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Sheboygan Rentals

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age 0-16
32 Results

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Price: low to high

Price: high to low

Number of reviews

32 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.

Price per night from

$160

Historic Mansion Right on Lake Michigan!

Sheboygan villa

9 bedrooms / 9 bathrooms / sleeps 25

Price per night from

$2,051

REMODELED HOUSE ON LAKE MICHIGAN

Sheboygan house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$431

REMODELED HOME OVERLOOKING LAKE MICHIGAN

Sheboygan house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 25 minutes

Price per night from

$431

BEACHSIDE GETAWAY

Sheboygan condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 25 minutes

Price per night from

$201

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

Sheboygan house

4 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$189

Updated Sheboygan Home w/Porch<1 Mi to Beach

Sheboygan house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 12 minutes

Price per night from

$209

NEW! Midwest Coastal Gem, Walk to Lake Michigan!

Sheboygan house

5 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 14 minutes

Price per night from

$277

Beautiful 3 Bedroom House - Close to Lake Michigan

Sheboygan house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 48 minutes

Price per night from

$288

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

Sheboygan house

4 bedrooms / 1 bathroom / sleeps 10

Responds fast! avg. 14 minutes

Price per night from

$289

Ryder Cup 6.5 - Kohler 3.5 miles away

Sheboygan house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$2,847

Private Guest Room 2E - East Room Close to Lake Michigan

Sheboygan house

1 bedroom / 2 bathrooms / sleeps 2

Responds fast! avg. 48 minutes

Price per night from

$69

NEW! Sheboygan Getaway w/Yard 1Mi to Lake Michigan

Sheboygan house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 12 minutes

Price per night from

$184

Private Guest Room 1W - West Room Close to Lake Michigan

Sheboygan private room

1 bedroom / 2 bathrooms / sleeps 2

Responds fast! avg. 48 minutes

Price per night from

$81

NEW! Quiet Apt < 1 Mi to Lake Michigan & Downtown!

Sheboygan apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 12 minutes

Price per night from

$178

Great rentals within 20 miles that match your search

*Luxury Villa. Brilliant Location. Guest Approved.*

Elkhart Lake villa

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$1,303

Beautiful Victorian Near Racing, Golfing, & Hiking

Glenbeulah house

4 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$587

River Meadow Getaway in Sheboygan Falls

Sheboygan Falls house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$746

Beautiful & Newly Built! Suite in Luxury Motorsport Villa

Elkhart Lake villa

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$268

Gorgeous Lake Michigan beach Mid-Century “smart” home

Oostburg house

4 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 17 minutes

Price per night from

$627

*Entertainment Villa. Close to Everything.*

Elkhart Lake villa

4 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$808

Elkhart Lake Townhome, Mins to Road America!

Elkhart Lake condo

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 14 minutes

Price per night from

$313

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.

Responds fast! avg. 57 minutes

Price per night from

$322

NEW! Walkable Lake Elkhart Home: Dine, Shop, Swim!

Elkhart Lake house

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 12 minutes

Price per night from

$235

Modern Townhome w/ Deck - ½ Mi to Elkhart Lake!

Elkhart Lake townhouse

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 12 minutes

Price per night from

$311

THE ABOVE RYDER CUP RETREAT

Kohler house

4 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$1,119

NEW! Home w/ Patio, Walk to Dining & Lake Elkhart!

Elkhart Lake house

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 12 minutes

Price per night from

$197

Inviting Townhome w/ Porch, Walk to Lake Elkhart!

Elkhart Lake house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 12 minutes

Price per night from

$256

Elkhart Lake Townhome - 3 Mi to Road America!

Elkhart Lake townhouse

2 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 12 minutes

Price per night from

$258

Elkhart Lake Townhome - 20 Mi to Sheboygan!

Elkhart Lake condo

1 bedroom / 1 bathroom / sleeps 5

Responds fast! avg. 12 minutes

Price per night from

$233

Valders Log Cabin near EEA Air Show & Sheboygan!

Saint Nazianz log cabin

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 12 minutes

Price per night from

$296

Charming Cottage on Crystal Lake w/ Private Dock!

Glenbeulah cottage

4 bedrooms / 2 bathrooms / sleeps 14

Responds fast! avg. 12 minutes

Price per night from

$367

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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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