Best apartment offers in Sheboygan, WI

223 available apartment offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Sheboygan, WI apartments
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

223 Best apartments in Sheboygan, WI

Best family friendly Sheboygan, WI Holiday Apartments and Self Catering Accommodations

Among the 223 accommodations in Sheboygan, WI, here are the 4 best family friendly holiday apartments

Sheboygan Getaway W/ Yard: 1 Mi To Lake Michigan - Sheboygan, WI
9.5 31 reviews
Sheboygan, WI
06/08 – 09/08
£380/nighttotal: £1140 (3 )

Sheboygan Getaway W/ Yard: 1 Mi To Lake Michigan

2 2
apartment , Sheboygan
This apartment is situated in Sheboygan, within 1.6km of Lake Michigan and the Aurora Sheboygan Memorial Medical Center, and within 3.2km of the Above & Beyond Children's Museum and the Stefanie H. Weill Center for the Performing Arts. It has received excellent ratings for cleanliness and user experience, and a very good rating for its location.
The apartment has two bedrooms and one bathroom, accommodating up to six guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a terrace or balcony, a garden, and parking.
The Perfect Location! - Sheboygan, WI
9.8 53 reviews
Sheboygan, WI
18/09 – 25/09
£154/nighttotal: £1078 (7 )

The Perfect Location!

3 4
apartment , Sheboygan
This three-bedroom apartment is located in Sheboygan, just a short walk from both the historic downtown area and the beach, offering easy access to shops, restaurants, and the lakeside. The apartment has consistently received excellent ratings for location, cleanliness, and overall user experience.
The property offers a spacious living area with a fully equipped kitchen, dining room, and three bedrooms, comfortably accommodating up to six guests. Amenities include a private garden, a front patio, free street parking, Wi-Fi, a washer and dryer, and a small yard, providing plenty of space for relaxation and outdoor activities.
Luxury Pool Retreat-2 Acres-near Whistling Straits - Sheboygan, WI
Sheboygan, WI
26/07 – 30/07
£872/nighttotal: £3488 (4 )

Luxury Pool Retreat-2 Acres-near Whistling Straits

1 4
apartment , Sheboygan
This spacious private retreat, ideal for a family getaway, is located just outside Sheboygan, offering convenient access to Whistling Straits (13 kilometres), Road America (32 kilometres), and Lake Michigan.
This four-bedroom, four-bathroom holiday home accommodates up to 12 guests and features a large kitchen, multiple living areas, air conditioning, a fitness centre, and a seasonal heated outdoor swimming pool, set on 2 acres of private land.
Serene Home One Block From Lake Michigan - Sheboygan, WI
10 6 reviews
Sheboygan, WI
06/08 – 09/08
£544/nighttotal: £1632 (3 )

Serene Home One Block From Lake Michigan

3 2
apartment , Sheboygan
This spacious three-bedroom, two-bathroom flat is located in Sheboygan's Ellis Historical District, just 100 metres from Lake Michigan and within walking distance of Deland Park, North Beach, and downtown amenities.
Ideal for families, this property offers accommodation for six guests with a fully equipped kitchen, private parking, and is a 15-kilometre drive from Whistling Straits Golf Course and Kohler.

Best Holiday Apartments and Self Catering Accommodations in Sheboygan, WI with a pool

Among the 223 accommodations in Sheboygan, WI, here are the 1 best apartments with a pool

Baronwood Oasis | Pool + Arcade Mega Estate - Sheboygan, WI
10 8 reviews
Sheboygan, WI
10/08 – 13/08
£2025/nighttotal: £6075 (3 )

Baronwood Oasis | Pool + Arcade Mega Estate

7 2
apartment , Sheboygan
This luxurious 975-square-metre (10,500 sq ft) estate in Sheboygan, Wisconsin, is situated minutes from the renowned Whistling Straits golf course and Lake Michigan's shores.
The seven-bedroom, seven-bathroom property sleeps up to 20 guests and boasts an indoor pool and spa, a private arcade, a gourmet kitchen, and concierge services, offering a truly exceptional Sheboygan holiday home experience.

Frequently asked questions about apartment rentals in Sheboygan, WI

  • What is Sheboygan, Wisconsin, famous for?

