Vacation Rentals in Sheboygan, WI

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Sheboygan, WI

Book a vacation rental in Sheboygan that has the highest visitor rating. Here are 6 of the best vacation rentals in Sheboygan.
Family-Friendly House: Walk to Lake Michigan!
10

Excellent

·
Ellis Historic
·
3 br
·
Sleeps 6
·
Microwave · Outdoor Space · Assigned Parking ·
From
$125/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Microwave
Assigned Parking
Oven
Tv
Ceiling Fan
Free Parking
Central Heat
Toiletries
Other spaces
Kitchen
Sheboygan Home w/ Views of Lake & Lighthouse!
10

Excellent

·
North Point
·
4 br
·
Sleeps 6
·
Microwave · Oven · Garden ·
From
$200/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Microwave
Oven
On Site Laundry
Air Conditioning
Dishwasher
Free Parking
Ceiling Fan
Central Heat
Other spaces
Garden, Kitchen, Workspace
Price drop
Riverfront Sheboygan Townhome w/ Fire Pit!
10

Excellent

·
River Bend
·
2 br
·
Sleeps 8
·
Air Conditioning · Tv · Oven ·
From
$135/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Air Conditioning
Tv
Oven
Central Heat
Wifi
Ceiling Fan
Waterfront
Cable
Other spaces
Kitchen, Balcony
Apt w/ Shared Gas Grill, 2 Blocks to Dtwn!
10

Excellent

·
Near North
·
1 br
·
Sleeps 2
·
Cable · Residents Lounge · Outdoor Space ·
From
$82/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Cable
Residents Lounge
Free Parking
Toiletries
Dishwasher
Wifi
Microwave
Oven
Other spaces
Kitchen
Downtown Sheboygan Apartment w/ Private Deck!
10

Excellent

·
Gateway
·
4 br
·
Sleeps 8
·
Kitchen · Tv · Workspace ·
From
$99/night
Check availability
Property
Apartment · 4 Beds · 1 bath
Amenities
Tv
Microwave
On Site Laundry
Dishwasher
Toiletries
Wifi
Fireplace
Oven
Other spaces
Kitchen, Workspace
Updated Sheboygan Home w/ Porch
9.8

Excellent

·
Near North
·
3 br
·
Sleeps 7
·
Wifi · Free Parking · Outdoor Space ·
From
$170/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Wifi
Free Parking
Ceiling Fan
Walk In Closets
Air Conditioning
Central Heat
Dishwasher
Fireplace
Other spaces
Kitchen

Budget-Friendly Vacation Rentals in Sheboygan, WI

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Sheboygan starting at $28. Use the price filter at the top of the page to search for more specific prices.
$850 - 1 Bedroom 1 Bathroom Upper In Sheboygan With Great Amenities

No rating

·
Sheridan Park
·
1 br
·
On Site Laundry · Dishwasher · Central Heat ·
From
$28/night
Min stay: 30 nights
Property
House · 1 Bed · 1 bath
Amenities
On Site Laundry
Dishwasher
Central Heat
Assigned Parking
Storage
Air Conditioning
Hardwood Floor
Other spaces
Balcony
Private Guest Bedroom - 2E East Room - Close to Lake Michigan
9.9

Excellent

·
North Lake
·
1 br
·
Sleeps 2
·
Workspace · Dishwasher · Furnished ·
From
$38/night
Check availability
Property
Apartment · 1 Bed · 2 baths
Amenities
Dishwasher
Furnished
Free Parking
Wifi
Carpet
On Site Laundry
Ski In Ski Out
Dry Cleaning Service
Other spaces
Workspace, Kitchen
Private Guest Bedroom-1W West Room - Close to Lake Michigan
10

