Sheboygan Falls holiday homes

We found 293 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:11 Dec - 18 Dec

Twinkling string lights lead to the outdoor fire pit for magical nights outdoors.
Four-season room w/ bar seating, great for gathering year-round.
Settle in by one of two wood fireplaces for a cozy cabin night.
Fully stocked kitchen setup, ready for group meals and easy entertaining.
Exceptional
(54 reviews)

Beach Access near Kohler-Andrae

Oostburg

11% off
NZ$5,842
for 7 nights, 1 cabin
NZ$835 per night
includes taxes & fees
Beach Access near Kohler-Andrae
Living area
Living area
Outdoor dining
Exterior
Exceptional
(15 reviews)

House Neighboring Road America and the Mullet River

Plymouth

9% off
NZ$15,291
for 7 nights, 1 home
NZ$2,184 per night
includes taxes & fees
House Neighboring Road America and the Mullet River
Terrace/patio
Property grounds
Exterior
Private kitchen
Exceptional
(41 reviews)

Road America Adjacent Lake House with indoor pool

Plymouth

8% off
NZ$9,390
for 7 nights, 1 home
NZ$1,341 per night
includes taxes & fees
Road America Adjacent Lake House with indoor pool
Sconie Skies are gorgeous in every season!
Breakfast area framed by forest & lake views for peaceful mornings.
Large prep & serving island ideal for cooking or gathering.
Professionally designed living space blending style & comfort for easy relaxing.
Exceptional
(31 reviews)

Pristine Beach Access, Arcade near Kohler-Andrae

Oostburg

10% off
NZ$3,895
for 7 nights, 1 cottage
NZ$556 per night
includes taxes & fees
Pristine Beach Access, Arcade near Kohler-Andrae
Exterior
Property grounds
Interior
Private kitchen
Exceptional
(10 reviews)

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

Sheboygan

7% off
NZ$6,102
for 7 nights, 1 home
NZ$872 per night
includes taxes & fees
Peaceful 4 BDRM Lake Michigan Retreat - Perfect for Friends and Families
Spacious family room w/ plenty of seating for everyone to gather & relax.
Morning walks on the beach are encouraged.
Kitchen & dining area connected by a convenient passthrough bar.
Warm, beautifully styled dining room made for shared meals & memories.
Exceptional
(98 reviews)

Rare Find! Huge Beach & Luxe Woodsy Cabin

Oostburg

10% off
NZ$4,846
for 7 nights, 1 cabin
NZ$692 per night
includes taxes & fees
Rare Find! Huge Beach & Luxe Woodsy Cabin
Sheboygan Shores mud room.
Fully stocked and appointed kitchen for hosting groups.
Kohler/Andrae a short drive away featuring wildlife, nature, and beach.
Kohler Waters Spa - incredible!
Exceptional
(10 reviews)

Sheboygan Shores

Sheboygan

7% off
NZ$5,136
for 7 nights, 1 home
NZ$734 per night
includes taxes & fees
Sheboygan Shores
Enjoy your favorite beverage on the front porch.
Lakefront Trail. A walking/biking trail 200 feet from your front door.
Living area
Exterior
Exceptional
(7 reviews)

Steps from Lake Michigan: North Point Place

Sheboygan

12% off
NZ$3,294
for 7 nights, 1 home
NZ$471 per night
includes taxes & fees
Steps from Lake Michigan: North Point Place
Dining
Exterior
Living area
Room
Exceptional
(8 reviews)

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

Plymouth

8% off
NZ$9,390
for 7 nights, 1 home
NZ$1,341 per night
includes taxes & fees
Large Farmhouse near RA & golf. Breakfast Included with lots of room for all!
Breakfast bar with room for four.
Your new favorite indoor coffee spot.
Exterior
Serveware for 10.
Exceptional
(11 reviews)

Modern | Beachfront | Sleeps 10

Oostburg

12% off
NZ$7,043
for 7 nights, 1 home
NZ$1,006 per night
includes taxes & fees
Modern | Beachfront | Sleeps 10
Living Room
Street view with Front porch and Garage
Dining Room, Breakfast Bar and Kitchen
Master Bedroom with balcony and Lake Michigan view!
Exceptional
(264 reviews)

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

Sheboygan

7% off
NZ$2,099
for 7 nights, 1 home
NZ$300 per night
includes taxes & fees
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Exterior
Outdoor dining
Marina
Dining
Exceptional
(81 reviews)

Beach and Golf House

Sheboygan

8% off
NZ$4,864
for 7 nights, 1 home
NZ$695 per night
includes taxes & fees
Beach and Golf House
30' screened porch with bar
Dusk view from porch
Down back dock with view of sunken diving platform...kids' favorite
Exterior
Exceptional
(61 reviews)

Family Fun on Crystal Lake Island - minutes to Road America, hiking, PGA Golf

Plymouth

8% off
NZ$4,967
for 7 nights, 1 home
NZ$710 per night
includes taxes & fees
Family Fun on Crystal Lake Island - minutes to Road America, hiking, PGA Golf
Open Concept
Outdoor dining
Interior
Exterior
Exceptional
(137 reviews)

Book an autumn vacation to Surfdaze!

