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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 26 Condo Rentals in Sheboygan with updated reviews, rates, and availability.

Modern South Pier Condo on Sheboygan River!
Fridge, microwave, stovetop, dishwasher

Modern South Pier Condo on Sheboygan River!

9.4 out of 10, Exceptional, (16)
"Excellent place and location "
Modern South Pier Condo on Sheboygan River!
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
Lake

Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home

9.8 out of 10, Exceptional, (93)
"Very comfortable spaces and great location."
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
A Glorious Getaway Sheboygan - LUX Lake Condo
Interior

A Glorious Getaway Sheboygan - LUX Lake Condo

10.0 out of 10, Exceptional, (7)
"Great place and location. Would stay here again"
A Glorious Getaway Sheboygan - LUX Lake Condo
Waterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to Downtown
Property grounds

Waterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to Downtown

10.0 out of 10, Exceptional, (2)
"Beautiful place to stay, everything you could need in a nice getaway. The host was immediately responsive and went above and beyond! If you're looking for a getaway this is definitely it! "
The price is $585
includes taxes & fees
$520 per night
May 4 - May 5
Waterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to Downtown
Beautiful Beachside Condo w/ Stunning Lake Views
Miscellaneous

Beautiful Beachside Condo w/ Stunning Lake Views

10.0 out of 10, Exceptional, (13)
"Beautiful location and accommodations"
Beautiful Beachside Condo w/ Stunning Lake Views
Malibu of the Midwest Condo steps from the Lake
Outdoor dining

Malibu of the Midwest Condo steps from the Lake

10.0 out of 10, Exceptional, (52)
"We enjoyed our 2-night stay with wonderful amenities and comfortable beds. The walk-in shower was especially welcomed. The location was very convenient with restaurants within walking distance. "
Malibu of the Midwest Condo steps from the Lake
Downtown Beachside Condo with Lake Michigan Views
Beach nearby

Downtown Beachside Condo with Lake Michigan Views

10.0 out of 10, Exceptional, (14)
"The Waves of Happiness Lower Condo provides the perfect combination of in-town convenience with direct access to a beautiful Lake Michigan beach. The condo is well appointed and clean, and nights were quiet for good sleep! Highly recommended!"
Downtown Beachside Condo with Lake Michigan Views
Urban Lake Condo in Sheboygan's Historic Ellis District
Property grounds

Urban Lake Condo in Sheboygan's Historic Ellis District

10.0 out of 10, Exceptional, (2)
"Great place to stay!"
Urban Lake Condo in Sheboygan's Historic Ellis District
Elkhart Lake Townhome - 20 Mi to Sheboygan!
Exterior

Elkhart Lake Townhome - 20 Mi to Sheboygan!

9.4 out of 10, Exceptional, (18)
"We were very happy staying at this property. Will like to stay here again."
Elkhart Lake Townhome - 20 Mi to Sheboygan!
Elkhart Lake Townhome, Mins to Road America!
Exterior

Elkhart Lake Townhome, Mins to Road America!

10.0 out of 10, Exceptional, (24)
"nice place, great location"
Elkhart Lake Townhome, Mins to Road America!
BEACHSIDE GETAWAY IN SHEBOYGAN
Interior

BEACHSIDE GETAWAY IN SHEBOYGAN

10.0 out of 10, Exceptional, (20)
"The property was fantastic and exactly as advertised. The location was wonderful with beautiful views of the lake. It was perfect for our weekend getaway!"
BEACHSIDE GETAWAY IN SHEBOYGAN
DOWNTOWN Elkhart Lake—Modern Cottage—Upper Condo
Beach nearby

DOWNTOWN Elkhart Lake—Modern Cottage—Upper Condo

10.0 out of 10, Exceptional, (47)
"Great place in a great town. Awesome Hosts"
DOWNTOWN Elkhart Lake—Modern Cottage—Upper Condo
Newly Built Brillion Townhouse - Central to Appleton, Green Bay, Manitowoc, etc
Fridge, microwave, oven, stovetop