Excellent

·
North Lake
·
1 br
·
Sleeps 2
·
Outdoor Space · Ski In Ski Out · Residents Lounge ·
From
$50/night
Check availability
Property
Apartment · 1 Bed · 2 baths
Amenities
Ski In Ski Out
Residents Lounge
Air Conditioning
Hardwood Floor
On Site Laundry
Carpet
Business Center
In Unit Laundry
Other spaces
Kitchen, Workspace
Quality Inn Sheboygan
7.5

Very good

·
Sheboygan
·
1 br
·
Sleeps 7
·
Wifi · Wheelchair Accessible · Workspace ·
From
$60/night
Check availability
Property
Hotel · 1 Bed
Amenities
Wifi
Wheelchair Accessible
Fitness Center
On Site Laundry
Furnished
Free Parking
Smoking Allowed
Air Conditioning
Other spaces
Workspace
Holiday Inn Express Sheboygan-Kohler / I-43, an IHG Hotel
8.1

Very good

·
Sheboygan
·
1 br
·
Sleeps 5
·
Air Conditioning · On Site Laundry · Business Center ·
From
$79/night
Check availability
Property
Hotel · 1 Bed
Amenities
Air Conditioning
On Site Laundry
Business Center
Pool
Dry Cleaning Service
Wifi
Carpet
Swimming Pool
Other spaces
Workspace

Furnished Vacation Rentals in Sheboygan, WI

We've collected furnished vacation rentals in Sheboygan so you can spend more time relaxing and enjoying your trip.
Downtown Sheboygan Apartment with Private Deck!

No rating

·
Gateway
·
4 br
·
Sleeps 8
·
Oven · Workspace · Kitchen ·
From
$366/night
Check availability
Property
Apartment · 4 Beds · 1 bath
Amenities
Oven
Dishwasher
Wifi
Fireplace
Furnished
In Unit Laundry
Air Conditioning
Other spaces
Workspace, Kitchen
Apt with Shared Gas Grill, 2 Blocks to Dtwn!
9

Excellent

·
Near North
·
1 br
·
Sleeps 2
·
Wifi · Free Parking · Beach ·
From
$284/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Wifi
Free Parking
Beach
Oven
Dishwasher
Furnished
Air Conditioning
Other spaces
Kitchen
Riverfront Sheboygan Townhome with Fire Pit!
10

Excellent

·
River Bend
·
2 br
·
Sleeps 8
·
In Unit Laundry · Residents Lounge · Outdoor Space ·
From
$652/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
In Unit Laundry
Residents Lounge
Wifi
Air Conditioning
Furnished
Dishwasher
Oven
Free Parking
Other spaces
Balcony, Kitchen

Vacation Rentals With A Pool in Sheboygan, WI

Want to relax by the pool? Book one of these Sheboygan vacation rentals with a pool.
Price drop
Sheboygan Home with Views of Lake and Lighthouse!

No rating

·
North Point
·
4 br
·
Sleeps 6
·
Furnished · In Unit Laundry · Beach ·
From
$794/night
Check availability
Property
Apartment · 4 Beds · 4 baths
Amenities
Furnished
In Unit Laundry
Beach
Air Conditioning
Pool
Oven
Free Parking
Residents Lounge
Other spaces
Workspace, Kitchen
Price drop
Family-Friendly House Walk to Lake Michigan!
9.5

Excellent

·
Ellis Historic
·
3 br
·
Sleeps 6
·
Swimming Pool · Furnished · In Unit Laundry ·
From
$524/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Swimming Pool
Furnished
In Unit Laundry
Dishwasher
Beach
Oven
Free Parking
Air Conditioning
Other spaces
Kitchen
Price drop
Travelodge by Wyndham Sheboygan
3.8

Poor

·
Downtown Sheboygan
·
1 br
·
Sleeps 4
·
Wifi · Swimming Pool · Pool ·
From
$110/night
Check availability
Property
Hotel · 1 Bed
Amenities
Wifi
Swimming Pool
Pool
Assigned Parking
Air Conditioning
Furnished
Free Parking
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Updated: October 4, 2023