Sheboygan, Wisconsin Vacation Rentals

Explore 19 rental homes and villas in Sheboygan, Wisconsin for your next vacation or business travel. With private vacation home rentals, enjoy a more personalized stay and a wide range of amenities such as Air Condition Homes, Best Affordable Homes and Great for Groups. With a wide range of homes to offer, pricing can start as low as $85 per night with homes containing as many as 5 bedrooms and 3 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

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Sheboygan Overview
Nestled along the picturesque shores of Lake Michigan, Sheboygan, Wisconsin, is a hidden gem that offers an idyllic blend of natural beauty, cultural richness, and leisurely pursuits. This charming city is a haven for those seeking a serene getaway with the comfort of a private home all to themselves, many of which are pet-friendly, ensuring your furry companions can join in on the adventure. Imagine waking up in your own cozy retreat to the soothing sounds of the lake's waves. Sheboygan's waterfront is a focal point of the city, with the pristine sands of North Beach beckoning sun-seekers and families alike. This Blue Wave certified beach is perfect for a day of relaxation or indulging in water sports such as surfing, which has earned Sheboygan the nickname "Malibu of the Midwest." For those who prefer the privacy of their own pool, Sheboygan offers a selection of home rentals complete with swimming pools, providing an exclusive oasis for you and your loved ones to enjoy. After a refreshing dip, you might venture out to explore the city's most famous attractions. The John Michael Kohler Arts Center stands as a cultural cornerstone, offering an array of contemporary art exhibitions and performances that captivate the imagination. Meanwhile, the Sheboygan County Historical Museum delves into the area's rich tapestry, from its Native American roots to its maritime and industrial heritage. Culinary enthusiasts will revel in Sheboygan's dining scene, where the city's German ancestry is proudly served up in hearty dishes, complemented by a selection of American classics. Stroll through the vibrant downtown area, where the scent of bratwurst mingles with the fresh lake air, and boutique shops offer unique finds. Outdoor aficionados will find solace in the lush parks and trails that crisscross the city, perfect for hiking, biking, or a leisurely picnic. And for golfers, the world-renowned Whistling Straits course awaits, promising a challenging round with breathtaking lake views. In Sheboygan, every moment is an opportunity to create lasting memories, whether you're lounging on the beach, exploring the arts, or simply enjoying the luxury of your private home away from home. This lakeside sanctuary is more than just a destination; it's an experience that will enchant and rejuvenate all who visit.
Cultural Attractions in Sheboygan
Sheboygan, Wisconsin, is a charming locale that caters to those with an appreciation for art, history, and local traditions. The city is rich in cultural activities that are sure to captivate your curiosity. The John Michael Kohler Arts Center is an essential stop for art lovers. This modern art museum offers a diverse array of exhibitions, performances, and educational initiatives. It's especially recognized for its artist-created environments and its emphasis on craft-related materials. For those interested in history, the Sheboygan County Historical Museum will be of great interest. The museum showcases exhibits on local history from the time of Native American settlement and early European immigration. The museum complex consists of several historical buildings that offer a deep dive into the past. Live music can be savored at venues like the Stefanie H. Weill Center for the Performing Arts. This beautifully restored 1928 theater hosts a variety of performances including concerts, comedy shows, and film screenings. Art galleries are dispersed throughout downtown Sheboygan. The Frank Juarez Gallery displays contemporary art from local and regional artists while EBCO ArtWorks is home to over 15 artist studios where you can witness artists in action during open studio events. Experience local traditions through various community events held throughout the year in Sheboygan. One such event is Brat Days which celebrates Sheboygan's reputation as the "Bratwurst Capital of the World". The event features music performances, parades, and naturally plenty of bratwursts to taste. Sheboygan also boasts a vibrant food scene with many restaurants serving locally sourced dishes that reflect Wisconsin's abundant farming heritage. You can also explore local farmers markets to try fresh produce and artisanal products from around the region. In summary, Sheboygan provides a range of cultural experiences tailored to enthusiasts of arts, history, and local customs making it an attractive destination for your interests.