Newly Built Brillion Townhouse - Central to Appleton, Green Bay, Manitowoc, etc

3.0 star property
9.0 out of 10, Wonderful, (2)
"Very nice location, enjoyed the stay in Brillion!"
Newly Built Brillion Townhouse - Central to Appleton, Green Bay, Manitowoc, etc
Tiki Beach Condo, with stunning lake views, beach access & bar/restaurant onsite
Fridge, microwave, oven, stovetop

Tiki Beach Condo, with stunning lake views, beach access & bar/restaurant onsite

2.0 star property
Tiki Beach Condo, with stunning lake views, beach access & bar/restaurant onsite
Charming 2-bedroom condo with WiFi, AC in quaint Sheboygan
Fridge, microwave, oven, stovetop

Charming 2-bedroom condo with WiFi, AC in quaint Sheboygan

Charming 2-bedroom condo with WiFi, AC in quaint Sheboygan
'Beautiful Day Getaway' - Lake Michigan Views
TV, fireplace

'Beautiful Day Getaway' - Lake Michigan Views

10.0 out of 10, Exceptional, (3)
"The property was perfect for our family! 8 adults and 1toddler were able to comfortably sleep, eat, bath, socialize easily. The beach is a short walk from the front door. And the town of Sheboygan is very easy to navigate. Can’t wait to do it again!"
'Beautiful Day Getaway' - Lake Michigan Views
Spacious Blue Harbor 2 bedr courtyard view condo w/ Breaker Bay Waterpark access
Aerial view

Spacious Blue Harbor 2 bedr courtyard view condo w/ Breaker Bay Waterpark access

Spacious Blue Harbor 2 bedr courtyard view condo w/ Breaker Bay Waterpark access
Premier View and Patio Overlooking Elkhart Lake! Two minute walk to bars/dining!
Outdoor dining

Premier View and Patio Overlooking Elkhart Lake! Two minute walk to bars/dining!

Premier View and Patio Overlooking Elkhart Lake! Two minute walk to bars/dining!
New! Breezy Beach - 75 Steps to Lake Michigan!
Beach

New! Breezy Beach - 75 Steps to Lake Michigan!

New! Breezy Beach - 75 Steps to Lake Michigan!
Fox Hills Condo '25 Draft Rental - Transportation Included! Will Accept OBO
Pool

Fox Hills Condo '25 Draft Rental - Transportation Included! Will Accept OBO

Fox Hills Condo '25 Draft Rental - Transportation Included! Will Accept OBO
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.
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Other property types in Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
Lobby

Grandstay Residential Suites Hotel - Sheboygan

2.5 star property
8.6 out of 10, Excellent, (911)
"Loved our stay"
The price is $138
includes taxes & fees
$122 per night
May 14 - May 15
Grandstay Residential Suites Hotel - Sheboygan
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Outdoor dining

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

9.8 out of 10, Exceptional, (241)
"Perfect family getaway, very clean, cozy house & beautiful views! Mark is a great host, very accommodating and the property is very well maintained. Would definitely stay again! "
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
REMODELED HOME ON LAKE MICHIGAN
Property grounds

REMODELED HOME ON LAKE MICHIGAN

10.0 out of 10, Exceptional, (149)
"Easy check in, very clean."
REMODELED HOME ON LAKE MICHIGAN
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.

Frequently asked questions

Why book your condo in Sheboygan with Expedia?
We think that getaways shouldn’t be hard, so if you’re after condos at the perfect price, Expedia delivers. Keep the budget in check and select something small and affordable, or splurge on a 5-star condo and pamper your loved ones. Our search filters make it a breeze to find a property in Sheboygan that suits your style.
How can I find cheap condos in Sheboygan?
A wonderful way to find cheap condos in Sheboygan is with Expedia’s useful filter tool. Refine your search results by amenities, star rating and budget to snag awesome bargains with only a few clicks.
What is there to do in Sheboygan near my condo?
Whatever you’re interested in, Sheboygan has lots of things to keep you going. Sheboygan County Historical Museum, Blue Harbor Resort & Conference Center Water Park and Whistling Straits Golf Course are on many visitors’ agendas. Don’t go home without exploring John Michael Kohler Arts Center, Stefanie H. Weill Center for the Performing Arts and Above & Beyond Children’s Museum either. With Expedia’s Sheboygan condo deals, you’ll be able to discover even more terrific attractions like these with the cash you save.