Holiday rentals near Sheboygan County Fairgrounds
We found 433 holiday rentals — enter your dates for availability
If you'd like to stay close to Sheboygan County Fairgrounds, take a look at holiday rentals to find the perfect home base for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include air conditioning and a pool. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Sheboygan County Fairgrounds
Showing deals for:3 Oct - 10 Oct
Image gallery for Gorgeous private home hidden in the woods. Can sleep 11 guests
1010 out of 10 rating
Exceptional
(9 reviews)
Gorgeous private home hidden in the woods. Can sleep 11 guests
Plymouth, WI
9% off
Price is NZ$9,516
NZ$9,516
NZ$1,359 per night
includes taxes & fees
Image gallery for Modern Lakeside House with Treehouse
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Modern Lakeside House with Treehouse
Sheboygan, WI
7% off
Price is NZ$13,474
NZ$13,474
NZ$1,925 per night
includes taxes & fees
Image gallery for Hidden Haven - Luxury Cottage w/ Hot Tub & Scenic Views
1010 out of 10 rating
Exceptional
(38 reviews)
Hidden Haven - Luxury Cottage w/ Hot Tub & Scenic Views
Cleveland, WI
12% off
Price is NZ$3,428
NZ$3,428
NZ$490 per night
includes taxes & fees
Image gallery for Welcome to the "Lake Cottage" where lake Michigan waves are calling
1010 out of 10 rating
Exceptional
(129 reviews)
Welcome to the "Lake Cottage" where lake Michigan waves are calling
Cedar Grove, WI
8% off
Price is NZ$4,978
NZ$4,978
NZ$711 per night
includes taxes & fees
Image gallery for New Listing: Lake Michigan beach home: kayaks, games, PS5, foosball, volleyball
1010 out of 10 rating
Exceptional
(8 reviews)
New Listing: Lake Michigan beach home: kayaks, games, PS5, foosball, volleyball
Cleveland, WI
8% off
Price is NZ$6,068
NZ$6,068
NZ$867 per night
includes taxes & fees
Image gallery for Summit Woods Hideaway! Walking Distance To Road America. Elkhart Lake, WI 53020
1010 out of 10 rating
Exceptional
(18 reviews)
Summit Woods Hideaway! Walking Distance To Road America. Elkhart Lake, WI 53020
Plymouth, WI
8% off
Price is NZ$9,184
NZ$9,184
NZ$1,312 per night
includes taxes & fees
Image gallery for Lovely Lake Lookout - Cozy 2BR Condo Steps from Lake Michigan
9.69.6 out of 10 rating
Exceptional
(18 reviews)
Lovely Lake Lookout - Cozy 2BR Condo Steps from Lake Michigan
Sheboygan, WI
8% off
Price is NZ$3,934
NZ$3,934
NZ$562 per night
includes taxes & fees
Image gallery for 6 Bedroom house on 7 acres
9.89.8 out of 10 rating
Exceptional
(28 reviews)
6 Bedroom house on 7 acres
Sheboygan Falls, WI
8% off
Price is NZ$13,185
NZ$13,185
NZ$1,884 per night
includes taxes & fees
Image gallery for Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More.
1010 out of 10 rating
Exceptional
(8 reviews)
Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More.
Sheboygan, WI
8% off
Price is NZ$6,548
NZ$6,548
NZ$935 per night
includes taxes & fees
Image gallery for A-frame on Horseshoe Lake
1010 out of 10 rating
Exceptional
(85 reviews)
A-frame on Horseshoe Lake
Newton, WI
9% off
Price is NZ$2,696
NZ$2,696
NZ$385 per night
includes taxes & fees
Image gallery for Give Dad a memorable Father’s Day Weekend in Wisconsin!
1010 out of 10 rating
Exceptional
(80 reviews)
Give Dad a memorable Father’s Day Weekend in Wisconsin!
