Best apartment offers in Sheboygan, WI

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Sheboygan, WI apartments
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223 Holiday apartments 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

Four Bedroom Family Getaway Home In Sheboygan - Sheboygan, WI
9.9 142 reviews
Sheboygan, WI
04/07 – 06/07
SG$1119/nighttotal: SG$2238 (2 )

Four Bedroom Family Getaway Home In Sheboygan

1 2
apartment , Sheboygan
This four-bedroom house is located just two blocks from Lake Michigan in Sheboygan, within walking distance of King Park and a 15-minute drive (24km) from Whistling Straits golf course. The property has excellent user, location, and cleanliness ratings, making it a highly recommended choice for travellers.
The house has four bedrooms and can accommodate up to nine guests. It features a fully equipped kitchen, a private backyard with a gazebo, and a 65-inch smart TV, providing everything you need for a comfortable and enjoyable stay.
Beachside Condo W/ Stunning Lake Views - Sheboygan, WI
10 32 reviews
Sheboygan, WI
06/08 – 09/08
SG$865/nighttotal: SG$2595 (3 )

Beachside Condo W/ Stunning Lake Views

2 2
apartment , Sheboygan
This Sheboygan beachfront apartment, less than 1.6km from St Peter Claver Parish, Blue Harbor Resort & Conference Centre, and the John Michael Kohler Arts Centre, offers direct Lake Michigan access.
The 74 square metre self-catering property features two bedrooms, one bathroom, sleeps five, and includes a fully equipped kitchen, private balcony, free Wi-Fi, and on-site garden and barbeque facilities.
Urban Lake Condo In Sheboygan's Historic Ellis District - Sheboygan, WI
9.8 10 reviews
Sheboygan, WI
20/09 – 25/09
SG$223/nighttotal: SG$1115 (5 )

Urban Lake Condo In Sheboygan's Historic Ellis District

2 4
apartment , Sheboygan
This Sheboygan apartment rental is situated in the historic Ellis District, less than 1.6km from the John Michael Kohler Arts Centre and Blue Harbor Resort, and approximately 2.1km from Lake Michigan.
The two-bedroom, one-bathroom property sleeps six guests and boasts a fully equipped kitchen with appliances including a dishwasher, a Smart TV, and on-site parking; a children's playground is also available.
Quaint Blast From The Past - Walk To Lake Michigan, Riverwalk And 8th St Shops! - Sheboygan, WI
10 16 reviews
Sheboygan, WI
18/09 – 25/09
SG$196/nighttotal: SG$1372 (7 )

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

Among the 223 accommodations in Sheboygan, WI, here are the 3 best apartments with a pool

Baronwood Oasis | Pool + Arcade Mega Estate - Sheboygan, WI
10 8 reviews
Sheboygan, WI
10/08 – 13/08
SG$3489/nighttotal: SG$10467 (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
SG$1304/nighttotal: SG$3912 (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.
Your Own Private Resort For The Ryder Cup! - Sheboygan, WI
10 1 review
Sheboygan, WI
27/06 – 04/07
SG$2494/nighttotal: SG$17458 (7 )

Your Own Private Resort For The Ryder Cup!

4 2
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

Historic Lower Unit Near Downtown, King/queen Beds - Sheboygan, WI
10 21 reviews
Sheboygan, WI
10/08 – 13/08
SG$297/nighttotal: SG$891 (3 )

Historic Lower Unit Near Downtown, King/queen Beds

1 2
apartment , Sheboygan
This centrally located apartment in Sheboygan is 1.6 kilometres from the beach, a 10-minute walk to local bars and eateries, and a 3-minute drive to downtown restaurants and shops, offering historic charm with high, detailed ceilings and stylish restored interiors.
This four-bedroom, two-bathroom flat accommodates up to six guests with a King bed, Queen bed, and a sleeper sofa, featuring a fully stocked kitchen, on-site laundry, off-street parking for two vehicles, complimentary WiFi, and central heating and air conditioning.
Lake Breeze On 11th - Sheboygan, WI
9.6 15 reviews
Sheboygan, WI
18/09 – 25/09
SG$215/nighttotal: SG$1505 (7 )

