Apartment vacation rentals in Sheboygan

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Popular amenities for Sheboygan 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.
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.
Superhost
Apartment in Sheboygan
New place to stay

Walk to Downtown & Farmer Market

AshleyRating, 5 stars4 days ago
Amazing find, within walking distance to Sheboygan restaurants. Pristinely clean space and recent remodel. We especially appreciated snacks & bottled water on our arrival. It is obvious that the hosts really care about guest satisfaction. I would recommend this place to anyone visiting Sheboygan… 5 stars! Thanks for a great stay.
Guest favourite
Apartment in Elkhart Lake
4.92 out of 5 average rating, 13 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.
Apartment in Sheboygan Falls
4.92 out of 5 average rating, 12 reviews

Country Apartment

StaceyRating, 5 stars21 months ago
Great place! Peaceful, country setting with places to eat within a short drive! It was super quiet! Would stay again!
Top guest favourite
Apartment in Campbellsport
4.97 out of 5 average rating, 88 reviews

GGG Spacious Log Cabin apartment on the IAT

JenniferRating, 5 stars5 months ago
Carrie was very accommodating with a special request and didn't hassle me about my Guide Dog, even though they don't accept pet dogs. I try to only stay in places that accept pets, because I've been harassed before by other hosts that try to charge me extra, or want my dog to stay outside! The apartment was very comfortable, mattress in main bedroom was great, I was pleasantly surprised. The other bed is a futon, but a nicer one. We have never stayed in an apartment airbnb before. I always want very private spaces, but I had no choice for this trip. Was pleasantly surprised, barely knew anyone was living downstairs.
Apartment in Sheboygan
4.86 out of 5 average rating, 7 reviews

Downtown 6th- 3 Bedrooms- Entire unit

CarriRating, 5 stars4 days ago
My son said “this place is perfect. This is exactly the kind of house I want to live in when I move out and get a dog. It’s not too big, it’s cozy, it’s super clean, it’s perfect” FYI: he wants to love to GB when he grows up. He is 17. An AHHHHmazing host and place to stay!!!

Private 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 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!
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.
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 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!
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!

Quick stats about apartment rentals in Sheboygan

  • Total rentals

    70 properties

  • Nightly prices starting at

    $55 CAD before taxes and fees

  • Total number of reviews

    3.2K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

Destinations to explore