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Sheboygan County vacation rentals

We found 444 vacation rentals — enter your dates for availability

Discover a selection of 217 homes, 65 apartments, and other vacation rentals in Sheboygan County that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll have the amenities you expect and more, such as air conditioning and a TV. Whatever you're looking for, you'll be sure to find a rental for everyone's needs, including accessible or non-smoking choices.

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Find out more about Sheboygan County

Why visit Sheboygan County

  • Outdoor Adventures: Sheboygan County is perfect for nature enthusiasts, offering activities like hiking, fishing, and relaxing by the lake.
  • Cultural Experiences: Explore art museums, historic houses, and local landmarks for a rich cultural immersion.
  • Charming Neighborhoods: Visit family-friendly cities like Cedar Grove, known for luxury amenities and engaging activities.
  • Variety of Accommodations: Choose from cozy cottages to spacious vacation homes for a comfortable stay.
  • Romantic Getaways: Enjoy picturesque settings ideal for couples seeking a romantic escape.

Popular types of accommodation in Sheboygan County

Planning a getaway to Sheboygan County? The excitement of choosing your perfect vacation rental awaits. Discover a variety of popular accommodations, including houses, charming cottages, and cozy condos. Whether you're searching for Sheboygan apartments, houses in Sheboygan, or view houses for rent, we have you covered. Enjoy a memorable stay in this beautiful region of Wisconsin, where comfort and convenience meet.

  • Houses: The top choice for visitors in Sheboygan County, offering a home-like environment perfect for families, groups, or couples.
  • Cottages: A charming option, these cozy retreats provide a peaceful escape, ideal for enjoying nature and relaxation.
  • Condos: A popular choice, these modern units offer amenities and convenience, suitable for those seeking a comfortable stay.
  • Apartments: Great for longer stays, these rentals combine affordability with a homey feel in various locations.
  • Villas: Luxurious and spacious, these upscale rentals are perfect for travelers looking for an indulgent experience.**

Top attractions in Sheboygan County

Sheboygan County, Wisconsin, offers a perfect blend of outdoor adventures, scenic beauty, and romantic getaways. Visitors can explore a variety of attractions, including art museums, historic houses, and landmarks that provide rich cultural experiences. Whether you're traveling with family or seeking an outdoor escape, Sheboygan County has something for everyone, making it an ideal destination for a memorable vacation.

  • John Michael Kohler Arts Center: Immerse yourself in a vibrant fusion of contemporary and folk art at this unique art museum. The center features diverse exhibitions and interactive installations, making it a cultural hub for creativity and inspiration.
  • Bookworm Gardens: Enjoy a whimsical outdoor experience in this enchanting botanical garden, where nature and literature intertwine. Perfect for families, it boasts beautiful landscapes, themed gardens, and charming storybook elements, making it a romantic escape.
  • Kohler Design Center: Explore innovative design and craftsmanship at this museum dedicated to the art of living. Showcasing Kohler's rich history and product innovations, it provides insights into design trends and sustainable practices.

Things to do recommended for couples

Looking for a romantic getaway in Sheboygan County? Enjoy a cozy dinner at Antoinette, where the ambiance is perfect for couples. Savor delicious cuisine while soaking in the charming vibes of the area. It's the ideal spot to create lasting memories together.

Things to do recommended for families

Families visiting Sheboygan County can splash around at the Blue Harbor Resort & Conference Center Water Park, relax in nature at Kohler-Andrae State Park, and enjoy outdoor activities at June Vollrath Park, all offering a perfect blend of adventure and tranquility for everyone.

Things to do recommended for groups

Experience the stunning Whistling Straits Golf Course for a day of outdoor fun, catch a show at the Stefanie H. Weill Center for the Performing Arts for a dose of culture and entertainment, and explore the Farmers Market for a taste of local business and community vibes.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Sheboygan County

If you're traveling with a group, family, or pets, or if you're seeking extended stays, it's important to prioritize your preferences when filtering your options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Sheboygan County with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and so much more on Vrbo.
  • Traveling to Sheboygan County with young kids: Traveling with little ones can be a bit tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Sheboygan County: For many families, a vacation isn’t truly a vacation without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Sheboygan County: If you're in search of vacation rentals offering discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Sheboygan County

Sheboygan County, Wisconsin, offers a delightful blend of outdoor adventures, stunning scenery, and romantic escapes. Explore the charming neighborhoods and family-friendly cities near Sheboygan, including Cedar Grove, where you can enjoy luxury amenities and thrilling activities. Whether it's a relaxing day by the lake or an exciting excursion, Sheboygan County provides the perfect backdrop for unforgettable memories with loved ones.

  • Sheboygan: Sheboygan is a vibrant city nestled along the shores of Lake Michigan, offering breathtaking waterfront views and a lively atmosphere. Known for its outdoor attractions, visitors can enjoy the scenic beauty of the local beaches and parks. The city is home to popular venues like water parks and golf courses, making it ideal for families and couples alike. Explore the charming downtown area filled with shops and restaurants, or take a leisurely stroll along the lakefront. With its blend of natural beauty and recreational activities, Sheboygan is a perfect destination for those seeking adventure or a romantic getaway.
  • Elkhart Lake: Elkhart Lake is a picturesque village renowned for its stunning lake and outdoor recreational opportunities. This charming destination offers a serene atmosphere, perfect for relaxation and romantic escapes. Visitors can enjoy a variety of activities, including hiking, swimming, and exploring the nearby national state park. The village is also famous for its historic racetrack, which hosts thrilling events throughout the year. With its scenic surroundings and welcoming community, Elkhart Lake invites travelers to unwind and immerse themselves in nature’s beauty.
  • Kohler: Kohler is a unique city renowned for its lush landscapes and world-class golf courses. Located near the shores of Lake Michigan, it provides a stunning backdrop for outdoor enthusiasts and sports lovers. Visitors can take advantage of the recreational areas or relax at the nearby beaches, perfect for sunbathing or picnicking. The city is also known for its well-maintained national state park, offering ample opportunities for hiking and exploring nature. With its blend of sports and scenic beauty, Kohler is an excellent choice for those looking to indulge in outdoor adventures while enjoying a peaceful retreat.

