Discover the best deals from millions of vacation homes

Here at VacationHomeRents, you can easily find and compare the best vacation apartments, cabins, house boats, beach houses, and RV deals. By a simple click, we help you search among millions of listings across the top sites like Airbnb, Vrbo, Booking.com and more.
Airbnb Sheboygan, WIVrbo Sheboygan, WIBooking.com Sheboygan, WIOutdoorsy Sheboygan, WIRvshare.com Sheboygan, WI
And more...

Find the best vacation rental

ACCOMMODATION TYPES

Save Up To 77%

Best Cheap Vacation House & Condo Rental Deals near Sheboygan, WI

What Are The Top Amenities at Sheboygan, WI?

Amenity Info in Sheboygan, WI

Above shows the popular amenities in Sheboygan and the number of the rental properties associated with each amenity. In Sheboygan, 163 rentals offer No Smoking, 160 rentals offer Internet or Wifi, 159 rentals offer TV. So, if you need No Smoking during your vacation, use the No Smoking filter to compare these properties. Two amenities that are not typical are Pool, Hot Tub.

How to plan a 7 day trip for family in Sheboygan, WI?

7 Day Trip Itinerary for Family Travel in Sheboygan, WI

Sheboygan, Wisconsin is an ideal destination for a family vacation. From parks and beaches to the historic downtown area, there's something for everyone. Here is our suggested itinerary for a 7-day trip for your family:
  • DATE
    1
    Day 1 - Exploring Downtown Sheboygan
    Start off your stay with a stroll through downtown Sheboygan. Check out the stores and restaurants along 8th Street before visiting the John Michael Kohler Arts Center or stopping by the Mariner's Trail. End the day with dinner at one of the city's many fine eateries.
  • DATE
    2
    Day 2 - Enjoying Sheboygan County Parks
    Spend the day exploring some of the beautiful parks in Sheboygan County. Visit Deland Park to take advantage of its beach and views of Lake Michigan, or go hiking and biking at Kohler-Andrae State Park. If you're looking for something more adventurous, sign up for a zip line tour at Vollrath Park!
  • DATE
    3
    Day 3 - Shopping and Dining in Sheboygan Falls
    Take a short drive to Sheboygan Falls and enjoy a day of shopping and dining. Visit The Shops at Woodlake Kohler for unique boutiques and galleries, then grab lunch at one of the local restaurants. Afterwards, explore the scenic trails and boardwalk at River Wildlife Nature Preserve.
  • DATE
    4
    Day 4 - Visiting the Bookworm Gardens
    Head over to the Bookworm Gardens for a fun day of exploration and learning. This interactive outdoor museum is designed to be a living, breathing storybook full of imaginative characters and activities. Don't forget to visit their gift shop for souvenirs and books.
  • DATE
    5
    Day 5 - Taking a Boat Tour on Lake Michigan
    Go on a boat tour of Lake Michigan and get a closer look at the sights. Blue Harbor Resort & Spa offers a variety of tours, from sunset cruises to fishing charters. Or, rent a kayak or paddleboard and explore the lake on your own.
  • DATE
    6
    Day 6 - Going Wine Tasting at von Stiehl Winery
    Experience the culture of Sheboygan by going wine tasting at von Stiehl Winery. This award-winning winery has been producing quality wines since 1968 and offers daily tastings. Don't forget to pick up a bottle (or two!) to bring home with you.
  • DATE
    7
    Day 7 - Relaxing at Blue Harbor Resort & Spa
    End your stay with a relaxing day at Blue Harbor Resort & Spa. Spend time lounging by the pool or treat yourself to a massage or facial at the spa. When evening comes, take a walk along the lakeshore or enjoy a romantic dinner at one of the resort's restaurants.

Which Price Range Is Considered As A Good Deal in Sheboygan, WI Area?

Vacation House & Condo Rental Price Information in Sheboygan, WI

The graph shows the percentages of vacation homes in each price bucket. Sheboygan has the largest percentage (22.56%) of homes in $500+ price range.
$0 to 50
$0 to 50
$50 to 100
$50 to 100
$100 to 150
$100 to 150
$150 to 200
$150 to 200
$200 to 250
$200 to 250
$250 to 300
$250 to 300
$300 to 350
$300 to 350
$350 to 400
$350 to 400
$400 to 450
$400 to 450
$450 to 500
$450 to 500
$500 +
$500 +
How Many Accommodations Are Not Pets Friendly in Sheboygan, WI?
Pets Allowed vs Not Allowed in Sheboygan, WI
21.43% of vacation homes in Sheboygan are pet friendly. Either you bring your loved pets on vacation or you have pet allergies, make sure to select the homes by applying the right filters.
Where Are The Good Trails in Sheboygan, WI?
Top Trails In Sheboygan, WI
Here are the trails we recommend in Sheboygan: Quarry Lake and Harrington Beach Loop, Harrington Beach State Park Trail, Cordwalk-Boardwalk Trail, North Kettle Moraine Trail, Parnell Tower Trail, Butler Lake Trail, Ice Age Trail - Northern Unit, Glenbulah Ice Age Trail, Greenbush Trails, Long Lake Recreation Area Campground Trail.
Any RV Campgrounds in Sheboygan, WI?
Campgrounds Recommendations In Sheboygan, WI
The best RV campgrounds here in Sheboygan are: Devils River Campground, Calumet County Park Campground, Camp 10 Campground, Hoeft's Resort & Campground, Lake Lenwood Beach and Campground, Kohler-Andrae Campground, Westward Ho RV Resort & Campground, Breezy Hill Campground, Point Beach Campground, Scheffel's Hideaway Campground.
Which Airports Should I Choose To Get To Sheboygan, WI?
Airports Options in Sheboygan, WI

Here are the airports that located near Sheboygan:

* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
See all offers