Apartment holiday rentals in Sheboygan County

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Popular amenities for Sheboygan County apartment rentals

Weekly apartment rentals

Top guest favourite
Apartment in Sheboygan
4.98 out of 5 average rating, 43 reviews

A Glorious Getaway Sheboygan - LUX Lake Condo

SallyRating, 5 stars1 day ago
The accommodations were perfect for a large gathering. Lots to see and do just within walking distance. Beautiful location and the space was perfect for our family gathering. Great home with all you needs. Lovely bedrooms with very comfortable beds. Great time was had here Sally
Top guest favourite
Apartment in Sheboygan
4.97 out of 5 average rating, 124 reviews

Beachside Condo w/ Stunning Lake Views

MaceyRating, 5 stars1 week ago
We had a very nice stay at Jeremy's place. It is steps away from the beach and fairly close to south pier. We felt right at home with all the convenient amenities (they have a keurig!). Our kids loved the toys, books and games. They were never bored, even though the weather most days was a bit cold and rainy for the beach. Jeremy was always so quick to respond and had many useful tips for the area. Also, it has a great view of the lake and the light house!
Guest favourite
Apartment in Sheboygan
4.97 out of 5 average rating, 31 reviews

Heavenly Condo in the Malibu of the Midwest

LisaRating, 5 stars3 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.
Top guest favourite
Apartment in Sheboygan
4.93 out of 5 average rating, 43 reviews

Ellis District Urban Lake Condo

Sarah MarieRating, 5 stars3 weeks ago
Our stay was great! Very easy to check in and out. Easy to find, very clean. We came up to fish, only recommendations we would have as people fishing is a little more table room in the living room/rooms (ex. Coffee table, bigger/extra side table) and hooks for hanging clothes that need to dry maybe by the door. Again, our stay was amazing, would definitely stay again!
Guest favourite
Apartment in Sheboygan
4.93 out of 5 average rating, 89 reviews

Janelle's Dockside Condo

KathleenRating, 5 stars2 weeks ago
Janelle’s place was spacious and sparkling clean. The location is great, right on the river and an easy walk to the lake. We would definitely stay again if we come back to Sheboygan.
Guest favourite
Apartment in Sheboygan
5 out of 5 average rating, 13 reviews

Crystal Cove - 2BR| Lake Views & Massage Chair

JoanRating, 5 stars7 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 favourite
Apartment in Sheboygan
4.97 out of 5 average rating, 148 reviews

Beachside Condo Downtown with Lake Michigan Views

JamesRating, 5 stars2 weeks ago
Our stay was wonderful and relaxing. We loved the proximity to the beach and had everything we needed. Jeremy was very responsive host and all directions provided were clear and easy.
Top guest favourite
Apartment in Elkhart Lake
5 out of 5 average rating, 30 reviews

Car Condo Rental in Elkhart Lake

NicoleRating, 5 stars3 weeks ago
Very cool and well themed condo situated right between downtown Elkhart Lake and Road America. Was perfect for our group of 4. We would definitely recommend!

Apartment rentals with a pool

Apartment in Elkhart Lake
4.15 out of 5 average rating, 13 reviews

Siebkens 1 bedroom condo

MichaelRating, 5 stars12 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.
Guest favourite
Apartment in Elkhart Lake
5 out of 5 average rating, 5 reviews

The Lake Street Kickback in Elkhart Lake!

AngeliqueRating, 5 stars4 weeks ago
Home away from home. Elkhart is my Happy place. I will definitely be back sooner than you think and definitely will reserve the condo again. Clean and peaceful.
Apartment in Elkhart Lake
New place to stay

Private Beach, Pools & Full-Kitchen

SaraRating, 5 stars1 week ago
Cute little airbnb in a private vacation rental community, but everyone is so close that it’s not very private. i wish i would’ve known beforehand that most businesses and some of the amenities such as the hot tub were still closed for the year… i think the price is steep for the off season since half the amenities weren’t available, but still had a nice retreat.
Top guest favourite
Apartment in Elkhart Lake
5 out of 5 average rating, 14 reviews

Lakefront Condo, Private Beach/Pools, Walk to Town

JakeRating, 5 stars2 days ago
Beautiful spot with lots of activities to partake in near by. Tiki bar by the beach is great! Luke is also a great host and extremely communicative.
Superhost
Apartment in Elkhart Lake
New place to stay

1st Floor Double Suite Courtyard View

Private apartment rentals

Apartment in Sheboygan
4.67 out of 5 average rating, 12 reviews

Edgewater Escape: 4 Bedroom, Sleeps 14!

LaurieRating, 5 stars3 weeks ago
The condo was perfect for our group of 12. We had a great time and though it's not directly on the beach, it's a very short walk across the street. We had a slight issue with hot water and the response to that was very quick. The only thing for people to know is you need to bring additional tp and we did not have dish soap for hand washing any dishes. I would recommend!!
Apartment in Sheboygan
5 out of 5 average rating, 8 reviews

'Beautiful Day Getaway' - Lake Michigan Views

KathrynRating, 5 stars10 months ago
We loved our stay and can’t wait to be back. The house was perfect for our party of 8 and had tons of room for everyone as well as good communal space.
Apartment in Sheboygan

Luxurious Artistic modern 2bed2bath condo

JessicaRating, 5 stars10 months ago
Ahmed’s place was perfect for a little girl’s weekend! Walkable distance to great restaurants and cafes as well as the riverfront! Lots of room to hangout and cook in the kitchen and spacious master bedroom! Would definitely recommend to anyone coming to Sheboygan!
Top guest favourite
Apartment in Sheboygan
4.97 out of 5 average rating, 124 reviews

Beachside Condo w/ Stunning Lake Views

MaceyRating, 5 stars1 week ago
We had a very nice stay at Jeremy's place. It is steps away from the beach and fairly close to south pier. We felt right at home with all the convenient amenities (they have a keurig!). Our kids loved the toys, books and games. They were never bored, even though the weather most days was a bit cold and rainy for the beach. Jeremy was always so quick to respond and had many useful tips for the area. Also, it has a great view of the lake and the light house!
Apartment in Elkhart Lake
4.86 out of 5 average rating, 35 reviews

Elkhart Lake Townhome, Mins to Road America!

AnthonyRating, 5 stars1 week ago
Wonderful place overall. The space was clean, quiet and secure... Great restaurants and bars were within walking distance, couldn't ask for more.
Apartment in Sheboygan
4 out of 5 average rating, 4 reviews

Lakefront Condo – Step-Free & Accessible

JaredRating, 5 stars3 weeks ago
Very nice spot to stay. Couldn't get closer to the lake. Walking distance to several places. Nice and clean. They also respond quickly if you need anything.
Guest favourite
Apartment in Sheboygan
5 out of 5 average rating, 13 reviews

Crystal Cove - 2BR| Lake Views & Massage Chair

JoanRating, 5 stars7 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 favourite
Apartment in Elkhart Lake
4.93 out of 5 average rating, 14 reviews

In the Heart of Elkhart Lake

GaryRating, 5 stars4 months ago
This place felt like home to us from the moment we walked in. The furniture is comfortable and so are the beds. Vicki was always responsive to any questions or concerns we had. This location is GREAT, especially if you don’t mind a two block walk to look out over Elkhart Lake. If we’re ever in need of a place in this area we will DEFINITELY contact Vicki about this place.

Destinations to explore