Sheboygan, WI
16% off
Price is NZ$24,203
NZ$24,203
NZ$3,458 per night
includes taxes & fees
Image gallery for Wonderful 3+ Bedroom Home Completely Renovated
1010 out of 10 rating
Exceptional
(13 reviews)
Wonderful 3+ Bedroom Home Completely Renovated
Sheboygan, WI
19% off
Price is NZ$3,536
NZ$3,536
NZ$505 per night
includes taxes & fees
Image gallery for REMODELED HOME ON LAKE MICHIGAN
1010 out of 10 rating
Exceptional
(151 reviews)
REMODELED HOME ON LAKE MICHIGAN
Sheboygan, WI
8% off
Price is NZ$2,914
NZ$2,914
NZ$416 per night
includes taxes & fees
Image gallery for Lake/Trail Days- Campfire/Starry Nights- Beach Pier Hiking Stars Family Time
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Lake/Trail Days- Campfire/Starry Nights- Beach Pier Hiking Stars Family Time
Cascade, WI
8% off
Price is NZ$2,475
NZ$2,475
NZ$354 per night
includes taxes & fees
Image gallery for Super clean amazing location downtown Elkhart Lake
1010 out of 10 rating
Exceptional
(11 reviews)
Super clean amazing location downtown Elkhart Lake
Elkhart Lake, WI
8% off
Price is NZ$4,131
NZ$4,131
NZ$590 per night
includes taxes & fees
Image gallery for Juniper & Oak LAKE HOUSE w/ Sunset Views over Kettle Moraine Lake
1010 out of 10 rating
Exceptional
(8 reviews)
Juniper & Oak LAKE HOUSE w/ Sunset Views over Kettle Moraine Lake
Campbellsport, WI
8% off
Price is NZ$6,476
NZ$6,476
NZ$925 per night
includes taxes & fees
Image gallery for Remodeled lake house on Lake Michigan, near Kohler
1010 out of 10 rating
Exceptional
(11 reviews)
Remodeled lake house on Lake Michigan, near Kohler
Oostburg, WI
8% off
Price is NZ$7,748
NZ$7,748
NZ$1,107 per night
includes taxes & fees
Image gallery for 5 Bedroom Modern House
9.69.6 out of 10 rating
Exceptional
(10 reviews)
5 Bedroom Modern House
Sheboygan, WI
8% off
Price is NZ$5,528
NZ$5,528
NZ$790 per night
includes taxes & fees
Image gallery for Luxury private home on Lake Michigan with 5 acres near Whistling Straits Kohler
1010 out of 10 rating
Exceptional
(69 reviews)
Luxury private home on Lake Michigan with 5 acres near Whistling Straits Kohler
Cleveland, WI
8% off
Price is NZ$7,419
NZ$7,419
NZ$1,060 per night
includes taxes & fees
Image gallery for Malibu of the Midwest Condo steps from the Lake
1010 out of 10 rating
Exceptional
(54 reviews)
Malibu of the Midwest Condo steps from the Lake
Sheboygan, WI
8% off
Price is NZ$3,182
NZ$3,182
NZ$455 per night
includes taxes & fees
Image gallery for Riverfront Townhome with GIANT Rec Room and Private Riverfront Deck
9.89.8 out of 10 rating
Exceptional
(27 reviews)
Riverfront Townhome with GIANT Rec Room and Private Riverfront Deck
Sheboygan, WI
8% off
Price is NZ$2,927
NZ$2,927
NZ$418 per night
includes taxes & fees
Image gallery for Quiet and Secluded CamperCabin at Camp Northern Lights
9.49.4 out of 10 rating
Exceptional
(43 reviews)
Quiet and Secluded CamperCabin at Camp Northern Lights
Campbellsport, WI
9% off
Price is NZ$2,162
NZ$2,162
NZ$309 per night
includes taxes & fees
Image gallery for Enjoy a relaxing vacation on a lake (1 Bedroom (sleeps 4) )
1010 out of 10 rating
Exceptional
(173 reviews)
Enjoy a relaxing vacation on a lake (1 Bedroom (sleeps 4) )
Kiel, WI
9% off
Price is NZ$1,921
NZ$1,921
NZ$274 per night
includes taxes & fees
Image gallery for Perfect Paradise - Lakeview Condo w/ 7 Beds, Jacuzzi, and Balcony
1010 out of 10 rating
Exceptional
(9 reviews)
Perfect Paradise - Lakeview Condo w/ 7 Beds, Jacuzzi, and Balcony
Sheboygan, WI
7% off
Price is NZ$4,973
NZ$4,973
NZ$710 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Cottage
Villa
Chalet
Find the best place to stay - Sheboygan County Fairgrounds
5 min from Road America. Great yard and plenty of parking
Sleeps 12 · 5 bedrooms · 2 bathrooms
Apartment near many locations.
Sleeps 6 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
State Park w/ Orchard Style Yard & Pavilion
Sleeps 8 · 4 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Sleeps 7{SPACIOUS}Pets Welcome!
Sleeps 7 · 3 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
*NEW* Beautiful & Convenient!
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value