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Vacation Homes in Sheboygan

Gleason's Chouse
10.0 out of 10, Exceptional, (40)
"The house was such a unique and fun place to stay, we had such a great weekend and experience there. My spouse is already talking about coming back someday soon. The neighborhood felt safe and it was easy to get around to any place we needed to. It was clean and stocked with extra amenities that anyone might need on a trip. "
United States
Miranda W.
The price is ¥20,351
¥29,105 total
includes taxes & fees
Oct 23 - Oct 24
Gleason's Chouse
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
10.0 out of 10, Exceptional, (112)
"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 ¥21,105
¥25,447 total
includes taxes & fees
Nov 3 - Nov 4
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
10.0 out of 10, Exceptional, (30)
"We came just to relax and have fun. We enjoyed sitting out on the patio with our dog and books and having a bonfire in the fire pit. The home is very well labeled and cozy—we loved it! "
United States
Jeremy E.
The price is ¥15,829
¥37,644 total
includes taxes & fees
Oct 31 - Nov 1
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
Wyatt's Country Home - King Bed!
10.0 out of 10, Exceptional, (17)
"Beautiful property and perfect location!"
United States
Michael T.
The price is ¥20,351
¥37,057 total
includes taxes & fees
Oct 26 - Oct 27
Wyatt's Country Home - King Bed!
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 ."
United States
Brenda J.
The price is ¥271,350
¥491,061 total
includes taxes & fees
Oct 29 - Oct 30
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
9.8 out of 10, Exceptional, (37)
"Loved it. Cute place, good parking, close to everything."
United States
Bernardine B.
The price is ¥21,437
¥39,388 total
includes taxes & fees
Oct 23 - Oct 24
Cate's Place: Charming home just minutes from Ice Age Trail & Neshotah Beach
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
10.0 out of 10, Exceptional, (173)
"Great place would go back"
United States
William
The price is ¥30,527
¥50,497 total
includes taxes & fees
Oct 31 - Nov 1
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
Surfside Retreat – Walk to Lake
The price is ¥13,417
¥37,805 total
includes taxes & fees
Nov 18 - Nov 19
Surfside Retreat – Walk to Lake
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
10.0 out of 10, Exceptional, (4)
"4 forever friends getaway. Relaxation, eats and drinks with a little antique and thrift shopping"
United States
Stacy P.
The price is ¥18,995
¥32,339 total
includes taxes & fees
Nov 16 - Nov 17
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
10.0 out of 10, Exceptional, (38)
"Quick overnighter in Sheboygan with girlfriends. There were 6 of us and we were able to bunk up comfortably. Beds were comfy, everything was clean and well stocked. We have a lovely night here!"
United States
Carrie H.
The price is ¥17,336
¥57,662 total
includes taxes & fees
Nov 18 - Nov 19
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Sheboygan Riverside Condo
2.0 star property
The price is ¥20,502
¥36,017 total
includes taxes & fees
Oct 23 - Oct 24
Sheboygan Riverside Condo
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! "
United States
Colleen & Mark G.
The price is ¥54,270
¥92,722 total
includes taxes & fees
Oct 23 - Oct 24
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
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!"
United States
Gregory
The price is ¥29,999
¥40,874 total
includes taxes & fees
Nov 4 - Nov 5
The Esker Ridge Chalet, Pristine Elkhart Solitude
Beautiful private home hidden in the woods. Can sleep 11 guests
10.0 out of 10, Exceptional, (14)
"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."
United States
Will C.
The price is ¥120,600
¥145,364 total
includes taxes & fees
Oct 23 - Oct 24
Beautiful private home hidden in the woods. Can sleep 11 guests
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
9.8 out of 10, Exceptional, (32)
"Great place for family to stay for wedding of grandson. "
United States
Dawn C.
The price is ¥45,225
¥72,683 total
includes taxes & fees
Oct 23 - Oct 24
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
Road America, Elkhart Lake!
The price is ¥26,381
¥56,469 total
includes taxes & fees
Oct 23 - Oct 24
Road America, Elkhart Lake!
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"
United States
Paul S.
The price is ¥43,280
¥55,798 total
includes taxes & fees
Oct 23 - Oct 24
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, (33)
"Such a gem of a place! Beautiful and amazing property and so well appointed! Highly recommend - host is extremely accommodating, wonderful communication and kind. Master bedroom is like a penthouse suite! We are already planning our next stay! "
United States
Lisa W.
The price is ¥38,379
¥73,570 total
includes taxes & fees
Oct 28 - Oct 29
Private, Spacious Property, Hot Tub, Sleeps 9, EV Charger
5 min from Road America. Great yard and plenty of parking
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 ¥86,681
¥140,912 total
includes taxes & fees
Nov 19 - Nov 20
5 min from Road America. Great yard and plenty of parking
Lake Michigan views! Complimentary housekeeping with monthly stays Mar-Apr.
9.8 out of 10, Exceptional, (154)
"This rental gave us a home away from home with a gorgeous view of the lake from several of the rooms. It had everything we needed and more. "
United States
Linda K.
The price is ¥48,843
¥86,407 total
includes taxes & fees
Oct 31 - Nov 1
Lake Michigan views! Complimentary housekeeping with monthly stays Mar-Apr.
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

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Sheboygan Vacation Homes information

Number of reviews
796
Accommodation
265 Vacation Homes
Lowest Price
¥25,447
Highest Price
¥491,061