Home Vacation Rentals By Owner In Sheboygan, WI

Showing 40 Of 122 Vacation Rentals
Slider Thumb
Exceptional(49)

$370.58

/ Nightly
Private Vacation Home

Coastal Comfort & Golfers' Paradise in Sheboygan!

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(30)

$359.91

/ Nightly
Private Vacation Home

LUXE Manor with Modern, Elegant Vibes

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(4)

$472.97

/ Nightly
Private Vacation Home

Sheboygan Chalet | Nature, Arcade, Sauna & Hot Tub

Sheboygan, Wisconsin, United States

Bath 3

Bath

Sleep 13

Sleeps
Slider Thumb
Exceptional(7)

$827.4

/ Nightly
Condo

Just Beachy: 4 Bedroom, Sleeps 12!

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
Slider Thumb
Exceptional(7)

$827.4

/ Nightly
Condo

Edgewater Escape: 4 Bedroom, Sleeps 14!

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 3

Bath

Sleep 14

Sleeps
Slider Thumb

$416.35

/ Nightly
Private Vacation Home

Windward House - Entire home in Sheboygan

Sheboygan, Wisconsin, United States

Bed 1

Bed

Bath 3

Bath

Sleep 6

Sleeps
Slider Thumb

$382.88

/ Nightly
Private Vacation Home

Sunset Vista- cozy two bedroom retreat

Sheboygan, Wisconsin, United States

Bed 1

Bed

Bath 2

Bath

Sleep 7

Sleeps
Slider Thumb
Exceptional(6)

$654.01

/ Nightly
Villa

Beachfront Paradise: King Suite - Sleeps 8!

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(17)

$610.37

/ Nightly
Condo

Edgewater Villa: 4 Bedroom, Sleeps 14!

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 3

Bath

Sleep 14

Sleeps
Slider Thumb
Exceptional(9)

$610.37

/ Nightly
Condo

Vacation Paradise: 4 Bedroom, Sleeps 14!

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 3

Bath

Sleep 14

Sleeps
Slider Thumb

$474.46

/ Nightly
Apartment

Private Studio | Walk to Restaurants, Cafés & Downtown Sheboygan

Sheboygan, Wisconsin, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
Slider Thumb
Exceptional(25)

$945.85

/ Nightly
Private Vacation Home

Boutique Gallery House - Stay inside a Work of Art

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps
Slider Thumb
Exceptional(81)

$476.71

/ Nightly
Private Vacation Home

Beach and Golf House

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 2

Bath

Sleep 9

Sleeps
Slider Thumb
Exceptional(3)

$312.13

/ Nightly
Condo

Charming, Modern Riverfront 2-bedroom South Pier, Sheboygan Condo

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(106)

$440.95

/ Nightly
Villa

Beach front luxury spacious villa !

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
Slider Thumb

$631.66

/ Nightly
Guest House

Two Private Spaces | Downtown & Near Beach

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(9)

$331.43

/ Nightly
Apartment

Logan Ave Holiday House - Upper

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(3)

$175.36

/ Nightly
Apartment

2 Mi to Dtwn: Studio Suite in Sheboygan

Sheboygan, Wisconsin, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
Slider Thumb
Exceptional(42)

$603.83

/ Nightly
Private Vacation Home

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

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 2

Bath

Sleep 11

Sleeps
Slider Thumb
Exceptional(86)

$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
map-loader

Home Rent a place that suits your needs

Condo

Condo

View 26 Condo
Private vacation home

Private vacation home

View 64 Private vacation home

Home Most popular vacation rentals in Sheboygan

Slider Thumb
Exceptional(86)

$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
Slider Thumb
Exceptional(86)

$277.99

/ Nightly
Condo

Beachside Condo Downtown with Lake Michigan Views

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(86)

$289.43

/ Nightly
Private vacation home

REMODELED HOME ON LAKE MICHIGAN

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 1

Bath

Sleep 7

Sleeps
Slider Thumb
Exceptional(86)

$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
Slider Thumb
Exceptional(86)

$302.48

/ Nightly
Condo

The Cottage | Beachfront Condo on Lake Michigan

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(86)

$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
Slider Thumb
Exceptional(86)

$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
Slider Thumb
Exceptional(86)

$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
Slider Thumb
Exceptional(86)

$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
Slider Thumb
Exceptional(86)

$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