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

Seagulls Nest | Steps 2 Lake! Massage Chair! - Sheboygan, WI
No reviews

Seagulls Nest | Steps 2 Lake! Massage Chair!

apartment, Sheboygan
This two-bedroom flat in Sheboygan is a short walk from the lake and offers easy access to local dining, shopping, and outdoor activities.
This family-friendly apartment accommodates up to five guests and includes a kitchen with a fridge, microwave, and dishwasher, as well as air conditioning and parking, making it ideal for lakeside getaways.
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.
Coastal Comfort & Golfers' Paradise In Sheboygan! - Sheboygan, WI
9.4 45 reviews

Coastal Comfort & Golfers' Paradise In Sheboygan!

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.
Waterfront Sheboygan Condo - Sheboygan, WI
9.6 5 reviews

Waterfront Sheboygan Condo

apartment, Sheboygan
This riverfront condominium is situated on Sheboygan's boardwalk, offering direct views and a 5-minute walk to South Shore Beach, local eateries, and shops.
This spacious, two-storey dwelling accommodates up to 12 guests across 3 bedrooms and a loft, featuring a fully equipped kitchen, in-unit laundry, elevator access, and provided beach essentials for exploring nearby attractions such as Deland Park and Kohler Andrae State Park.

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

Among the 334 accommodations in Sheboygan, WI, here are the 3 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.
Your Own Private Resort For The Ryder Cup! - Sheboygan, WI
10 1 review

Your Own Private Resort For The Ryder Cup!

apartment, Sheboygan
This luxurious apartment in Sheboygan is situated near an environmental park with hiking trails and a river, offering a peaceful retreat just a short distance from the town centre. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment has four bedrooms and three bathrooms, comfortably accommodating up to eight guests. It features a range of amenities, including a swimming pool, jacuzzi, fitness centre, and a private outdoor space with fire tables and a gazebo, perfect for relaxing and entertaining.
Experience Lake Michigan Views From Your Cozy 3-bedroom Retreat - Sheboygan, WI
10 31 reviews

Experience Lake Michigan Views From Your Cozy 3-bedroom Retreat

apartment, Oostburg
This Oostburg lakefront property, a short distance from the James Tellen Woodland Sculpture Garden and a 20-minute drive (32km) from Whistling Straits Golf Courses, offers convenient access to local attractions and is approximately 320km from Chicago and 72km from Milwaukee.
The three-bedroom, two-bathroom holiday home sleeps eight, boasting a renovated open-plan interior with vaulted ceilings, hardwood floors, a fully-equipped kitchen including a dishwasher, a private garden with a fire pit, plus access to a swimming pool, Jacuzzi and spa.

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

4b-2ba Home 3 Blocks From The Lake 10 To 12 Pp - Sheboygan, WI
9.8 32 reviews

4b-2ba Home 3 Blocks From The Lake 10 To 12 Pp

apartment, Sheboygan
This Sheboygan lakefront property is located a short 1.6km walk from St Peter Claver Parish and Lake Michigan, and under 1.6km from the Blue Harbor Resort & Conference Center Water Park.
This spacious 139 square metre house boasts four bedrooms, two bathrooms, sleeping up to twelve guests, and features a fully equipped kitchen, swimming pool, spa, terrace, garden, free Wi-Fi, and on-site parking.
Pelican Point - Private Retreat - Sheboygan, WI
10 6 reviews

Pelican Point - Private Retreat

apartment, Sheboygan
This lakeside Cape Cod-style house in Sheboygan overlooks Lake Michigan and the Black River, offering privacy and serenity.
Sleeping up to twelve guests, this four-bedroom, two-and-a-half-bathroom property boasts a spacious primary suite, sunroom, two-car garage, and a future direct water access, alongside a fully equipped kitchen including a dishwasher and fridge-freezer.
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.
The Perfect Location! - Sheboygan, WI
9.8 63 reviews

The Perfect Location!

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.

Best pet-friendly Sheboygan, WI holiday apartments

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

King Bed Near Lake W/ Fire Pit & Pack N Play - Sheboygan, WI
9.9 165 reviews

King Bed Near Lake W/ Fire Pit & Pack N Play

apartment, Sheboygan
This three-bedroom lower duplex is located near Lake Michigan, Whistling Straits golf course, and Kohler-Andrae State Park in Sheboygan, offering easy access to these attractions.
Sleeping up to five guests, this self-catering property boasts a fully equipped kitchen, private backyard with fire pit, smart TV, and complimentary amenities including coffee, popcorn, and essential toiletries; board games and puzzles are also provided for indoor entertainment.
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.
Eclectic Spacious 3 Br Home Near Lake Mi W/ Fire Pit - Sheboygan, WI
10 8 reviews

Eclectic Spacious 3 Br Home Near Lake Mi W/ Fire Pit

apartment, Sheboygan
This three-bedroom Sheboygan holiday home is situated near Lake Michigan, Whistling Straits golf course, and Kohler-Andrae State Park.
Offering a mid-century modern design, this self-catering property sleeps six, includes a fully equipped kitchen with basic staples, a fenced backyard, a games room with a foosball table, and amenities such as shampoo, conditioner, and dishwasher tablets.
Beach Town Bungalow - Sheboygan, WI
9.5 8 reviews

Beach Town Bungalow

apartment, Sheboygan
This Sheboygan Airbnb apartment, located steps from Lake Michigan and Kohler-Andrae State Park, offers easy access to Sheboygan's attractions including Bookworm Gardens and Whistling Straits golf course, all within a few kilometres.
The two-bedroom, one-bathroom flat sleeps five, features a full kitchen with fridge, freezer and microwave, plus off-street parking for two cars, air conditioning, internet access and a garden.
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