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your entire reservation. Being the planner definitely has its perks. When you join our travel rewards program, One Key, you'll gain access to exclusive member discounts and earn OneKeyCash on qualifying bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your travels, pick up where you left off, and manage your itineraries. You can easily access your previously saved and booked properties under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Choose a vacation rental for your Sheboygan County getaway

Experience the unique character of Sheboygan County with a stay in a vacation home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Sheboygan County

Do you want to discover things to do in the city? Venture out of your vacation home and experience everything that makes Sheboygan County a fun place to get away. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Blue Harbor Resort & Conference Center Water Park (0.5 mi / 0.8 km)
  • Blackwolf Run (3.4 mi / 5.5 km)
  • The Bull at Pinehurst Farms Golf Course (5.6 mi / 9 km)
  • Whistling Straits Golf Course (7 mi / 11.3 km)
  • Road America (14.1 mi / 22.8 km)
  • Port Washington Ghost Walk (26.2 mi / 42.2 km)

Exploring the natural landscape of Sheboygan County

Whether you're an active traveler or just want to appreciate the scenery, Sheboygan County is a great place to spend some time outside. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • North Side Municipal Beach (0.7 mi / 1 km)
  • Kohler Park Dunes State Natural Area (5.9 mi / 9.5 km)
  • South Beach (18.8 mi / 30.2 km)
  • Bear Lake (20.9 mi / 33.6 km)
  • Long Lake (23.4 mi / 37.6 km)
  • Mauthe Lake Recreation Area (25.4 mi / 40.9 km)

Frequently asked questions

What is the best area to stay in Sheboygan County when booking a vacation rental?
Plymouth is among the more preferred areas to book a vacation property in Sheboygan County. Looking for some cool things to do here? Be sure to visit Evergreen Golf Course and Sheboygan County Fairgrounds.
What is the most popular type of vacation rental accommodation in Sheboygan County?
Based on our research, condos are the most in-demand vacation rental type in Sheboygan County. But having said that, everyone's idea of an awesome stay differs. Vrbo has vacation rentals in a variety of sizes and shapes, and we'll help you find your ideal match.
How much does it cost to rent a vacation rental in Sheboygan County?
The average price for a vacation rental in Sheboygan County is determined by a number of factors, including length of stay, season and property type. Whether you'd like a sprawling villa with space for the whole family or a cozy cottage perfect for just you and the kids, just enter your travel dates to see stays with fantastic value.
How much does it cost to rent a beach house in Sheboygan County?
The average price for a vacation rental close to the beach in Sheboygan County depends on when you're traveling and the size and type of property you're looking for. You can easily and quickly find prices on Vrbo by entering your destination and travel dates. Then make use of the filter tool to pick the number of bedrooms and amenities important to you, like a pool, air conditioning and WiFi.
Are there pet-friendly vacation rentals in Sheboygan County?
With 40 properties that welcome four-legged guests, your furry buddy can also come along on your Sheboygan County getaway. Use the filter tool to browse our pet-friendly vacation rentals and find your pawfect digs on Vrbo.
Are there large group vacation rentals in Sheboygan County?
With 81 properties that can sleep 10 or more people in Sheboygan County, there's no need to keep anyone off the invite list. From family vacations to events like birthday parties and weddings, Vrbo can help you find a large group rental to suit the occasion.
Are there one-bedroom vacation rentals in Sheboygan County?
You'll find 21 one-bedroom properties in Sheboygan County to choose from. A one-bedroom vacation rental is a great option if it's just you and your sweetheart or if you're traveling alone. Toss in more convenience, privacy and space than a hotel, and you've got yourself a trip to remember.
Can I find two-bedroom vacation rentals in Sheboygan County?
Gather your besties and enjoy peace, privacy and comfort in one of the 65 two-bedroom vacation properties Sheboygan County has to offer.
Are there vacation rentals with WiFi in Sheboygan County?
Whether you'd like to keep up with world events, send a few emails or surf your social networks, there are 152 vacation homes with WiFi in Sheboygan County. Check the "WiFi" box when searching on Vrbo and stay connected on your vacation.
How can I find vacation rentals with air conditioning in Sheboygan County?
Sheboygan County has 257 vacation rentals where you'll be able to wind down in air-conditioned comfort. To book a stay on Vrbo with this perk, choose your travel dates and use the filter tool to select the "air conditioning" box.
How old do you have to be to rent a vacation rental in Sheboygan County?
The minimum required age is generally 16, 18 or 21. It can change across properties on Vrbo, so look at the rules of your chosen Sheboygan County vacation home before making a booking.
How long can I rent a vacation rental in Sheboygan County for?
How long you can book a vacation rental in Sheboygan County is down to the property. Just enter your desired dates to look at a list of options offering extended stays. With loads of creature comforts such as air conditioning and kitchens, as well as some offering weekly or monthly discounts, you're sure to discover somewhere just right to call your home away from home in Sheboygan County.
Does Vrbo offer discounts for vacation homes in Sheboygan County?
On Vrbo, we've got plenty of great bargains and discounts for Sheboygan County. Take a look at our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're after a mini getaway or an extended stay, Vrbo offers lots of options for every style and budget.

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