Sheboygan Falls holiday rentals

We found 291 holiday rentals — enter your dates for availability
Discover a selection of 14 homes and other holiday rentals in Sheboygan Falls that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the best amenities for hanging out with the people that matter most, such as parking and air conditioning. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Sheboygan Falls

Showing deals for:18 Dec - 25 Dec

Living area
Living area
Outdoor dining
Exterior
Exceptional
(15 reviews)

House Neighboring Road America and the Mullet River

Plymouth

9% off
AU$12,518
for 7 nights, 1 home
AU$1,788 per night
includes taxes & fees
House Neighboring Road America and the Mullet River
Private kitchen
Property grounds
Pool
Exterior
Exceptional
(42 reviews)

Road America Adjacent Lake House with indoor pool

Plymouth

8% off
AU$7,538
for 7 nights, 1 home
AU$1,077 per night
includes taxes & fees
Road America Adjacent Lake House with indoor pool
Exterior
Private kitchen
Property grounds
Interior
Exceptional
(10 reviews)

Peaceful 4 BDRM Lake Michigan Retreat - Perfect for Friends and Families

Sheboygan

7% off
AU$5,001
for 7 nights, 1 home
AU$714 per night
includes taxes & fees
Peaceful 4 BDRM Lake Michigan Retreat - Perfect for Friends and Families
Dining
Exterior
Private kitchen
Living area
Exceptional
(8 reviews)

Large Farmhouse near RA & golf. Breakfast Included with lots of room for all!

Plymouth

8% off
AU$7,551
for 7 nights, 1 home
AU$1,079 per night
includes taxes & fees
Large Farmhouse near RA & golf. Breakfast Included with lots of room for all!
Open Concept
Outdoor dining
Exterior
Interior
Exceptional
(139 reviews)

Hello Pumpkin! Fall Dates available at Surfdaze!

Oostburg

8% off
AU$3,979
for 7 nights, 1 cottage
AU$568 per night
includes taxes & fees
Hello Pumpkin! Fall Dates available at Surfdaze!
Exterior
Lakefront Trail. A walking/biking trail 200 feet from your front door.
Enjoy your favorite beverage on the front porch.
Fully stocked and updated kitchen with dishwasher, double oven
Exceptional
(7 reviews)

Steps from Lake Michigan: North Point Place

Sheboygan

12% off
AU$2,733
for 7 nights, 1 home
AU$390 per night
includes taxes & fees
Steps from Lake Michigan: North Point Place
Interior
Screened porch and view - updated photo as of June 2022
Side of house with “cord walk” up the dune
Exterior
Exceptional
(13 reviews)

Remodeled lake house on Lake Michigan, near Kohler

Oostburg

9% off
AU$12,211
for 7 nights, 1 home
AU$1,744 per night
includes taxes & fees
Remodeled lake house on Lake Michigan, near Kohler
Kohler/Andrae a short drive away featuring wildlife, nature, and beach.
Fully stocked and appointed kitchen for hosting groups.
Kohler Waters Spa - incredible!
Sheboygan Shores mud room.
Exceptional
(11 reviews)

Sheboygan Shores

Sheboygan

7% off
AU$4,112
for 7 nights, 1 home
AU$587 per night
includes taxes & fees
Sheboygan Shores
Marina
Outdoor dining
Exterior
Dining
Exceptional
(81 reviews)

Beach and Golf House

Sheboygan

8% off
AU$3,957
for 7 nights, 1 home
AU$565 per night
includes taxes & fees
Beach and Golf House
Interior
Dining
Living area
Living area
Exceptional
(8 reviews)

Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit

Sheboygan

8% off
AU$2,252
for 7 nights, 1 home
AU$322 per night
includes taxes & fees
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Private kitchen
Terrace/patio
Great room. Table seats 8.
Very private but easy to get to.
Exceptional
(91 reviews)

Walk to Road America Races. Enjoy the lake frontage and fishing and kayaking.

Plymouth

8% off
AU$6,948
for 7 nights, 1 home
AU$993 per night
includes taxes & fees
Walk to Road America Races. Enjoy the lake frontage and fishing and kayaking.
Private kitchen
Interior
Exterior
Living area
Exceptional
(42 reviews)

Beautiful, newly built 3rd floor Townhouse in historic Elkhart Lake, WI.