Kids IconFamily friendly activities in Sheboygan
Sheboygan, Wisconsin is a wonderful place for families with children. The city has a range of attractions that are sure to captivate the young ones. Start your family journey at Bookworm Gardens, a botanical garden that draws inspiration from children's literature. In this magical place, kids can discover over 70 different gardens, each one themed around a popular children's book. It's a place where stories come alive and stimulate young minds. The Above & Beyond Children's Museum offers interactive exhibits where kids can learn about science and nature. The museum also has other captivating exhibits like a giant pin screen and a rooftop climbing tower. While Sheboygan does have several beaches along Lake Michigan, they are more suited for swimming or relaxing rather than surfing. During the summer months, these beaches provide an excellent spot for water activities. Another outdoor adventure can be found at Maywood Environmental Park with its hiking trails through diverse habitats such as woodlands, wetlands, and prairies. Here, kids will enjoy spotting wildlife and learning about local plants and animals. For those who prefer indoor activities, the Sheboygan Railroad Museum is an excellent choice. It features model trains and historic railroad artifacts that will captivate young train enthusiasts. In Sheboygan, there are numerous opportunities for fun experiences that will entertain children while also offering educational value. Whether your little ones love nature or have an interest in trains, they'll find something to enjoy in this delightful Wisconsin city.
Nature IconOutdoor activities in Sheboygan
Sheboygan, Wisconsin is a haven for nature lovers and outdoor enthusiasts. This charming city is located on the western coast of Lake Michigan, providing an array of aquatic activities such as boating, fishing, and swimming in the lake's pristine waters. The Sheboygan River also meanders through the city, offering additional water sports like kayaking and canoeing. For those who prefer to stay on land, Sheboygan offers a variety of parks and trails. The Old Plank Road Trail is a favorite among hikers and bikers alike. Spanning 17 miles, this trail provides picturesque views of farmland, wetlands, and forests. Kohler-Andrae State Park is another must-see location for nature buffs. It features over two miles of beach along Lake Michigan with towering sand dunes up to 40 feet high, wooded campsites and hiking trails. Bird watchers will be delighted by the variety of species that call this park home. Maywood Environmental Park is another gem in Sheboygan's crown. It encompasses six unique ecosystems across 135 acres where visitors can hike through prairies, forests, wetlands, river environments as well as an arboretum. Golf lovers who also appreciate scenic beauty will find Whistling Straits Golf Course irresistible. Besides offering a challenging game of golf it also provides breathtaking cliffside views of Lake Michigan. The downtown area in Sheboygan is quite walkable with shops and restaurants within easy reach from each other. However, to fully experience all that Sheboygan has to offer including state parks or golf courses you may need to consider other modes of transportation such as a car or bike.
Weather IconWeather in Sheboygan
Sheboygan, Wisconsin experiences a humid continental climate, which is marked by distinct seasonal variations. The city's summers, from June to August, are warm with average high temperatures typically ranging from 80-83°F. These months also see the highest humidity levels and occasional thunderstorms. Despite this, summer remains a favored time for visitors due to the favorable weather and opportunities for outdoor activities. Winter in Sheboygan spans December through February and is characterized by cold conditions with average high temperatures around freezing point. The city sees an annual snowfall of approximately 40-45 inches on average, making the winter landscapes quite picturesque. The transitional seasons of spring (March to May) and fall (September to November) present milder temperatures that fluctuate between the 50s to 70s Fahrenheit. Springtime in Sheboygan is especially beautiful as flowers start blooming across the city's parks and gardens while fall brings vibrant foliage colors. The most frequented time to visit Sheboygan is late spring through early fall when weather conditions are most conducive for outdoor activities such as hiking or exploring local attractions. However, it's worth noting that spring and fall can have some colder days mixed in. Regardless of the season, each offers its own unique charm depending on individual preferences.
Transportation in Sheboygan
Sheboygan, Wisconsin is a charming city situated on the western coast of Lake Michigan. Most visitors reach Sheboygan by car, although it's worth noting that while the city is accessible via Interstate 43, the highway is approximately 15 miles west of Sheboygan and does not directly serve the city itself. For those traveling from further away, General Mitchell International Airport in Milwaukee is the nearest major airport and is about an hour's drive south. From there, options to reach Sheboygan include renting a car or utilizing a shuttle service. Upon arrival in Sheboygan, navigating around is relatively simple. The city runs Shoreline Metro, a public bus service that reaches most parts of the city and its neighboring suburbs. Taxis and ride-sharing services such as Uber and Lyft are also readily available for more direct routes. For those who prefer self-driving, car rental services are available both at the airport and within Sheboygan. However, it's important to be aware that finding parking in downtown can be difficult during peak hours. Sheboygan also caters to cyclists with its numerous bike lanes and trails throughout the city. The Old Plank Road Trail offers particularly picturesque views of the countryside. Regarding walkability, downtown Sheboygan is very pedestrian-friendly with many shops, restaurants, and attractions within easy walking distance from each other. The stunning lakefront area with its boardwalks and parks is best explored on foot. However, for visiting attractions located further out like Kohler-Andrae State Park or some of the golf courses in Sheboygan County, you'll likely need to use public transport or drive. In summary, whether you're arriving by car or plane or getting around by bus or on foot once there - Sheboygan provides a variety of transportation options to accommodate your needs.