Search Vacation Homes in Sheboygan
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Sheboygan vacation homes
Gleason's Chouse
Gleason's ChouseCampbellsport
10.0 out of 10, Exceptional, (44 reviews)
"Incredibly decorated home. Loved staying here. "
Mike L.
The price is AED 496
AED 698 total
includes taxes & fees
28 Jun - 29 Jun
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, (41 reviews)
"Nice place for 2 couples for a weekend getaway."
Kimberly K.
The price is AED 547
AED 1,138 total
includes taxes & fees
19 Jul - 20 Jul
The Esker Ridge Chalet, Pristine Elkhart Solitude
The Esker Ridge Chalet, Pristine Elkhart SolitudeElkhart Lake
10.0 out of 10, Exceptional, (60 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
30 Jun - 1 Jul
Large Backyard, Walk to Hospital: Sheboygan Abode!
Large Backyard, Walk to Hospital: Sheboygan Abode!Sheboygan
The price is AED 503
AED 1,547 total
includes taxes & fees
5 Jul - 6 Jul
The price is AED 177
AED 445 total
includes taxes & fees
7 Jul - 8 Jul
1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
1 Mi to Shore: Lake Michigan Retreat w/ Game Room!Two Rivers
9.2 out of 10, Wonderful, (7 reviews)
"Great place to stay."
Melissa B.
The price is AED 503
AED 1,668 total
includes taxes & fees
1 Jul - 2 Jul
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, (42 reviews)
"Really nice place, everything was perfect! The shower downstairs doesn’t get very hot, but the one upstairs makes up for it. Great location and neighborhood. The garage was a huge help since it dumped 6” of snow while we were there (the owners offering to shovel). The fireplace was really awesome, and my teenage daughter really enjoyed having the entire upstairs to herself. Overall, very happy with our stay."
Kevin K.
The price is AED 588
AED 1,622 total
includes taxes & fees
6 Jul - 7 Jul
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, (175 reviews)
"Great place would go back"
William
The price is AED 744
AED 1,230 total
includes taxes & fees
1 Jul - 2 Jul
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.
Find vacation rentals that suit your style
Private vacation homes
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Sheboygan Hotel Reviews
Comfort Inn & Suites Sheboygan I-43
8/10 Good
