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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan
Gleason's Chouse
Interior

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. "
The price is HK$1,051
HK$1,502 total
includes taxes & fees
21 Oct - 22 Oct
Gleason's Chouse
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Exterior

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

10.0 out of 10, Exceptional, (111)
"We enjoyed our stay and quick access to the lake. We enjoyed Sheboygan and the nearby park. Home was extremely clean and easy process."
The price is HK$1,090
HK$1,314 total
includes taxes & fees
3 Nov - 4 Nov
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Wyatt's Country Home - King Bed!
Fridge, microwave, oven, stovetop

Wyatt's Country Home - King Bed!

10.0 out of 10, Exceptional, (17)
"Beautiful property and perfect location!"
The price is HK$1,051
HK$1,889 total
includes taxes & fees
12 Oct - 13 Oct
Wyatt's Country Home - King Bed!
Cate's Place: Charming home just minutes from Ice Age Trail & Neshotah Beach
Fridge, microwave, oven, stovetop

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."
The price is HK$967
HK$1,848 total
includes taxes & fees
14 Oct - 15 Oct
Cate's Place: Charming home just minutes from Ice Age Trail & Neshotah Beach
Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater
Exterior

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 HK$14,009
HK$25,352 total
includes taxes & fees
20 Oct - 21 Oct
Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater
Surfside Retreat – Walk to Lake
Fridge, oven, stovetop, dishwasher

Surfside Retreat – Walk to Lake

The price is HK$724
HK$2,018 total
includes taxes & fees
13 Oct - 14 Oct
Surfside Retreat – Walk to Lake
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Fridge, microwave, oven, stovetop

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"
The price is HK$1,009
HK$1,710 total
includes taxes & fees
13 Oct - 14 Oct
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (37)
"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 HK$1,051
HK$3,180 total
includes taxes & fees
4 Nov - 5 Nov
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
LUX Uptown Escape - The Trester
Terrace/patio

LUX Uptown Escape - The Trester

9.6 out of 10, Exceptional, (11)
"Clean, great location, nice space, easy walking to restaurants/bars"
The price is HK$876
HK$1,736 total
includes taxes & fees
16 Oct - 17 Oct
LUX Uptown Escape - The Trester
The Esker Ridge Chalet, Pristine Elkhart Solitude
Exterior

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 HK$1,549
HK$2,143 total
includes taxes & fees
14 Oct - 15 Oct
The Esker Ridge Chalet, Pristine Elkhart Solitude
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
Exterior detail

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

10.0 out of 10, Exceptional, (173)
"Great place would go back"
The price is HK$1,576
HK$2,607 total
includes taxes & fees
18 Oct - 19 Oct
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
Sheboygan Riverside Condo
Fridge, microwave, oven, stovetop

Sheboygan Riverside Condo

2.0 star property
The price is HK$1,167
HK$1,995 total
includes taxes & fees
13 Oct - 14 Oct
Sheboygan Riverside Condo
Road America, Elkhart Lake!
Terrace/patio

Road America, Elkhart Lake!

The price is HK$1,362
HK$2,915 total
includes taxes & fees
20 Oct - 21 Oct
Road America, Elkhart Lake!
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
Fridge, microwave, oven, stovetop

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 HK$2,802
HK$4,787 total
includes taxes & fees
13 Oct - 14 Oct
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
Property grounds

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. "
The price is HK$2,335
HK$3,752 total
includes taxes & fees
20 Oct - 21 Oct
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
Beautiful private home hidden in the woods. Can sleep 11 guests
Dining

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."
The price is HK$6,226
HK$7,504 total
includes taxes & fees
12 Oct - 13 Oct
Beautiful private home hidden in the woods. Can sleep 11 guests
Private, Spacious Property, Hot Tub, Sleeps 9, EV Charger
Terrace/patio

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! "
The price is HK$1,905
HK$3,710 total
includes taxes & fees
20 Oct - 21 Oct
Private, Spacious Property, Hot Tub, Sleeps 9, EV Charger
Cozy home near Lake Michigan. Easy drive to Green Bay, Door County & Sheboygan.
Outdoor dining

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 HK$2,234
HK$2,863 total
includes taxes & fees
22 Oct - 23 Oct
Cozy home near Lake Michigan. Easy drive to Green Bay, Door County & Sheboygan.
3 Min to Road America, outdoor deck, grill, & fire table
Lobby

3 Min to Road America, outdoor deck, grill, & fire table

10.0 out of 10, Exceptional, (1)
"This place was perfect for our group. We were karting at Road America, and location was a little over a mile from the gate. Newly renovated and very nice. Hosts did lots of little things to add value to our stay. Plenty to do nearby. Kids loved the basement and yard, adults hung out on patio. Would definitely stay here again. "
The price is HK$2,724
HK$6,051 total
includes taxes & fees
14 Oct - 15 Oct
3 Min to Road America, outdoor deck, grill, & fire table
5 min from Road America. Great yard and plenty of parking
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (1)
The price is HK$5,360
HK$8,340 total
includes taxes & fees
12 Oct - 13 Oct
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
"Loved having parking so easily accessible. The front desk staff was extremely helpful and professional"
LAINEY 2-night trip
Posted 1 day ago
Grandstay Residential Suites Hotel - Sheboygan

Find out more about Sheboygan

Sheboygan Vacation Homes information

Number of reviews
629
Accommodation
265 Vacation Homes
Lowest Price
HK$1,314
Highest Price
HK$25,352