This Beachy Guesthouse is a three-bedroom apartment in Sheboygan, conveniently located near Lake Michigan, Whistling Straits golf course, Road America race track, and Kohler-Andrae State Park, though precise distances aren't specified. The self-catering property sleeps five, features a fully equipped kitchen with complimentary coffee and staples, a shared backyard with fire pit, a smart TV, and laundry facilities; a travel cot and highchair are also available.
9.8 95 reviews
Sheboygan, WI
06/08 – 09/08
316 €/nighttotal: 948 € (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.
10 6 reviews
Sheboygan, WI
20/09 – 25/09
195 €/nighttotal: 975 € (5 )
Executive Beachfront Villa: Sleeps 8!
1 4
apartment , Sheboygan
This two-bedroom house in Sheboygan, Wisconsin, is located steps from Lake Michigan, close to the Sheboygan boardwalk, harbour, and downtown restaurants, and within 48 kilometres of Whistling Straits, Kohler Spa, and Road America. The self-catering property offers a full kitchen, dining area, in-unit laundry, two bathrooms, king and queen-size beds, sleeping up to eight guests, and features streaming-ready TVs and private parking; enjoy easy access to the lake and local attractions.
9.4 140 reviews
Sheboygan, WI
10/08 – 13/08
137 €/nighttotal: 411 € (3 )
Vintage Sheboygan
3 2
apartment , Sheboygan
This three-bedroom apartment in Sheboygan is located just 1.6 kilometres from the Lake Michigan beach and within walking distance of the 8th Street restaurants. The apartment features a spacious living room, an eat-in kitchen with a separate butler's pantry, and a bathroom with a clawfoot tub shower enclosure, offering ample space for a comfortable stay.
10 16 reviews
Sheboygan, WI
20/09 – 25/09
146 €/nighttotal: 730 € (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.
10 4 reviews
Sheboygan, WI
06/08 – 09/08
748 €/nighttotal: 2244 € (3 )
Riverfront Condo Steps To Downtown & Lake Michigan
3 2
apartment , Sheboygan
This riverfront flat in Sheboygan's South Pier District offers a peaceful escape, just 300 meters from downtown's shops and restaurants, and a short walk to Southside Beach and the Lake Michigan pier. This spacious 3-bedroom, 2-bathroom condo accommodates up to six guests, featuring a fully equipped kitchen, a living room with a fireplace, air conditioning, a private balcony with water views, and allowing pets.
9.7 6 reviews
Sheboygan, WI
04/07 – 06/07
469 €/nighttotal: 938 € (2 )
The Mcm, A Modern 3-bedroom Home With A Sparkle
3 2
apartment , Sheboygan
This apartment is located in Sheboygan, close to the city's cultural attractions and lively districts. It has received excellent ratings for cleanliness, location, and overall user experience. This spacious home sleeps up to six guests in its two bedrooms, with a queen-size bed in the master bedroom and full-size beds in the other rooms. The apartment offers a fully equipped kitchen, a bar, a garden, and parking, along with unique features like a hidden bookshelf door and a blend of modern and classic design elements.
9.8 170 reviews
Sheboygan, WI
18/09 – 25/09
158 €/nighttotal: 1106 € (7 )
Spacious Home Near Lake Mi W/ Fire Pit
1 4
apartment , Sheboygan
This three-bedroom Sheboygan holiday home enjoys a convenient location near Lake Michigan, Whistling Straits golf course, and Kohler-Andrae State Park. Sleeping six, the property offers a mid-century modern design, a fully equipped kitchen, a fenced garden with fruit bushes, a games room with a foosball table, smart TV, and self check-in; infant equipment is also provided.
9.2 5 reviews
Sheboygan, WI
27/06 – 04/07
152 €/nighttotal: 1064 € (7 )
Apartment Centrally Located
2 2
apartment , Howards Grove
This two-bedroom flat in Plymouth is situated near Esch Library and is a 27-kilometre drive from Lake Michigan, offering convenient access to local resources and outdoor pursuits. This accommodation provides air conditioning, Wi-Fi, and parking for up to four guests, with nearby golf courses and fairgrounds catering to leisure activities.
