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Sheboygan Rentals

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age 0-16
28 Results

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Price: high to low

Number of reviews

28 Houses

Lake Shore House on Lake Michigan! Dog Friendly!

Sheboygan house

2 bedrooms / 2 bathrooms / sleeps 7

“The Lakeshore House is just as nice as the pictures make it look!” My husband and I loved the Lakeshore House. It was cute, clean, and had beautiful views. There were many thoughtful surprises, like binoculars to view the birds and boats on the lake, and baby-gates to keep our dog out of areas of the house we didn't want him to go. Our only suggestions would be that Mark should add some paintings of the Lakeshore House to his notecards and art prints for sale -- We think people would love to purchase them as souvenirs. Also, I wish there had been a Keurig coffee maker. Finally, the backyard cliff kind of freaked me out, although it was beautiful. Some kind of fence might be nice. We couldn't let our dog out there without him being on a leash. Despite these details, we really loved it. Over all, it was a very lovely place that we would definitely recommend to others.

Responds fast! avg. 3 hours 2 minutes

Price per night from

$172

Historic Mansion Right on Lake Michigan!

Sheboygan villa

9 bedrooms / 9 bathrooms / sleeps 25

Price per night from

$2,056

REMODELED HOUSE ON LAKE MICHIGAN

Sheboygan house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$376

REMODELED HOME OVERLOOKING LAKE MICHIGAN

Sheboygan house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 4 minutes

Price per night from

$289

BEACHSIDE GETAWAY

Sheboygan condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 4 minutes

Price per night from

$172

Centrally Located Sheboygan Charmer: Near Blue Harbor, Kohler & Lake MIchigan

Sheboygan house

4 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$174

Updated Sheboygan Home w/Porch

Sheboygan house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 4 minutes

Price per night from

$189

NEW! Midwest Coastal Gem, Walk to Lake Michigan!

Sheboygan house

5 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 4 minutes

Price per night from

$173

Beautiful 3 Bedroom House - Close to Lake Michigan

Sheboygan house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$254

NEW! Pet-Friendly House < 1 Mi to Lake Michigan!

Sheboygan house

4 bedrooms / 1 bathroom / sleeps 10

Responds fast! avg. 4 minutes

Price per night from

$288

Ryder Cup 6.5 - Kohler 3.5 miles away

Sheboygan house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$2,892

Great rentals within 20 miles that match your search

Modern Farm House on Racetrack Rd

Elkhart Lake house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$347

*Entertainment Villa. Close to Everything.*

Elkhart Lake villa

4 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$810

*Luxury Villa. Brilliant Location. Guest Approved.*

Elkhart Lake villa

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$1,157

Beautiful Victorian Near Racing, Golfing, & Hiking

Glenbeulah house

4 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$521

River Meadow Getaway in Sheboygan Falls

Sheboygan Falls house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$686

RESToration House

Cleveland house

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 14 minutes

Price per night from

$174

Aunt Dot's Cottage on the Shores of Lake Michigan

Oostburg house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 0 minutes

Price per night from

$381

Gorgeous Lake Michigan beach Mid-Century “smart” home

Oostburg house

4 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$515

Charming Cottage on Crystal Lake w/ Private Dock!

Plymouth cottage

4 bedrooms / 2 bathrooms / sleeps 14

Responds fast! avg. 4 minutes

Price per night from

$250

Elkhart Lake Townhome, Mins to Road America!

Elkhart Lake condo

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 4 minutes

Price per night from

$268

Townhome 0.6 Mi to Elkhart Lake Beach/Access!

Elkhart Lake townhouse

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 4 minutes

Price per night from

$268

Elkhart Lake Townhome - 20 Mi to Sheboygan!

Elkhart Lake condo

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 4 minutes

Price per night from

$197

Elkhart Lake Townhome - 3 Mi to Road America!

Elkhart Lake townhouse

2 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 4 minutes

Price per night from

$223

THE ABOVE RYDER CUP RETREAT

Kohler house

4 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$4,643

Aspen House - Private, peaceful country home near Elkhart Lake

Elkhart Lake house

3 bedrooms / 3 bathrooms / sleeps 5

“The best vacation rental ever!” I would like to start by thanking Nanette & Hans for their hospitality and personal caring to make my experience even more worthwhile. 95 private acres ... wow, you will feel like you own it! :) I felt completely comfortable. I will return every year ... and say wow each time.

Price per night from

$321

Valders Log Cabin near EEA Air Show & Sheboygan!

Valders log cabin

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 4 minutes

Price per night from

$236

Elkhart LakeTownhome w/Backyard- 1 Block to Beach!

Elkhart Lake house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 4 minutes

Price per night from

$236

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Top Destination reviews

Lake Orchard Farm Cottage
Fabulous & charming

We thoroughly enjoyed our week at this house -- great views of the lake! Room for the whole family, and a perfect place for a family reunion. Everythng was so clean & comfortable. You can't help but relax when staying at this place :) … see more
Lake Shore House on Lake Michigan! Dog Friendly!
This was an excellent winter getaway!

This is a lovely little home right on Lake Michigan. Can't wait to visit again when it's abit warmer outside. We enjoyed fires in the wood burning stove every night. Very cozy.... Close toelkhart Lake and other great shopping. Mark, thanks so much for your flexibility when we experienced car trouble!see more

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