Vacation Rentals in Sheboygan, WI
1500 sq ft. South Pier Condo-Steps to some of the best Sheboygan has to offer.
10
Excellent
·
South Pier
·
2 br
·
Sleeps 4
·
Balcony · Workspace · Waterfront ·
From
$221/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Waterfront
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Balcony, Workspace, Kitchen
NEW! Sheboygan Home w/ Views of Lake & Lighthouse!
10
Excellent
·
North Point
·
4 br
·
Sleeps 6
·
Garden · Ceiling Fan · Central Heat ·
From
$200/nightProperty
House · 4 Beds · 4 baths
Amenities
Ceiling Fan
Central Heat
Toiletries
Assigned Parking
Tv
Microwave
Lake
Free Parking
Other spaces
Garden, Kitchen
NEW! Riverfront Sheboygan Townhome w/ Fire Pit!
No reviews
·
River Bend
·
2 br
·
Sleeps 8
·
Cable · Ceiling Fan · Central Heat ·
From
$150/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Cable
Ceiling Fan
Central Heat
Toiletries
Tv
Microwave
Waterfront
Free Parking
Other spaces
Balcony, Kitchen
NEW! 'Beautiful Day Getaway' - Lake Michigan Views
10
Excellent
·
South Pier
·
4 br
·
Sleeps 10
·
Ceiling Fan · Central Heat · Toiletries ·
From
$385/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
Ceiling Fan
Central Heat
Toiletries
Assigned Parking
Tv
Microwave
Lake
Free Parking
Other spaces
Balcony, Kitchen
2 bed/2 bath Townhouse on a Quiet cul de sac with backyard views and a Hot tub
9.9
Excellent
·
Riverdale
·
2 br
·
Sleeps 5
·
Deck · Hot Tub · Outdoor Space ·
From
$203/nightProperty
House · 2 Beds · 2 baths
Amenities
Hot Tub
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Deck, Kitchen
Beach Break - Renovated Historic Sheboygan Home
No reviews
·
North Point
·
2 br
·
Sleeps 5
·
Fitness Center · Assigned Parking · Workspace ·
From
$178/nightProperty
House · 2 Beds · 2 baths
Amenities
Fitness Center
Assigned Parking
Beach
Lake
Waterfront
Air Conditioning
In Unit Laundry
Oven
Other spaces
Workspace, Kitchen
Looking for some spring break fun? Lots to do at the house and in town!
9.9
Excellent
·
Near North
·
10 br
·
Sleeps 24
·
Hot Tub · Ski In Ski Out · Pool ·
From
$1,890/nightProperty
House · 10 Beds · 9 baths
Amenities
Hot Tub
Ski In Ski Out
Pool
Fitness Center
On Site Laundry
Beach
Lake
Waterfront
Other spaces
Balcony, Workspace, Kitchen
Downtown Sheboygan Apartment with Private Deck!
No reviews
·
Gateway
·
4 br
·
Sleeps 8
·
Fireplace · Dishwasher · In Unit Laundry ·
From
$184/nightProperty
Apartment · 4 Beds · 1 bath
Amenities
Fireplace
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Kitchen
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Beautiful Day Getaway - Lake Michigan Views
No reviews
·
South Pier
·
4 br
·
Sleeps 10
·
Balcony · Beach · Free Parking ·
From
$459/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
Beach
Free Parking
Fireplace
Dishwasher
In Unit Laundry
Furnished
Wifi
Other spaces
Balcony, Kitchen
Riverfront Sheboygan Townhome with Fire Pit!
10
Excellent
·
River Bend
·
2 br
·
Sleeps 8
·
Balcony · Free Parking · Dishwasher ·
From
$260/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Free Parking
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Residents Lounge
Other spaces
Balcony, Kitchen
Sheboygan Home with Views of Lake and Lighthouse!
No reviews
·
North Point
·
4 br
·
Sleeps 6
·
Beach · Outdoor Space · Free Parking ·
From
$364/nightProperty
Apartment · 4 Beds · 4 baths
Amenities
Beach
Free Parking
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Other spaces
Kitchen
Family-Friendly House Walk to Lake Michigan!
