Apartment holiday rentals in Sheboygan County

Find and book unique apartments on Airbnb

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Popular amenities for Sheboygan County apartment rentals

Weekly apartment rentals

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

Siebkens Lockout Unit

JeffRating, 5 stars6 months ago
Perfect location - easy check-in.
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 stars8 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!
Top Guest favourite
Apartment in Sheboygan
5 out of 5 average rating, 66 reviews

Recombobulation Station-Locally Owned Surf Escape

HeidiRating, 5 stars1 month ago
The place was wonderful! It was just blocks from the lake and walkable to local restaurants. We walked to Urbane for dinner and highly recommend! Missy’s apartment was spotless and had everything we needed and more! She provided body products from a local store (Olivu) and we loved them so much we went to the store and bought stuff to bring home. This was such a nice touch and benefited a local business that we otherwise wouldn’t have known about. Missy stayed in touch throughout our stay and was an excellent host!
Apartment in Sheboygan
4.84 out of 5 average rating, 19 reviews

On Broadway

ThomasRating, 5 stars7 months ago
Elizabeth is a very responsive and friendly host. She communicated well and helped us with all the questions we had. The apartment offers everything you need to enjoy Sheboygan and the surrounding area for a few days. The apartment is within walking distance to Lake Michigan's shoreline and allows for a nice stroll to the beach down the road. We enjoyed our stay and would stay there again the next time we'll be in the area.
Guest favourite
Apartment in Sheboygan
4.95 out of 5 average rating, 20 reviews

Home away from home

Kirsten Rating, 5 stars8 months ago
What a gem! I truly think this property is highly undervalued. The grounds alone are magnificent. Such a gorgeous historic home and peaceful neighborhood. It felt private and secluded yet close to everything that we needed to get to and very walkable safe area. I cannot say enough good things about this Airbnb and hope to stay there again on future trips! Thank you to our wonderful Host, Julie, who was responsive, kind, and very accommodating of us.
Apartment in Elkhart Lake
4.92 out of 5 average rating, 24 reviews

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

TanyaRating, 5 stars11 months ago
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.
Guest favourite
Apartment in Elkhart Lake
5 out of 5 average rating, 8 reviews

Resort Condo on Elkhart Lake

SamanthaRating, 5 stars8 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!
Guest favourite
Apartment in Elkhart Lake
4.93 out of 5 average rating, 14 reviews

Lovely Elkhart Lake Apartment - Walk to Town!

MaureenRating, 5 stars3 months ago
Great place to stay. The house was a great location. Walkable to everything. The place was spotless and cozy. The perfect place for our girls getaway. Would definitely highly recommend and book again. This place was a gem.

Private apartment rentals

Superhost
Apartment in Sheboygan
4.9 out of 5 average rating, 127 reviews

Sheboygan Surf House - North Point

AngieRating, 5 stars5 months ago
I've been here several times before, and it's the easiest part of sheboygan to be in if you don't have a car, you're vegan, like to go to the lake, etc! Lots of food options, and very walkable
Apartment in Sheboygan
4.96 out of 5 average rating, 28 reviews

Helene's room

SaratRating, 5 stars1 month ago
This is very good place and it’s a fantastic experience. My wife liked this place. We definitely visit next time. Best things: 1. Beautiful View 2. Breakfast is awesome 3. Hot Tub/Spa 4. Private and peace
Guest favourite
Apartment in Sheboygan Falls
4.86 out of 5 average rating, 7 reviews

Elegant Condo in Sheb Falls

AlbertoRating, 5 stars8 months ago
Great place to stay for Road America.... will definitely stay here again!
Apartment in Sheboygan
4.25 out of 5 average rating, 4 reviews

Cozy and Modern Upper Near Lake

AlexRating, 5 stars9 months ago
Nice place to stay for a weekend event. Within walking distance to Lake Michigan and the area seemed nice. Space was clean and the host was helpful with any questions or issues we had. Would gladly stay again.
Top Guest favourite
Apartment in Kohler
5 out of 5 average rating, 180 reviews

Church Street Romance & Retreats-Village of Kohler

SuzanneRating, 5 stars2 months ago
This is the second time we’ve stayed at one of Kristine’s places and it’s always been wonderful. She’s a great host and very communicative. It’s also a lot more affordable, and quite frankly, more comfortable than staying at one of the Kohler hotels.
Apartment in Sheboygan
4.33 out of 5 average rating, 6 reviews

Welcome to Harbor Nights!

BreannRating, 5 stars2 months ago
It was very spacious. Couldn't even hear the music from the bar downstairs. I enjoyed my stay there and would stay again.

Family-friendly apartment rentals

Top Guest favourite
Apartment in Waldo
4.98 out of 5 average rating, 278 reviews

The Blue Cobb House

MikeRating, 5 stars1 week 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 stars2 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, 69 reviews

Downtown Elkhart Lake - The Quintessential Suite

AmyRating, 5 stars7 months ago
We have stayed with Ryan several times because of the great location, excellent communication, and the clean and comfortable accomodations. The space is exactly as pictured and has all the amenities you will need for a great vacation. Highly recommend!
Guest favourite
Apartment in Elkhart Lake
5 out of 5 average rating, 59 reviews

Lime Ridge Guest House

MikeRating, 5 stars9 months ago
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.

Destinations to explore