10 5 reviews
Sheboygan, WI
29/06 – 02/07
263 €/nighttotal: 789 € (3 )
Eve’s Place By Beach 2 Kings 1 Queen + Pack’n Play
3 3
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.
9.6 38 reviews
Sheboygan, WI
20/09 – 25/09
209 €/nighttotal: 1045 € (5 )
Black River Retreat
1 4
apartment , Sheboygan
This four-bedroom Cape Cod-style house is located in Sheboygan's Black River neighbourhood, a short distance from Sheboygan's city centre, Kohler-Andrae State Park, and Lakeview Park. The spacious property, sleeping up to six guests, boasts a large upstairs suite with private bathrooms, a kids' zone, an eclectic study with vintage features, a garden exceeding 0.4 hectares, and is close to Road America and local golf courses.
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
9.7 68 reviews
Sheboygan, WI
06/08 – 09/08
257 €/nighttotal: 771 € (3 )
*New* Beautiful & Convenient!
1 2
apartment , Sheboygan
This apartment is conveniently located in Sheboygan, just 4 kilometres from the town centre and 5 kilometres from the lakeshore. The property benefits from excellent user, location and cleanliness ratings. The apartment is part of a larger building with four units, accommodating up to 26 people. The property offers modern amenities including comfortable beds, Roku TVs, a fully equipped kitchen, a coffee and tea bar, free laundry facilities and a pet-friendly policy.
9.6 5 reviews
Sheboygan, WI
03/07 – 06/07
361 €/nighttotal: 1083 € (3 )
Logan Ave Holiday House - Upper
2 2
apartment , Sheboygan
This two-bedroom apartment in Sheboygan is conveniently located just a short walk from Lake Michigan and the city centre, offering easy access to shops, restaurants, and attractions. The property has received very good user ratings, suggesting a comfortable and enjoyable stay. The 93 square metre flat is suitable for up to six guests and features a modern kitchen with a fridge, microwave, and dishwasher, as well as a garden, spa, and parking. Guests can enjoy a range of amenities, including air conditioning, internet access, and a spacious backyard, perfect for relaxing after a day exploring the nearby attractions.
10 97 reviews
Sheboygan, WI
06/08 – 09/08
318 €/nighttotal: 954 € (3 )
Recombobulation Station-in The Heart Of Sheboygan!
2 2
apartment , Sheboygan
This charming upper-floor flat is situated in Sheboygan, just a short walk from both the beach and the town centre, making it ideal for exploring the area's natural beauty and cultural attractions. It has received excellent ratings for location, cleanliness, and overall experience. The property offers two bedrooms and one bathroom, comfortably accommodating up to five guests. It comes equipped with a fully-equipped kitchen, including a fridge, freezer, microwave, and dishwasher, ensuring a comfortable and convenient stay. Guests can also enjoy a garden, parking, and fast Wi-Fi, as well as the added bonus of a local recommendations guide from the hosts.
9.8 36 reviews
Sheboygan, WI
10/08 – 13/08
303 €/nighttotal: 909 € (3 )
4 Bedroom Home On The River With Private River Access
4 2
apartment , Sheboygan
This Sheboygan waterfront holiday home offers private river access with kayaks and is conveniently located near Lake Michigan and Kohler-Andrae State Park, distances to specific attractions unspecified. The 149 square metre (1600 square feet) property boasts four bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped eat-in kitchen, family room with smart TV and board games, and a serene backyard oasis with a fireplace.
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
Sheboygan, WI
10/08 – 13/08
878 €/nighttotal: 2634 € (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.
10 8 reviews
Sheboygan, WI
10/08 – 13/08
2348 €/nighttotal: 7044 € (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.
