Guesthouse vacation rentals in Wisconsin

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Wisconsin guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in Cashton
4.97 out of 5 average rating, 332 reviews

Enjoy your space at the Mielke Way!

KellyRating, 5 stars3 months ago
Very comfortable stay, warmed by gas stove fire- a great place to put boots near and coffee mug to stay warm. Absolutely beautiful location, lovely view of the animals from large back door, and a welcoming host!
Top guest favorite
Guesthouse in Stoughton
4.94 out of 5 average rating, 366 reviews

Country cabin, birders paradise.

AmandaRating, 5 stars1 week ago
We loved this little cabin in the woods. It was a charming experience with excellent hosts. Gwen and Ed are dedicated members of their community. They kindly told us in advance about the charity egg hunt and invited us to attend. The home was spotless and solar powered, all excellent choices. We would return in the future. Do not hesitate to book this home -- it is close to Madison, but yet so far away.
Guest favorite
Guesthouse in Milwaukee
4.95 out of 5 average rating, 256 reviews

The Carriage House in Sanger House Gardens

JackieRating, 5 stars6 months ago
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!
Guest favorite
Guesthouse in Madison
4.98 out of 5 average rating, 312 reviews

Boutique Eco Hideaway - Willy Street

CarolineRating, 5 stars6 months ago
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!
Top guest favorite
Guesthouse in Maiden Rock
4.97 out of 5 average rating, 31 reviews

Cozy Guest House Getaway

AimeeRating, 5 stars1 week ago
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.
Top guest favorite
Guesthouse in Earl
4.99 out of 5 average rating, 161 reviews

Earl Eddy

MelissaRating, 5 stars2 months ago
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.
Top guest favorite
Guesthouse in Mount Horeb
4.96 out of 5 average rating, 595 reviews

Cool, Scenic Country Art Studio

EmmaRating, 5 stars2 weeks ago
Fantastic spot, great house all to yourself and a beautiful property to walk around. Nina was super friendly and accommodating, set up a fire for us and very quickly responded to messages
Superhost
Guesthouse in Pepin
4.83 out of 5 average rating, 6 reviews

Harbor Hill Inn - Carriage House

KarlynRating, 5 stars44 months ago
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

Top guest favorite
Guesthouse in Stratford
5 out of 5 average rating, 26 reviews

Cozy Cabin | Pond View | 30 min from Granite Peak

AspenRating, 5 stars1 month ago
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!!
Guest favorite
Guesthouse in Ashland
4.89 out of 5 average rating, 44 reviews

Beach Front Hideaway

SeanRating, 5 stars2 months ago
Really outstanding place. Comfy with beautiful surroundings. Would highly recommend.
Top guest favorite
Guesthouse in Waupaca
5 out of 5 average rating, 17 reviews

Silver Lake Studio

ElsaRating, 5 stars8 months ago
Would definitely come back. It was the perfect relaxing vacation that we needed. We felt comfortable and really enjoyed the deck and fire pit.
Top guest favorite
Guesthouse in Emerald
5 out of 5 average rating, 17 reviews

Emerald Acres Retreat

TinaRating, 5 stars1 month ago
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!
Superhost
Guesthouse in Baileys Harbor
4.87 out of 5 average rating, 30 reviews

Jack's Little House

JamesRating, 5 stars6 months ago
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.
Guest favorite
Guesthouse in La Crosse
4.94 out of 5 average rating, 77 reviews

Mississippi River - cozy 1 bedroom

AlejandraRating, 5 stars6 months ago
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.
Superhost
Guesthouse in Lake Nebagamon
4.79 out of 5 average rating, 29 reviews

The Beach House on Lake Nebagamon.

RyanRating, 5 stars7 months ago
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!
Top guest favorite
Guesthouse in Manitowoc
5 out of 5 average rating, 26 reviews

Mallard Manor - Adorable 2 b/r guest house.

JoetteRating, 5 stars4 months ago
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

Top guest favorite
Guesthouse in West Bend
5 out of 5 average rating, 77 reviews

Wilderness Retreat*Private Deck*Gazebo*Fireplace

LisaRating, 5 stars1 week ago
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.
Top guest favorite
Guesthouse in Sturgeon Bay
5 out of 5 average rating, 14 reviews

Spacious 2BR guest house with full kitchen

RebekahRating, 5 stars5 months ago
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.
Top guest favorite
Guesthouse in Ashland
4.99 out of 5 average rating, 359 reviews

Norrsken Scandinavian Cottage

JamesRating, 5 stars3 days ago
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!!
Superhost
Guesthouse in De Pere
5 out of 5 average rating, 7 reviews

Guesthouse on the water 3.9 miles to Lambeau

PaulRating, 5 stars16 months ago
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!
Top guest favorite
Guesthouse in Somerset
5 out of 5 average rating, 16 reviews

Somerset “Casita”in the Pines & Peacocks

KyleRating, 5 stars6 days ago
We enjoyed our stay while visiting our daughter who lives nearby. Happy we found this place as we like to travel with our dogs. Plenty of area for walking them, quiet area making for two peaceful sleeps. I would recommend this place and plan on staying there again.
Guest favorite
Guesthouse in Ojibwa
4.97 out of 5 average rating, 35 reviews

Club Suite Recreational Retreat

JorgeRating, 5 stars4 weeks ago
Great place! Scoot helped us out with extending the stay
Top guest favorite
Guesthouse in Westby
5 out of 5 average rating, 43 reviews

The Honey Haven

AmberRating, 5 stars3 weeks ago
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.
Guest favorite
Guesthouse in Baileys Harbor
4.95 out of 5 average rating, 55 reviews

Lighthouse Lookout

AlisonRating, 5 stars4 months ago
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!

Destinations to explore