Plymouth

8% off
AU$4,298
for 7 nights, 1 home
AU$614 per night
includes taxes & fees
Beautiful, newly built 3rd floor Townhouse in historic Elkhart Lake, WI.
Living area
Private kitchen
Room
Interior
Exceptional
(10 reviews)

Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan

Sheboygan

8% off
AU$1,767
for 7 nights, 1 apartment
AU$252 per night
includes taxes & fees
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan

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    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

The riverfront setting of Sheboygan Falls is ready to explore

The waterfalls, riverfront and lake are the perfect backdrop to your holiday home in Sheboygan Falls. This city's bars, coffee shops and golfing attract many visitors, as does its romantic and relaxing location. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Sheboygan Falls

Are you searching for attractions to visit while you're in town? Venture out of your holiday home and check out everything that makes Sheboygan Falls a fun place to get away to. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • The Bull at Pinehurst Farms Golf Course (1.1 mi / 1.8 km)
  • Blackwolf Run (1.8 mi / 2.9 km)
  • Blue Harbor Resort & Conference Center Water Park (5.3 mi / 8.6 km)
  • Whistling Straits Golf Course (9.3 mi / 14.9 km)
  • Road America (10.1 mi / 16.3 km)
  • Evergreen Golf Course (7.6 mi / 12.2 km)

Exploring the natural features in Sheboygan Falls

Whether you're looking for adventure or just want to spend some time taking in the scenery, Sheboygan Falls is a great place to spend some time outside. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Bookworm Gardens (2.9 mi / 4.7 km)
  • North Side Municipal Beach (5.7 mi / 9.1 km)
  • Kohler Park Dunes State Natural Area (6.3 mi / 10.2 km)
  • Elkhart Lake (12.6 mi / 20.3 km)
  • Crystal Lake (11.6 mi / 18.7 km)
  • Sheboygan Lake (15.1 mi / 24.2 km)

Transport options to and around Sheboygan Falls

Fly into Fond du Lac, WI (FLD-Fond du Lac County), the closest airport, located 33.7 mi (54.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Milwaukee, WI (MKE-General Mitchell Intl.), which is 54.1 mi (87.1 km) away.