10 1 review
Sheboygan, WI
27/06 – 04/07
1678 €/nighttotal: 11746 € (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 production of cheese and malted milk. The city also boasts a beautiful lakeside location on Lake Michigan, offering stunning views and recreational opportunities. Its German heritage is also strongly reflected in its architecture and cultural events.
What are some off-the-beaten-path spots to check out in Sheboygan, Wisconsin?
For something different, explore the Sheboygan Marsh Wildlife Area for birdwatching and nature trails. The John Michael Kohler Arts Center, while not unknown, offers unique and often overlooked exhibits. A quieter, less-visited part of the lakefront is found north of the main downtown area. Consider a stroll along the less-trafficked sections of the Sheboygan Riverwalk.
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 lakefront and outdoor activities. Autumn (September-October) provides beautiful fall colours and a pleasant climate. The best time depends on your preferences; if you enjoy winter activities, then visiting during the winter months (November-March) might be ideal, though it can be cold.
What are the best apartments with a jacuzzi in Sheboygan, WI?
Are there any cultural festivals unique to Sheboygan, Wisconsin?
Sheboygan's festivals often celebrate its German heritage. While specific annual dates change, look for events celebrating local crafts and food that often feature traditional German fare and music. Check local listings closer to your travel dates for current information on festivals.
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 water sports popular, including boating, swimming, and fishing. The city also has excellent cycling paths and several parks suitable for walking, jogging, or picnicking. Golfing is also a popular pastime in the area.
What are the best pet friendly apartments in Sheboygan, WI?
How can one best interact with locals to learn about Sheboygan, Wisconsin's traditions?
Visiting local businesses, such as independent shops and restaurants, is a great way to interact with residents. Attending community events or festivals offers further opportunities to chat with locals and learn about the city's heritage and traditions. Striking up conversations in local pubs or cafes can also be fruitful.
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 varieties is a must. Many restaurants serve traditional German dishes, including sausages and pretzels. Local breweries also offer a range of craft beers to sample.
What specific items should one pack for a trip to Sheboygan, Wisconsin?
Pack comfortable walking shoes, as you'll likely be doing a fair amount of walking. Layers of clothing are advisable, as the weather can be unpredictable. Sunscreen, a hat, and sunglasses are essential during the summer months. If visiting during colder months, pack warm clothing, including a coat, hat, gloves, and scarf.
What are the top sights to visit in Sheboygan, Wisconsin?
The Sheboygan Riverwalk offers scenic views and access to many attractions. The Wisconsin Maritime Museum is a popular choice, showcasing the area's maritime history. The Blue Harbor Resort and Spa is a luxurious resort with a variety of amenities. The historic downtown area, with its unique shops and architecture, is also worth exploring.
Nearby regions
Best Sheboygan, WI holiday apartments with air conditioning
Sheboygan, WI
27/06 – 04/07
1629 €/nighttotal: 11403 € (7 )
Private, 4-bedroom, 2.5-bath Near Kohler Golf & Walking Distance To Winery!
4 2
apartment , Kohler
This four-bedroom property is situated just north of Kohler, less than 24 kilometres from Whistling Straits and within walking distance of Blind Horse Winery. It's located on a quiet street, offering a peaceful retreat after exploring the area's attractions. The spacious apartment covers 223 square metres and comfortably accommodates up to 10 guests. It includes a fully equipped kitchen, a private garden, a terrace, and a three-car garage with space for a gym, ensuring a comfortable and enjoyable stay.
9.0 2 reviews
Sheboygan, WI
27/06 – 04/07
289 €/nighttotal: 2023 € (7 )
Apartment Near Many Locations.
4 2
apartment , Howards Grove
This Plymouth apartment, situated less than 1.6km from Esch Library and Lakeland University and 14.5km from Lake Michigan, offers easy access to local amenities and attractions. Sleeping seven guests, this four-bedroom, two-bathroom dwelling boasts a fully equipped kitchen, including oven, hob, microwave and fridge, plus a washing machine and coffee/tea maker; nearby activities include exploring the Rhine Center Bog State Natural Area.
