Best apartment offers in Sheboygan, WI

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Sheboygan, WI apartments
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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

Eve’s Place By Beach 2 Kings 1 Queen + Pack’n Play - Sheboygan, WI
10 5 reviews
Sheboygan, WI
18/09 – 25/09
£215/nighttotal: £1505 (7 )

Eve’s Place By Beach 2 Kings 1 Queen + Pack’n Play

3 4
apartment , Sheboygan
This family-friendly flat in Sheboygan offers proximity to Lake Michigan's beach, a mere 300 metres walk away, and is a short 5-minute drive from downtown Sheboygan's amenities, situated on a quiet dead-end street.
This refurbished accommodation sleeps six guests across three bedrooms, featuring a fully equipped kitchen with Henckels cookware, air conditioning, and garden access, all within a peaceful and secure neighbourhood.
Newly Updated! Downtown & Shore - Sheboygan, WI
9.8 6 reviews
Sheboygan, WI
10/08 – 13/08
£230/nighttotal: £690 (3 )

Newly Updated! Downtown & Shore

3 2
apartment , Sheboygan
This apartment is located in a quiet residential neighbourhood in Sheboygan, just 6.4km from the city centre and 8km from the Lake Michigan shoreline. It has received excellent user ratings, making it a popular choice for travellers.
The property has three bedrooms and one bathroom, comfortably accommodating up to six guests. It offers a fully equipped kitchen, a garden, free on-site laundry facilities, and pet-friendly accommodation for up to two dogs.
Serene Home One Block From Lake Michigan - Sheboygan, WI
10 6 reviews
Sheboygan, WI
10/08 – 13/08
£387/nighttotal: £1161 (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.
3 Blocks Walk From Lake Beach House 1 Br1bd - Sheboygan, WI
9.8 95 reviews
Sheboygan, WI
06/08 – 09/08
£273/nighttotal: £819 (3 )

3 Blocks Walk From Lake Beach House 1 Br1bd

1 2
apartment , Sheboygan
This guest house is situated on the south side of Sheboygan, just three blocks from Lake Michigan and a short drive from Kings Park and South Beach, offering a peaceful retreat close to the city's attractions. The property has consistently received excellent ratings for its cleanliness, location, and user experience.
The guest house features a comfortable living room and dining room, perfect for relaxing with family and friends, and can accommodate up to four guests. Amenities include a fully equipped kitchen, a spacious garden with a fire pit, and a washer and dryer, ensuring a comfortable and convenient stay.

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

Among the 223 accommodations in Sheboygan, WI, here are the 2 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.
Luxury Pool Retreat-2 Acres-near Whistling Straits - Sheboygan, WI
Sheboygan, WI
10/08 – 13/08
£757/nighttotal: £2271 (3 )

Luxury Pool Retreat-2 Acres-near Whistling Straits

1 2
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.

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

Sheboygan Surf House - The Elbow - Sheboygan, WI
9.6 326 reviews
Sheboygan, WI
10/08 – 13/08
£98/nighttotal: £294 (3 )

Sheboygan Surf House - The Elbow

1 2
apartment , Sheboygan
This Sheboygan studio apartment is situated directly above EOS Surf Shop in the historic downtown area, a short walk (less than 0.5 km) from Lake Michigan, the Sheboygan River, South Pier, and Blue Harbor.
The self-contained unit, sleeping up to two guests, features a full-size XL bed, a well-equipped kitchenette with a fridge and microwave, a modern bathroom, and ample storage; an air mattress is available on request.
Apartment Centrally Located - Sheboygan, WI
10 2 reviews
Sheboygan, WI
25/07 – 26/07
£191/nightfor 1 night

Apartment Centrally Located

2 3
apartment , Howards Grove
This two-bedroom flat in Plymouth is a 5-minute walk from Esch Library and a 17-minute drive from Lake Michigan, offering convenient access to local amenities and attractions.
This property provides Wi-Fi, air conditioning, and on-site laundry facilities for up to four guests, with linen and towel changes available on request, and is close to Whistling Straits Golf Course and Kiel Marsh Wildlife Area.
*New* Sleeps 8 & Spacious! - Sheboygan, WI
10 28 reviews
Sheboygan, WI
18/09 – 25/09
£171/nighttotal: £1197 (7 )

*New* Sleeps 8 & Spacious!

3 4
apartment , Sheboygan
This Sheboygan apartment, ideally situated a short 2.4km drive from the city centre and 3.2km from Lake Michigan's shore, offers easy access to Sheboygan's attractions.
Sleeping up to eight guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen with Greenware cookware, Roku TVs in each bedroom and living area, free on-site laundry, and a private garden with parking; two well-behaved dogs are welcome.
Quaint Blast From The Past - Walk To Lake Michigan, Riverwalk And 8th St Shops! - Sheboygan, WI
10 15 reviews
Sheboygan, WI
20/09 – 25/09
£126/nighttotal: £630 (5 )

Quaint Blast From The Past - Walk To Lake Michigan, Riverwalk And 8th St Shops!

2 4
apartment , Sheboygan
This Downtown Sheboygan apartment is situated less than 1.6km from Lake Michigan, the John Michael Kohler Arts Centre, and the Blue Harbor Resort & Conference Centre water park.
This 102 square metre, two-bedroom, one-bathroom flat sleeps six guests and boasts a fully equipped kitchen, private balcony, swimming pool, spa, parking, and free Wi-Fi.

Best pet-friendly Sheboygan, WI holiday apartments

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

Black River Retreat\neclectic-unique-intriguing - Sheboygan, WI
Sheboygan, WI
18/09 – 25/09
£260/nighttotal: £1820 (7 )

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.
The Brightside! – 2br Lower, Walk To Lake Michigan - Sheboygan, WI
Sheboygan, WI
06/08 – 09/08
£299/nighttotal: £897 (3 )

The Brightside! – 2br Lower, Walk To Lake Michigan

1 2
apartment , Sheboygan
This lower duplex apartment in Sheboygan is a 15-minute walk from Lake Michigan and offers easy access to downtown Sheboygan's dining and amenities.
With two bedrooms, one bathroom, and capacity for six guests, this pet-friendly accommodation features air conditioning, internet, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher, all set within a garden with parking and a beach-inspired décor.
Sheboygan Getaway W/ Yard: 1 Mi To Lake Michigan - Sheboygan, WI
9.5 31 reviews
Sheboygan, WI
18/09 – 25/09
£235/nighttotal: £1645 (7 )

Sheboygan Getaway W/ Yard: 1 Mi To Lake Michigan

2 4
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.
Coastal Comfort & Golfers' Paradise In Sheboygan! - Sheboygan, WI
9.6 40 reviews
Sheboygan, WI
18/09 – 25/09
£194/nighttotal: £1358 (7 )

Coastal Comfort & Golfers' Paradise In Sheboygan!

3 4
apartment , Sheboygan
This holiday home is located in the Ellis Historical District of Sheboygan, less than 800 metres from Lake Michigan and a short walk to Deland Park. It has received excellent reviews from previous guests, making it a popular choice for travellers visiting the area.
The property has three bedrooms and two bathrooms, spanning 93 square metres and comfortably accommodating up to six guests. The home offers a range of amenities including a fully equipped kitchen, a spa, air conditioning, free Wi-Fi, and parking, making it a perfect base for exploring the local area.
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