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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Apartments in Sheboygan and around

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Fridge, microwave, oven, stovetop

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan

9.8 out of 10, Exceptional, (8)
The price is €116
includes taxes & fees
14 Aug - 15 Aug
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
Smart TV

Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

10.0 out of 10, Exceptional, (2)
"We found this location to be the perfect balance during our stay. We were a short drive away from all the places we hoped to go. Downtown, shopping, and the coast were just minutes away. Despite this luxury, the neighborhood we were in was quiet, private and removed from the hustle of crowds and traffic. The property was very well cared for and beautifully decorated. We all had plenty of room to stretch out and prepare for an event we were attending. Grabbing a snack or a meal was a breeze with...
The price is €202
includes taxes & fees
2 Sept - 3 Sept
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
2nd floor loft near the lake!
Living area

2nd floor loft near the lake!

10.0 out of 10, Exceptional, (12)
"Everything about this property was top notch! Nice quiet neighborhood too. The hosts provided more than we'd hoped for. Will go back for sure!"
2nd floor loft near the lake!
Overlook Oasis - Walk to Lake at Ellis District
Smart TV

Overlook Oasis - Walk to Lake at Ellis District

10.0 out of 10, Exceptional, (1)
"Perfect place for our weekend stay. "
Overlook Oasis - Walk to Lake at Ellis District
Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan
Exterior detail

Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan

10.0 out of 10, Exceptional, (6)
"The location & accommodations were excellent. Communication with the property manager was easy. Would like to stay here again."
The price is €344
includes taxes & fees
8 Sept - 9 Sept
Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan
*NEW* Beautiful & Convenient!
Smart TV, books

*NEW* Beautiful & Convenient!

10.0 out of 10, Exceptional, (17)
"The accommodations were very nice! Plenty of space for our family and it was very clean. "
The price is €321
includes taxes & fees
3 Sept - 4 Sept
*NEW* Beautiful & Convenient!
Stunning marina & Lake Michigan views, walking distance to downtown!
Outdoor dining

Stunning marina & Lake Michigan views, walking distance to downtown!

10.0 out of 10, Exceptional, (27)
"Perfect place for us over the Labor Day weekend!"
Stunning marina & Lake Michigan views, walking distance to downtown!
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
3 bedrooms, iron/ironing board, WiFi, bed sheets

Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI

10.0 out of 10, Exceptional, (1)
"Very clean and good location; nice place for our dog; we would definitely stay again if the opportunity presents itself."
The price is €175
includes taxes & fees
2 Sept - 3 Sept
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
LAKE HOUSE Relax'n in or on the water this is your place for memories to be made
Property grounds

LAKE HOUSE Relax'n in or on the water this is your place for memories to be made

9.6 out of 10, Exceptional, (19)
"Calming vacation spot great if you like fishing"
LAKE HOUSE Relax'n in or on the water this is your place for memories to be made
Loft unit in Kiel close to Road America/Elkhart Lake
Fridge, microwave, oven, stovetop

Loft unit in Kiel close to Road America/Elkhart Lake

10.0 out of 10, Exceptional, (12)
"Awesome place this will be my go to place"
Loft unit in Kiel close to Road America/Elkhart Lake
Apartment Centrally Located
TV

Apartment Centrally Located

2.0 star property
9.0 out of 10, Wonderful, (2)
"Everything was great"
Apartment Centrally Located
Apartment Centrally Located
TV

Apartment Centrally Located

9.2 out of 10, Wonderful, (5)
"Great, reasonable priced apartment.. it was quiet and had everything I needed.. very comfortable"
Apartment Centrally Located
Parkside Retreat - | Minutes from Elkhart & Road America - A relaxing getaway close to it all
1 bedroom, desk, free WiFi, bed sheets

Parkside Retreat - | Minutes from Elkhart & Road America - A relaxing getaway close to it all

10.0 out of 10, Exceptional, (25)
"Wonderful place and location! Visited family, Schwarz’s steakhouse, Wolf and Fox winery and Hennings cheese!! Will definitely stay here again"
Parkside Retreat - | Minutes from Elkhart & Road America - A relaxing getaway close to it all
cute and cozy-minutes from beaches,parks,trails,entertainment!
Outdoor dining

cute and cozy-minutes from beaches,parks,trails,entertainment!

