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  • Cozy Sheboygan Upper

    Sheboygan, United States

    4.61

    Entire place

    Sleeps: 4
  • River Home Getaway with River Access - Sleeps 8

    Sheboygan, United States

    4.75

    Entire place

    Sleeps: 8
  • Woodland Creek Retreat: explore & relax!

    Sheboygan, United States

    5.00

    Entire place

    Sleeps: 6
  • Dog Friendly Blue Door Cottage / Fully Fenced Yard

    Sheboygan, United States

    4.80

    Entire place

    Sleeps: 6
  • Logan's Guest Nest

    Sheboygan, United States

    4.85

    Entire place

    Sleeps: 4
  • LUXE Manor With Modern, Elegant Vibes - 4,500 Sq

    Sheboygan, United States

    4.85

    Entire place

    Sleeps: 8
  • Boutique Wellness Retreat - Hot Tub and Fireplace

    Sheboygan, United States

    4.85

    Entire place

    Sleeps: 4
  • Beachfront getaway in Sheboygan

    Sheboygan, United States

    4.71

    Entire place

    Sleeps: 8
  • Heart of Downtown Sheboygan

    Sheboygan, United States

    4.90

    Entire place

    Sleeps: 4
  • Modern Upstairs Apt - Steps from Lake Michigan

    Sheboygan, United States

    4.90

    Entire place

    Sleeps: 4
  • 2 Min Walk to Food, 15 to Pier! 4 Bedrooms 2K/2Q

    Sheboygan, United States

    4.95

    Entire place

    Sleeps: 8
  • Downtown Beachside Condo with Lake Michigan Views

    Sheboygan, United States

    4.90

    Condo

    Sleeps: 4
  • HOME OVERLOOKING LAKE MICHIGAN

    Sheboygan, United States

    4.75

    Entire place

    Sleeps: 7
  • Lake Michigan home with gorgeous views!

    Sheboygan, United States

    4.85

    Entire place

    Sleeps: 14
  • Family Friendly Riverfront Escape|HUGE Game Room

    Sheboygan, United States

    4.80

    Townhouse

    Sleeps: 6
  • Lakeview Beach Bungalow - With outdoor Hot Tub!

    Sheboygan, United States

    4.85

    Entire place

    Sleeps: 6
  • Beach and golf house

    Sheboygan, United States

    4.80

    Entire place

    Sleeps: 9
  • Bright and Beautiful Lake Escape

    Sheboygan, United States

    4.80

    Entire place

    Sleeps: 8
  • Four Bedroom Family Getaway Home In Sheboygan

    Sheboygan, United States

    4.80

    Entire place

    Sleeps: 9
  • Beautiful Beachside Condo w/ Stunning Lake Views

    Sheboygan, United States

    4.80

    Condo

    Sleeps: 5
  • Relaxing Sheboygan/Kohler Getaway

    Sheboygan, United States

    5.00

    Entire place

    Sleeps: 6
  • Spacious/stylish, 2br loft

    Sheboygan, United States

    4.90

    Loft

    Sleeps: 6
  • Lakefront Charmer, cheerful decor gorgeous garden

    Sheboygan, United States

    4.80

    Entire place

    Sleeps: 12
  • Lovely modern two bedroom home with fire pit

    Sheboygan, United States

    4.85

    Entire place

    Sleeps: 2
  • Updated Victorian in the Heart of Sheboygan

    Sheboygan, United States

    5.00

    Entire place

    Sleeps: 9
  • Riverfront Townhome with Breathtaking Water Views!

    Sheboygan, United States

    4.95

    Entire place

    Sleeps: 6
  • Quaint Blast from the Past - walk to lake/8th st

    Sheboygan, United States

    5.00

    Entire place

    Sleeps: 6
  • Good VIBES on the Third Coast*CLOSE to Everything!

    Sheboygan, United States

    4.75

    Entire place

    Sleeps: 5
  • Urban Townhouse

    Sheboygan, United States

    5.00

    Condo

    Sleeps: 5
  • Cozy one bedroom cottage near lake Michigan!