    Sheboygan is known for its rich history in manufacturing, particularly its legacy in the production of cheese and plastics. The city also boasts a beautiful lakeside setting on the shores of Lake Michigan, offering stunning views and recreational opportunities. It's also recognised for its vibrant arts scene and its charming downtown area.
  • What are the best apartments in Sheboygan, WI?

  • What are some off-the-beaten-path spots to check out in Sheboygan, Wisconsin?

    For something different, explore the Sheboygan Riverwalk, a scenic path perfect for a stroll or cycle. The Vollrath Company Museum offers a fascinating glimpse into the history of the city's manufacturing heritage. For a quieter experience, consider visiting the Wetlands Preserve, a haven for birdwatching and nature walks.
  • What are the best apartments with a pool in Sheboygan, WI?

  • When should one visit Sheboygan, Wisconsin, for the best experience?

    The best time to visit Sheboygan is during the summer months (June-August) for warm weather ideal for enjoying the lakefront and outdoor activities. Autumn (September-October) offers beautiful foliage and a pleasant climate. Spring and winter each have their own unique charm, but might be less ideal for certain activities.
  • What are the best apartments with a jacuzzi in Sheboygan, WI?

  • Are there any cultural festivals unique to Sheboygan, Wisconsin?

    Sheboygan has several festivals throughout the year. The Bratwurst Festival is a major event, celebrating the city's famous bratwurst. Other events often include art fairs and music festivals which change annually, so checking local listings closer to your travel dates is recommended.
  • What are the best apartments for families and kids in Sheboygan, WI?

  • What sports or recreational activities are a big draw in Sheboygan, Wisconsin?

    Sheboygan offers many recreational opportunities. The city's location on Lake Michigan makes it a popular spot for boating, swimming, and fishing. The Sheboygan County Fairgrounds hosts various events, and there are numerous parks and trails for cycling, hiking and walking. The city also has a number of golf courses.
  • What are the best pet friendly apartments in Sheboygan, WI?

  • How can one best interact with locals to learn about Sheboygan, Wisconsin's traditions?

    The best way to learn about local traditions is to strike up conversations with people in local businesses, such as cafes and shops in the downtown area. Visiting local pubs or attending community events can also offer opportunities to interact with residents and learn more about the city's culture.
  • What are the best apartments with parking in Sheboygan, WI?

  • What are the best local dishes to try in Sheboygan, Wisconsin?

    Sheboygan is renowned for its bratwurst, a local specialty. Many restaurants and establishments serve variations of this sausage. Local seafood is also worth trying, given the city's lakeside location. Look for fresh fish dishes at restaurants along the waterfront.
  • What specific items should one pack for a trip to Sheboygan, Wisconsin?

    Pack comfortable walking shoes as you'll likely be doing a fair bit of exploring on foot. Layers of clothing are recommended, as the weather can be unpredictable. Don't forget swimwear if you plan on enjoying the lake, and sunscreen and a hat are essential during the summer months.

Nearby regions

Best Sheboygan, WI holiday apartments with air conditioning

Fresh Coast Craftsman - Pet Friendly | Near Lake - Sheboygan, WI
10 1 review
Sheboygan, WI
26/07 – 30/07
£181/nighttotal: £724 (4 )

Fresh Coast Craftsman - Pet Friendly | Near Lake

1 4
apartment , Sheboygan
This two-bedroom flat is located in a residential district of Sheboygan, offering convenient access to city amenities and the Great Lakes, approximately 5 kilometres away.
This pet-friendly residence accommodates up to four guests and includes a secure two-car garage, on-site laundry facilities, a smart TV, and a fully fenced garden, making it ideal for families or groups seeking a comfortable stay with all necessary conveniences.
New Riverfront Loft - Fantastic Location - Sheboygan, WI
10 23 reviews
Sheboygan, WI
10/08 – 13/08
£261/nighttotal: £783 (3 )

New Riverfront Loft - Fantastic Location

1 2
apartment , Sheboygan
This family-friendly flat offers a prime riverfront position on the Sheboygan boardwalk, where the river meets Lake Michigan, providing unparalleled access to downtown amenities and boutique shops within 500 meters.
Sleeping up to six guests, this apartment boasts a fully equipped kitchen, air conditioning, and garden access, alongside exceptional peace and privacy with stunning river and lake views.
Coastal 3-br Lower Near Lake Mi And Downtown Sheboygan - Sheboygan, WI
9.4 11 reviews
Sheboygan, WI
10/08 – 13/08
£215/nighttotal: £645 (3 )

