Best apartment offers in Sheboygan, WI

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Sheboygan, WI apartments
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334 Holiday apartments 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

Eclectic 3-br Lower W King Bed & Pack-n-play & Fire Pit Near Lake Mi - Sheboygan, WI
10 6 reviews

Eclectic 3-br Lower W King Bed & Pack-n-play & Fire Pit Near Lake Mi

apartment, Sheboygan
This three-bedroom apartment, ideally located near Lake Michigan, Whistling Straits golf course, and Kohler-Andrae State Park in Sheboygan, offers easy access to Sheboygan's attractions such as the Above & Beyond Children's Museum and Blackwolf Run.
The self-catering property sleeps five guests comfortably, boasting a fully equipped kitchen with complimentary provisions, a shared backyard fire pit, smart TV with streaming services, and keyless entry; a pack-n-play and highchair are also provided.
Spacious Getaway  Near Lake & Downtown  Garden - Sheboygan, WI
10 4 reviews

Spacious Getaway Near Lake & Downtown Garden

apartment, Sheboygan
This charming 1930s brick house is situated just a few blocks from Lake Michigan and Sheboygan's downtown area, with Whistling Straits a 16km drive away. The property consistently receives excellent ratings for its location, cleanliness, and overall guest experience.
The house has four bedrooms and two bathrooms, comfortably accommodating up to eight guests. Enjoy a fully equipped kitchen, a relaxing backyard with a patio, and the convenience of off-street parking.
Relaxing Sheboygan/kohler Getaway - Sheboygan, WI
9.9 126 reviews

Relaxing Sheboygan/kohler Getaway

apartment, Kohler
This recently renovated townhouse is situated in a peaceful neighbourhood, just a short drive (16-20km) from Kohler's attractions including the Village of Kohler, Black Wolf Run, Whistling Straits, and Kohler-Andrae State Park. The property has received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The two-bedroom, two-bathroom house can accommodate up to six guests. It offers a well-equipped kitchen, a spacious living area with a garden and patio, and a private driveway with two parking spaces, perfect for families or groups seeking a comfortable and relaxing stay.
Woodland Creek Retreat: Explore & Relax! - Sheboygan, WI
10 250 reviews

Woodland Creek Retreat: Explore & Relax!

apartment, Sheboygan
This three-bedroom holiday home is situated in a secluded woodland setting just 0.8km from Terry Andrae State Park, offering stunning views of Lake Michigan. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The house features a spacious and cosy interior with vaulted ceilings and a wood-burning fireplace, accommodating up to six guests. It boasts a fully equipped kitchen, a large garden with a swing set and sandbox for children, and a wide range of entertainment options, including a collection of over 500 board games, an electronic dartboard, and a foosball table.

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

Sheboygan Ranch W/your Own Private Pool - Sheboygan, WI
10 1 review

Sheboygan Ranch W/your Own Private Pool

apartment, Sheboygan
This remodelled 3-bedroom, 2-bathroom property in Sheboygan offers convenient access to Lake Michigan, just a 5-minute drive away, and is situated 10 minutes from the golf destinations of Kohler.
This self-contained dwelling accommodates up to six guests and features a private inground pool and fenced garden, alongside a spacious deck, with complimentary Wi-Fi and driveway parking provided.
Experience Lake Michigan Views From Your Cozy 3-bedroom Retreat - Sheboygan, WI
10 33 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.
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.

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 cheese and plastics industries. The city also boasts a beautiful lakeshore and a thriving arts and culture scene. The Sheboygan County Historical Museum is a great place to learn more about the area's past.
  • What are the best apartments in Sheboygan, WI?

    Among the apartments in Sheboygan, WI, Cozy Sheboygan Upper, Sheboygan Surf House - The Elbow and Downtown Walk-up are the most popular ones.

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

    For something different, explore the trails at the Sheboygan Marsh Wildlife Area, a haven for birdwatchers. The Deland Park's more secluded areas offer peaceful walks and stunning views of Lake Michigan. Consider visiting the historic Vollrath Company campus; while not open to the public in its entirety, parts of the grounds offer interesting glimpses into the city's industrial heritage.
  • What are the best apartments with a pool in Sheboygan, WI?

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

    Summer (June-August) offers warm weather perfect for enjoying the beaches and outdoor activities. Autumn (September-October) provides stunning fall foliage and a pleasant climate for exploring the city and surrounding areas. The shoulder seasons (spring and autumn) generally offer a more tranquil experience with fewer crowds.
  • What are the best apartments with a jacuzzi in Sheboygan, WI?

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

    Sheboygan has several events throughout the year. The Brat Days festival is a popular local event, though its relation to specifically Sheboygan culture is debated. Check local listings for current events.
  • 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's location on Lake Michigan makes watersports popular, including boating, kayaking, and swimming. The city also has excellent cycling paths and walking trails. The Sheboygan Municipal Golf Course is a well-regarded option for golfers.
  • What are the best pet friendly apartments in Sheboygan, WI?

    The best pet friendly apartments in Sheboygan, WI are Sheboygan Surf House - Jetties, Lovely Modern Two Bedroom Home With Fire Pit and Vintage Sheboygan.