Oostburg

8% off
NZ$3,335
for 7 nights, 1 cottage
NZ$476 per night
includes taxes & fees
Book an autumn vacation to Surfdaze!
Exterior
Screened porch and view - updated photo as of June 2022
Interior
Side of house with “cord walk” up the dune
Exceptional
(13 reviews)

Remodeled lake house on Lake Michigan, near Kohler

Oostburg

9% off
NZ$14,912
for 7 nights, 1 home
NZ$2,130 per night
includes taxes & fees
Remodeled lake house on Lake Michigan, near Kohler
Kitchen opens directly into the dining room for effortless hosting.
Tasteful lake-inspired color palette adds calm, inviting vibes.
Close to the beach & north pier.
Large formal dining room ready for shared meals & celebrations.
Exceptional
(7 reviews)

Walk to Beach & Pier | Fully-Loaded Kitchen

Sheboygan

10% off
NZ$4,949
for 7 nights, 1 home
NZ$707 per night
includes taxes & fees
Walk to Beach & Pier | Fully-Loaded Kitchen
Room
Dining
Interior
Living area
Exceptional
(8 reviews)

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

Sheboygan

8% off
NZ$1,937
for 7 nights, 1 home
NZ$277 per night
includes taxes & fees
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Exterior
Living area
Exterior
Interior
Exceptional
(7 reviews)

Lake House-Kayaks/Paddle Boards/Private Pier

Plymouth

11% off
NZ$5,949
for 7 nights, 1 home
NZ$850 per night
includes taxes & fees
Lake House-Kayaks/Paddle Boards/Private Pier
Property grounds
Terrace/patio
Great room. Table seats 8.
Private kitchen
Exceptional
(91 reviews)

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

Plymouth

8% off
NZ$8,661
for 7 nights, 1 home
NZ$1,237 per night
includes taxes & fees
Walk to Road America Races. Enjoy the lake frontage and fishing and kayaking.
Bright open-concept living & dining space made for easy gathering.
Sleek, modern exterior with clean architectural lines.
Covered upper-level deck for fresh air & quiet moments.
Calm, thoughtfully styled bedroom designed for restful nights.
Exceptional
(6 reviews)

Downtown, Uniquely Designed, Near the Beach

Sheboygan

11% off
NZ$2,256
for 7 nights, 1 room
NZ$322 per night
includes taxes & fees
Downtown, Uniquely Designed, Near the Beach
Enjoy lake views while gathered around the kitchen table.
North deck provides a great place for morning coffee and great views of the beach front.
Aerial view of the north side showing beach and surrounding greenery.
Scenic shoreline just beyond the dunes.
Exceptional
(41 reviews)

Beachside Condo w/ Stunning Lake Views

Sheboygan

11% off
NZ$2,119
for 7 nights, 1 apartment
NZ$303 per night
includes taxes & fees
Beachside Condo w/ Stunning Lake Views
Open-concept kitchen, dining & living area made for gathering together.
Open living space gives everyone room to relax together by the fire.
Gather around the cozy fireplace for relaxed evenings & shared moments.
Spacious chef’s kitchen designed for cooking, gathering & good company.
Exceptional
(23 reviews)

1-Mile to Road America, 2-Miles to Elkhart Lake

Plymouth

12% off
NZ$8,257
for 7 nights, 1 cabin
NZ$1,180 per night
includes taxes & fees
1-Mile to Road America, 2-Miles to Elkhart Lake
Interior
Private kitchen
Living area
Living area
Exceptional
(13 reviews)

The Links! - Luxury Golf Retreat with Golf Simulator

Sheboygan

7% off
NZ$3,949
for 7 nights, 1 home
NZ$564 per night
includes taxes & fees
The Links! - Luxury Golf Retreat with Golf Simulator
Dining area w/ seating for six plus additional stools nearby.
Custom sauna offering a relaxing spa-like experience.
Cozy living room seating area made for relaxing together.
Aerial view showing the home’s private beachfront setting.
Exceptional
(21 reviews)

Outdoor Sauna | 6-BR's | Kohler-Andrae

Oostburg

11% off
NZ$11,149
for 7 nights, 1 home
NZ$1,593 per night
includes taxes & fees
Outdoor Sauna | 6-BR's | Kohler-Andrae
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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)
  • North Beach (15.9 mi / 25.7 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 Bookabach.
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 Bookabach?
Bookabach 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?
Bookabach 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 Bookabach, 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 Bookabach?
To find Sheboygan Falls holiday rentals with free cancellation, just use Bookabach'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, Bookabach 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 Bookabach?
Bookabach'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 Bookabach 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. Bookabach offers something for every taste and budget, from affordable homes in Sheboygan Falls to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach 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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