Sheboygan Vacation Rentals With Beach

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.
Price drop
Sheboygan Villa - Steps to Lake Michigan!
10

Excellent

·
South Pier
·
2 br
·
Sleeps 8
·
Ocean · Furnished · Waterfront ·
From
$445/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Ocean
Furnished
Waterfront
Beach
Fireplace
Air Conditioning
Oven
On Site Laundry
Other spaces
Kitchen, Workspace
BEACHSIDE GETAWAY IN SHEBOYAN
10

Excellent

·
Sheboygan
·
2 br
·
Sleeps 4
·
Hot Tub · Ceiling Fan · Waterfront ·
From
$216/night
Check availability
Property
Condo · 2 Beds · 1 bath
Amenities
Hot Tub
Ceiling Fan
Waterfront
Oven
Dishwasher
Beach
Lake
On Site Laundry
Other spaces
Kitchen, Balcony
BEACHVIEW GETAWAY
10

Excellent

·
Near North
·
5 br
·
Sleeps 10
·
Hot Tub · Swimming Pool · Oven ·
From
$356/night
Check availability
Property
House · 5 Beds · 2 baths
Amenities
Hot Tub
Swimming Pool
Oven
Beach
Furnished
Air Conditioning
On Site Laundry
Lake
Other spaces
Kitchen, Workspace
Price drop
Lovely Lake Lookout - 2 bed 2 bath - No Stairs Villa - Steps to the Beach!
10

Excellent

·
Sheboygan
·
2 br
·
Sleeps 8
·
Fireplace · Kitchen · Furnished ·
From
$350/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Fireplace
Furnished
On Site Laundry
Fitness Center
Wifi
Assigned Parking
Air Conditioning
Lake
Other spaces
Kitchen
Price drop
Over 1600 sq ft overlooking Sheboygan's Riverfront District right on the water.
10

Excellent

·
South Pier
·
3 br
·
Sleeps 6
·
Wifi · Dishwasher · Residents Lounge ·
From
$229/night
Check availability
Property
Condo · 3 Beds · 2 baths
Amenities
Wifi
Dishwasher
Residents Lounge
Furnished
Elevator
Waterfront
Hot Tub
Fireplace
Other spaces
Workspace, Balcony, Kitchen
BEST LOCATION IN SHEBOYGAN! Steps to beach & marina, walk to historic downtown!
10

Excellent

·
Ellis Historic
·
2 br
·
Sleeps 5
·
Beach · Wifi · Fitness Center ·
From
$113/night
Check availability
Property
Condo · 2 Beds · 1 bath
Amenities
Beach
Wifi
Fitness Center
Waterfront
Air Conditioning
Lake
Furnished
Oven
Other spaces
Workspace, Kitchen, Balcony

Our Recommended Vacation Rentals in Sheboygan, WI

We analyzed vacation rentals in Sheboygan from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Sheboygan to help you find a deal for your next trip.
Apt with Shared Gas Grill, 2 Blocks to Dtwn!
9

Excellent

·
Near North
·
1 br
·
Sleeps 2
·
Furnished · Oven · Dishwasher ·
From
$262/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
Oven
Dishwasher
Assigned Parking
Beach
Air Conditioning
Wifi
Other spaces
Kitchen
Price drop
Sheboygan Home with Views of Lake and Lighthouse!

No rating

·
North Point
·
4 br
·
Sleeps 6
·
Dishwasher · Beach · Fireplace ·
From
$730/night
Check availability
Property
Apartment · 4 Beds · 4 baths
Amenities
Dishwasher
Beach
Fireplace
Air Conditioning
On Site Laundry
Oven
Residents Lounge
Furnished
Other spaces
Workspace, Kitchen
Price drop
Updated Sheboygan Home with Porch Less Than 1 Mi to Beach
8

Very good

·
Near North
·
3 br
·
Sleeps 7
·
Beach · Assigned Parking · On Site Laundry ·
From
$434/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Beach
Assigned Parking
On Site Laundry
Dishwasher
Air Conditioning
Wifi
Oven
Fireplace
Other spaces
Kitchen
Price drop
Family-Friendly House Walk to Lake Michigan!
9.5

Excellent

·
Ellis Historic
·
3 br
·
Sleeps 6
·
Swimming Pool · Dishwasher · Beach ·
From
$481/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Swimming Pool
Dishwasher
Beach
Pool
Wifi
Assigned Parking
Oven
Air Conditioning
Other spaces
Kitchen
Sheboygan Getaway with Deck and On-Site Lake Access!

