Located in eastern Wisconsin, Sheboygan is known as ‘Spirit on The Lake.’ It offers magnificent views of Lake Michigan and boasts many beautiful beaches, which are great spots for surfing, giving the city the nickname “Malibu of the Midwest.” While here, visitors can also partake in other water activities, such as sailing, fishing, kayaking, and swimming. You can also explore the arts and culture of the city, such as John Michael Kohler Arts Center and the nearby Aviation Heritage Center of Wisconsin. Sheboygan is also a popular golfing destination among people, with many golf courses in the city.
Be ready to witness the majestic beaches and lake! If you want to explore the beautiful city of Sheboygan, read on to check out the best Airbnb vacation rentals in Sheboygan, Wisconsin.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 14, 2024.
1. The Elbow (from USD 56)
This charming apartment is nearby to Lake Michigan and above Wisconsin’s first Surf Shop! As it’s located downtown, you can easily access the city’s top restaurants, bars, and shops. However, if you prefer dining in, feel free to use the unit’s full kitchen. Inside the apartment, there’s a cozy living area where you can lounge on the sofa or watch TV. Your sleeping area is also furnished with an XL bed and heavy curtains for your privacy.
Top guest reviews
Amenities & Room:
the a/c that kept the apartment a cool 70 degrees probably helped thatif like me you're a light sleeper the fan is a good fixwe stayed at the elbow room our stay was very quiet and peacefulit's a nice cozy place to rent for 1-2 peopleCleanliness:
it was nice and clean and walkableclean apartment just the right size for 2the place was clean unique and perfect for our tripwe absolutely loved this place had everything we needed clean and cozyclean room and an excellent locationHost:
) host was great about changing reservation datesgreat spot and wonderful host will definitely stay here againcommunication with the hosts was quick and easy and overall the experience was fun and stress-freeRead more reviewsLocation:
cute apartment in a very convenient locationspectacularly cute and great locationvery cute living room and the location was fantasticcentral and fun location with an adorable apartmentgreat location & a bright cute space
Superhost
2. Carriage House (from USD 83)
If you’re looking for a lovely guesthouse for your family of four, Carriage House is the one you’re looking for! It features a living room with a sleeper sofa overlooking the lake and a fully equipped kitchen with a Keurig coffee machine! For entertainment, the property also has free WiFi, games, and a TV with Roku.
Regarding its location, this guesthouse sits on a vibrant street. Moreover, the beach is just across the street! And for your dining needs, there are many restaurants in the downtown area just a few blocks away.
Top guest reviews
Amenities & Room:
quaint cottage that was very comfortable and homeybed was comfortable enough room for 3 of usCleanliness:
clean quiet and comfortablesuper clean and bed was super comfyvery clean quiet in a great neighborhoodthe inside was neat and cleanbut the carriage house was clean and lovelyHost:
alli was a great hostalli was a great host she was timely in her responses and gracious with our requestsalli was a great friendly hostalli was a great hostalli was a great host and had a wonderful place to stay highly recommendedRead more reviewsLocation:
perfect location to lake michigannice location walking distance to the lake and not far from downtowngreat location in a fun towngreat location quick walk to the beachwe really liked that lake michigan was so close
3. Downtown apartment with artwork (from USD 90)
Situated downtown, this apartment is in an ideal location. The city’s restaurants, shops, and art centers are just within walking distance away. If you want to see Lake Michigan, it’s also just a few blocks from the property!
If you get tired of touring around, you can chill on the outside deck or relax in the homey living area with artwork. When you crave snacks, you can either order in or prepare them yourself in the unit’s fully equipped kitchen.
Top guest reviews
Amenities & Room:
comfortable living room furniture and bedsfurnishings are top quality the space is large and very comfortable with your own outdoor pationice to have a kitchen and back patioCleanliness:
so clean and perfect locationthe place was clean and quiet just what i needed for an overnight in sheboyganHost:
host did a great job of communicating through our staytina (host) is very responsivetina is a caring host who provides great information and checks in on guests at arrival and departuretina was very responsive and helpful as wellfrom start to finish tina was incredibly friendly and accommodatingRead more reviewsLocation:
great location easy access to downtownit was a great locationa great stay in a central locationit's in a great central location in town within walking distance to the lake and downtowngreat place to stay convenient location
4. Logan's Guest Nest (from USD 120)
Enjoy a relaxing and enjoyable vacation at Logan’s Guest Nest, which sits in a nice neighborhood. After exploring the nearby beaches or attending racing events at Road America, a cozy home that features spacious rooms awaits your arrival.
In addition to the relaxing living area, this home offers a fully equipped kitchen and bedrooms that are well-designed to ensure a good night’s sleep. To entertain yourselves, you can use the books and games on the property, or you can also gather your loved ones on the deck. There is also a fire pit, where you can enjoy a drink while enjoying a chat.
