Sheboygan Holiday Rentals, Wisconsin: Private House Rentals

Our top choices for Sheboygan hotels

Harbor Town, BW Signature Collection by Best Western

Manitowoc

Tracy

฿3,066 total

includes taxes & fees

11 Jun - 12 Jun

AmericInn by Wyndham Sheboygan

Sheboygan

Mark

฿3,482 total

includes taxes & fees

31 May - 1 Jun

Cobblestone Hotel & Suites - Two Rivers

Two Rivers

Deana

฿3,519 total

includes taxes & fees

31 May - 1 Jun

Lakeside Executive One Queen Bed | Terrace/patio

Lighthouse Inn

Two Rivers

Karen

฿3,500 total

includes taxes & fees

31 May - 1 Jun

Random Lake Motel (RLM)

Random Lake

Mallory

฿1,813 total

includes taxes & fees

11 Jun - 12 Jun

Harbor Winds Hotel

Sheboygan

Linda

฿4,704 total

includes taxes & fees

31 May - 1 Jun

Comfort Inn & Suites Sheboygan I-43

Sheboygan

Lori

฿3,519 total

includes taxes & fees

14 Jun - 15 Jun

Quality Inn Sheboygan North I-43

Sheboygan

Samuel

฿3,297 total

includes taxes & fees

7 Jun - 8 Jun

Indoor pool, open 6:00 AM to 10:00 PM, pool loungers

The Oasis Hotel & Bar

Sheboygan Falls

Tasha

฿2,564 total

includes taxes & fees

31 May - 1 Jun

Best Western Stanton Inn

Chilton

Gina

฿4,820 total

includes taxes & fees

31 May - 1 Jun

Wingate by Wyndham Sheboygan

Downtown Sheboygan

Brend

฿3,340 total

includes taxes & fees

2 Jun - 3 Jun

AmericInn by Wyndham Plymouth

Plymouth

Glenn

฿4,383 total

includes taxes & fees

10 Jun - 11 Jun

Bonne Belle Motel

Kewaskum

Jane

฿2,284 total

includes taxes & fees

31 May - 1 Jun

Village Inn on the Lake

Two Rivers

Diane

฿3,889 total

includes taxes & fees

1 Jun - 2 Jun

La Quinta Inn by Wyndham Sheboygan

Sheboygan

Erin

฿3,716 total

includes taxes & fees

14 Jun - 15 Jun

Indoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, pool loungers

Fairway Inn & Suites

Mishicot

Efrain

฿4,012 total

includes taxes & fees

2 Jun - 3 Jun

Home2 Suites By Hilton Sheboygan

Sheboygan

Dennis

฿6,044 total

includes taxes & fees

14 Jun - 15 Jun

Baymont by Wyndham Plymouth

Plymouth

Patricia

฿5,889 total

includes taxes & fees

8 Jun - 9 Jun

Holiday Inn Manitowoc by IHG

Manitowoc

Jason

฿4,223 total

includes taxes & fees

14 Jun - 15 Jun

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Where to stay in Sheboygan

Find the best Sheboygan areas for the activities you enjoy most. Learn more about Sheboygan

Downtown Sheboygan

While visiting Downtown Sheboygan, you might make a stop by sights like Stefanie H. Weill Center for the Performing Arts and John Michael Kohler Arts Center.

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Ellis Historical District

While Ellis Historical District may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like John Michael Kohler Arts Center and North Side Municipal Beach.

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Stay near popular Sheboygan attractions

Blue Harbor Resort & Conference Center Water Park

4.3/5 (143 reviews)

This lakeside resort boasts a 54,000-square-foot indoor water park with thrilling slides and a surf simulator. Enjoy year-round aquatic fun while taking in picturesque views of Lake Michigan from your room.

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Sheboygan and related destinations

Stroll the pristine Lake Michigan shoreline where surfers catch surprisingly good waves and locals grill world-class bratwurst. The Kohler-Andrae State Park offers sandy dunes and boardwalk trails, while downtown's art scene thrives in renovated brick buildings from the 1920s.

See all hotels in Sheboygan

Top Sheboygan Hotel Reviews

Wingate by Wyndham Sheboygan

4/10 Poor

"This hotel has people living in it. Pot stench filled the air walking to my room. Old and run down. The parking lot is filled with homeless people. Overall…go somewhere else!"

Holiday Inn Express Sheboygan-Kohler by IHG

10/10 Excellent

"I didn’t catch the woman’s name, but the lady working all weekend was incredibly helpful. She gave us great recommendations for things to see and do while visiting Sheboygan, and she was so kind and welcoming. The breakfast was really good, and the hotel was in a perfect location. We would definitely stay here again if we’re ever back in town!"

Quality Inn Sheboygan North I-43

8/10 Good

"The staff--especially the young ones--were extremely helpful! It was a nice, quiet stay. The one thing, the cleaning people didn't give fresh bedding and did not make the beds when they came by (3-night stay). Maybe that's the Inn's policy and I missed that; at any rate, it's not a deal-breaker. Nor did we get fresh towels--only upon request, at least after the first night. Maybe this was a communication issue with the cleaning people: passing her in the hall, her English wasn't great, and she might have misunderstood me. Anyways, I would definitely stay there again. I would give them between a 7.5 - 7.9 rating out of 10."

