Condo vacation rentals in Sheboygan

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Popular amenities for Sheboygan condo rentals

Weekly condo rentals

Top guest favorite
Condo in Sheboygan
4.97 out of 5 average rating, 65 reviews

Urban Townhouse

HalieRating, 5 stars1 month ago
this was the perfect place for our stay. we wanted a condo with a hot tub so we could relax and hang out. our plan was to spend a good amount of time hanging out and chilling at the BNB, and just go to a couple different places around Sheboygan. this condo was perfect for that. I have no complaints, this place was perfect. if I ever return to Sheboygan, we'll definitely be looking to stay here again.
Top guest favorite
Condo in Sheboygan
4.98 out of 5 average rating, 41 reviews

A Glorious Getaway Sheboygan - LUX Lake Condo

JohnRating, 5 stars1 month ago
Susan was exceptionally responsive and inviting. She let us arrive early for our Mother's celebration of life weekend. It was easy to find once you figured out the address and unit numbers. Parking was ideal and plentiful. You can see the beach and lake from the walk out balcony.
Top guest favorite
Condo in Sheboygan
4.97 out of 5 average rating, 118 reviews

Beautiful Beachside Condo w/ Stunning Lake Views

KaylinRating, 5 stars2 weeks ago
We stayed here for a weekend away as a family. The view of the lake and beaches were amazing as well as the park right in the backyard. The place itself had everything we needed and was the perfect space for a get away weekend.
Guest favorite
Condo in Sheboygan
4.97 out of 5 average rating, 31 reviews

Heavenly Condo in the Malibu of the Midwest

LisaRating, 5 stars2 months ago
Debbie was super responsive from day 1 onward. Really enjoyed working with her for our 6-day stay. The place was nice and warm despite the sub-zero temps we had when there. Bed was comfortable and lots of hot water for showers. New appliances so meals in were easy. All in all a great place to stay. Thank you Debbie.
Guest favorite
Condo in Sheboygan
4.93 out of 5 average rating, 86 reviews

Janelle's Dockside Condo

ElaineRating, 5 stars2 weeks ago
We loved everything about this stay. Janelle has created a very beautiful space with absolutely everything we needed for a peaceful vacation. It is spacious and immaculately clean. The location is priceless. We had an easy walk to Lake Michigan, great restaurants, fun shops, and great coffee. We will definitely be back!
Guest favorite
Condo in Sheboygan
5 out of 5 average rating, 12 reviews

Lakeside Condo - 2BR| Lake Views & Massage Chair

JoanRating, 5 stars5 months ago
Great location for what we needed. We miss the lake, so it was wonderful to sit in front to see and hear it. Perfectly clean and comfortable. Quickly responded when we had a question. Hope to return next year. Thank you
Guest favorite
Condo in Sheboygan
4.97 out of 5 average rating, 144 reviews

Downtown Beachside Condo with Lake Michigan Views

CarolineRating, 5 stars1 week ago
Nice stay for a Sheboygan weekend!
Top guest favorite
Condo in Elkhart Lake
5 out of 5 average rating, 28 reviews

Car Condo Rental in Elkhart Lake

AaronRating, 5 stars6 months ago
We loved how it was decorated and it had everything we needed even a wine bottle opener! Also it is right down the road from Road America. We will definitely be staying here again!

Condo rentals with a pool

Condo in Elkhart Lake
5 out of 5 average rating, 3 reviews

The Lake Street Kickback in Elkhart Lake!

AllysonRating, 5 stars5 months ago
This place was perfect for us! It’s located in a homey, small town with several fun restaurants and shops. The condo was clean, functional, and cozy. The check in/out process was very easy, and the host was very responsive. I’d book again!
Condo in Elkhart Lake
4.15 out of 5 average rating, 13 reviews

Siebkens 1 bedroom condo

MichaelRating, 5 stars10 months ago
A true gem in the heart of sweet little Elkhart Lake. What a great find! I will be back. Thank you Andrew for the great hosting and place to stay.
Top guest favorite
Condo in Elkhart Lake
5 out of 5 average rating, 11 reviews

Lakefront Condo, Private Beach/Pools, Walk to Town

StacyRating, 5 stars7 months ago
We had two families that stayed together, all adults. We had a blast at the Tiki Bar and beach. The water was crystal clear! We didn't hit the pool because we couldn't pull ourselves away from the beach. We walked downtown and walked through a Porsche car show on the way. We hit a local Brewhouse for a beer then a swanky little restaurant for some Martini's. Everything was so close and the weather was amazing! Make sure to hit the Speak Easy right next to the condo. We stumbled upon so many cool things! We also rented SUP boards and paddle boats one afternoon. The rentals is quick and right there at the beach. We will definitely go back!
Private room in Elkhart Lake
New place to stay

Private Beach, Pools & a Full-Kitchen

Quick stats about condo rentals in Sheboygan

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ331 before taxes and fees

  • Total number of reviews

    940 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

Destinations to explore

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  2. United States
  3. Wisconsin
  4. Sheboygan County
  5. Sheboygan
  6. Condo rentals