No reviews
·
Ellis Historic
·
3 br
·
Sleeps 6
·
Beach · Free Parking · Dishwasher ·
From
$239/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Beach
Free Parking
Dishwasher
Oven
Furnished
Wifi
Other spaces
Kitchen
Travelodge by Wyndham Sheboygan
4.8
Good
·
Downtown Sheboygan
·
1 br
·
Sleeps 4
·
Pool · Assigned Parking · Free Parking ·
From
$64/nightProperty
Hotel · 1 Bed
Amenities
Pool
Assigned Parking
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
*Good Vibes on the Third Coast*
10
Excellent
·
North Flats
·
4 br
·
Sleeps 5
·
Workspace · Beach · Lake ·
From
$171/nightProperty
House · 4 Beds · 1 bath
Amenities
Beach
Lake
Waterfront
Air Conditioning
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Workspace, Kitchen
Sheboygan Retreat in Black River
9.6
Excellent
·
Sheboygan
·
3 br
·
Sleeps 6
·
Beach · Fireplace · Air Conditioning ·
From
$224/nightProperty
House · 3 Beds · 2 baths
Amenities
Beach
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Kitchen
REMODELED HOME ON LAKE MICHIGAN
9.8
Excellent
·
Farnsworth
·
3 br
·
Sleeps 7
·
Balcony · Lake · Waterfront ·
From
$299/nightProperty
House · 3 Beds · 2 baths
Amenities
Lake
Waterfront
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Balcony, Kitchen
3 Bedroom Beach House
No reviews
·
River Watch
·
3 br
·
Sleeps 6
·
Fitness Center · Balcony · Lake ·
From
$197/nightProperty
House · 3 Beds · 2 baths
Amenities
Fitness Center
Lake
Waterfront
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Other spaces
Balcony, Kitchen
Charming apartment in walking distance from Lake Michigan
9.3
Excellent
·
South Lake
·
2 br
·
Sleeps 5
·
Balcony · Beach · Lake ·
From
$106/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Beach
Lake
Waterfront
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Other spaces
Balcony, Kitchen
Natural Setting Cabin close to Sheboygan/Kohler
No reviews
·
Sheboygan
·
2 br
·
Sleeps 6
·
In Unit Laundry · Furnished · Wifi ·
From
$289/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
In Unit Laundry
Furnished
Wifi
Updated Sheboygan Home w/ Porch
9.9
Excellent
·
Near North
·
3 br
·
Sleeps 7
·
Walk In Closets · Ceiling Fan · Central Heat ·
From
$170/nightProperty
House · 3 Beds · 2 baths
Amenities
Walk In Closets
Ceiling Fan
Central Heat
Toiletries
Tv
Microwave
Free Parking
Fireplace
Other spaces
Kitchen
River Access With Private Boat Slip
10
Excellent
·
River Bend
·
4 br
·
Sleeps 8
·
Fitness Center · Workspace · Waterfront ·
From
$225/nightProperty
House · 4 Beds · 2 baths
Amenities
Fitness Center
Waterfront
Fireplace
In Unit Laundry
Furnished
Wifi
Other spaces
Workspace, Kitchen
NEW! Family-Friendly House: Walk to Lake Michigan!
No reviews
·
Ellis Historic
·
3 br
·
Sleeps 6
·
Ceiling Fan · Toiletries · Assigned Parking ·
From
$125/nightProperty
House · 3 Beds · 2 baths
Amenities
Ceiling Fan
Toiletries
Assigned Parking
Tv
Microwave
Free Parking
Dishwasher
Oven
Other spaces
Kitchen
NEW! Downtown Sheboygan Apartment w/ Private Deck!