Coastal 3-br Lower Near Lake Mi And Downtown Sheboygan

3 2
apartment , Sheboygan
This three-bedroom apartment is conveniently located near Sheboygan's city centre, offering easy access to Lake Michigan, Whistling Straits golf course, and Kohler-Andrae State Park.
The self-catering property sleeps five guests and includes a fully equipped kitchen, family-friendly amenities such as a travel cot and highchair, a smart TV with streaming services, and an enclosed porch; board games and puzzles are also provided.
Beachside Condo Downtown With Lake Michigan Views - Sheboygan, WI
9.9 184 reviews
Sheboygan, WI
18/09 – 25/09
£204/nighttotal: £1428 (7 )

Beachside Condo Downtown With Lake Michigan Views

2 4
apartment , Sheboygan
This main floor apartment is located in a quiet neighbourhood just a few hundred metres from the beach and a short walk from Sheboygan's centre, offering easy access to shops, restaurants, and attractions. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
This two-bedroom apartment sleeps up to four guests and is equipped with a fully fitted kitchen, washer and dryer, and two decks with stunning lake views. Guests can enjoy the nearby park with green space, public grills, a playground, and public beach access, as well as children's toys, games, and life jackets provided.

Best pet-friendly Sheboygan, WI holiday apartments

Among the 223 accommodations in Sheboygan, WI, here are the 4 best pet friendly holiday apartments

*New* Beautiful & Convenient! - Sheboygan, WI
9.8 20 reviews
Sheboygan, WI
20/09 – 25/09
£173/nighttotal: £865 (5 )

*New* Beautiful & Convenient!

3 4
apartment , Sheboygan
This apartment is situated in a quiet residential neighbourhood, just 4km from the centre of Sheboygan and 5km from the lakeshore. It boasts excellent user ratings, making it a popular choice for travellers.
The property is a comfortable three-bedroom home that can accommodate up to six guests. It comes fully equipped with a kitchen, laundry facilities, and keyless entry, as well as a coffee and tea bar and Roku TVs in each room.
Black River Retreat\neclectic-unique-intriguing - Sheboygan, WI
Sheboygan, WI
20/09 – 25/09
£265/nighttotal: £1325 (5 )

Black River Retreat\neclectic-unique-intriguing

3 4
apartment , Sheboygan
This three-bedroom Sheboygan holiday home, situated in the Black River neighbourhood, is minutes from downtown Sheboygan, Kohler's beaches and parks, and offers easy access to Road America.
The property features a spacious layout accommodating seven guests, boasting two bathrooms, a dedicated children's play area, an indoor fireplace, and a large garden exceeding 0.4 hectares, plus unique features such as a pinball machine and record player.
Family Cottage, Walk To The Lake (Pet Friendly) - Sheboygan, WI
10 36 reviews
Sheboygan, WI
20/09 – 25/09
£201/nighttotal: £1005 (5 )

Family Cottage, Walk To The Lake (Pet Friendly)

1 4
apartment , Sheboygan
This Sheboygan holiday home is situated on the North Side, 0.24km from Lake Michigan and 1.6km from North Side Municipal Beach.
The three-bedroom, 1.5-bathroom property sleeps six, features a fully equipped kitchen including a dishwasher, and offers Wi-Fi, air conditioning, and on-site parking.
Beautiful 1920s Georgian Revival Manor Home - Sheboygan, WI
10 2 reviews
Sheboygan, WI
26/07 – 30/07
£901/nighttotal: £3604 (4 )

Beautiful 1920s Georgian Revival Manor Home

1 4
apartment , Sheboygan
This charming apartment is located in the historic North Point neighbourhood of Sheboygan, just across the street from a long flight of stairs leading to the mile-long Lake Michigan beachfront at Deland Park. It has received excellent ratings for its location, cleanliness and overall experience.
The property offers three bedrooms and one bathroom, accommodating up to seven guests. Amenities include a fully equipped kitchen, a sunroom with a twin bed, a gas fireplace, a garden, a bar, parking, and air conditioning.
©2026 cozycozy.com