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

    Visiting local businesses, such as cafes and restaurants, is a good way to chat with residents. Attending local events and festivals can also provide opportunities to interact with Sheboygan residents and learn about their traditions. Striking up conversations at the farmers' market is another great way to meet friendly locals.
  • What are the best apartments with parking in Sheboygan, WI?

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

    Sheboygan is known for its cheese, so trying local cheese curds is a must. Many restaurants feature fresh lake fish in their menus. Look for local breweries and sample their craft beers. The local cuisine is a delightful blend of traditional American fare with regional influences.
  • What specific items should one pack for a trip to Sheboygan, Wisconsin?

    Pack comfortable walking shoes for exploring the city. Bring layers of clothing as the weather can be unpredictable. If visiting during the summer, pack swimwear and sunscreen. Don't forget a light rain jacket, even in summer, as showers can be brief but intense.
  • What are the top sights to visit in Sheboygan, Wisconsin?

    The Sheboygan Maritime Museum is a must-see for those interested in the city's history. The Blue Harbor Resort and Spa offers luxurious amenities and stunning lake views. A walk or cycle along the Sheboygan Riverwalk provides beautiful views of the city. The King Park offers stunning views of Lake Michigan.

Nearby regions

Best Sheboygan, WI holiday apartments with air conditioning

Serene Home One Block From Lake Michigan - Sheboygan, WI
9.7 249 reviews

Serene Home One Block From Lake Michigan

apartment, Sheboygan
This apartment is located just a block from Lake Michigan and Deland Park in Sheboygan, within walking distance of North Beach and the YMCA, and minutes from the town centre. The property has excellent user, location, and cleanliness ratings, making it a great choice for travellers looking for a comfortable and convenient stay.
The apartment is a two-storey property with three bedrooms, two bathrooms and can accommodate up to six guests. It has a fully equipped kitchen with a fridge, microwave and dishwasher, as well as air conditioning and parking. Guests can enjoy relaxing by the lake or exploring the nearby golf courses, shops, and restaurants.
Lake Michigan View Steps Beach - Sheboygan, WI
No reviews

Lake Michigan View Steps Beach

apartment, Sheboygan
This two-bedroom, two-bathroom apartment in Sheboygan offers exceptional Lake Michigan views and is within walking distance of the Sheboygan Arts Center and Stefanie Weil Theatre.
The self-catering flat sleeps four guests and includes amenities such as air conditioning, parking, and internet access; its prime location allows easy exploration of Sheboygan's attractions and dining options.
Lakefront Blue Dune Cottage On Lake Michigan - Sheboygan, WI
10 63 reviews

Lakefront Blue Dune Cottage On Lake Michigan

apartment, Oostburg
This Oostburg waterfront property is located less than 0.16km from Lake Michigan, approximately 4.8km from the Oostburg Public Library, and within 9.6km of Veteran's Park and Kohler-Andrae State Park.
This three-bedroom, two-bathroom holiday home offers 158 square metres of space, boasting a fully equipped kitchen, laundry facilities, a fireplace, balcony, private barbecue, and parking, comfortably accommodating six guests.
Spotless Apartment Getaway Near Downtown - Sheboygan, WI
9.9 42 reviews

Spotless Apartment Getaway Near Downtown

apartment, Sheboygan
This Sheboygan apartment enjoys a central location between the north side and downtown, offering easy access to the Lake Michigan boardwalk (a 3-minute, 1.8km drive) and Whistling Straits golf course (a 10-minute, 6km drive).
The one-bedroom, one-bathroom flat sleeps four guests and features a full kitchen, air conditioning, parking, and a private garden area; handicapped accessibility is available on the ground floor.

Best pet-friendly Sheboygan, WI holiday apartments

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

Boat House | Lower Unit, Walk To Beach & Downtown - Sheboygan, WI
10 5 reviews

Boat House | Lower Unit, Walk To Beach & Downtown

apartment, Sheboygan
This historic duplex on Sheboygan's north side offers a unique lodging experience, situated a mere 500 metres from the shops and eateries of downtown Sheboygan, as well as the shores of Lake Michigan and Deland Park.
This property accommodates up to six guests across two bedrooms, featuring a king-sized bed and a bunk room, with a fully equipped kitchen, off-street parking for two vehicles, and central air conditioning for your comfort.
Sheboygan Getaway With Yard: 1 Mile To Lake Michigan - Sheboygan, WI
9.5 32 reviews

Sheboygan Getaway With Yard: 1 Mile To Lake Michigan

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.
Beautiful & Convenient! - Sheboygan, WI
9.8 22 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.
Broadway Hideaway: Monthly Rental! - Sheboygan, WI
9.1 7 reviews

Broadway Hideaway: Monthly Rental!

apartment, Sheboygan
This Sheboygan property's precise location within the city is unspecified, however, further details regarding proximity to local landmarks or attractions are unavailable.
The three-bedroom, two-bathroom house sleeps six guests and boasts a fully equipped kitchen, air conditioning, a garden, parking, and internet access; monthly rates are available.
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