Photo by John Sukowaty
Sheboygan Vacation Rentals
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
Vacation Home in Oostburg
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.10.0 out of 10, Exceptional, (126 reviews)
"Our host was warm and welcoming and our accommodations were wonderful (well appointed and decorated … every detail well thought out)."
Heidi E.
The price is CA $161
CA $198 total
includes taxes & fees
Mar 26 - Mar 27
Vacation Home in Sheboygan
3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown10.0 out of 10, Exceptional, (13 reviews)
"Very nice,had everything you need. Nicely decorated.. close to town and parks"
Dennis B.
The price is CA $108
CA $224 total
includes taxes & fees
Mar 23 - Mar 24
Vacation Home in Ellis Historical District
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.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 CA $158
CA $210 total
includes taxes & fees
Mar 24 - Mar 25
Vacation Home in Campbellsport
Gleason's Chouse10.0 out of 10, Exceptional, (41 reviews)
"Incredibly decorated home. Loved staying here. "
Mike L.
The price is CA $185
CA $262 total
includes taxes & fees
Apr 7 - Apr 8
Vacation Home in Sheboygan
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced10.0 out of 10, Exceptional, (40 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 CA $158
CA $525 total
includes taxes & fees
Mar 23 - Mar 24
Vacation Home in Plymouth
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth9.6 out of 10, Exceptional, (10 reviews)
"Great property! Close to many great places. Property was very kid and adult friendly. Great time with family. We'll be back again. "
Andrew M.
The price is CA $263
CA $786 total
includes taxes & fees
Mar 24 - Mar 25
Vacation Home in Sheboygan
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city9.8 out of 10, Exceptional, (25 reviews)
"Great location!! Super clean, all we needed "
Kathy P.
The price is CA $247
CA $587 total
includes taxes & fees
Mar 23 - Mar 24
Vacation Home in New Holstein
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!10.0 out of 10, Exceptional, (174 reviews)
"Great place would go back"
William
The price is CA $278
CA $458 total
includes taxes & fees
Mar 29 - Mar 30
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
Cabins
Private vacation homes
Save an average of 15% on thousands of hotels when you're signed in
Top Sheboygan Hotel Reviews
Watershed Hotel
10/10 Excellent
Find out more about Sheboygan
Sheboygan Vacation Homes information
Number of reviews | 555 |
|---|---|
Accommodation | 262 Vacation Homes |
Lowest Price | CA $198 |
Highest Price | CA $2,227 |
Explore a world of travel with Expedia
- Adell Hotels
- Hotels near Blackwolf Run
- Hotels near Blue Harbor Resort & Conference Center Water Park
- Cascade Hotels
- Farmstay in Cedar Grove
- B&B in Cedar Grove
- Guest Houses in Cedar Grove
- Cedar Grove Hotels
- Resorts in Cedar Grove
- Farmstay in Cleveland
- Aparthotels in Cleveland
- B&B in Cleveland
- Castles in Cleveland
- Cottages in Cleveland
- Hostels in Cleveland
- Hotels with a Pool in Cleveland
- Spa Hotels in Cleveland
- Cleveland Hotels
- Lodges in Cleveland
- Motels in Cleveland
- Resorts in Cleveland
- Luxury Hotels in Sheboygan County
- Sheboygan County Hotels
- Downtown Sheboygan Hotels
- Beach Hotel Hotels in Elkhart Lake
- Cheap Hotels in Elkhart Lake
- Golf Hotels in Elkhart Lake
- Luxury Hotels in Elkhart Lake
- Spa Hotels in Elkhart Lake
- Elkhart Lake Hotels
- Glenbeulah Hotels
- Motels in Haven
- Rv Parks in Haven
- Villas in Haven
- Castles in Howards Grove
- Howards Grove Hotels
- Cabin Rentals in Kohler
- Castles in Kohler
- Beach Hotel Hotels in Kohler
- Cheap Hotels in Kohler
- Golf Hotels in Kohler
- Luxury Hotels in Kohler
- Spa Hotels in Kohler
- Hotel Wedding Venues Hotels in Kohler
- Kohler Hotels
- Lodges in Kohler
- Vacation Homes in Kohler
- Resorts in Kohler
- Newton Hotels
- B&B in Oostburg
- Cheap Hotels in Oostburg
- Oostburg Hotels
- B&B in Plymouth
- Guest Houses in Plymouth
- Cheap Hotels in Plymouth
- Historic Hotels in Plymouth
- Hotels with Hot Tubs in Plymouth
- Hotels with an Indoor Pool in Plymouth
- Luxury Hotels in Plymouth
- Plymouth Hotels
- Motels in Plymouth
- Hotels near Road America
- Guest Houses in Sheboygan County
- B&B in Sheboygan Falls
- Golf Hotels in Sheboygan Falls
- Hotels with Free Breakfast in Sheboygan Falls
- Hotels with Hot Tubs in Sheboygan Falls
- Sheboygan Falls Hotels
- Riads in Sheboygan Falls
- Hotels near The Bull at Pinehurst Farms Golf Course
- Waldo Hotels
- Lodges in Waldo
- Hotels near Whistling Straits Golf Course
- Flights to Elkhart Lake
- Flights to Kohler
- Flights to Plymouth
- Flights to Sheboygan Falls
- Flights from Elkhart Lake
- Flights from Newton
- Flights from Kohler
- Flights from Columbus (CMH) to Sheboygan (SBM)
- Flights from Indiana (IDI) to Sheboygan (SBM)
- Flights from Minneapolis (MSP) to Sheboygan (SBM)
- Flights from Chicago (ORD) to Sheboygan (SBM)
- Flights from Savannah (SAV) to Sheboygan (SBM)
- Flights from Orlando (SFB) to Sheboygan (SBM)
- Flights from Edmonton (YXD) to Sheboygan (SBM)