Home Vacation Rentals By Owner In Sheboygan, WI

Showing 120 Of 122 Vacation Rentals
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Exceptional(7)

$315.53

/ Nightly
Apartment

Dtwn Sheboygan Apt Above Local Bar!

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 1

Bath

Sleep 8

Sleeps
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Exceptional(2)

$656.93

/ Nightly
Condo

Luxury Lake Front Villa: Sleeps 12!

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(7)

$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(13)

$528.35

/ Nightly
Private Vacation Home

Sheboygan Shores

Sheboygan, Wisconsin, United States

Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(14)

$146.99

/ Nightly
Condo

Urban Lake Condo in Sheboygan's Historic Ellis District

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(49)

$249.36

/ Nightly
Private Vacation Home

4 Bedroom Home on the River with Private River access

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(10)

$640.71

/ Nightly
Private Vacation Home

Peaceful 4 BDRM Lake Michigan Retreat - Perfect for Friends and Families

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(9)

$1977.17

/ Nightly
Private Vacation Home

Fairway Getaway-by Whistling Straits, Golf sim/Theater Room, ZenDen &Poker Room!

Sheboygan, Wisconsin, United States

Bed 5

Bed

Bath 3

Bath

Sleep 15

Sleeps
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Exceptional(23)

$183.6

/ Nightly
Private Vacation Home

Lake Breeze on 11th

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 1

Bath

Sleep 7

Sleeps
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Exceptional(86)

$1862.08

/ Nightly
Private Vacation Home

Last-minute Labor Day plans Spend the holiday on the beach in Wisconsin!

Sheboygan, Wisconsin, United States

Bed 10

Bed

Bath 7

Bath

Sleep 24

Sleeps
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$125.94

/ Nightly
Apartment

Lakeview Loft - Just opened up for July!

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(8)

$238.36

/ Nightly
Private Vacation Home

Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(103)

$376.26

/ Nightly
Private Vacation Home

Sheboygan Retreat in Black River

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(10)

$356.96

/ Nightly
Private Vacation Home

Beach Lake House walking disance to lake Close to Downtown & South Pier 4BR 2BA

Sheboygan, Wisconsin, United States

Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(282)

$227

/ Nightly
Cottage

Seagull Beach Guest House, Unique Lake Michigan Cottage on private beach

Sheboygan, Wisconsin, United States

Bed 1

Bed

Bath 2

Bath

Sleep 2

Sleeps
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$868.85

/ Nightly
Private Vacation Home

Captain`s Quarters | Lake Michigan views for 14

Sheboygan, Wisconsin, United States

Bed 5

Bed

Bath 3

Bath

Sleep 14

Sleeps
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Exceptional(30)

$375.74

/ Nightly
Apartment

Sleeps 8 & Spacious!

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(22)

$335.88

/ Nightly
Apartment

Beautiful & Convenient!

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(10)

$339.28

/ Nightly
Apartment

Close to Downtown & Shore | Great Location

Sheboygan, Wisconsin, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(75)

$181.6

/ Nightly
Apartment

COMFY, COZY, and CONVENIENT!!

Sheboygan, Wisconsin, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Home Most popular vacation rentals in Sheboygan

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Exceptional(75)

$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(75)

$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(75)

$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(75)

$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(75)

$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(75)

$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(75)

$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(75)

$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(75)

$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(75)

$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