Vacation Rentals in Sheboygan, Wisconsin

35 Properties Available

Whistling Straights 4 min, Blackwolf Run 7 min, Erin Hills 84 min, 3 Bedroom Private vacation home
Whistling Straights 4 min, Blackwolf Run 7 min, Erin Hills 84 min, 3 Bedroom
$973 / night
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Luxury Villa on Lake Michigan! Villa
Luxury Villa on Lake Michigan!
$706 / night
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\n\nLuxury Downtown Sheboygan 4 Bdr 2 min walk to beach - Lakeside Legacy Private vacation home
\n\nLuxury Downtown Sheboygan 4 Bdr 2 min walk to beach - Lakeside Legacy
$703 / night
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Shoreline Sanctuary | Family Beach Villa with Deck Villa
Shoreline Sanctuary | Family Beach Villa with Deck
$444 / night
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NEW! Crystal Cove - Lux Lakefront Condo w\/ Massage Chair. Walk to Lake Michigan! Condo
NEW! Crystal Cove - Lux Lakefront Condo w\/ Massage Chair. Walk to Lake Michigan!
$428 / night
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Riverwalk Retreat - Overlooking Sheboygan River! Condo
Riverwalk Retreat - Overlooking Sheboygan River!
$418 / night
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Beach House on the shores of Lake Michigan Near downtown Sheboygan Private vacation home
Beach House on the shores of Lake Michigan Near downtown Sheboygan
$412 / night
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Pet-Friendly 3BR Retreat! Private vacation home
Pet-Friendly 3BR Retreat!
$371 / night
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New King Park Beach Lookout Deluxe! 3BR Right at Lake! Private vacation home
New King Park Beach Lookout Deluxe! 3BR Right at Lake!
$366 / night
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Cozy and charming country estate less than 5 minutes from Whistling Straits! Private vacation home
Cozy and charming country estate less than 5 minutes from Whistling Straits!
$350 / night
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Sheboygan Getaway w/ Deck + On-Site Lake Access! Apartment
Sheboygan Getaway w/ Deck + On-Site Lake Access!
$324 / night
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Sheboygan Home w\/ Views of Lake & Lighthouse! Private vacation home
Sheboygan Home w\/ Views of Lake & Lighthouse!
$323 / night
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Classic brick charmer close to lake, river, and downtown! Private vacation home
Classic brick charmer close to lake, river, and downtown!
$315 / night
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Breezy Beach | Villa 75 Steps from Lake Michigan Villa
Breezy Beach | Villa 75 Steps from Lake Michigan
$313 / night
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Private, Mid Century Modern, Panoramic Views, Newly Furnished Private vacation home
Private, Mid Century Modern, Panoramic Views, Newly Furnished
$292 / night
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Modern South Pier Condo on Sheboygan River! Condo
Modern South Pier Condo on Sheboygan River!
$290 / night
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REMODELED HOME ON LAKE MICHIGAN Private vacation home
REMODELED HOME ON LAKE MICHIGAN
$289 / night
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Cozy 2 bd home, minutes from lake Michigan Private vacation home
Cozy 2 bd home, minutes from lake Michigan
$279 / night
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Wonderful 3+ Bedroom Home Completely Renovated Private vacation home
Wonderful 3+ Bedroom Home Completely Renovated
$258 / night
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Amazing private unit for 7: game room! Great for well-trained pets. Host events. Apartment
Amazing private unit for 7: game room! Great for well-trained pets. Host events.
$198 / night
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Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host! Private vacation home
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
$198 / night
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Holiday Inn Express Sheboygan-Kohler, an IHG Hotel Hotel
Holiday Inn Express Sheboygan-Kohler, an IHG Hotel
$170 / night
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2BR Spacious Upper, Overlooking Kiwanis Park, Close to Everything! Private vacation home
2BR Spacious Upper, Overlooking Kiwanis Park, Close to Everything!
$157 / night
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Fairfield Inn & Suites by Marriott Sheboygan Hotel
Fairfield Inn & Suites by Marriott Sheboygan
$124 / night
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Harbor Winds Hotel Hotel
Harbor Winds Hotel
$105 / night
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La Quinta Inn by Wyndham Sheboygan Hotel
La Quinta Inn by Wyndham Sheboygan
$86 / night
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Quality Inn Hotel
Quality Inn
$80 / night
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Travelodge by Wyndham Sheboygan Hotel
Travelodge by Wyndham Sheboygan
$70 / night
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Cottage in the Woods walk to Lake Michigan! Cottage
Cottage in the Woods walk to Lake Michigan!
$0 / night
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Downtown Sheboygan Apartment w\/ Private Deck! Apartment
Downtown Sheboygan Apartment w\/ Private Deck!
$0 / night
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Family Home, 1 Block to Lake Michigan Beach! Cottage
Family Home, 1 Block to Lake Michigan Beach!
$0 / night
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Geele Ave Rental for Ryder Cup Private vacation home
Geele Ave Rental for Ryder Cup
$0 / night
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Remodeled Cape Cod within steps of Lake Michigan Private vacation home
Remodeled Cape Cod within steps of Lake Michigan
$0 / night
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Top Floor Condo With Lake Michigan Views Throughout! Condo
Top Floor Condo With Lake Michigan Views Throughout!
$0 / night
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Watershed Hotel Hotel
Watershed Hotel
$0 / night
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