Best apartment offers in Sheboygan, WI

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Sheboygan, WI apartments
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334 Best apartments in Sheboygan, WI

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

Among the 334 accommodations in Sheboygan, WI, here are the 4 best family friendly holiday apartments

Beachside Condo Downtown With Lake Michigan Views - Sheboygan, WI
10 30 reviews

Beachside Condo Downtown With Lake Michigan Views

apartment, Sheboygan
This Sheboygan lakeside apartment, less than 0.2 kilometres from the beach and close to Blue Harbor Resort, offers easy access to the downtown area and its shops, restaurants, and art venues.
The 74 square metre property features two bedrooms, one bathroom, sleeps four guests, and includes a fully equipped kitchen, washer/dryer, private decks with Lake Michigan views, and off-street parking; nearby attractions include Whistling Straits (15 minutes' drive) and Road America (25 minutes' drive).
Modern Lakeshore Home With Treehouse - Sheboygan, WI
10 35 reviews

Modern Lakeshore Home With Treehouse

apartment, Sheboygan
This four-bedroom apartment is situated in the Black River neighbourhood of Sheboygan County, just a short distance from the shores of Lake Michigan and within easy reach of attractions such as Road America and Kohler-Andrae State Park.
The 325 square metre property offers ample space for up to eight guests, with a well-equipped kitchen, a sunroom, a private office, and a spacious deck with a grill and fire table.
Logan's Guest Nest - Sheboygan, WI
9.9 232 reviews

Logan's Guest Nest

apartment, Sheboygan
Logan's Guest Nest is located in a quiet, small-town area of Sheboygan, just a few kilometres from Lake Michigan beaches, Road America racetrack, and various golf courses, including Whistling Straits. This property has received excellent ratings for location, cleanliness, and overall user experience.
The guest house has two bedrooms and one bathroom, accommodating up to five guests. It comes equipped with a kitchen, air conditioning, a garden, and parking, making it a comfortable and convenient base for exploring the area.
Black River Retreat - Sheboygan, WI
9.7 45 reviews

Black River Retreat

apartment, Sheboygan
This four-bedroom Cape Cod-style house is located in Sheboygan's Black River neighbourhood, a short distance from Sheboygan's city centre, Kohler-Andrae State Park, and Lakeview Park.
The spacious property, sleeping up to six guests, boasts a large upstairs suite with private bathrooms, a kids' zone, an eclectic study with vintage features, a garden exceeding 0.4 hectares, and is close to Road America and local golf courses.

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

Among the 334 accommodations in Sheboygan, WI, here are the 2 best apartments with a pool

Luxury Pool Retreat-2 Acres-near Whistling Straits - Sheboygan, WI
10 10 reviews

Luxury Pool Retreat-2 Acres-near Whistling Straits

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.
Baronwood Oasis | Pool + Arcade Mega Estate - Sheboygan, WI
10 9 reviews

Baronwood Oasis | Pool + Arcade Mega Estate

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

The Beach Town Bungalow - Sheboygan, WI
No reviews

The Beach Town Bungalow

apartment, Sheboygan
This two-bedroom flat in Sheboygan is a 10-minute walk from the Sheboygan County Historical Museum and a 5-minute drive from Lake Michigan.
This apartment accommodates up to five guests and features air conditioning, a garden, a balcony, and on-site parking, with a fully equipped kitchen including a fridge and microwave oven, and in-unit internet access.
Close To Downtown & Shore | Great Location - Sheboygan, WI
9.7 49 reviews

Close To Downtown & Shore | Great Location

apartment, Sheboygan
This apartment in Sheboygan is conveniently located just 4 kilometres from the city centre and 5 kilometres from the lakeshore, offering easy access to restaurants, shops, and beaches. The property has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment is spacious and can accommodate up to 6 guests, with comfortable queen-sized beds in each bedroom. Guests can enjoy a fully equipped kitchen, free laundry facilities, and peaceful nights with blackout shades and white noise machines.
Lovely Home Located In The Pine Hills Subdivision. - Sheboygan, WI
9.3 3 reviews

Lovely Home Located In The Pine Hills Subdivision.

apartment, Kohler
This four-bedroom house is situated in the Pine Hills Subdivision in Sheboygan, just 9 kilometres from the renowned Whistling Straits Golf Course and a short drive from Highways 23 and 43. This property has received excellent ratings for its location, cleanliness, and overall experience.
The house has three bathrooms, providing ample space for up to 10 guests. It offers a fully equipped kitchen, a garden, a fitness centre, air conditioning, parking, and a basement with additional living space.
Beachside Condo Downtown With Lake Michigan Views - Sheboygan, WI
9.9 195 reviews

Beachside Condo Downtown With Lake Michigan Views

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

Beautiful 1920s Georgian Revival Manor Home - Sheboygan, WI
10 3 reviews

Beautiful 1920s Georgian Revival Manor Home

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.
Beautiful & Convenient! - Sheboygan, WI
9.8 21 reviews

Beautiful & Convenient!

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.
Fresh Coast Craftsman - Pet Friendly | Near Lake - Sheboygan, WI
10 1 review

Fresh Coast Craftsman - Pet Friendly | Near Lake

apartment, Sheboygan
This two-bedroom, one-bathroom dwelling is located in Sheboygan, a short walk from the town centre's shops, parks, and the Lake Michigan waterfront, placing you approximately 1.2 kilometres from the heart of the city.
This pet-friendly house accommodates up to four guests and features a fenced garden, a fully equipped kitchen, on-site laundry facilities, and an attached two-car garage, with a dedicated workspace and Smart TV available for your convenience.
Beautiful & Convenient! - Sheboygan, WI
9.8 80 reviews

Beautiful & Convenient!

apartment, Sheboygan
This apartment is conveniently located in Sheboygan, just 4 kilometres from the town centre and 5 kilometres from the lakeshore. The property benefits from excellent user, location and cleanliness ratings.
The apartment is part of a larger building with four units, accommodating up to 26 people. The property offers modern amenities including comfortable beds, Roku TVs, a fully equipped kitchen, a coffee and tea bar, free laundry facilities and a pet-friendly policy.
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