10
Excellent
·
Gateway
·
4 br
·
Sleeps 8
·
Toiletries · Tv · Microwave ·
From
$99/nightProperty
Apartment · 4 Beds · 1 bath
Amenities
Toiletries
Tv
Microwave
Fireplace
Dishwasher
Oven
Wifi
On Site Laundry
Other spaces
Kitchen
Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan
9.7
Excellent
·
Kuehne Park
·
4 br
·
Sleeps 10
·
Walk In Closets · Cable · Ceiling Fan ·
From
$243/nightProperty
House · 4 Beds · 1 bath
Amenities
Walk In Closets
Cable
Ceiling Fan
Central Heat
Toiletries
Tv
Microwave
Free Parking
Other spaces
Kitchen
Corner River Walk Condo with Spectacular Views
10
Excellent
·
South Pier
·
3 br
·
Sleeps 6
·
Balcony · Workspace · Lake ·
From
$199/nightProperty
Condo · 3 Beds · 2 baths
Amenities
Lake
Waterfront
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Other spaces
Balcony, Workspace, Kitchen
Peaceful Guest House 2 MIN FROM LAKE MICHIGAN/Close to downtown/ & harbor
No reviews
·
Franklin Park
·
4 br
·
Sleeps 12
·
Carpet · Fitness Center · Balcony ·
From
$253/nightProperty
House · 4 Beds · 2 baths
Amenities
Carpet
Fitness Center
Beach
Lake
Waterfront
Air Conditioning
In Unit Laundry
Oven
Other spaces
Balcony, Workspace, Kitchen
Updated Sheboygan Home w/ Porch
9.7
Excellent
·
Near North
·
3 br
·
Sleeps 7
·
High Ceilings · Hardwood Floor · On Site Laundry ·
From
$186/nightProperty
House · 3 Beds · 2 baths
Amenities
High Ceilings
Hardwood Floor
On Site Laundry
Beach
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Other spaces
Kitchen
Seagull Beach Guest House, Lake Michigan Cottage On Private Beach
9.9
Excellent
·
Sheboygan
·
1 br
·
Sleeps 4
·
Balcony · Beach · Lake ·
From
$170/nightProperty
Apartment · 1 Bed · 2 baths
Amenities
Beach
Lake
Waterfront
Fireplace
Air Conditioning
In Unit Laundry
Oven
Furnished
Other spaces
Balcony, Kitchen
Updated Sheboygan Home with Porch Less Than 1 Mi to Beach
8
Very good
·
Near North
·
3 br
·
Sleeps 7
·
Beach · Free Parking · Fireplace ·
From
$201/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Beach
Free Parking
Fireplace
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Kitchen
Sheboygan Villa - Steps to Lake Michigan!
No reviews
·
South Pier
·
2 br
·
Sleeps 8
·
Beach · Lake · Waterfront ·
From
$589/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Beach
Lake
Waterfront
Free Parking
Fireplace
Dishwasher
In Unit Laundry
Oven
Other spaces
Kitchen
Watershed Hotel
9.4
Excellent
·
River Bend
·
1 br
·
Sleeps 4
·
Assigned Parking · On Site Laundry · Balcony ·
From
$185/nightProperty
Hotel · 1 Bed
Amenities
Assigned Parking
On Site Laundry
Free Parking
Air Conditioning
Furnished
Wifi
Residents Lounge
Business Center
Other spaces
Balcony, Workspace
Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan
No reviews
·
Kuehne Park
·
4 br
·
Sleeps 10
·
Free Parking · Air Conditioning · Dishwasher ·
From
$286/nightProperty
Apartment · 4 Beds · 1 bath
Amenities
Free Parking
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Kitchen
Midwest Gem Family Home Steps to Lake Michigan!
