
Holiday 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 holiday homes

1. 3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4
3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4Sheboygan
10.0 out of 10, Exceptional, (21 reviews)

2. Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.Oostburg
10.0 out of 10, Exceptional, (151 reviews)
The price is NZ$262
includes taxes & fees
18 Nov - 19 Nov

3. 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, (43 reviews)
The price is NZ$710
includes taxes & fees
14 Dec - 15 Dec

4. Eclectic Artsy 3-bedroom house with King Bed & AC in Sheboygan
Eclectic Artsy 3-bedroom house with King Bed & AC in SheboyganSheboygan
10.0 out of 10, Exceptional, (1 review)
The price is NZ$414
includes taxes & fees
14 Dec - 15 Dec

5. Victorian Inn #241 | 2 Queen Beds
Victorian Inn #241 | 2 Queen BedsElkhart Lake
The price is NZ$310
includes taxes & fees
25 Nov - 26 Nov

6. The Esker Ridge Chalet, Pristine Elkhart Solitude
The Esker Ridge Chalet, Pristine Elkhart SolitudeElkhart Lake
10.0 out of 10, Exceptional, (73 reviews)
The price is NZ$537
includes taxes & fees
17 Nov - 18 Nov

7. Beachfront Paradise: King Suite - Sleeps 8!
Beachfront Paradise: King Suite - Sleeps 8!Sheboygan
7.0 out of 10, Good, (6 reviews)
The price is NZ$1,090
includes taxes & fees
14 Nov - 15 Nov

8. Eve’s Place by beach + 2 kings 1 queen + AC + Pack’n Play + High Chair
Eve’s Place by beach + 2 kings 1 queen + AC + Pack’n Play + High ChairSheboygan
10.0 out of 10, Exceptional, (2 reviews)
The price is NZ$581
includes taxes & fees
14 Dec - 15 Dec

9. The Links! - Luxury Golf Retreat with Golf Simulator
The Links! - Luxury Golf Retreat with Golf SimulatorSheboygan
10.0 out of 10, Exceptional, (17 reviews)
The price is NZ$1,053
includes taxes & fees
14 Dec - 15 Dec

10. Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the citySheboygan
9.8 out of 10, Exceptional, (43 reviews)
The price is NZ$987
includes taxes & fees
20 Nov - 21 Nov

11. 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, (50 reviews)
The price is NZ$433
includes taxes & fees
19 Nov - 20 Nov

12. Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable PlymouthPlymouth
9.8 out of 10, Exceptional, (19 reviews)
The price is NZ$992
includes taxes & fees
14 Nov - 15 Nov

13. Luxury Lakeside Home-NEW Renovation-Walk to Beach, Dining, & More.
Luxury Lakeside Home-NEW Renovation-Walk to Beach, Dining, & More.Sheboygan
10.0 out of 10, Exceptional, (18 reviews)
The price is NZ$1,800
includes taxes & fees
14 Dec - 15 Dec

14. Private Oasis•Point Beach State Park•Lake Michigan
Private Oasis•Point Beach State Park•Lake MichiganTwo Rivers
The price is NZ$486
includes taxes & fees
16 Nov - 17 Nov

15. 1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
1 Mi to Shore: Lake Michigan Retreat w/ Game Room!Two Rivers
9.6 out of 10, Exceptional, (15 reviews)
The price is NZ$980
includes taxes & fees
16 Nov - 17 Nov

16. Road America, Elkhart Lake!
Road America, Elkhart Lake!Elkhart Lake
7.0 out of 10, Good, (2 reviews)
The price is NZ$659
includes taxes & fees
8 Dec - 9 Dec

17. The Pines-Hike, Hunt, Hot tub Sleeps 9
The Pines-Hike, Hunt, Hot tub Sleeps 9Cascade
10.0 out of 10, Exceptional, (39 reviews)
The price is NZ$1,011
includes taxes & fees
18 Nov - 19 Nov

18. Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and KohlerKiel
9.0 out of 10, Wonderful, (7 reviews)
The price is NZ$849
includes taxes & fees
24 Nov - 25 Nov

19. Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road AmericaReedsville
9.8 out of 10, Exceptional, (36 reviews)
The price is NZ$788
includes taxes & fees
16 Nov - 17 Nov

20. 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, (182 reviews)
The price is NZ$649
includes taxes & fees
29 Nov - 30 Nov
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 holiday rentals that suit your style
Cabins
Cottages
Save an average of 15% on thousands of hotels when you're signed in
Top Sheboygan Hotel Reviews

Grandstay Residential Suites Hotel - Sheboygan
10/10 Excellent
Find out more about Sheboygan
Sheboygan Holiday Homes information
Number of reviews | 596 |
|---|---|
Accommodation | 252 Holiday Homes |
Lowest Price | NZ$262 |
Highest Price | NZ$1,800 |
Explore a world of travel with Expedia
- Cedarburg Hotels
- Grafton Hotels
- Malone Hotels
- Two Rivers Hotels
- Newburg Hotels
- Cleveland Hotels
- Cascade Hotels
- Manitowoc Hotels
- Denmark Hotels
- Dundas Hotels
- Hilbert Hotels
- Sheboygan Hotels
- Kewaskum Hotels
- Sherwood Hotels
- Newton Hotels
- Thiensville Hotels
- West Bend Hotels
- Hotels near Skip Barber Driving School
- Saint Nazianz Hotels
- Plymouth Hotels
- Allenton Hotels
- Elkhart Lake Hotels
- Hotels near Sunburst Ski Area
- Hotels near Little Switzerland
- Random Lake Hotels
- Lomira Hotels
- Ashford Hotels
- Sheboygan County Hotels
- Jackson Hotels
- New Holstein Hotels
- Waldo Hotels
- Belgium Hotels
- Hotels near Blue Harbor Resort & Conference Center Water Park
- Cedar Grove Hotels
- Orchard Grove Hotels
- Slinger Hotels
- Fond du Lac Hotels
- Fond du Lac County Hotels
- Campbellsport Hotels
- Kiel Hotels
- Chilton Hotels
- Kohler Hotels
- Mishicot Hotels
- Bayside Hotels
- Spa Hotels in Two Rivers
- Spa Hotels in Plymouth
- Hotels with Pool in Chilton
- Spa Hotels in Chilton
- Pet Friendly Hotels in Grafton
- Holiday Homes in Lomira
- Hostels in Milwaukee
- Motels in Milwaukee
- Apartments in Milwaukee
- Motels in West Bend
- Resort in Mishicot
- Motels in Cleveland
- Motels in Appleton
- Apartments in Chilton
- B&B in Chilton
- Resort in Kohler
- B&B in Oostburg
- Serviced Apartments in Oostburg
- Motels in Sheboygan
- Hilton Hotels in Chilton
- Marriott Hotels & Resorts in Sheboygan
- Flights from Washington (DCA) to Fond du Lac (FLD)
- Flights from Wisconsin Rapids (ISW) to Fond du Lac (FLD)
- Flights from Pittsburgh (PIT) to Manitowoc (MTW)
- Flights from Singapore (SIN) to Manitowoc (MTW)
- Flights from Sarasota (SRQ) to Manitowoc (MTW)
- Flights to Fond du Lac
- Flights to Belgium
- Flights from Kohler
- Visit Van Dyne
- Visit Hilbert
- Visit Allenton
- Visit Sheboygan
- Visit Saukville
- Visit Sheboygan Falls
- Visit Brillion
- Visit Port Washington
- Belgium Holidays
- Maribel Holidays
- Mariners Trail & Rawley Point Bike Trails
- Washington County Fair Grounds
- Sleeping Dragon Ranch
- Fox Hill Ski Area
- Cabela's
- Blue Harbor Resort & Conference Center Water Park
- Nicky Boy Charters
- Bernard Schwartz House
- Lake Winnebago
- Sheboygan Holidays



































