Top guest reviews
Amenities & Room:
it had very good wifi signal ( which was a crucial point in our stay)we had a lovely stay in the cozy “nestCleanliness:
very clean and comfortablethe nest was very clean and accommodatinggreat place nice clean and affordablethe house was clean and everything worked greatwonderful place to stay clean and cozyHost:
mikki is a wonderful hostmichelle is a wonderful hostthe host mikki was incredibly responsive and kindmichelle was a great hostshe was quick with communication and helpful with my questionsRead more reviewsLocation:
this place has everything you need and is located in the perfect locationreally enjoyed the stay and location it had everything we neededwe like walking and the neighborhood is lovely to walk aroundwhat a cute place perfectly furnished for a short stay (or longer)and even though the neighbor’s house is right next door the neighborhood was quiet and peaceful
5. Cozy apartment in downtown Sheboygan (from USD 129)
If you’re the explorer type, you’ll love this rental unit, as it’s only within walking distance from the local library, John Michael Kohler Arts Center, and the trendy shops and restaurants in the city. The beach is also nearby if you enjoy being near the waters!
Apart from its strategic location, the house offers guests a pleasant stay. It has a spacious living area that’s furnished with a TV and an indoor fireplace, adding to the unit’s peaceful vibe. If you want to cook your own food, you’re free to use its full kitchen as well. However, what makes this apartment unique is its rooftop deck, where you can hang out with your friends and enjoy the fresh air.
Top guest reviews
Amenities & Room:
the outdoor area with table and chairs is a nice touchthe furniture was all in good condition and very comfortablethe apartment has everything you need and more with gourmet teas and coffee and a delightful rooftop patiothe bed was comfortable and we appreciated having the rooftop deckthe rooftop patio was what sold us on this beautifully updated apartment in a well-preserved historic buildingCleanliness:
clean clean clean great locationstephanie's place was immaculately clean and so many thoughtful touches have been addedvery clean and the bed was comfortable awesome little gemwe found the apartment to be very clean and tidyit is very spacious private quiet spotlessly clean and the bed is very comfortableHost:
stephanie was very responsivestephanie was a great hostthe host was very friendly and communicativehosts were very communicative and welcomingstephanie was a fabulous host with clear instructions and very friendlyRead more reviewsLocation:
the location was greatwonderful location right off main downtown streetgreat location wonderful apartmentexcellent location and a charming apartmentsuch a cute historical apartment in a great location
6. Gorgeous top-floor condo by Sheboygan Riverwalk (from USD 233)
Witness the beauty of Lake Michigan in this top-floor condo that sits right on Sheboygan Riverwalk! You can easily explore downtown to sample the restaurants in the area or stroll around the marina to relax. When you’re back from all the exploring, you can sit on the private balcony and enjoy the beautiful sunset. You may also lounge in the modern living room furnished with a sofa and art decor.
If you prefer cooking your own food, the unit’s fully equipped kitchen is also at your disposal. Lastly, its bedrooms are fitted with Ritz Carlton feather bed toppers and premium linens to ensure maximum relaxation. You’ll also be greeted by the lovely lake views in the morning!
Top guest reviews
Amenities & Room:
lots of space beautiful furnishings and very comfortablewonderful beds beautiful furniture and well stockedbeautiful condo furniture beds and linens are top of the line and extremely comfortablenice clean apartment with good furniture and a pleasant view of the waterwe love the big tvs the sofa is comfortableCleanliness:
very clean well appointedeverything was very clean and in great conditionit was super clean and felt like we were in a luxury apartmentthe place was sparkling cleanwe loved the simple design and how clean everything wasHost:
geoff was a wonderful hostgeoff was a very kind host who went above and beyond in his communicationsgeoff a great host responds quicklyhe is a great hosthighly recommend this property & hostRead more reviewsLocation:
great location near the lakebeautiful condo in a great location near downtown sheboygangreat location with in walking distance of all sheboygan has to offerthe location was great and all of our needs were suited perfectlygreat location wonderful waterside community
7. Homey apartment in Historic Ellis Neighborhood (from USD 74)
Feel at home in this second-floor apartment that features a private entrance and a cozy living space when you need to recharge. It also has a kitchen complete with basic cooking amenities. There’s a couch that can be converted into a queen bed if you need more sleeping space.
Another thing you’ll love in this apartment is that it’s only two blocks from the beach and four blocks away from downtown! Thus, you can enjoy sunbathing, various water activities, and exploring the vibrant surroundings of Sheboygan.