Lake Breeze On 11th

2 4
apartment , Sheboygan
This Sheboygan apartment, seven blocks from Lake Michigan and Sunrise Park, offers easy access to Sheboygan's downtown area, golf courses, Road America, and Kohler (a short drive away).
The two-bedroom, one-bathroom property sleeps seven guests and features a king-size and queen-size bed, plus pull-out sofa beds, a well-equipped kitchen, high-speed Wi-Fi, a 55" TV, and a children's playroom.
Cozy Sheboygan Upper - Sheboygan, WI
9.9 566 reviews
Sheboygan, WI
29/06 – 02/07
SG$154/nighttotal: SG$462 (3 )

Cozy Sheboygan Upper

1 3
apartment , Sheboygan
This one-bedroom apartment is located just 200 metres from North Beach/Deland Park and 400 metres from the riverfront boardwalk in Sheboygan, with the city centre a further 400 metres away. It has excellent user, location, and cleanliness ratings, making it a great choice for travellers looking for a comfortable and convenient stay. This self-catering apartment can accommodate up to four guests and features a fully equipped kitchen, bathroom, living room, and bedroom. It also includes a private entrance, a small balcony, and parking, providing everything you need for a relaxing and enjoyable stay in Sheboygan.
New Riverfront Loft - Fantastic Location - Sheboygan, WI
10 23 reviews
Sheboygan, WI
10/08 – 13/08
SG$450/nighttotal: SG$1350 (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.

Best pet-friendly Sheboygan, WI holiday apartments

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

Dtwn Sheboygan Apt Above Local Bar! - Sheboygan, WI
8.6 7 reviews
Sheboygan, WI
06/08 – 09/08
SG$451/nighttotal: SG$1353 (3 )

Dtwn Sheboygan Apt Above Local Bar!

4 2
apartment , Sheboygan
This apartment is conveniently located in Downtown Sheboygan, just a short walk from the Children's Museum and within easy reach of both North Side and South Side Municipal Beaches. The apartment is highly rated by previous guests, with excellent scores for cleanliness, location, and overall experience.
This four-bedroom property spans 121 square metres and comfortably accommodates up to eight guests. Guests can enjoy a fully equipped kitchen, a private deck, laundry facilities, air conditioning, and free Wi-Fi, as well as easy access to the beautiful Lake Michigan shoreline.
Newly Updated! Downtown & Shore - Sheboygan, WI
9.8 6 reviews
Sheboygan, WI
20/09 – 25/09
SG$293/nighttotal: SG$1465 (5 )

Newly Updated! Downtown & Shore

3 4
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.
Lg Executive Home, Kohler Golf, Eaa, Road America - Sheboygan, WI
Sheboygan, WI
27/06 – 04/07
SG$1897/nighttotal: SG$13279 (7 )

Lg Executive Home, Kohler Golf, Eaa, Road America

1 2
apartment , Sheboygan
This six-bedroom home is located just 6.4 kilometres from Kohler Golf and the American Club, in a peaceful wooded area. The property is ideal for large groups or families, with space for up to 14 guests.
The home features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as a garden, a fitness centre, and parking. Enjoy the outdoors on the brick patio with a gas grill, or relax by the fire pit or wood-burning campfire.
King/queen Upper Unit Sleeps 5 Near Downtown - Sheboygan, WI
10 2 reviews
Sheboygan, WI
29/06 – 02/07
SG$246/nighttotal: SG$738 (3 )

King/queen Upper Unit Sleeps 5 Near Downtown

3 3
apartment , Sheboygan
This newly renovated upper-floor flat in Sheboygan is situated just over 1.6 kilometres from the town centre and the beach, providing convenient access to waterfront parks, dining, and shops.
This 3-bedroom, 1-bathroom flat accommodates up to 5 guests and features a fully equipped kitchen, central air conditioning, free on-site parking for two vehicles, and complimentary use of a basement washer and dryer.
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