Apartment holiday rentals in Sheboygan County

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!

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!

Amazing place to relax , Mary was very nice and friendly, she made us feel at home , the loft is beautiful and we enjoyed the place so much that 2 nights were not enough, we could have stayed more nights as Sheboygan has so many things to offer , I really enjoyed the sunrise and watching the pristine Lake Michigan on the deck , breathtaking views !!!

Great place to stay for Road America.... will definitely stay here again!

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!

We stayed at Chris’s place to visit nearby family with our two children and dog. The apartment was perfect for us: comfy beds and sofas; well-stocked kitchen; loads of games and books for entertainment. Lake Michigan is blocks away, and we took several (longish) walks to the beach and downtown shopping. Chris was quick to return texts, and he was a great host. 10/10 would return!

Had a long weekend at Road America so wanted to stay close so I could get back and forth during the day. This place was a perfect fit. Like 7-8 minutes to the track and the perfect amount of space. Nice and quiet so I could sleep with the countryside right outside the door. Btw, love that bench by the door. Perfect spot to sit and take my shoes off and park my backpack. You’re 5-10 minutes from downtown Plymouth and Elkhart Lake. Dozens of restaurants, stores and whatever else you need. Great place!

Perfect location - easy check-in.

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!

We loved the neighborhood and were within walking distance to all the things. We were able to travel with our dog, and really appreciate a dog friendly rental.

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!

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!

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.