No reviews
·
North Point
·
3 br
·
Sleeps 7
·
Balcony · Beach · Outdoor Space ·
From
$236/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Beach
Free Parking
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Balcony, Kitchen
Private Guest Bedroom-1W West Room - Close to Lake Michigan
10
Excellent
·
North Lake
·
1 br
·
Sleeps 2
·
Hardwood Floor · Ski In Ski Out · Carpet ·
From
$50/nightProperty
Apartment · 1 Bed · 2 baths
Amenities
Hardwood Floor
Ski In Ski Out
Carpet
Assigned Parking
On Site Laundry
Free Parking
Fireplace
Air Conditioning
Other spaces
Workspace, Kitchen
Private Guest Bedroom - 2E East Room - Close to Lake Michigan
9.9
Excellent
·
North Lake
·
1 br
·
Sleeps 2
·
Hardwood Floor · Ski In Ski Out · Carpet ·
From
$38/nightProperty
Apartment · 1 Bed · 2 baths
Amenities
Hardwood Floor
Ski In Ski Out
Carpet
Assigned Parking
On Site Laundry
Free Parking
Fireplace
Air Conditioning
Other spaces
Workspace, Kitchen
GrandStay Hotel & Suites Downtown Sheboygan
7.9
Very good
·
Downtown Sheboygan
·
1 br
·
Sleeps 7
·
Pool · On Site Laundry · Workspace ·
From
$94/nightProperty
Hotel · 1 Bed
Amenities
Pool
On Site Laundry
Free Parking
Fireplace
Air Conditioning
Furnished
Wifi
Fitness Center
Other spaces
Workspace, Kitchen
Fairfield Inn & Suites Sheboygan
9
Excellent
·
Gateway South
·
1 br
·
Sleeps 5
·
Smoking Allowed · Assigned Parking · On Site Laundry ·
From
$84/nightProperty
Hotel · 1 Bed
Amenities
Smoking Allowed
Assigned Parking
On Site Laundry
Free Parking
Fireplace
Air Conditioning
Furnished
Wifi
Holiday Inn Express Sheboygan-Kohler / I-43, an IHG Hotel
8.1
Very good
·
Sheboygan
·
1 br
·
Sleeps 5
·
Pool · Carpet · On Site Laundry ·
From
$79/nightProperty
Hotel · 1 Bed
Amenities
Pool
Carpet
On Site Laundry
Free Parking
Air Conditioning
Furnished
Wifi
Fitness Center
Other spaces
Workspace
Quality Inn Sheboygan
7.5
Very good
·
Sheboygan
·
1 br
·
Sleeps 7
·
Smoking Allowed · On Site Laundry · Workspace ·
From
$60/nightProperty
Hotel · 1 Bed
Amenities
Smoking Allowed
On Site Laundry
Free Parking
Air Conditioning
Furnished
Wifi
Wheelchair Accessible
Fitness Center
Other spaces
Workspace
Logan Ave Holiday House - Upper
8
Very good
·
North Flats
·
2 br
·
Sleeps 6
·
Outdoor Space · Air Conditioning · Dishwasher ·
From
$114/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Kitchen
NEW! Sheboygan Home w/ Views of Lake & Lighthouse!
10
Excellent
·
North Point
·
4 br
·
Sleeps 6
·
Ceiling Fan · Central Heat · On Site Laundry ·
From
$248/nightProperty
House · 4 Beds · 4 baths
Amenities
Ceiling Fan
Central Heat
On Site Laundry
Beach
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Other spaces
Kitchen
Whistling Straights 4 min, Blackwolf Run 7 min, Erin Hills 84 min, 3 Bedroom
No reviews
·
Sheboygan
·
3 br
·
Sleeps 6
·
Outdoor Space · Fireplace · Air Conditioning ·
From
$857/nightProperty
House · 3 Beds · 3 baths
Amenities
Fireplace
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Garage Parking
Other spaces
Kitchen
Charming House On Lake Michigan
9.7
Excellent
·
Farnsworth
·
2 br
·
Sleeps 4
·
Lake · Waterfront · Outdoor Space ·
From
$644/nightProperty
House · 2 Beds · 2 baths
Amenities
Lake
Waterfront
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Kitchen
NEW! Apt w/ Shared Patio, Walk to Lake Michigan!
10
Excellent
·
Near North
·
1 br
·
Sleeps 2
·
Cable · Toiletries · Tv ·
From
$82/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Cable
Toiletries
Tv
Microwave
Free Parking
Oven
Wifi
On Site Laundry
Other spaces
Kitchen
NEW! Apt w/ Shared Gas Grill, 2 Blocks to Dtwn!
