are spectacular… winding pathways, fountains, benches, pools, statuary. Peace, tranquility, and serenity abound. Steve is a wealth of information and willingly engages with guests. Staying at Sanger House Gardens is reason enough to come to Milwaukee!

Boutique Eco Hideaway - Willy Street
This has to be one of my favourite AirBnBs I have stayed in across the USA and Europe. Jackie’s place was perfectly located, close to the lake and 2 minutes walk from Willy St for shops and restaurants. A very private setting in the backyard of their main house, with off road parking. Everything was beautiful, with high end furnishings, crockery, bedding etc., and an especially comfortable bed and sofa bed. And such a thoughtful welcome gift of local cheeses, crackers, chocolates, nuts, fruit and beer!Yes there are cheaper places in Madison, but this is perfect proof that you get what you pay for and it was worth every penny. Thank you Jackie for making mine and my Mum’s stay in Madison so comfortable! We hope to be able to return one day!

Cozy Guest House Getaway
I wanted a nice, quiet place to go with my dogs for a workcation. Danni's place was perfect for that! Pet-friendly, comfortable, and easy to access areas and activities. Though located next door to the owners, it felt private and secluded. Oh, and I loved the bed--slept so good! :) Thank you.

Earl Eddy
We LOVE the little blue cabin. We have gone back several times now and it feels like a little peaceful home away from home. It is especially nice in the winter and is a great spot to arrive and not have to leave! We love spending time in the cozy living room with the fireplace and also love that we can ski, show shoe, hike or sled right outside the door on their amazing trails! It is like a winter playground. We are so grateful to have found this little gem of a home.

Cool, Scenic Country Art Studio
We had a wonderful few days at Nina’s retreat. She was a lovely host and full of local knowledge and recommendations. Her directions were clear and useful. The setting was tranquil and removed from suburban sprawl yet still relatively close to downtown Mount Horeb. We enjoyed strolling around the grounds with our dog and the view from the cabin was quite pastoral. A great place to kick back and relax. We hope to return someday soon.

Harbor Hill Inn - Carriage House
Rob and Jan are awesome hosts. The whole check in and check out process was seamless. The carriage house is walking distance from the harbor where we watched the sunset and is very close to restaurants and stores. We hope we are able to come stay at the Harbor Hill Carriage house again in the future!
Guest house rentals with a patio

Cozy Cabin | Pond View | 30 min from Granite Peak
It was such a lovely little space! Had a great time checking out the area with my friends and although we had a little bit of internet issues, they were resolved quickly! Lovely stay 100/10 recommend!!

Beach Front Hideaway
Amazing location and friendly hosts. The best beachfront in the area. private location at the end of a private road. Beautiful BNB, nice architecture. Big kitchen and communal space.

Silver Lake Studio
Would definitely come back. It was the perfect relaxing vacation that we needed. We felt comfortable and really enjoyed the deck and fire pit.

Emerald Acres Retreat
Molly and Jim were incredible hosts. I have been blessed to stay in some amazing places with some incredible people and this is definitely top tier! I was welcomed like family. I truly hated to leave when my job was finished. There were so many little touches that made my stay. The communication was excellent. A five star hotel couldn’t have had better service. When a woman travels as much as I do for work being safe is paramount. Not only was I safe, I was spoiled. That is rare. I truly hope to visit again!

Jack's Little House
This was a cute, rustic, and cozy backhouse in a quiet and secluded area, but a quick (10-20 min.) drive to restaurants, shopping, and hiking.

Mississippi River - cozy 1 bedroom
Becky’s place was perfect for my husband, myself and our two dogs. We are so grateful that she allows dogs. While it could accommodate 4 people, I am glad it was just us. Shearing the space with another couple might have been a little awkward since there is no door on the bedroom. We really enjoyed our stay. The view of the lake is very pretty and has a big yard. I am sure this place is amazing in the summer, perfect for a family of four. We are very grateful for our time there and would recommend it to everyone.

The Beach House on Lake Nebagamon.
This small, converted beach house is perfect for two people. Nothing fancy, but everything you need. Lake Nebagamon is 20 feet from your bed. The dock and lake frontage is well kept and a good spot to wake up and walk around. David met us on arrival, showed us around - very welcoming. There is a tub inside the space, but the shower is enclosed and outside directly next to the beach house. Great stay, thank you!

Mallard Manor - Adorable 2 b/r guest house.
Mari was extremely accommodating with our very late check in over Thanksgiving! Everything was clean and tidy upon arrival and all basic amenities provided. This is a cute place in the country (but easy to find and not far off the main roads)! Would highly recommend and plan to stay again in the future when we come down for another Packers game! GO PACK GO! Thank you for sharing your space with us!
Guest house rentals with a washer and dryer

Wilderness Retreat*Private Deck*Gazebo*Fireplace
Perfect place for an extended getaway from Chicago. The space is beautifully appointed, offering us everything we needed. Centrally located, allowing us to enjoy hikes in three different units along the Kettle Moraine Ice Age trail. Lots of good restaurants and shopping in the area. Don and Betsy were marvelous hosts and made us feel incredibly welcome. Can’t wait to return here.

Spacious 2BR guest house with full kitchen
This was the nicest airb&b we have ever stayed in. So clean, comfortable and located conveniently to everything we needed. We have already recommended it to family planning a trip to Door County next spring. Loved it. Thank you.

Norrsken Scandinavian Cottage
Norrsken is a place of warmth and comfort. My daughter and I stayed a few nights and enjoyed it immensely. The cottage and grounds offer an exceptional aesthetic that make relaxing peacefully unavoidable!! We travelled away to do some hiking and came back to an amazing sunset. The dance of light and shadow after the sun goes down continues to linger for hours. If it hadn't been partly .cloudy the northern lights might have put in an appearance. I'm sure the clear night sky offers amazing starlight as well. Steve and Kevin are attentive, accomodating, friendly hosts. I am returning and bringing my husband. Norrsken is beautiful in all ways!!

Guesthouse on the water 3.9 miles to Lambeau
A great little house. would be perfect for a football party, but I stayed there for the holidays with my kids and it was great for us, too!

Somerset “Casita”in the Pines & Peacocks
The sweetest little gem of a place to stay. We wanted a relaxing weekend getaway and this place was perfect for it! Tucked away outside of town so it was nice and quiet. The peacocks were gorgeous. Close to golf courses, restaurants and other activities. Will definitely stay again.

Club Suite Recreational Retreat
Great place! Scoot helped us out with extending the stay

The Honey Haven
Our stay at The Honey Haven was perfect! Very clean and peaceful home and property. All the comforts of home. Host were accommodating and quick to respond to request. Would recommend to anyone wanting a relaxing getaway.

Lighthouse Lookout
The Lighthouse Lookout was spectacular- the place was spotless, quiet and had an amazing view of the water, yet, it was a short walk to wonderful restaurants, coffee shops and the lake. I used it as a central point to explore Door County and it worked out very well! I would highly recommend it!
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