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Holiday Homes in Sheboygan

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Featured Holiday Homes in Sheboygan

Our top choices for Sheboygan holiday homes

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

10.0 out of 10, Exceptional, (107)
"Great place to hang out and relax. Everything was thought of, which made it easy to enjoy."
The price is AU$280
includes taxes & fees
17 Sept - 18 Sept
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

The Esker Ridge Chalet, Pristine Elkhart Solitude

10.0 out of 10, Exceptional, (58)
"Wonderful place, so quiet and nature surrounding the location. So close to Elkhart Lake and yet you wouldn't realize it when on the property. Five Stars!"
The price is AU$425
includes taxes & fees
3 Sept - 4 Sept
The Esker Ridge Chalet, Pristine Elkhart Solitude

Lake Michigan views! Complimentary housekeeping with monthly stays Mar-Apr.

9.8 out of 10, Exceptional, (150)
"A quick one night stay to celebrate my Mom. It was perfect!! Working to make our way back with big family for the holidays! "
The price is AU$954
includes taxes & fees
8 Sept - 9 Sept
Lake Michigan views! Complimentary housekeeping with monthly stays Mar-Apr.

Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

10.0 out of 10, Exceptional, (170)
"Back again for another visit, wonderful as usual. We love this house and the ownwrs hospitality! We will be booking again!"
The price is AU$517
includes taxes & fees
7 Sept - 8 Sept
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

Gleason's Chouse

10.0 out of 10, Exceptional, (37)
"Looking to unwind & relax from the daily demands of being moms & wives, a friend and I chose Gleason's Chouse for its central location to all the local hiking! We were pleasantly surprised by the charm and detail put into the house. It was comfortable and inviting! Would definitely stay again!"
The price is AU$299
includes taxes & fees
7 Sept - 8 Sept
Gleason's Chouse

Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater

4.0 star property
10.0 out of 10, Exceptional, (1)
"Our large family had a magical Christmas! Our beautifully decorated rented home had everything we needed . We were all very comfortable during the day and night time sleeping . We had private spaces and family get together areas ."
The price is AU$5,043
includes taxes & fees
8 Sept - 9 Sept
Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater

Cate's Place: Charming home just minutes from Ice Age Trail & Neshotah Beach

10.0 out of 10, Exceptional, (36)
"Loved it. Cute place, good parking, close to everything."
The price is AU$763
includes taxes & fees
7 Sept - 8 Sept
Cate's Place: Charming home just minutes from Ice Age Trail & Neshotah Beach

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

10.0 out of 10, Exceptional, (35)
"The property was quite cozy with a great fenced-in backyard, conveniently located near the little downtown and Lake Michigan. Couldn't have asked for more!"
The price is AU$643
includes taxes & fees
24 Sept - 25 Sept
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced

Cozy home near Lake Michigan. Easy drive to Green Bay, Door County & Sheboygan.

9.8 out of 10, Exceptional, (70)
"The place worked out perfect for our needs"
The price is AU$743
includes taxes & fees
21 Sept - 22 Sept
Cozy home near Lake Michigan. Easy drive to Green Bay, Door County & Sheboygan.

Private, Spacious Property, Hot Tub, Sleeps 9, EV Charger

10.0 out of 10, Exceptional, (32)
"Awesome place. "
The price is AU$773
includes taxes & fees
24 Sept - 25 Sept
Private, Spacious Property, Hot Tub, Sleeps 9, EV Charger

Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler

2.0 star property
10.0 out of 10, Exceptional, (3)
"Wonderful place! "
The price is AU$951
includes taxes & fees
31 Aug - 1 Sept
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler

Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America

9.8 out of 10, Exceptional, (31)
"This is our 4th year staying at this great property!"
The price is AU$747
includes taxes & fees
31 Aug - 1 Sept
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America

Gorgeous private home hidden in the woods. Can sleep 11 guests

10.0 out of 10, Exceptional, (11)
"This VRBO was everything that the listing described and more. The host was very easy to communicate with and helped make sure we had a great stay."
The price is AU$1,164
includes taxes & fees
23 Sept - 24 Sept
Gorgeous private home hidden in the woods. Can sleep 11 guests

New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!

10.0 out of 10, Exceptional, (27)
"Every thing was great. "
The price is AU$437
includes taxes & fees
9 Sept - 10 Sept
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!

Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More.

10.0 out of 10, Exceptional, (11)
"Great house, great location, very well taken care of and meticulous accommodations. Definitely recommend and would stay again."
The price is AU$1,231
includes taxes & fees
8 Sept - 9 Sept
Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More.

Executive Beachfront Villa: Sleeps 8!

2.0 star property
9.0 out of 10, Wonderful, (2)
"The home was great. The location was great. It was perfect for a night up at blue Harbor area to enjoy the restaurants and coffee shops."
The price is AU$993
includes taxes & fees
1 Sept - 2 Sept
Executive Beachfront Villa: Sleeps 8!

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

10.0 out of 10, Exceptional, (2)
"4 forever friends getaway. Relaxation, eats and drinks with a little antique and thrift shopping"
The price is AU$452
includes taxes & fees
23 Sept - 24 Sept
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit

Road America, Elkhart Lake!

The price is AU$581
includes taxes & fees
15 Sept - 16 Sept
Road America, Elkhart Lake!

5 min from Road America. Great yard and plenty of parking

The price is AU$1,970
includes taxes & fees
31 Aug - 1 Sept
5 min from Road America. Great yard and plenty of parking

Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI

10.0 out of 10, Exceptional, (1)
"Very clean and good location; nice place for our dog; we would definitely stay again if the opportunity presents itself."
The price is AU$318
includes taxes & fees
3 Sept - 4 Sept
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Sheboygan Hotel Reviews

Find out more about Sheboygan

Find out more about Sheboygan

Sheboygan Holiday Homes information

Number of reviews
115
Accommodation
317 Holiday Homes
Lowest Price
AU$280
Highest Price
AU$437