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Search Vacation Homes in Sheboygan

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Vacation 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.
$150 nightly
The price is $158
Dec 1 - Dec 2
Total with taxes and fees
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.
$189 nightly
The price is $199
Nov 22 - Nov 23
Total with taxes and fees
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.
$135 nightly
The price is $153
Nov 17 - Nov 18
Total with taxes and fees
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.
$167 nightly
The price is $190
Nov 17 - Nov 18
Total with taxes and fees
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
$235 nightly
The price is $238
Nov 17 - Nov 18
Total with taxes and fees
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.
$159 nightly
The price is $180
Dec 1 - Dec 2
Total with taxes and fees
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.
$3,097 nightly
The price is $3,515
Dec 1 - Dec 2
Total with taxes and fees
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.
$352 nightly
The price is $399
Nov 17 - Nov 18
Total with taxes and fees
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
$366 nightly
The price is $415
Dec 3 - Dec 4
Total with taxes and fees
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
$318 nightly
The price is $335
Nov 26 - Nov 27
Total with taxes and fees
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
$221 nightly
The price is $224
Nov 18 - Nov 19
Total with taxes and fees
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.
$234 nightly
The price is $266
Nov 29 - Nov 30
Total with taxes and fees
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.
$457 nightly
The price is $482
Nov 19 - Nov 20
Total with taxes and fees
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.
$536 nightly
The price is $608
Dec 1 - Dec 2
Total with taxes and fees
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.
$577 nightly
The price is $609
Nov 17 - Nov 18
Total with taxes and fees
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
8.0 out of 10, Very Good, (1)
$372 nightly
The price is $375
Nov 17 - Nov 18
Total with taxes and fees
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)
"Great place to get away for the weekend. Our family fit very comfortably. The house was clean, and very well organized. "
United States
Liliana M.
$914 nightly
The price is $964
Nov 17 - Nov 18
Total with taxes and fees
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.
$452 nightly
The price is $477
Dec 9 - Dec 10
Total with taxes and fees
Private, Spacious Property, Hot Tub, Sleeps 9, EV Charger
Terrace/patio
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
$1,277 nightly
The price is $1,347
Nov 24 - Nov 25
Total with taxes and fees
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.
$852 nightly
The price is $899
Nov 19 - Nov 20
Total with taxes and fees
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

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

10/10 Excellent
"The hotel is located in a nice part of town. Quiet, and a few shops, restaurants and parks nearby. The room was spacious and clean, and the bed was comfortable. We really enjoyed our stay here."
Amber 1-night trip
Posted 3 days ago
Grandstay Residential Suites Hotel - Sheboygan

Find out more about Sheboygan

Sheboygan Vacation Homes information

Number of reviews
731
Accommodation
0 Vacation Homes
Lowest Price
$153
Highest Price
$3,515

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