Home Vacation Rentals By Owner In Sheboygan, WI

Showing 80 Of 122 Vacation Rentals
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Exceptional(9)

$240.63

/ Nightly
Condo

Charming 2-bedroom condo with WiFi, AC in quaint Sheboygan

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(3)

$245.17

/ Nightly
Private Vacation Home

At River's Edge | 2BR River Retreat with Garage

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(12)

$177.63

/ Nightly
Private Vacation Home

LUX Uptown Escape - The Trester

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(3)

$353.17

/ Nightly
Apartment

Sleeps 7{SPACIOUS}Pets Welcome!

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 1

Bath

Sleep 7

Sleeps
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Exceptional(6)

$261.28

/ Nightly
Guest House

Downtown, Uniquely Designed, Near the Beach

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(19)

$181.6

/ Nightly
Private Vacation Home

3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4

Sheboygan, Wisconsin, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(20)

$568.18

/ Nightly
Villa

Luxury Villa on Lake Michigan!

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(3)

$228.14

/ Nightly
Private Vacation Home

Fresh Coast Craftsman - Pet Friendly | Near Lake

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(21)

$706.54

/ Nightly
Private Vacation Home

Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 1

Bath

Sleep 10

Sleeps
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Exceptional(20)

$349.02

/ Nightly
Villa

Wandering Waves | Beachfront Lake Michigan Stay!

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(17)

$459.4

/ Nightly
Private Vacation Home

Beachside, Chefs Kitchen, High-End Everything

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(14)

$322.23

/ Nightly
Apartment

Sheboygan Getaway w/ Deck + On-Site Lake Access!

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps
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$444.36

/ Nightly
Villa

Shoreline Sanctuary | Family Beach Villa with Deck

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(21)

$315.53

/ Nightly
Villa

Breezy Beach | Villa 75 Steps from Lake Michigan

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(71)

$308.72

/ Nightly
Condo

Scenic Lake Views in Sheboygan

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$400.62

/ Nightly
Apartment

The Beach town bungalow

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Exceptional(2)

$440.29

/ Nightly
Private Vacation Home

Sheboygan Riverside Condo

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(4)

$188.92

/ Nightly
Apartment

Storybook 2-bedroom apartment 1mi from Lake Michigan

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Exceptional(17)

$961.35

/ Nightly
Private Vacation Home

Luxury Lakeside Home-NEW Renovation-Walk to Beach, Dining, & More.

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(22)

$369.45

/ Nightly
Private Vacation Home

Updated Victorian in the Heart of Sheboygan. Beach, Downtown, Golf, Road America

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 2

Bath

Sleep 9

Sleeps
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Home Most popular vacation rentals in Sheboygan

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Exceptional(22)

$327.49

/ Nightly
Cottage

Lake Breeze Cottage. One block from the lake, walking distance to downtown!

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(22)

$277.99

/ Nightly
Condo

Beachside Condo Downtown with Lake Michigan Views

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(22)

$289.43

/ Nightly
Private vacation home

REMODELED HOME ON LAKE MICHIGAN

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 1

Bath

Sleep 7

Sleeps
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Exceptional(22)

$301.91

/ Nightly
Private vacation home

4BR Home Near Kohler. Fall Getaway. Sleeps 7.

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(22)

$302.48

/ Nightly
Condo

The Cottage | Beachfront Condo on Lake Michigan

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(22)

$308.72

/ Nightly
Private vacation home

2 bed/2 bath Townhouse on a Quiet cul de sac with backyard views and a Hot tub

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(22)

$312.98

/ Nightly
Condo

Malibu of the Midwest Condo steps from the Lake

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(22)

$321.43

/ Nightly
Private vacation home

Steps from Lake Michigan: North Point Place

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 1

Bath

Sleep 7

Sleeps
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Exceptional(22)

$354.69

/ Nightly
Private vacation home

Cozy Corner Cottage| Beach Access & Historic Charm

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 1

Bath

Sleep 7

Sleeps
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Exceptional(22)

$349.02

/ Nightly
Villa

Wandering Waves | Beachfront Lake Michigan Stay!

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Most Popular Cities in Wisconsin