Frequently asked questions

What is the best area to stay in Sheboygan Falls when booking a holiday rental?
When considering a holiday rental in Sheboygan Falls, Wisconsin, the downtown area is an excellent choice. This charming neighbourhood offers a delightful mix of local shops, eateries, and parks, making it a convenient and vibrant base for your stay. The heart of downtown features several rental properties, providing various options for visitors seeking comfort and accessibility.One of the top attractions nearby is the picturesque River Park, where you can enjoy scenic views and leisurely strolls along the Sheboygan River. Additionally, the area is home to the renowned Sheboygan Falls Historical Society and Museum, which offers fascinating insights into the local history and culture.
Where are the best Sheboygan Falls ski resort rentals?
For skiing near Sheboygan Falls, the most accessible option is the nearby Blue Hills Ski Area, located approximately an hour's drive away. In this vicinity, travellers can find a variety of rental options in nearby towns such as Rice Lake and Cumberland. These accommodations range from cosy cabins to modern apartments, often featuring amenities like fully equipped kitchens, fireplaces for warmth, and outdoor spaces for enjoying the picturesque winter landscape.In Rice Lake, visitors can expect properties that provide easy access to local dining and shopping, making it convenient for gathering supplies or enjoying a meal after a day on the slopes. Many rentals in this area also include features such as hot tubs or access to communal fire pits, great for relaxing with friends or family.Moreover, the surrounding countryside offers opportunities for winter activities beyond skiing, such as snowshoeing and sledding. Properties in this region often come equipped with heating and internet access, ensuring a comfortable stay while exploring the winter wonderland.
What is the most popular type of holiday rental accomodation in Sheboygan Falls?
In Sheboygan Falls, holiday houses are the most popular type of holiday rental, with about 18 available in the area. These homes typically feature multiple bedrooms, fully equipped kitchens, and outdoor spaces such as patios or gardens, providing a comfortable environment for families or groups. Additionally, there are several apartments scattered throughout the town, offering a more compact yet cozy alternative for those looking for a convenient stay.
Are there any family house rentals in Sheboygan Falls?
In Sheboygan Falls, Wisconsin, there are several family-friendly house rentals available, making it a great spot for families to enjoy their holiday. This charming town is close to local attractions such as the scenic Kohler-Andrae State Park and the picturesque Sheboygan River, superb for outdoor activities.Most properties in the area offer spacious living areas, well-equipped kitchens for preparing meals together, and often include amenities like Wi-Fi and private gardens where children can play safely. Families can also find homes with extra features such as game rooms or outdoor patios for gatherings after a day of exploring.
Can I rent a holiday home with a pool or hot tub in Sheboygan Falls?
In Sheboygan Falls, there are several holiday homes available for rent that feature pools and hot tubs, providing a great option for those looking to relax during their stay. This charming town offers a mix of residential and scenic areas, great for families or groups. Many of the properties come equipped with amenities such as private pools, hot tubs, spacious backyards, and fully equipped kitchens, allowing for both relaxation and convenience.Travellers can also enjoy the nearby attractions, including parks and local shops, making it an ideal base for exploring the beauty of Wisconsin.
Are there pet-friendly house rentals in Sheboygan Falls?
In Sheboygan Falls, there are several pet-friendly house rentals available, making it a great choice for travellers looking to bring their furry companions along. Many of these homes typically feature amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, suiting families or groups.The area is conveniently located near various parks, ensuring ample opportunities for outdoor activities with pets. Nearby, you can explore parks like the scenic Kiwanis Park, which offers walking trails and open spaces superb for leisurely strolls with your dog. Additionally, the charming downtown area of Sheboygan Falls provides local shops and eateries, enhancing the overall experience for those staying with pets.
Are there any remote work holiday rentals in Sheboygan Falls?
In Sheboygan Falls, Wisconsin, there are approximately 18 holiday rentals suitable for remote work. This charming town offers a peaceful atmosphere conducive to productivity, with many properties featuring essential amenities such as free Wi-Fi and dedicated workspaces. Guests can expect accommodations that include comfortable living areas, well-equipped kitchens for meal preparation, and often additional features like outdoor spaces for relaxation during breaks.The town itself is rich in local attractions, including parks and scenic trails, which provide excellent opportunities for outdoor activities after work hours. Additionally, the nearby Sheboygan River offers beautiful views and recreational options. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Sheboygan Falls?
In Sheboygan Falls, popular rental amenities include well-equipped kitchens, allowing guests to prepare their own meals, as well as cosy fireplaces that create a warm atmosphere, especially during the cooler months. Many rentals also offer onsite parking for convenience, and air conditioning to ensure comfort during the summer. Additionally, you'll often find coffee and tea makers, great for those who enjoy a warm beverage at any time of day.
When is the best time to visit Sheboygan Falls for a holiday rental?
The peak travel season in Sheboygan Falls spans from June to August, with July being the most popular month for visitors. This vibrant time attracts families and outdoor enthusiasts alike, as the warm summer weather creates superb conditions for exploring the scenic beauty of the area. Enjoy activities such as hiking, biking, and visiting local parks, all while soaking up the sun and the lively option.During these summer months, temperatures typically range from the mid-teens to low 30s Celsius, offering plenty of opportunities for enjoyable outdoor pursuits. The charming downtown area often buzzes with events, making it an ideal time to experience local culture and cuisine.If you're looking for a more budget-friendly option, November is an excellent time to visit Sheboygan Falls. The autumn months bring a stunning transformation to the landscape, with vibrant fall colours creating picturesque views superb for leisurely walks and photography. This quieter period allows for a more relaxed exploration of the town's attractions without the hustle and bustle of the peak season.Ultimately, the best time for your holiday rental in Sheboygan Falls will depend on your preference for lively summer activities or tranquil autumn scenery.
What are the top attractions in Sheboygan Falls?
In Sheboygan Falls, visitors can enjoy a variety of attractions that reflect the charm of this small town. One of the key highlights is the picturesque River Park, which offers scenic walking trails along the Sheboygan River, great for a leisurely stroll or a picnic. The nearby Sheboygan Falls Historical Society and Museum provides insights into the local history and culture, making it a great stop for those interested in the area's heritage.For those who enjoy the outdoors, the nearby Kettle Moraine State Forest offers ample opportunities for hiking and biking, with beautiful landscapes to explore. Additionally, the town's quaint downtown area features local shops and eateries, providing a great blend of community spirit and local flavours.
Are all fees included in the Sheboygan Falls holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Sheboygan Falls holiday homes with parking?
Stayz offers a wide selection of holiday homes in Sheboygan Falls with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Sheboygan Falls holiday homes?
You can find great discounts on holiday homes in Sheboygan Falls on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Sheboygan Falls holiday home booking on Stayz?
To find Sheboygan Falls holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Sheboygan Falls?
A long-stay holiday home in Sheboygan Falls is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Sheboygan Falls holiday home?
Book your Sheboygan Falls holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Sheboygan Falls?
Prices for holiday homes in Sheboygan Falls vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Sheboygan Falls to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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