10 114 reviews
Sheboygan, WI
10/08 – 13/08
142 €/nighttotal: 426 € (3 )
Cozy One Bedroom Cottage Near Lake Michigan!
1 2
apartment , Sheboygan
This Sheboygan holiday home is situated blocks from Lake Michigan, within 1.6km of Vollrath Park and Memorial Hospital, providing easy access to Sheboygan's attractions including Whistling Straits (10.5km) and Blue Harbor Resort (4.2km). The self-catering property sleeps two guests in one bedroom and one bathroom, offering a fully equipped kitchen with dishwasher, a private garden, air conditioning, and parking; nearby activities include exploring North Point Park and enjoying the local breweries such as 3 Sheeps Brewing Company.
9.9 352 reviews
Sheboygan, WI
10/08 – 13/08
278 €/nighttotal: 834 € (3 )
River Home Getaway With River Access - Sleeps 8
4 2
apartment , Sheboygan
This four-bedroom apartment is located just a short distance from the city centre of Sheboygan, within easy reach of both Kohler and the shores of Lake Michigan. The self-catering property boasts a fully equipped kitchen, a private garden with an outdoor fireplace, and two kayaks for exploring the Sheboygan River, which flows through the property's backyard.
Best pet-friendly Sheboygan, WI holiday apartments
Among the 223 accommodations in Sheboygan, WI, here are the 4 best pet friendly holiday apartments
8.8 16 reviews
Sheboygan, WI
10/08 – 13/08
397 €/nighttotal: 1191 € (3 )
Spacious Sheboygan Home W/ Grill & Fire Pit!
5 2
apartment , Sheboygan
This family-friendly holiday home is situated in Sheboygan, just under 5 kilometres from Lake Michigan and the Whistling Straits Golf Course. It has received excellent user ratings, making it a popular choice for travellers. The property offers 353 square metres of space, with five bedrooms and three bathrooms, comfortably accommodating up to ten guests. The house is fully equipped with a kitchen, garden, barbecue grills, a fireplace, a DVD player and an arcade/game room, providing everything you need for a relaxing and enjoyable stay.
10 2 reviews
Sheboygan, WI
06/08 – 09/08
1066 €/nighttotal: 3198 € (3 )
Beautiful 1920s Georgian Revival Manor Home
3 2
apartment , Sheboygan
This charming apartment is located in the historic North Point neighbourhood of Sheboygan, just across the street from a long flight of stairs leading to the mile-long Lake Michigan beachfront at Deland Park. It has received excellent ratings for its location, cleanliness and overall experience. The property offers three bedrooms and one bathroom, accommodating up to seven guests. Amenities include a fully equipped kitchen, a sunroom with a twin bed, a gas fireplace, a garden, a bar, parking, and air conditioning.
10 5 reviews
Sheboygan, WI
18/09 – 25/09
201 €/nighttotal: 1407 € (7 )
Lake Breeze Cottage
Walk To Beach, Marina, Shops.
1 4
apartment , Sheboygan
Lake Breeze Cottage, a three-bedroom apartment in Sheboygan, is situated one block from Lake Michigan, offering easy access to the beach and Sheboygan's downtown area. This self-catering property sleeps six guests and includes a fully equipped kitchen with fridge, microwave, and dishwasher, plus air conditioning, parking, and internet access; enjoy swimming, sunbathing, or exploring nearby attractions.
10 1 review
Sheboygan, WI
06/08 – 09/08
645 €/nighttotal: 1935 € (3 )
The Brightside Parisian Retreat! - Near The Lake
1 2
apartment , Sheboygan
This duplex, "The Brightside & The Parisian," is located in Sheboygan, 200 meters from Lake Michigan and within easy reach of the central downtown district. This four-bedroom, two-bathroom property accommodates up to 12 guests and features a kitchen with a fridge, freezer, microwave, and dishwasher, alongside air conditioning and parking, making it ideal for exploring Sheboygan's amenities and waterfront.
