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Featured Vacation Homes in Sheboygan

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2 Person Clean RV Near Road America, Kohler Golf or While Hiking the Kettles

2 Person Clean RV Near Road America, Kohler Golf or While Hiking the Kettles

Glenbeulah, WI
5/5
(1 Reviews)
Situated on the waterfront, this vacation home is 0.1 mi (0.1 km) from Kettle Moraine State Forest and 2.7 mi (4.3 km) from Old Plank Road Trailhead. Road America and Wade House Historic Site are also within 6 mi (10 km).
 
$150
Directly on Lake Michigan! Last Minute Bookings Welcome!

Directly on Lake Michigan! Last Minute Bookings Welcome!

Sheboygan, WI
Located in Downtown, this romantic vacation home is within 1 mi (2 km) of John Michael Kohler Arts Center and Blue Harbor Resort & Conference Center Water Park. Stefanie H. Weill Center for the Performing Arts and North Side Municipal Beach are also within 1 mi (2 km).
 
$800
Executive Home Near Road America and 15 Minutes From Whistling Straights

Executive Home Near Road America and 15 Minutes From Whistling Straights

Plymouth, WI
A spa tub is featured at this vacation home, along with barbecue grills.
 
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Beautiful Victorian Near Racing, Golfing, Hiking Etc..

Beautiful Victorian Near Racing, Golfing, Hiking Etc..

Glenbeulah, WI
A water park and an outdoor tennis court are featured at this smoke-free vacation home. A garden is also provided.
 
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Waterfront Home W/private Dock & Deck on Long Lake

Waterfront Home W/private Dock & Deck on Long Lake

Campbellsport, WI
This vacation home features barbecue grills.
 
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Remodeled Home ON Lake Michigan

Remodeled Home ON Lake Michigan

Sheboygan, WI
This vacation home features a water park, a garden, and barbecue grills.
 
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De' Udder Place on the Water

De' Udder Place on the Water

Plymouth, WI
Situated in Plymouth, this vacation home is within 1 mi (2 km) of Sheboygan County Fairgrounds, Antoinette, and Evergreen Golf Course. Road America and Kettle Moraine State Forest are also within 6 mi (10 km).
 
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Cozy Lake Cottage Walking Distance to Road America

Cozy Lake Cottage Walking Distance to Road America

Plymouth, WI
Located in Plymouth, this family-friendly vacation home is 1.1 mi (1.8 km) from Road America, and within 6 mi (10 km) of Sheboygan County Fairgrounds and Kettle Moraine State Forest. Evergreen Golf Course and Antoinette are also within 6 mi (10 km).
 
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Point Beach Guest House - Large, Comfortable & Quiet. Large Yard. Near Beach!

Point Beach Guest House - Large, Comfortable & Quiet. Large Yard. Near Beach!

Two Rivers, WI
This smoke-free vacation home's ski-in/ski-out access and water park are among the highlights. A garden and barbecue grills are also provided.
 
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Lillibridge Lake Home on Tittle Lake/long Lake All Season Fun

Lillibridge Lake Home on Tittle Lake/long Lake All Season Fun

Campbellsport, WI
This vacation home features barbecue grills.
 
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Unique Artisan Getaway

Unique Artisan Getaway

Two Rivers, WI
This vacation home features barbecue grills.
 
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Newly Remodeled 2 Bed/2bath Townhouse

Newly Remodeled 2 Bed/2bath Townhouse

Sheboygan, WI
A spa tub is featured at this vacation home, along with a garden.
 
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Sheboygan Vacation Home Rentals

What kind of vacation do you want in Sheboygan? The answer to that question will help you choose the right lodging for your stay. The wise wanderer knows that a vacation home is an essential part of the traveling experience. It’s more than just a place to crash at night—it’s where you wake up in the morning, where you lounge when you’re not exploring, and it’s the starting point for all your adventures. No matter what type of vacation homes strike your fancy, Travelocity has something in Sheboygan that will speak to you.

Do you want a fully equipped kitchen so you can exercise your culinary mastery and impress your travel buddies? How about a romantic terrace for your anniversary trip? Have you always wished to fall asleep to the sound of waves crashing on the shore? One of our vacation home rentals is bound to add that extra magic to your trip. In fact, we’ve got plenty of options lined up just for you in Sheboygan, including luxury vacation home rentals. On a budget? We can work with your funds and still give you a great place to sleep at night.

Take a look at what we have on offer. You’ll find rental houses close to the big tourist draws, as well as rentals that keep you away from the crowd. Consider vacation homes a little off the beaten path where you can live like a local and discover hidden gems that never make it to the tourist sites. Book through Travelocity and start your getaway today.


Top trending hotels in Sheboygan

See all 225 Properties in Sheboygan
$62
La Quinta Inn by Wyndham Sheboygan

La Quinta Inn by Wyndham Sheboygan

2.5 out of 5.0 2932 Kohler Memorial Dr, Sheboygan, WI
Situated in Sheboygan, this golf hotel is 0.7 mi (1.1 km) from HSHS St. Nicholas Hospital and 3 mi (4.8 km) from Blue Harbor Resort & Conference Center Water Park. Sheboygan County Historical Museum and Old Plank Road Trail Head are also within 1 mi (2 km).
 
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AmericInn by Wyndham Manitowoc

AmericInn by Wyndham Manitowoc

2.5 out of 5.0 5020 Hecker Rd, Manitowoc, WI
This family-friendly hotel is in the center of Manitowoc, within 6 mi (10 km) of Holy Family Memorial, West of the Lake Gardens, and Lincoln Park Zoo. YMCA Beach and Lake Michigan are also within 6 mi (10 km).
 
$87
Lighthouse Inn

Lighthouse Inn

2.5 out of 5.0 1515 Memorial Dr, Two Rivers, WI
Located in Two Rivers, this beachfront hotel is in the city center and within a 5-minute walk of Lake Michigan and Hamilton Wood Type and Printing Museum. Lester Public Library and Historic Washington House are also within 15 minutes.
 
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.