Home Vacation Rentals By Owner In Sheboygan, WI

Showing 20 Of 122 Vacation Rentals
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Exceptional(125)

$329.44

/ Nightly
Condo

Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(2)

$729.24

/ Nightly
Private Vacation Home

4- Bedroom Retreat with Sauna, Game Room, Patio & Walk to Bars & Restaurants

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 2

Bath

Sleep 13

Sleeps
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Exceptional(4)

$939.78

/ Nightly
Private Vacation Home

Pelican Point - Private Retreat - just 4 miles to downtown Sheboygan

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 2

Bath

Sleep 12

Sleeps
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Exceptional(2)

$396.69

/ Nightly
Private Vacation Home

Pet-Friendly 3BR Retreat!

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 1

Bath

Sleep 8

Sleeps
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Exceptional(1)

$341.64

/ Nightly
Private Vacation Home

Eve’s Place by beach + 2 kings 1 queen + AC + Pack’n Play + High Chair

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 1

Bath
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Exceptional(31)

$260.72

/ Nightly
Apartment

Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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$3439.67

/ Nightly
Villa

Amazing Villa Rental near Lake Michigan for Family or Group Glamping Vacations in Sheboygan, Wisconsin

Sheboygan, Wisconsin, United States

Bed 10

Bed

Bath 6

Bath

Sleep 24

Sleeps
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$324.94

/ Nightly
Private Vacation Home

9 Mi to Shore: Home w/ Hot Tub in Howards Grove!

Howards Grove, Wisconsin, United States

Bed 1

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Exceptional(1)

$389.31

/ Nightly
Condo

Waterfront Sheboygan Condo

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 2

Bath

Sleep 12

Sleeps
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Exceptional(12)

$879.63

/ Nightly
Private Vacation Home

Modern Lake Michigan House with Treehouse

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 3

Bath

Sleep 11

Sleeps
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Exceptional(30)

$366.27

/ Nightly
Private Vacation Home

New King Park Beach Lookout Deluxe! 3BR Right at Lake!

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(34)

$174.8

/ Nightly
Condo

BEACHSIDE GETAWAY IN SHEBOYGAN

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$999.38

/ Nightly
Private Vacation Home

Private Beach | Game Room | Near Kohler-Andrae

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$371.72

/ Nightly
Condo

A Glorious Getaway Sheboygan - LUX Lake Condo

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(42)

$412.58

/ Nightly
Private Vacation Home

The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$421.09

/ Nightly
Private Vacation Home

Lakeside Daydream - Walk to Lake Michigan!

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$243.46

/ Nightly
Condo

Seagulls Nest | Steps 2 Lake! Massage Chair!

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$246.3

/ Nightly
Private Vacation Home

Eclectic Artsy 3-bedroom house with King Bed & AC in Sheboygan

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(17)

$340.51

/ Nightly
Private Vacation Home

BEACHVIEW GETAWAY

Sheboygan, Wisconsin, United States

Bed 5

Bed

Bath 1

Bath

Sleep 10

Sleeps
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Exceptional(35)

$302.48

/ Nightly
Villa

Lovely Lake Lookout - Cozy Condo Steps from Lake

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Home Most popular vacation rentals in Sheboygan

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Exceptional(35)

$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(35)

$242.90

/ Nightly
Apartment

Overlook Oasis | Coastal Haven in Ellis District

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(35)

$260.72

/ Nightly
Apartment

Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(35)

$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(35)

$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(35)

$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(35)

$309.01

/ Nightly
Condo

Riverfront Loft - FANTASTIC location w/stunning views - on the boardwalk!

Sheboygan, Wisconsin, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(35)

$309.67

/ 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(35)

$332.14

/ Nightly
Condo

Indigo Waters - Steps to the sand! 2BR | Sleeps 7!

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(35)

$329.44

/ Nightly
Condo

Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps

Most Popular Cities in Wisconsin