Sheboygan County Vacation Rentals

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Top cities in Sheboygan County

Elkhart Scene
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Elkhart Lake

Elkhart Lake
B31H0G YELLOW SCHOOL BUS IN A SMALL MIDWESTERN TOWN OF PLYMOUTH WISCONSIN USA
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Plymouth

Plymouth

Sheboygan County Vacation Rentals

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 out of 5
708 Niagara Avenue Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $170 total per night
$170 total
Mar 8 - Mar 9
Total with taxes and fees
Guests of Grandstay Residential Suites Hotel - Sheboygan have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. If you decide to drive, there's free parking. The 24-hour front desk has multilingual staff ready to help with dry cleaning or laundry, and answer any questions about the area. Additional amenities include a 24-hour business center, a meeting room, and a computer station.
Pool
Breakfast included
Large Unique & Artistic Lake Michigan Beachfront House with Awesome Game Room

Large Unique & Artistic Lake Michigan Beachfront House with Awesome Game Room

Oostburg WI
At this vacation home, guests have access to an arcade/game room, laundry facilities, and a garden. This beach vacation home also has barbecue grills.
Kitchen
Washer
Book now to celebrate New Year’s Eve at an in-home mansion bar! No DD needed.

Book now to celebrate New Year’s Eve at an in-home mansion bar! No DD needed.

Sheboygan WI
Guests of this vacation home enjoy features like a gym, a hot tub, and an arcade/game room. Other amenities at this beach vacation home include laundry facilities, a garden, and barbecue grills.
Hot Tub
Kitchen
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

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

Sheboygan WI
At this vacation home, guests have access to features like laundry facilities.
Kitchen
Washer
Beach front luxury spacious villa !

Beach front luxury spacious villa !

Sheboygan WI
At this villa, guests have access to features like laundry facilities.
Kitchen
Washer
Three bedroom ranch style pet friendly home with a patio & theatre room!

Three bedroom ranch style pet friendly home with a patio & theatre room!

Waldo WI
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
Kitchen
Washer
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Oostburg WI
$137 nightly
The price is $145 total per night
$145 total
Mar 9 - Mar 10
Total with taxes and fees
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

Sheboygan WI
$377 nightly
The price is $428 total per night
$428 total
Mar 8 - Mar 9
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
Kitchen
Washer
NEW! Charming 3BR/2BA Lake House in the Woods of the desirable Black River area

NEW! Charming 3BR/2BA Lake House in the Woods of the desirable Black River area

Sheboygan WI
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
REMODELED HOME ON LAKE MICHIGAN

REMODELED HOME ON LAKE MICHIGAN

Sheboygan WI
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Lake Michigan Home with gorgeous views, great spot for family or golf retreat

Lake Michigan Home with gorgeous views, great spot for family or golf retreat

Sheboygan WI
At this vacation home, guests have access to an arcade/game room, laundry facilities, and a garden. This family-friendly vacation home also has barbecue grills.
Kitchen
Washer
Cozy Lakefront Escape: Perfect for Seasonal Getaways & Large Groups

Cozy Lakefront Escape: Perfect for Seasonal Getaways & Large Groups

Random Lake WI
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Road America Adjacent Lake House with indoor pool

Road America Adjacent Lake House with indoor pool

Plymouth WI
At this vacation home, guests have access to an indoor pool, laundry facilities, and a garden. This smoke-free vacation home also has barbecue grills.
Pool
Kitchen
Baronwood Oasis-Indoor Pool/Spa-Arcades-16beds-LUX

Baronwood Oasis-Indoor Pool/Spa-Arcades-16beds-LUX

Sheboygan WI
At this vacation home, guests enjoy an indoor pool, a gym, and a hot tub. Transportation is made easy with limo/town car service. Other amenities at this family-friendly vacation home include an arcade/game room, laundry facilities, and a garden.
Pool
Hot Tub
HOT TUB w/ Beach Access near Kohler-Andrae

HOT TUB w/ Beach Access near Kohler-Andrae

Oostburg WI
Guests staying at this cabin enjoy a hot tub, laundry facilities, and barbecue grills.
Hot Tub
Kitchen
Waterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to Downtown

Waterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to Downtown

Elkhart Lake WI
Guests of this condo have access to an indoor pool, an outdoor pool, and a hot tub. This beach condo building also has laundry facilities.
Pool
Hot Tub
Beachdaze is my Favorite and it should be yours too!