Top guest reviews
Amenities & Room:
wifi is good and street parking is easytheir space is a beautiful combination of cozy warm and chillthe decor is cute and the bed and couch are comfortableit felt like home with live plants original art and comfortable furniturethe apartment is clean well-kept and has all of the amenities of homeCleanliness:
it's a clean quiet comfortable spacequiet comfortable clean but not sterile or coldvery comfortable and clean great place great locationHost:
host is very responsivecraig was very responsive and kindcraig was an excellent host even though we didn't get a chance to meet him and kaitlynncraig and kaitlynn are super communicative helpful and welcomingthey are amazing hosts and this is a great place to stay in sheboyganRead more reviewsLocation:
great location that’s very walkablecharming peacefull and walking distance to almost everythingquiet good location and very comfortablenice place to stay near downtownloved the apartment & stay it’s close to everything and so cute
8. Lovely cottage near Lake Michigan (from USD 118)
Aside from being just blocks away from the gorgeous Lake Michigan, what guests love about this cottage is its amenities that offer a great stay. The unit has a cozy king bed and a comfortable living area where you can read a book or watch TV on the couch. For added convenience, the washer and dryer are available for you to use as well.
If you don’t feel like using the unit’s full kitchen, you can visit the great restaurants around the area, such as Black Pig and Field to Fork. You can also stroll to the lake or explore Vollrath Park to relax.
Top guest reviews
Amenities & Room:
the cottage is very comfortable and well-stockedvery comfortable and cozy cottagealong with all of the amenities to really feel comfortable and at home for a few daysvery comfortable and well-appointed cottageCleanliness:
everything was incredibly clean and tidycheck in was very easy it was very clean and exactly as advertisedall appliances are clean and new as wellreally clean tidy and friendly experiencegreat little house that is extremely clean and comfortableHost:
donna was a wonderful host and was always availableanother comfortable stay donna is a great host very responsive and accommodatingdonna is very accommodating and responsivedonna was very responsive and the house had all the items needed to make our stay pleasantRead more reviewsLocation:
the location was great- quiet in a beautiful neighborhood close to the lakenice cozy place close to many thingsvery good value and locationloved being able to walk to the lake and so close to some amazing eateriesthe location is great and the surrounding neighborhood is lovely and quiet
9. The Beach (from USD 214)
Have fun during your much-deserved vacation in this lakeside rental unit in the heart of Sheboygan! Whether you’re the outdoorsy or the indoorsy type, you’ll have an enjoyable stay here. The unit features a charming living area with a sofa and chairs. The two bedrooms are also well designed to ensure your pleasant stay, fitted with queen beds.
For entertainment, take advantage of the books and games in the apartment. You can also explore the beach, which is nearby to the property!
Top guest reviews
Amenities & Room:
newly remodeled kitchen had great appliances and a nespresso machine with a frother a real plus for usthe beds were super comfortable and we appreciated having a place to stay with our pupsCleanliness:
she keeps her property fully stocked clean and breathtakingly decoratedthe house was very clean and comfortableit was super clean and conveniently locatedwe thoroughly enjoyed our stay the place was clean and beautifully decoratedthe units are always clean well furnished and beautifully decoratedHost:
ashton was a great host and communicatorshe is quick to response helpful and gives wonderful recommendations for my dogs and i to go tothe owners were kind flexible and super responsive throughout the booking processplus the hosts were very kind and accommodating for my gfs allergiesthey were very responsive when i had a few questions re the location upon checking inRead more reviewsLocation:
we loved staying close to lakethe location was so greatthis a cute place close to a nice beachbeautiful home with a convenient location just a few blocks from the beachgreat little spot near the lake and walkable to the river walk
10. Three-bedroom home near parks (from USD 72)
Are you looking for a beautiful home near Sheboygan’s top attractions? This rental unit could be what you’re looking for! There are parks, shops, and restaurants around the area where this home is located. Road America is also a short drive away if you’re a race enthusiast.
Inside the house, you’ll be greeted by the spacious living area with chairs, which can be converted into twin beds. The property also has a huge full kitchen for your dining needs, and everyone will have a great night in its three large bedrooms. What’s more, you can hang out in the house’s back garden by the fire pit.
Top guest reviews
Amenities & Room:
the beds were supremely comfortableCleanliness:
bathrooms clean rooms are clean and tidythe place was very clean and comfortableit was very clean and having the fenced in yard was great for our dognice clean spot in a perfect locationgreat location clean and very responsive hostHost:
daniel is a friendly responsive hostdaniel was super responsive with any questions and just provided a friendly experiencedaniel was very responsive and accommodatingdaniel was very responsive and accommodatingdaniel is a very good host responsive and communicativeRead more reviewsLocation:
easy walking distance to lakethe location was idealcute little place near the lakegreat location for a reasonable pricegood location and easy access
Enjoy the waters of Sheboygan
Famously known as ‘Spirit of the Lake’ and 'Malibu of the Midwest,’ visitors love the waters of Sheboygan. Aside from the exciting water activities, you’ll also enjoy the many unique shops and restaurants in the area. Scroll back up and book one of the Airbnbs listed above for your upcoming trip to Sheboygan.
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