No rating

·
Roosevelt Park
·
2 br
·
Sleeps 5
·
Workspace · Dishwasher · On Site Laundry ·
From
$300/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Dishwasher
On Site Laundry
Assigned Parking
Beach
Oven
Air Conditioning
Wifi
Furnished
Other spaces
Workspace, Kitchen, Balcony

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 $107. Use the price filter at the top of the page to search for more specific prices.
Price drop
Apt w/ Shared Gas Grill, 2 Blocks to Dtwn!
10

Excellent

·
Near North
·
1 br
·
Sleeps 2
·
Dishwasher · Oven · Beach ·
From
$107/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Dishwasher
Oven
Beach
Wifi
Air Conditioning
Residents Lounge
On Site Laundry
Furnished
Other spaces
Kitchen
Price drop
3 blocks from Lake Spacious Entire Place 1 BDRM full bath 5 min to downtown
10

Excellent

·
Franklin Park
·
1 br
·
Sleeps 4
·
Wifi · Air Conditioning · Furnished ·
From
$112/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Wifi
Air Conditioning
Furnished
Lake
Fitness Center
Waterfront
On Site Laundry
Beach
Price drop
Family-Friendly House: Walk to Lake Michigan!

No rating

·
Ellis Historic
·
3 br
·
Sleeps 6
·
Beach · Air Conditioning · Oven ·
From
$141/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Beach
Air Conditioning
Oven
Wifi
Central Heat
Dishwasher
Ceiling Fan
Furnished
Other spaces
Kitchen
BEST LOCATION IN SHEBOYGAN! Watch the sunrise over Lake Michigan Steps to beach.
10

Excellent

·
Ellis Historic
·
3 br
·
Sleeps 6
·
Dishwasher · Oven · Kitchen ·
From
$142/night
Check availability
Property
Condo · 3 Beds · 1 bath
Amenities
Dishwasher
Oven
Fitness Center
On Site Laundry
Waterfront
Lake
Concierge Service
Fireplace
Other spaces
Kitchen, Workspace
Price drop
Directly on Lake Michigan! Last Minute Bookings Welcome!
10

Excellent

·
Farnsworth
·
2 br
·
Sleeps 6
·
Wifi · Furnished · Fireplace ·
From
$151/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Wifi
Furnished
Fireplace
Waterfront
Lake
On Site Laundry
Oven
Air Conditioning
Other spaces
Kitchen, Balcony

Vacation Rentals With Wi-fi in Sheboygan, WI

Internet access can be important. We've gathered rentals in Sheboygan to help you stay connected while on vacation.
Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan
9.7

Excellent

·
Kuehne Park
·
4 br
·
Sleeps 10
·
Walk In Closets · Oven · Kitchen ·
From
$243/night
Check availability
Property
House · 4 Beds · 1 bath
Amenities
Walk In Closets
Oven
Air Conditioning
Dishwasher
Central Heat
Toiletries
Assigned Parking
Cable
Other spaces
Kitchen
Sheboygan Home w/ Views of Lake & Lighthouse!
10

Excellent

·
North Point
·
4 br
·
Sleeps 6
·
On Site Laundry · Swimming Pool · Fireplace ·
From
$200/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
On Site Laundry
Swimming Pool
Fireplace
Lake
Microwave
Air Conditioning
Dishwasher
Ceiling Fan
Other spaces
Garden, Workspace, Kitchen
Apt w/ Shared Gas Grill, 2 Blocks to Dtwn!
10

Excellent

·
Near North
·
1 br
·
Sleeps 2
·
Tv · Residents Lounge · Outdoor Space ·
From
$82/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Tv
Residents Lounge
Oven
Toiletries
Assigned Parking
Central Heat
Cable
Wifi
Other spaces
Kitchen
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Updated: September 23, 2023