
Guesthouse vacation rentals in Wisconsin
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Wisconsin
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Wisconsin guesthouse rentals
Family-friendly guest house rentals

Peaceful weekend or extended stay, full amenities
I had a great experience with Matt & Laura. They did a great job communicating and their property is very nice!

The Carriage House in Sanger House Gardens
We enjoyed our stay and the gardens were beautiful. This was a great stay with great eateries within walking distance. Whenever we are back visiting Milwaukee we sure will look at booking to stay here again.

Cottage in historic Hudson, 5 blocks from DT
Great place. Cozy & peaceful place to stay. Would stay here again.

Teacher’s Lounge
Cute little spot. Great for weekends away. Downtown is walking distance and has a variety of shops. Cell service can be hit or miss, but not fault of host. Daisy is very sweet and will come greet you for pets. House was very comfortable and has everything you need (except washcloths, so if you're used to that bring your own). We enjoyed our time and would recommend it for anyone coming to the area.

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
An amazing place and so well organized and easy to find. I was amazed at how beautiful and comfortable to stay here. Super quiet and serene yard and woods surrounding it. The host thought of everything and made it all easy for guests. You will not be disappointed at all with this place. Thanks again for making your beautiful place available!

Guest house near Lambeau field
Great place to stay for the NFL Draft. Easy Uber access, but far enough away to escape the intensity of the event as needed. Daniel was a great host, keeping me informed right up to check-in. Will definitely consider renting again when I’m in Green Bay again.

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 | Rock Ridge Orchard & Lake
Shelly’s place was very clean and inviting. The property is beautiful. Shelly and Bob are both very friendly and welcoming. Great stay definitely recommended!

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
Mark and Mary's loft was the perfect weekend get away that we were looking for. The location is on a serene small fishing lake with beautiful views. It's close to the Chain 'O Lakes and Hartman Creek State park in the beautiful Wisconsin North woods. The loft is designed so nicely with a large deck overlooking the lake. We enjoyed eating meals out on the deck and watching the sun rise in the morning. The birds are just incredible to listen to at sunrise. The loft is tastefully decorated and well stocked with everything you would need in the kitchen and very comfortable. Extra blankets are provided for chilly nights. Mark and Mary were both such nice people and incredible hosts, quick to answer any questions and make local recommendations; we enjoyed getting to know them both and spent an evening by the fire pit with them. We would love to stay at their loft again in the future. It is just the location we were looking for and we are so happy we met them and found their gem!

Emerald Acres Retreat
The Retreat at Emerald was perfect for my friend, my dog, and me. The room was much larger than expected and had all the amenities we could wish for. The building and the grounds were very pet friendly, and my dog Hannah could not have been happier with her stay. Jim started a bonfire for us our first night, and all of the fixin's for s'mores were already inside. The trails in the woods behind the house were perfect for an afternoon walk. Would highly recommend this retreat for anyone looking to get away from it all.

Jack's Little House
Cozy & quaint! Quiet but close to all that Door County has to offer. It was clean and decorated so cute!

Mississippi River - cozy 1 bedroom
This place was beyond perfect. I don’t want to post reviews to make other people rent it out, I want it all to myself. This cabin was the cutest! The views were incredible!! It was so peaceful, very clean, and all around great! I cannot wait to go back!

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
I don’t usually write reviews, but I felt compelled to share my experience because this place—and the people behind it—offered me something far deeper than just a stay. I came here in the midst of unimaginable grief, after losing my daughter. I needed a space that would allow me to breathe, cry, remember, and begin to gather the strength to carry on. This home was exactly that. Peaceful, quiet, and full of comforting details that made it feel like a gentle embrace rather than just a rental. From the moment I arrived, I could feel the care that had gone into preparing the space. It was spotless, beautifully arranged, and there was a calm energy. The natural surroundings added to the serenity—I found myself sitting in silence, listening to the wind or watching the light shift throughout the day, which became small, healing moments. The hosts were beyond accommodating. When I let them know why I chose their home, I was received with a warm embrace. If I could leave more words I would

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.

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 Casita is a wonderful, peaceful place to escape to. The unit is beautifully decorated with a Costa Rican vibe. It has everything you need for meal prep for a weekend or longer stay. Great outdoor seating areas, including the awesome firepit with lots of firewood too. We hope to return again. Thank you Kelly for being a great host.

Club Suite Recreational Retreat
We have stayed at this location before and always enjoy it! Will come again!

The Honey Haven
I didn't have the opportunity to meet Jennifer as we had a short stay, but every part of our stay was flawless. It is a drop-dead beautiful location and very peaceful. Fun little towns like Westby and Viroqua are only minutes away, and the gift honey was delicious! It is a very new, nicely decorated, and effectively laid out space that allows for big get-togethers and also private space. It is decorated very nicely, and everything works. Jennifer is extremely friendly, inviting, and super to work with - I will definitely be back and give her the highest recommendation! Thank you Jennifer! Jim

Lighthouse Lookout
Kyles place was just perfect for what we needed! My husband and I really enjoyed our stay here during our small getaway in Door County. The bed was super comfy, the decor was cozy— overall, a really relaxing spot to unwind after a day of Door County activities.

The Nest at Drumming Woods
Janice’s place was warm and welcoming even on the coldest of weekends! We had everything we needed to make the most of our time in beautiful Cable. We will be back!
Destinations to explore
- Boutique hotel rentals Wisconsin
- Rentals with lake access Wisconsin
- Rentals with breakfast Wisconsin
- Rentals with beach access Wisconsin
- Condo rentals Wisconsin
- Rentals with a sauna Wisconsin
- Smoking-friendly rentals Wisconsin
- Rentals with a hot tub Wisconsin
- Ski-in/ski-out rentals Wisconsin
- Campsite rentals Wisconsin
- Fitness-friendly rentals Wisconsin
- Rentals with a fire pit Wisconsin
- Yurt rentals Wisconsin
- Rentals with a patio Wisconsin
- Pet-friendly rentals Wisconsin
- Townhouse rentals Wisconsin
- Rentals with an accessible height toilet Wisconsin
- Rentals with an EV charger Wisconsin
- Nature eco lodge rentals Wisconsin
- Apartment rentals Wisconsin
- House rentals Wisconsin
- Loft rentals Wisconsin
- Lakehouse rentals Wisconsin
- RV rentals Wisconsin
- Rentals with a fireplace Wisconsin
- Family-friendly rentals Wisconsin
- Beachfront rentals Wisconsin
- Waterfront rentals Wisconsin
- Serviced apartment rentals Wisconsin
- Bed and breakfasts Wisconsin
- Rentals with an accessible height bed Wisconsin
- Farmstay rentals Wisconsin
- Cottage rentals Wisconsin
- Private suite rentals Wisconsin
- Hotel rentals Wisconsin
- Tiny house rentals Wisconsin
- Rentals with pools Wisconsin
- Kid-friendly rentals Wisconsin
- Chalet rentals Wisconsin
- Rentals with a washer and dryer Wisconsin
- Resort rentals Wisconsin
- Rentals with a home theater Wisconsin
- Rentals with outdoor seating Wisconsin
- Rentals with a kayak Wisconsin
- Barn rentals Wisconsin
- Villa rentals Wisconsin
- Cabin rentals Wisconsin
- Guesthouse rentals United States
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do Wisconsin
- Art and culture Wisconsin
- Nature and outdoors Wisconsin
- Things to do United States
- Tours United States
- Nature and outdoors United States
- Entertainment United States
- Sightseeing United States
- Wellness United States
- Food and drink United States
- Art and culture United States
- Sports activities United States
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes