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Our top choices for Sheboygan vacation homes
Gleason's Chouse
Gleason's ChouseCampbellsport
10.0 out of 10, Exceptional, (42 reviews)
"Incredibly decorated home. Loved staying here. "
Mike L.
The price is AED 496
AED 709 total
includes taxes & fees
3 Jun - 4 Jun
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.Ellis Historical District
9.6 out of 10, Exceptional, (12 reviews)
"A warm and cozy place to stay. Beautifully decorated and friendly hosts. Would stay again anytime we’re in Sheboygan."
Rebecca S.
The price is AED 422
AED 563 total
includes taxes & fees
29 May - 30 May
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!Two Rivers
10.0 out of 10, Exceptional, (37 reviews)
"The property was very nice, clean, and comfortable! The hosts were very kind and available if you needed them. A great place to stay if youre in the area!"
Tara F.
The Esker Ridge Chalet, Pristine Elkhart Solitude
The Esker Ridge Chalet, Pristine Elkhart SolitudeElkhart Lake
10.0 out of 10, Exceptional, (59 reviews)
"Great spot, super close to town (and the always great Off The Rail cafe). Clean and quiet. Used as a base for track time at Road America."
Scott G.
The price is AED 731
AED 1,008 total
includes taxes & fees
9 Jun - 10 Jun
Updated Plymouth Home ~ 5 Mi to Road America!
Updated Plymouth Home ~ 5 Mi to Road America!Plymouth
10.0 out of 10, Exceptional, (18 reviews)
"This house was an excellent choice for our race weekend at Road America. It was very clean, the bedrooms were comfortable, check-in was easy, the neighborhood was quiet, and the proximity to the race track was great. Would definitely stay again!"
Patricia V.
The price is AED 544
AED 1,487 total
includes taxes & fees
24 May - 25 May
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, (174 reviews)
"Great place would go back"
William
The price is AED 744
AED 1,226 total
includes taxes & fees
5 Jun - 6 Jun
3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown
3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtownSheboygan
9.8 out of 10, Exceptional, (15 reviews)
"Welcoming and attentive hosts with helpful recommendations, clean and cozy space. "
Brenda R.
The price is AED 878
AED 1,355 total
includes taxes & fees
25 May - 26 May
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully FencedSheboygan
10.0 out of 10, Exceptional, (41 reviews)
"We absolutely loved our stay. Everything was so well stocked and comfortable. Perfect location near the lake. Between the fenced in yard for the dog and the little play area for the kids, it couldn’t have worked out better."
Jean S.
The price is AED 477
AED 1,480 total
includes taxes & fees
26 May - 27 May
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
Watershed Hotel
10/10 Excellent