10
Excellent
·
Near North
·
1 br
·
Sleeps 2
·
Cable · Central Heat · Toiletries ·
From
$82/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Cable
Central Heat
Toiletries
Tv
Microwave
Free Parking
Dishwasher
Oven
Other spaces
Kitchen
Geele Ave Rental for Ryder Cup
No reviews
·
Sheboygan
·
3 br
·
Sleeps 5
·
Workspace · Beach · Lake ·
From
$1,250/nightProperty
House · 3 Beds · 3 baths
Amenities
Beach
Lake
Waterfront
Fireplace
Air Conditioning
In Unit Laundry
Oven
Furnished
Other spaces
Workspace, Kitchen
Classic brick charmer close to lake, river, and downtown!
10
Excellent
·
Ellis Historic
·
3 br
·
Sleeps 6
·
Balcony · Workspace · Lake ·
From
$226/nightProperty
House · 3 Beds · 1 bath
Amenities
Lake
Waterfront
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Balcony, Workspace, Kitchen
2BR, 1.5BA, Pet-friendly, Lower duplex w/finished basement + large backyard!
8.3
Very good
·
Ellis Historic
·
2 br
·
Sleeps 7
·
Deck · Fitness Center · Lake ·
From
$124/nightProperty
House · 2 Beds · 2 baths
Amenities
Fitness Center
Lake
Waterfront
Air Conditioning
Dishwasher
In Unit Laundry
Oven
Furnished
Other spaces
Deck, Kitchen
Clean, Quiet, Modest, Apartment on End Court - Upper
No reviews
·
East Side
·
1 br
·
Air Conditioning · In Unit Laundry · Oven ·
From
$117/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
In Unit Laundry
Oven
Furnished
Wifi
Onsite Management
Other spaces
Kitchen
Beach front luxury specious condo/ villa !
10
Excellent
·
South Pier
·
4 br
·
Sleeps 12
·
Fireplace · Air Conditioning · In Unit Laundry ·
From
$420/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
Fireplace
Air Conditioning
In Unit Laundry
Furnished
Wifi
Showing 1 - 50 of 111 results
Updated: March 21, 2023
Learn about vacation rentals in
Sheboygan
Explore 112 vacation rentals near Sheboygan, Wisconsin. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Sheboygan, you can see photos of Sheboygan vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Sheboygan vacation rentals in specific areas. Whether you’re looking for a Sheboygan staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Sheboygan is $38 per night and the highest price is $1,890 per night.
45 of the vacation rentals near Sheboygan are
apartments or condos. The average bathroom count for this property type is 2. The median price for these vacation
units is $115 per night. There are
currently 8 vacation units under this
price. 55 of the vacation rentals near Sheboygan are houses.
The average bathroom count for a vacation house near Sheboygan is
2. The average price for vacation houses near Sheboygan is $365 per night. There are 40 vacation homes under this price. The most common
amenities for vacation rentals near Sheboygan are: furnished, wifi, and kitchen. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.
1 bed rentals
14 available
2 bed rentals
34 available
3 bed rentals
30 available
4+ bed rentals
34 available
Getting around Sheboygan
Walking
4/10
Some shops and stores are within a few minutes.
Car
8/10
Commuting is easy with multiple accessible routes and plenty of parking.
Points of interest in Sheboygan
Groceries
5/10
At least one grocery store within a 30-minute walk
Shopping
4/10
Some shops within walking distance
Cafes
3/10
Few or no cafés within walking distance
Restaurants
5/10
Some restaurants within walking distance
Nightlife
4/10
Some bars within walking distance
Vacation Rentals in Sheboygan, WI FAQ
How many vacation rentals in Sheboygan are available?
There are currently 112 vacation rentals in Sheboygan available. Our vacation rentals in Sheboygan include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.
Are there any pet friendly vacation rentals in Sheboygan?
Yes, right now there are 25 pet friendly vacation rentals in Sheboygan. A pet friendly vacation rental in Sheboygan means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.
Are there any vacation rentals in Sheboygan with a pool?
Yes there are vacation rentals with a pool available in Sheboygan, WI. View more detailed vacation spots on Vacations by Zumper.
Are there any vacation rentals in Sheboygan with internet access?
As of March 21, 2023, there are vacation rentals with internet access available in Sheboygan, Wisconsin. Check out more enjoyable destinations on Vacations by Zumper.