Beachdaze is my Favorite and it should be yours too!

Oostburg WI
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Pet friendly
Let your stress melt away at Surfdaze!

Let your stress melt away at Surfdaze!

Oostburg WI
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Sheboygan County

    The American Club

    The American Club

    419 Highland Drive Kohler WI
    $436 nightly
    The price is $482 total per night from Mar 8 to Mar 9
    $482 total
    Mar 8 - Mar 9
    Total with taxes and fees
    9.6/10 Exceptional! (239 reviews)
    Watershed Hotel

    Watershed Hotel

    838 N 15th St Sheboygan WI
    $120 nightly
    The price is $136 total per night from Mar 8 to Mar 9
    $136 total
    Mar 8 - Mar 9
    Total with taxes and fees
    9.6/10 Exceptional! (494 reviews)
    Blue Harbor Resort and Conference Center

    Blue Harbor Resort and Conference Center

    725 Blue Harbor Drive Sheboygan WI
    $207 nightly
    The price is $235 total per night from Mar 8 to Mar 9
    $235 total
    Mar 8 - Mar 9
    Total with taxes and fees
    8.4/10 Very Good! (459 reviews)

Orbitz makes it easy to find vacation rentals in Sheboygan County 

🏠 What is the best price for a Sheboygan County vacation rental?


Sheboygan County rentals range between $136 and $482 per night. At Orbitz, we have a vacation rental for every budget.


🏠 What types of vacation rentals in Sheboygan County can I rent?


Choose from apartments to beautifully decorated vacation homes, condo resorts or even B&Bs or motels for your next Sheboygan County getaway. Orbitz filters your search results so you can find the best Sheboygan County vacation rental for you. We have tons of options.


🏠 Are cancellations free on Sheboygan County vacation rentals with Orbitz?


You may be able to cancel or amend your Sheboygan County vacation rental booking free of charge before a pre-agreed deadline. Make sure to check the terms of cancellation before you book—so you know exactly where you stand. 


🏠 How do I find the best vacation rental deals in Sheboygan County?


Enter your travel dates, and we’ll do the rest. You can then browse our exciting deals and all the tempting vacation rentals we have on offer in Sheboygan County by filtering your search by amenities, prices, and property types and look at customers ratings to help you pick.


🏠 How do I cancel my vacation rental booking through Orbitz


Vacation rentals have slightly different rules to other bookings on Orbitz. Usually, you need to contact your property manager, you may be able to get a full refund before the cancellation date. Click My TripsOpens in a new window on your Orbitz account page to find the right information contact. If you need more help, visit our Customer ServiceOpens in a new window page. 


🏠 What are the advantages of booking a vacation rental in Sheboygan County?


When you book a Sheboygan County vacation rental, you have the privacy of home and can add on those luxury amenities of a hotel. Filter your vacation rental results to find a place with a hot tub or pool, games rooms or large patio with a barbecue. With so much choice on offer, it’s easy to plan the perfect trip with Orbitz. 


🏠 Where can I find vacation rentals in Sheboygan County?


Escape back to nature and check out some of the smaller towns. You’ll find great vacation rentals right across Sheboygan County—with plenty of hidden gems. We also have plenty of inventory in Sheboygan County main cities and near popular attraction spots.


🏠 Why should I book my Sheboygan County vacation rental with Orbitz?


At Orbitz, we search the market for the best accommodation, flights, and car rental deals, so you don’t have to. We’ll help you build your dream Sheboygan County vacation. With plenty of vacation rentals on offer, you can be sure to find the one that’s right for you in just a few clicks. 


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