Apartment holiday rentals in Sheboygan County

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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, 65 reviews

Recombobulation Station-Locally Owned Surf Escape

JoeRating, 5 stars1 month ago
We traveled a long way from Ann Arbor, Michigan for a tennis tournament in Kohler. Being the long trip it was, Missy’s place was absolutely everything we needed to unwind and relax after the long drive & inbetween matches. Missy was super communicative, and always willing to help us if something came up for any reason. She kept everything in clean, and pristine conditions. Overall, it just felt like a home away from home. My family and I have said it repeatedly, but we’d love to come back and stay with Missy again if the opportunity arises again! Thanks again for everything Missy!
Apartment in Sheboygan
4.84 out of 5 average rating, 19 reviews

On Broadway

ThomasRating, 5 stars6 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 stars10 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
4.92 out of 5 average rating, 13 reviews

Lovely Elkhart Lake Apartment - Walk to Town!

MaureenRating, 5 stars2 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

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

Sheboygan Surf House - North Point

AngieRating, 5 stars4 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 stars8 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, 179 reviews

Church Street Romance & Retreats-Village of Kohler

GailRating, 5 stars2 months ago
Since we booked late and it was out of season for a Wisconsin visit we received an especially good deal. In addition her personal touches to make us feel welcomed weee great appreciated. The Kohler chocolates were a wonder treat, local recommendations based on our unique reason for visiting Kohler was more than we could have expected. She was very respectful, responsive and willing to help out in any way she was able. Her comfortable space had all the amenities. I have already recommended here places to our local friends who can recommend her properties when they have family and visiting. Small details, like bedside charging stations, plenty of hanging space for clothes, etc make this a great location. We will be back for a summer adventure soon!
Apartment in Sheboygan
4.33 out of 5 average rating, 6 reviews

Welcome to Harbor Nights!

BreannRating, 5 stars1 month ago
It was very spacious. Couldn't even hear the music from the bar downstairs. I enjoyed my stay there and would stay again.

Destinations to explore