Apartment holiday rentals in Sheboygan County

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Popular amenities for Sheboygan County apartment rentals

Weekly apartment rentals

Guest favourite
Apartment in Elkhart Lake
4.88 out of 5 average rating, 16 reviews

Elkhart Lake Flat - 3 Min to Road America

JasonRating, 5 stars10 months ago
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!
Apartment in Sheboygan
4.84 out of 5 average rating, 31 reviews

Helene's room

EmilyRating, 5 stars3 weeks ago
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!
Apartment in Sheboygan
4.8 out of 5 average rating, 5 reviews

Sheboygan Getaway w/ Deck + On-Site Lake Access!

ZenaidaRating, 5 stars10 months ago
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 !!!
Guest favourite
Apartment in Sheboygan Falls
4.86 out of 5 average rating, 7 reviews

Elegant Condo in Sheb Falls

AlbertoRating, 5 stars10 months ago
Great place to stay for Road America.... will definitely stay here again!
Guest favourite
Apartment in Elkhart Lake
5 out of 5 average rating, 8 reviews

Resort Condo on Elkhart Lake

SamanthaRating, 5 stars10 months ago
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!
Apartment in Sheboygan Falls
4.92 out of 5 average rating, 13 reviews

Country Apartment

PatrickRating, 5 stars2 days ago
Our third stay with Patricia. The location is great for visit to Road America.
Guest favourite
Apartment in Sheboygan
4.95 out of 5 average rating, 57 reviews

North 7th Place - Spacious 2 Bedroom Lower Unit!

Shelley MRating, 5 stars2 months ago
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!
Guest favourite
Apartment in Plymouth
5 out of 5 average rating, 31 reviews

Private Retreat near Road America and Elkhart Lake

FrankRating, 5 stars9 months ago
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!

Private apartment rentals

Apartment in Elkhart Lake
4.63 out of 5 average rating, 19 reviews

Siebkens Lockout Unit

JeffRating, 5 stars8 months ago
Perfect location - easy check-in.
Superhost
Apartment in Sheboygan
4.9 out of 5 average rating, 135 reviews

Sheboygan Surf House - North Point

MicheleRating, 5 stars1 week ago
I felt is was secure and clean. Safe walking to a variety of places to visit. I felt safe manuvering around alone coming and going to my destinations. easy check out. Questions I texted about like parking were answers fast. Parking was very easy especially on the week end. I'll be back.
Apartment in Elkhart Lake
4.88 out of 5 average rating, 26 reviews

Cozy Unit w/ Patio: Walk to Dining, Lake Elkhart!

GloriaRating, 5 stars9 months ago
Just like home! Very clean and had everything we needed. Easy access to restaurants, shops, and lakefront. spacious on-site parking. we'll book again!
Apartment in Sheboygan

North side Sheboygan, great area

DerekRating, 5 stars45 months ago
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!!!
Apartment in Plymouth
New place to stay

Apartment Centrally Located

KoobmeejRating, 5 stars3 weeks ago
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!
Apartment in Sheboygan
4.22 out of 5 average rating, 9 reviews

Cozy and Modern Upper Near Lake

AmyRating, 5 stars1 month ago
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.
Apartment in Sheboygan
4.44 out of 5 average rating, 9 reviews

Welcome to Harbor Nights!

ScottRating, 5 stars3 weeks ago
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!
Apartment in Plymouth
4.82 out of 5 average rating, 11 reviews

Kettle Edge Retreat and Gardens

KatelynRating, 5 stars35 months ago
Fantastic stay on beautiful property. Very clean with EXCELLENT communication. Our first time in the area, we really appreciated all the help and the dining suggestions. Highly recommended.

Family-friendly apartment rentals

Top Guest favourite
Apartment in Waldo
4.98 out of 5 average rating, 279 reviews

The Blue Cobb House

MikeRating, 5 stars1 month ago
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!!!
Top Guest favourite
Apartment in Kohler
4.99 out of 5 average rating, 140 reviews

Washington Walk Historic House w/elegant spa bath

JohnRating, 5 stars4 months ago
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!!
Top Guest favourite
Apartment in Elkhart Lake
4.99 out of 5 average rating, 71 reviews

Downtown Elkhart Lake - The Quintessential Suite

TanyaRating, 5 stars3 weeks ago
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!
Guest favourite
Apartment in Elkhart Lake
5 out of 5 average rating, 60 reviews

Lime Ridge Guest House

CarolRating, 5 stars1 day ago
Have stayed since 2018. Joel and Becky are excellent hosts. House feels like staying with family! Highly recommend!

Destinations to explore