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

Beachside Condo Downtown With Lake Michigan Views - Sheboygan, WI
10 29 reviews
Sheboygan, WI
10/08 – 13/08
SG$634/nighttotal: SG$1902 (3 )

Beachside Condo Downtown With Lake Michigan Views

2 2
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).
House Near The Lake - Sheboygan, WI
10 143 reviews
Sheboygan, WI
20/09 – 25/09
SG$182/nighttotal: SG$910 (5 )

House Near The Lake

2 4
apartment , Sheboygan
This family home is located one block from Lake Michigan in Sheboygan, Wisconsin, offering easy access to three parks, two beaches, and is within a 16km drive of Terry Andrae State Park.
The two-bedroom, one-bathroom property sleeps four, boasts a fully equipped kitchen including fridge, freezer and microwave, air conditioning, a garden, parking, and excellent guest reviews; nearby attractions include the Kohler Art Center and Road America, approximately 48km away.
A Glorious Getaway Sheboygan - Lux Lake Condo - Sheboygan, WI
10 5 reviews
Sheboygan, WI
20/09 – 25/09
SG$499/nighttotal: SG$2495 (5 )

A Glorious Getaway Sheboygan - Lux Lake Condo

1 4
apartment , Sheboygan
This four-bedroom condo is located in Sheboygan's South Pier District, just 730 metres from Lake Michigan's sandy beach and boardwalk, and a short distance from attractions such as The American Club and Kohler Waters Spa.
This spacious 185-square-metre residence accommodates up to 12 guests with four bedrooms and three bathrooms, including a master suite with a jacuzzi, and offers a fully equipped kitchen, private balcony, and in-unit laundry facilities.
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.

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

Luxury Pool Retreat-2 Acres-near Whistling Straits - Sheboygan, WI
Sheboygan, WI
26/07 – 30/07
SG$1502/nighttotal: SG$6008 (4 )

Luxury Pool Retreat-2 Acres-near Whistling Straits

1 4
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 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.

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

The Perfect Location! - Sheboygan, WI
9.8 53 reviews
Sheboygan, WI
18/09 – 25/09
SG$265/nighttotal: SG$1855 (7 )

The Perfect Location!

3 4
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.
Lovely Modern Home With Fire Pit - Sheboygan, WI
9.9 31 reviews
Sheboygan, WI
10/08 – 13/08
SG$274/nighttotal: SG$822 (3 )

Lovely Modern Home With Fire Pit

1 2
apartment , Sheboygan
This Sheboygan apartment, ideally situated in a central location, offers easy access to local attractions such as Road America and the beaches, though precise distances aren't specified.
The self-contained flat comprises one bedroom, one bathroom, and accommodates two guests; features include a private backyard with a fire pit, a dedicated workspace, and convenient parking options for both compact and larger vehicles.
Updated Victorian In The Heart Of Sheboygan. Beach, Downtown, Golf, Road America - Sheboygan, WI
10 100 reviews
Sheboygan, WI
20/09 – 25/09
SG$389/nighttotal: SG$1945 (5 )

Updated Victorian In The Heart Of Sheboygan. Beach, Downtown, Golf, Road America

3 4
apartment , Sheboygan
This family-friendly holiday home is located just 1.6km from Lake Michigan and North Side Municipal Beach, offering a peaceful escape close to the water's edge. The property has consistently received excellent ratings for user experience, location and cleanliness.
This three-bedroom property comfortably accommodates up to nine guests. Enjoy a range of amenities including a fully equipped kitchen, a swimming pool, a spa, a terrace, a garden and free Wi-Fi.
Lovely Modern Two Bedroom Home With Fire Pit - Sheboygan, WI
10 200 reviews
Sheboygan, WI
10/08 – 13/08
SG$230/nighttotal: SG$690 (3 )

Lovely Modern Two Bedroom Home With Fire Pit

1 2
apartment , Sheboygan
This two-bedroom apartment is located just 1.6 kilometres from the beach and five-star restaurants in Sheboygan, close to the world-class Whistling Straits golf course and Road America racetrack. The property has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment comfortably accommodates two guests and features a fully equipped kitchen, laundry facilities, and a private garden with a fire pit. Guests can enjoy the convenience of on-street parking, a short walk to the beach, and easy access to local attractions and amenities.

Best pet-friendly Sheboygan, WI holiday apartments

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

Vacay Vibes - Sheboygan, WI
10 12 reviews
Sheboygan, WI
20/09 – 25/09
SG$241/nighttotal: SG$1205 (5 )

Vacay Vibes

1 4
apartment , Sheboygan
This three-bedroom, two-bathroom flat in Sheboygan offers a residential street location with easy walking access to dining, shopping, and entertainment, situated just 1.6 kilometres from the beach.
This pet-friendly accommodation for six guests boasts a fully equipped kitchen, air conditioning, a garden with a fire pit, and keyless entry, providing a comfortable base for exploring Sheboygan.
*New* Sleeps 8 & Spacious! - Sheboygan, WI
9.8 68 reviews
Sheboygan, WI
18/09 – 25/09
SG$233/nighttotal: SG$1631 (7 )

*New* Sleeps 8 & Spacious!

1 4
apartment , Sheboygan
This Sheboygan apartment, ideally located a short 6.4km drive from the city centre and 8km from the shoreline, offers easy access to downtown attractions and the waterfront.
Sleeping up to eight guests, this newly renovated three-bedroom, two-bathroom flat boasts a spacious layout, king-size memory foam beds in each bedroom, a fully equipped kitchen with Greenware cookware, and complimentary on-site laundry facilities.
*Front Porch, Fenced In Backyard- Petswelcome* - Sheboygan, WI
9.9 146 reviews
Sheboygan, WI
20/09 – 25/09
SG$286/nighttotal: SG$1430 (5 )

*Front Porch, Fenced In Backyard- Petswelcome*

1 4
apartment , Sheboygan
This apartment is located in a bohemian district of Sheboygan, just a 10-minute drive from Whistling Straits/Irish golf course and the Kohler Water Spa, and a short walk from the town centre. It has excellent user, location and cleanliness ratings.
The self-catering property has 4 bedrooms, 1 bathroom and a floor area of 130 square metres, accommodating up to 5 guests. It offers a range of amenities, including a fully equipped kitchen, a garden, a spa, a jacuzzi, parking, and a variety of outdoor and beach amenities.
Executive 5bdrm With Fenced-in Backyard For Pets - Sheboygan, WI
Sheboygan, WI
18/09 – 25/09
SG$233/nighttotal: SG$1631 (7 )

Executive 5bdrm With Fenced-in Backyard For Pets

1 4
apartment , Sheboygan
This updated five-bedroom house in Sheboygan provides a convenient base for exploring local attractions, situated within easy reach of amenities.
This spacious residence offers ample room for up to 14 guests across four floors, featuring two kitchens, two bathrooms, a game room with various activities, and a fenced-in garden with a patio and fire pit, all complemented by a dedicated "pet lounge" living area.
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