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Holiday Homes in Sheboygan

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Check prices for these dates

Next weekend
21 Nov - 23 Nov
In two weeks
28 Nov - 30 Nov
In one month
12 Dec - 14 Dec
In two months
9 Jan - 11 Jan

Featured Holiday Homes in Sheboygan

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

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

Oostburg
10.0 out of 10, Exceptional, (116)
"We enjoyed our stay and quick access to the lake. We enjoyed Sheboygan and the nearby park. Home was extremely clean and easy process."
United States
Shelby L.
The price is NZ$280
includes taxes & fees
1 Dec - 2 Dec
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Interior
Gleason's Chouse

Gleason's Chouse

Campbellsport
10.0 out of 10, Exceptional, (41)
"So interesting and comfy atmosphere. We loved all the attention to detail. Great amneties. Definitely going back!"
United States
Jenee S.
The price is NZ$352
includes taxes & fees
22 Nov - 23 Nov
Gleason's Chouse
Private kitchen
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.

Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.

2.0 star property
Ellis Historical District
9.6 out of 10, Exceptional, (12)
"Place was clean, up to date, easy to access. The place was well stocked with cooking utensils, plates, silverware, etc. The place was very comfortable. Would rebook the next time we are in Sheboygan"
United States
Jay R.
The price is NZ$271
includes taxes & fees
15 Nov - 16 Nov
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
Fridge, microwave, oven, stovetop
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit

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

Sheboygan
10.0 out of 10, Exceptional, (4)
"The house is very comfortable inside and outside. It has an enclosed back yard for grilling and chilling. The beds are comfortable. The kitchen is equipped for any meal you want to create. The host is very helpful and responded quickly to any questions I had. I will use this home again!"
United States
Pete J.
The price is NZ$335
includes taxes & fees
16 Nov - 17 Nov
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Fridge, oven, stovetop, dishwasher
Surfside Retreat – Walk to Lake

Surfside Retreat – Walk to Lake

Ellis Historical District
The price is NZ$413
includes taxes & fees
17 Nov - 18 Nov
Surfside Retreat – Walk to Lake
Fridge, microwave, oven, stovetop
Cate's Place: Charming home just minutes from Ice Age Trail & Neshotah Beach

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

Two Rivers
9.8 out of 10, Exceptional, (37)
"Loved it. Cute place, good parking, close to everything."
United States
Bernardine B.
The price is NZ$349
includes taxes & fees
1 Dec - 2 Dec
Cate's Place: Charming home just minutes from Ice Age Trail & Neshotah Beach
Exterior
Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater

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

4.0 star property
Fond du Lac
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 ."
United States
Brenda J.
The price is NZ$5,757
includes taxes & fees
20 Nov - 21 Nov
Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater
Smart TV
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

Sheboygan
10.0 out of 10, Exceptional, (19)
"Our stay was wonderful and the property was in a perfect location with all the amenities. Would definitely stay again when in the area. "
United States
Suzette Z.
The price is NZ$705
includes taxes & fees
15 Nov - 16 Nov
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Fridge, microwave, oven, stovetop
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced

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

Sheboygan
10.0 out of 10, Exceptional, (38)
"We loved the pet friendly fenced in yard. The property was in great condition with a fully stocked kitchen. A great place to stay in Sheboygan."
United States
Stephen
The price is NZ$746
includes taxes & fees
24 Nov - 25 Nov
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Exterior detail
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

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

New Holstein
10.0 out of 10, Exceptional, (173)
"Great place would go back"
United States
William
The price is NZ$592
includes taxes & fees
26 Nov - 27 Nov
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
Fridge, microwave, oven, stovetop
Sheboygan Riverside Condo

Sheboygan Riverside Condo

2.0 star property
Sheboygan
The price is NZ$383
includes taxes & fees
16 Nov - 17 Nov
Sheboygan Riverside Condo
Outdoor dining
Cozy home near Lake Michigan. Easy drive to Green Bay, Door County & Sheboygan.

