Apartment vacation 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 stars4 months ago
Perfect location - easy check-in.
Private room in Sheboygan
4.96 out of 5 average rating, 23 reviews

Stunning Riverfront/ Lake Michigan S Pier Location

JoAnneRating, 5 stars9 months ago
I enjoyed my stay with Crissy. Clean place, and easy to find. I felt right at home.
Guest favorite
Apartment in Sheboygan
5 out of 5 average rating, 62 reviews

Recombobulation Station-Locally Owned Surf Escape

ScottRating, 5 stars2 months ago
Missy's place is a very well-done rehabilitation of the upper story of an older residential Sheboygan home. It feels spacious, and the rehab work was done professionally with high-quality materials. Seating in the living room is comfortable - we watched the Packers dominate the Seahawks, and the window treatments are simple to operate and afford privacy from the neighbors. The kitchen is well-equipped, we liked the dining counter and the house was comfortable during the onset of winter with even heating and no drafts. The bed was comfortable and the water pressure in the shower was fantastic. The location is great. We could walk to the lake in minutes, and eateries ranging from gastropubs to dive bars were just a few blocks away. Kohler's contemporary arts museum is just down the street. Yet the neighborhood is quiet and uncongested. Our three-day getaway was everything my wife and I could have hoped for.
Superhost
Apartment in Sheboygan
4.9 out of 5 average rating, 127 reviews

Sheboygan Surf House - North Point

AngieRating, 5 stars2 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, 26 reviews

Helene's room

MattRating, 5 stars23 months ago
Really excellent, high quality breakfast on top of everything else being stellar as well!

Private apartment rentals

Guest favorite
Apartment in Sheboygan
4.82 out of 5 average rating, 83 reviews

The Garden | Sheboygan 2 Br/1Ba, Pet Friendly

JeannieRating, 5 stars2 months ago
Adorable decor. Convenient location. Responsive hosts. Quick snow removal. My stay was perfect.
Superhost
Apartment in Sheboygan
4.9 out of 5 average rating, 10 reviews

Logan Ave Holiday House - Upper

JeffRating, 5 stars6 months ago
Chris took care of me place was clean, cozy, everything you needed was supplied. perfect location with plenty of places to eat, I will definitely reach out again if I'm ever in Sheboygan. 10/10.
Superhost
Apartment in Elkhart Lake
4.74 out of 5 average rating, 38 reviews

Bed & Beer -4 bdrm above a bar

RyanRating, 5 stars6 months ago
Beautiful place. Great amenities
Guest favorite
Apartment in Sheboygan
4.88 out of 5 average rating, 8 reviews

Parkside Studio Apartment

ParkerRating, 5 stars2 months ago
Ashlynn’s place was a more last minute decision, and we couldn’t have been happier with our choice. Communication was beyond great, and they were very accommodating. The place was very nice and clean. Would recommend to anyone!
Guest favorite
Apartment in Sheboygan
4.89 out of 5 average rating, 79 reviews

One Bdrm Apt - The Erie House near lake & downtown

NicholasRating, 5 stars6 days ago
Wonderful place to stay! Highly recommend.
Guest favorite
Apartment in Sheboygan
4.97 out of 5 average rating, 74 reviews

Quaint Blast from the Past - walk to lake/8th st

GabrielleRating, 5 stars3 weeks ago
As others have said, this is a very nice accommodation in the centre of Sheboygan, close to art, coffee shops, the lakeshore and parks. Although it is right across from the court house and several other city buildings, including a new apartment complex (7 Penn), it isn't noisy at night and even during the day is relatively quiet, as Sheboygan is not a big busy city. The space is nice, a bit quirky, and very comfortable. I think it has the largest tv I have ever seen in my life. We were very happy here during our stay. The one thing I think I would mention is that there are no curtains or blinds on the living/dining room windows, though the lower half of the windows is covered. If someone is sleeping on the sofa-bed, this might be a bit less private than preferred. Would 100% stay again!
Guest favorite
Apartment in Sheboygan
5 out of 5 average rating, 39 reviews

The Sheboygan Foodie Flat

JustinRating, 5 stars1 month ago
This stay was exactly as promised. Very quiet neighborhood and unit. Completely stocked with everything you could need, clearly the hosts have spent quite a lot of time thinking this through. Very high quality linens, towels, bed mattress, etc. When I arrived there was easily $50 worth of starter groceries and snacks provided which were a really thoughtful touch. Will stay again.

Family-friendly apartment rentals

Guest favorite
Apartment in Waldo
4.98 out of 5 average rating, 273 reviews

The Blue Cobb House

WraithRating, 5 stars3 weeks ago
Clean and warm, location is definitely pretty good. Everything is as good as Jewel described in the list. Spacious and safe parking is a big plus!
Guest favorite
Apartment in Kohler
4.99 out of 5 average rating, 138 reviews

Washington Walk Historic House w/elegant spa bath

CynthiaRating, 5 stars2 months ago
Washington Walk is our favorite Airbnb anywhere. A luxurious respite all in itself, with great hiking, dining, shops, and a cool art museum nearby. We opted to stay an extra day. Kristine has thought of everything (including wine and chocolates) and went out of her way to arrange flexible checking and out times. We ended up opting to extend our stay.
Guest favorite
Apartment in Elkhart Lake
4.99 out of 5 average rating, 69 reviews

Downtown Elkhart Lake - The Quintessential Suite

AmyRating, 5 stars4 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 favorite
Apartment in Elkhart Lake
5 out of 5 average rating, 59 reviews

Lime Ridge Guest House

MikeRating, 5 stars7 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