    Sheboygan, United States

    5.00

    Cottage

    Sleeps: 2
  • Recombobulation Station-Locally Owned Surf Escape

    Sheboygan, United States

    5.00

    Entire place

    Sleeps: 5
  • Relaxing Riverfront Retreat

    Sheboygan, United States

    4.61

    Entire place

    Sleeps: 6
  • 3-Bedroom House with Attached Garage

    Sheboygan, United States

    5.00

    Entire place

    Sleeps: 8
  • LUX Downtown Escape | Outdoor Movie Screen

    Sheboygan, United States

    4.80

    Entire place

    Sleeps: 4
  • Close to Lake Michigan and downtown Sheboygan

    Sheboygan, United States

    4.90

    Entire place

    Sleeps: 8
  • Character filled 3 Bedroom Carriage House

    Sheboygan, United States

    5.00

    Barn

    Sleeps: 6
  • Lovely classic 2 blocks from Lake Michigan

    Sheboygan, United States

    5.00

    Entire place

    Sleeps: 7
  • Spacious MCM Vibe Near Lake MI w/ Fire Pit

    Sheboygan, United States

    4.61

    Entire place

    Sleeps: 6
  • Janelle's Dockside Condo

    Sheboygan, United States

    4.75

    Condo

    Sleeps: 4
  • The Suncatcher -Steps from Lake - Fenced Yard

    Sheboygan, United States

    4.90

    Entire place

    Sleeps: 8
  • Pet friendly, Sheboygan home, in heart of downtown

    Sheboygan, United States

    5.00

    Entire place

    Sleeps: 11
  • Riverfront Sheboygan Townhome w/ Grill!

    Sheboygan, United States

    5.00

    Townhouse

    Sleeps: 8
  • Just 75 steps from the shore of Lake Michigan

    Sheboygan, United States

    4.75

    Villa

    Sleeps: 8
  • Lovely Lake Lookout- Steps to Lake Michigan

    Sheboygan, United States

    5.00

    Condo

    Sleeps: 8
  • Sleeps 7{SPACIOUS}Pets Welcome!

    Sheboygan, United States

    5.00

    Entire place

    Sleeps: 7
  • Beautiful Home Near Lake Michigan & Downtown

    Sheboygan, United States

    4.66

    Entire place

    Sleeps: 8
  • Modern Lower Apt - One block to the Lake

    Sheboygan, United States

    4.85

    Entire place

    Sleeps: 4
  • Beachview Getaway in Sheboygan

    Sheboygan, United States

    5.00

    Entire place

    Sleeps: 10
  • ClaraVida - Cheerful 1 Bed/2 Bath Near Beach

    Sheboygan, United States

    4.75

    Entire place

    Sleeps: 3
  • Sheboygan's Great Lake's House

    Sheboygan, United States

    5.00

    Entire place

    Sleeps: 8
  • North 7th Place - Entire Unit- 2 bedrooms

    Sheboygan, United States

    4.90

    Entire place

    Sleeps: 6
  • Private 3 bd country home 2 miles N of Kohler WI

    Sheboygan, United States

    5.00

    Entire place

    Sleeps: 8
  • Beach condo for 12: 4 bdrms, 2+ baths, treadmill

    Sheboygan, United States

    5.00

    Condo

    Sleeps: 12
  • The Riverbed

    Sheboygan, United States

    5.00

    Entire place

    Sleeps: 4
  • Heavenly Condo in the Malibu of the Midwest

    Sheboygan, United States

    5.00

    Condo

    Sleeps: 6
  • Unmatched Location, Views, & Style. Welcome Home!

    Sheboygan, United States

    5.00

    Entire place

    Sleeps: 6
  • The perfect location!

    Sheboygan, United States

    5.00

    Entire place

    Sleeps: 6
  • Lighthouse Lookout - Views of Lake and River!

    Sheboygan, United States

    5.00

    Condo

    Sleeps: 6
  • Feel at home in this 3 bedroom, 2 bath home.

    Sheboygan, United States

    4.95

    Entire place

    Sleeps: 6
  • Wonderful 3+ Bedroom Home Completely Renovated

    Sheboygan, United States

    4.95

    Entire place

    Sleeps: 6
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