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

Two Rivers
9.8 out of 10, Exceptional, (70)
"Everything went well! Great place - we will stay there again."
United States
Wes W.
The price is NZ$504
includes taxes & fees
17 Nov - 18 Nov
Cozy home near Lake Michigan. Easy drive to Green Bay, Door County & Sheboygan.
Property grounds
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America

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

Reedsville
9.8 out of 10, Exceptional, (32)
"Great place for family to stay for wedding of grandson. "
United States
Dawn C.
The price is NZ$846
includes taxes & fees
16 Nov - 17 Nov
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
Interior
Lake Michigan views! Complimentary housekeeping with monthly stays Mar-Apr.

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

Two Rivers
9.8 out of 10, Exceptional, (154)
"A quick one night stay to celebrate my Mom. It was perfect!! Working to make our way back with big family for the holidays! "
United States
Sara B.
The price is NZ$852
includes taxes & fees
17 Nov - 18 Nov
Lake Michigan views! Complimentary housekeeping with monthly stays Mar-Apr.
Fridge, microwave, oven, stovetop
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler

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

2.0 star property
Kiel
10.0 out of 10, Exceptional, (3)
"Craig was great at responding to questions! The property is very unique and spacious! I would have loved to stay more then a day to enjoy all the amenities!"
United States
Catherine D.
The price is NZ$1,075
includes taxes & fees
15 Nov - 16 Nov
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
Terrace/patio
Road America, Elkhart Lake!

Road America, Elkhart Lake!

Elkhart Lake
The price is NZ$662
includes taxes & fees
16 Nov - 17 Nov
Road America, Elkhart Lake!
Dining
Beautiful private home hidden in the woods. Can sleep 11 guests

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

Plymouth
10.0 out of 10, Exceptional, (14)
"We stayed here July 4th-6th, a company of 6 friends.Prior and During check-in, The Host reached out, left his phone number, was very responsive and Accommodating. Offered flexible check-in options, provided additional guidance on how to reach the place. When we checked-in helped navigating the property and find whatever we needed.The property has everything you need during the stay for celebration, cooking, grilling etc. it also has a nice interesting car racing Vibe with art memorabilia...
United States
Alexander V.
The price is NZ$1,703
includes taxes & fees
16 Nov - 17 Nov
Beautiful private home hidden in the woods. Can sleep 11 guests
Terrace/patio
Private, Spacious Property, Hot Tub, Sleeps 9, EV Charger

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

Cascade
10.0 out of 10, Exceptional, (33)
"All was great!"
United States
Curt S.
The price is NZ$853
includes taxes & fees
17 Nov - 18 Nov
Private, Spacious Property, Hot Tub, Sleeps 9, EV Charger
Interior
Brand new Modern, 6 bedroom waterfront home on a beautiful Long Lake.

Brand new Modern, 6 bedroom waterfront home on a beautiful Long Lake.

2.0 star property
Campbellsport
The price is NZ$2,126
includes taxes & fees
15 Nov - 16 Nov
Brand new Modern, 6 bedroom waterfront home on a beautiful Long Lake.
Fridge, microwave, oven, stovetop
5 min from Road America. Great yard and plenty of parking

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

Elkhart Lake
10.0 out of 10, Exceptional, (2)
" We enjoyed our stay very much. The house is lovely, spacious, and clean. The property is quite big and provides an excellent space to walk or room for younger children to play. Several family members enjoyed a walk about after our drive on Saturday. The house was perfect for our group, and the living room was our gathering place for Saturday evening as well as Sunday morning. We cooked our evening meal and our morning breakfast in the kitchen. The only minor issue was that our group had 9...
United States
Paul & Jacqleene M.
The price is NZ$1,588
includes taxes & fees
19 Nov - 20 Nov
5 min from Road America. Great yard and plenty of parking
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

La Quinta Inn by Wyndham Sheboygan

La Quinta Inn by Wyndham Sheboygan

10/10 Excellent
"Staff were really friendly and helpful when checking in - letting me check in slightly earlier too! "
Oliver 1-night trip
Posted 3 days ago
La Quinta Inn by Wyndham Sheboygan

Find out more about Sheboygan

Sheboygan Holiday Homes information

Number of reviews
718
Accommodation
264 Holiday Homes
Lowest Price
NZ$280
Highest Price
NZ$5,757

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