Apartment vacation rentals in Sheboygan

Perfect location - easy check-in.

Great value! Perfect location for a racetrack visit. No frills but coffee maker and toaster and comfy beds. Great for the price. Not walking distance to anything really but easily accessible. Will stay there again happily! Thank you!

Our second stay here -- Perfect place for our adult kids and us to gather for the weekend. Everything was great! We had everything we needed in such a beautiful, spacious living area. The food in the restaurant below (quesadillas are the best!); the Hamburger Haus next door and the little cafe just down the street make it easy to dine w/o cooking! We visited the winery not far away, which is a great venue for music and drinks in an outdoor setting. The best was Consuelo -- the perfect hostess! So glad we got to connect again to tell her how much we enjoy McJugger's Loft!

We absolutely loved our stay! Our first time at a bed and breakfast! Can’t say enough about how great Ashley was! She greeted us upon our arrival and gave us a tour of the property. We got up early for a fishing trip and she had set us aside a breakfast to go and the second day brought us breakfast to our room! She gave great fish fry recommendations as well! We loved having the lake view from our room!

Great stay on Elkhart Lake! Located in a central location, you can walk into town for dinner and also great lake amenities right on site. We rented a boat for the day and enjoyed the pool and beach access. We also greatly appreciate Pam being one of the few places we found that is dog friendly!

Great place! Peaceful, country setting with places to eat within a short drive! It was super quiet! Would stay again!

Perfect place for a quick trip to Sheboygan. Would for sure stay here again if we were back in the area! All the details were clearly communicated and even gave some great advice on places in the area to dine out.

Andrew’s place was great! It’s in a great location overlooking Lake Michigan and there is a lot to do within walking distance. Everything was clean, in great shape with everything needed. Getting in was a breeze and Andrew had great communication. Thanks!

Stayed here for our trip to the NFL Draft. Loved it! Such a cute place and was exactly as described. Would definitely recommend.

We enjoyed our stay. It was clean just like the photos.

I had a great stay at the Sheboygan Surf House. The location is great and centrally located, near several restaurants and bars. The BnB was clean, spacious, and as described. The host was great about communication and providing instructions as well as answering questions. Thanks for a great stay!

Patrick was a phenomenal host who went above and beyond to make our Ryder Cup experience unforgettable!!! The residence was clean, stocked, and in a VERY nice neighborhood!!!! I highly recommend Patrick to anyone who is going to the Sheboygan area!!!

Our host was very accommodating and easy to communicate with. Place was exactly as described. Could not ask for a better place to stay while visiting Road America!

Fantastic proximity to the lake and harbor...and an easy walk to Chester's Waterfront for classic burgers, brats and fries.

We had an absolutely wonderful experience at this Airbnb! From the moment we arrived, we felt right at home—the space was beautifully cozy, impeccably clean, and thoughtfully designed for comfort. The location was ideal, making it easy to explore the area and enjoy everything it had to offer. Every detail was well considered, from the comfortable furnishings to the little touches that made our stay effortless. Whether relaxing after a day out and about or enjoying a quiet morning, this place was perfect for our needs. On top of that, Kristine was incredibly welcoming, responsive, and ensured everything was seamless. We couldn’t have asked for a better stay and would gladly return. Highly recommend to anyone looking for a delightful home away from home!

We had a great weekend at Road America and Clinton’s place was conveniently located just minutes away. It was as described, simple and very clean. The property was well kept and a beautiful setting with plenty of space to park. We basically slept and showered there and it met all our needs. In addition, Clinton was an extremely nice and responsive host. We’d definitely stay there again if visiting Road America. :-)

My wife and I were celebrating our 45th Wedding Anniversary- Jewel made it so special for us! And her place? WOW! We’ve stayed in AirBnb’s from Olympia to Siesta Key, from Zagreb to Dubrovnik- and Jewel’s place and her hospitality outshines them all! Beautiful accommodations, spotless, every possible provision, comfortable and supportive bed, - it was simply heavenly!!! Thanks to Jewel!!!

Kristine was an amazing hope with such thoughtful touches. She personalized our stay perfectly after a brief conversation. She had perfect recommendations and was such a kind, considerate person. And that’s not even to mention how amazing the space was!! Such amazing mattresses, perfect decor and the best decor in any airbnb ever. Classic, classy Midwestern living through and through!!

We absolutely love this place! Will definitely come back. The place is very comfortable; we felt right at home and had everything we needed for our stay. The hosts are very friendly and accommodating. Thank you Ryan!

We stayed with our eldest son and youngest grandson to attend the vintage race weekend at RA. VERY close to restaurants in Elkhart Lake and also the track. Beds were fantastic and the home is spacious. Our grandson enjoyed the swingset playground too. We ended up cooking two meals using the gas grill and deck and the kitchen was well equipped. Our grandson didn’t want to leave. Four “real” bedrooms and we will be back with more people next year. We had few questions but they were answered immediately. If you are planning to attend an RA event I highly recommend staying here. If you plan to attend the Brian Redmond vintage event next year you will be competing with us hahaha.