9.4 out of 10, Exceptional, (17)
"Worked well, just there for a night"
The price is €174
includes taxes & fees
11 Sept - 12 Sept
cute and cozy-minutes from beaches,parks,trails,entertainment!
Apartment Centrally Located
Fridge, microwave, oven, stovetop

Apartment Centrally Located

6.0 out of 10, (2)
"Wish it had queen size bed "
Apartment Centrally Located
*NEW* Sleeps 8 & Spacious!
Smart TV, books

*NEW* Sleeps 8 & Spacious!

10.0 out of 10, Exceptional, (25)
"Very spacious and clean place to stay at. Would definitely recommend this property and will likely be back when in the area"
*NEW* Sleeps 8 & Spacious!
The Historic Downtown Suite
Private kitchen

The Historic Downtown Suite

The Historic Downtown Suite
2 Mi to Lake Michigan: Cozy Duplex w/ Private Yard
Apartment (2 Bedrooms) | Interior

2 Mi to Lake Michigan: Cozy Duplex w/ Private Yard

3.5 star property
2 Mi to Lake Michigan: Cozy Duplex w/ Private Yard
Cozy Elkhart Lake Apartment: Walk to Town & Dining
Apartment (2 Bedrooms) | Interior

Cozy Elkhart Lake Apartment: Walk to Town & Dining

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great place, will definitely book again. "
Cozy Elkhart Lake Apartment: Walk to Town & Dining
Home Near Road America & Elkhart Lake
Apartment (4 Bedrooms) | Front of property

Home Near Road America & Elkhart Lake

3.0 star property
Home Near Road America & Elkhart Lake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Sheboygan Hotel Reviews

Harbor Winds Hotel

Harbor Winds Hotel

10/10 Excellent
"The hotel was located along the riverwalk which was very nice. You could walk the riverwalk all the way to the beach and Lake Michigan shoreline. There are several food options within walking distance. The room was comfortable and clean. You do hear some traffic noise in the room because of the location of the hotel. We enjoyed our stay and loved being able to walk along the river at night as the fishing boats were coming in with their catch."
Tonya 1-night trip
Posted 2 days ago
Harbor Winds Hotel

Frequently asked questions

What's it like to stay at an apartment in Sheboygan?
You'll find 30 apartments to choose from in Sheboygan for your holiday. Why not take time to enjoy the scenic lakeside or seek out the top-notch restaurants? Favourite sights to visit while in town include Lake Michigan.
Why should you consider an apartment over a traditional hotel room?
Often more spacious than a traditional hotel room, an apartment comes with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for solo travellers who want to stay in at night and plan out their next day.
What's a favourite apartment for a stay in Sheboygan?
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan: Neighbourhood: Ellis Historical District . Includes a Smart TV . Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan: A dining area and a Smart TV are included . Access to on-site laundry facilities is available on site . Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan: Includes free WiFi, a sofa bed and a Smart TV . On-site laundry facilities and a water park are on site . Sheboygan Getaway w/ Deck + On-Site Lake Access!: A balcony and a dining area are included . Access to on-site laundry facilities is available on site . NEW Beautiful & Convenient!: Includes free WiFi, a dining area and a Smart TV . Access to on-site laundry facilities is available on site .
How many apartments will I be able to find in Sheboygan?
Expedia has 30 apartments to book in Sheboygan.
What will the weather be like when I travel to Sheboygan?
Although weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Sheboygan. The hottest months are usually August and July, with an average temperature of 19°C, while the coldest months are February and January, with an average of -3°C. The snowiest months in Sheboygan are January, March, February and October, with each month seeing an average of 17 cm of snowfall.
What are the must-see places to visit in Sheboygan?
People visiting Sheboygan come for its restaurants and lakeside setting. Blue Harbor Resort & Conference Center Water Park and Above & Beyond Children's Museum are a couple of the family-friendly sights, whereas cultural attractions include John Michael Kohler Arts Center and Stefanie H. Weill Center for the Performing Arts. Other places in town to visit include Lake Michigan and Bookworm Gardens.
What's the best way to get to and around Sheboygan?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Green Bay, WI (GRB-Austin Straubel Intl.), which is located 55.3 mi (89 km) away. Otherwise, look for flights into Appleton, WI (ATW-Appleton Intl.), which is 53.1 mi (85.4 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.