Comfort Inn & Suites Sheboygan I-43

6/10 Okay

"The hotel itself looked nice & staff was cool, but the water from the sink & shower smelled funny. Might have a sewage issue. Also the hot tub was out of order & that was not mentioned on the website when booking. Breakfast was okay, nothing special. Overall I would say if you’re just staying one night it would be a cool place, but nothing long term"

More cheap stays in Sheboygan

Quality Inn Sheboygan North I-43

4332 N 40th St Sheboygan WI

฿2,905

฿3,297 total

7 Jun - 8 Jun

includes taxes & fees

8.2/10 Very Good! (785 reviews)

Frequently asked questions

What's the best place to stay in Sheboygan?

Based on our traveller data, Watershed Hotel is one of the top choices for your stay. This hotel offers free breakfast and free parking. Other good choices for your visit include Blue Harbor Resort and Conference Center and AmericInn by Wyndham Sheboygan. See all available top hotels, or vacation rentals in Sheboygan.

If I need to cancel my hotel reservation in Sheboygan, will I receive a refund?

Yes! The majority of hotel room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Sheboygan.

What's the best family accommodation in Sheboygan?

AmericInn by Wyndham Sheboygan is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other options for your stay with the children include La Quinta Inn by Wyndham Sheboygan and Comfort Inn & Suites Sheboygan I-43. Also, attractions such as Blue Harbor Resort & Conference Center Water Park and Above & Beyond Children's Museum are fun for children of all ages. Find more child-friendly accommodations in Sheboygan.

What is the top LGBTQ-friendly place to stay in Sheboygan?

AmericInn by Wyndham Sheboygan is a top LGBTQ-friendly hotel, and features free breakfast and free WiFi. Watershed Hotel and La Quinta Inn by Wyndham Sheboygan are other good options for your trip. See all available hotels listed as LGBTQ-friendly in Sheboygan.

What's the best dog-friendly hotel in Sheboygan?

Watershed Hotel is a top dog-friendly hotel, and offers a computer station along with free WiFi for its human guests. Other good choices for you and your pet include Home2 Suites By Hilton Sheboygan and La Quinta Inn by Wyndham Sheboygan. See more pet-friendly hotel accommodations in Sheboygan.

What's the best place to stay for a beach holiday in Sheboygan?

Blue Harbor Resort and Conference Center is a top beachfront resort with a free water park and a full-service spa, and it's located close to North Side Municipal Beach . See more stays near the beach in Sheboygan.

What's the best accommodation for a golf trip to Sheboygan?

La Quinta Inn by Wyndham Sheboygan is a top hotel that has an adjacent golf course and features free WiFi. You can tee off at Whistling Straits Golf Course during your trip. See more golf hotels in Sheboygan.

What are some accommodation options with pools in Sheboygan?

Blue Harbor Resort and Conference Center is a top resort with a seasonal outdoor pool, an indoor pool and free water park access. Other choices with an on-site pool include Comfort Inn & Suites Sheboygan I-43 and Quality Inn Sheboygan North I-43. View all hotels with pools in Sheboygan.

What is the best spa hotel in Sheboygan?

Blue Harbor Resort and Conference Center is a top beach spa hotel featuring a water slide, a lazy river, a 24-hour fitness centre and a hair salon. Enjoy a facial, deep-tissue massage or hydrotherapy at the on-site spa. See all spa hotels in Sheboygan.

What's the most popular hotel in Sheboygan with a water park on site or close by?

Blue Harbor Resort and Conference Center is a popular resort, featuring free water park access, a lazy river and a restaurant. It's located only steps from Blue Harbor Resort & Conference Center Water Park. Take a look at all hotels with or near waterparks in Sheboygan.

What's staying in Sheboygan like?

Families will find child-friendly activities in Sheboygan, and visitors give high marks for the lakeside setting and top-notch restaurants. This city also attracts tourists with its museums and golf courses. A top sight in the city is Lake Michigan. In Sheboygan, there are 192 hotels and other accommodation options to choose from. Find out more about Sheboygan.

What is there to see in Sheboygan?

Cultural venues include John Michael Kohler Arts Center, Sheboygan County Historical Museum and James Tellen Woodland Sculpture Garden. Favorite family attractions include Blue Harbor Resort & Conference Center Water Park and Above & Beyond Children's Museum. Landmarks like Deland Park and St. Peter Claver Parish might be worth a visit. Take a look at what more there is to see and do in Expedia's Sheboygan guide.

What's the seasonal weather like in Sheboygan?

The hottest months are usually August and July, with an average temperature of 19°C, while the coldest months are February and January, with an average of -3°C. The snowiest months in Sheboygan are January, March, February and October, with each month seeing an average of 17 cm of snowfall.

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Our top choices for Sheboygan hotels

Harbor Town, BW Signature Collection by Best Western

AmericInn by Wyndham Sheboygan

Cobblestone Hotel & Suites - Two Rivers

Lighthouse Inn

Random Lake Motel (RLM)

Harbor Winds Hotel

Comfort Inn & Suites Sheboygan I-43

Quality Inn Sheboygan North I-43

The Oasis Hotel & Bar

Best Western Stanton Inn

Wingate by Wyndham Sheboygan

AmericInn by Wyndham Plymouth

Bonne Belle Motel

Village Inn on the Lake

La Quinta Inn by Wyndham Sheboygan

Fairway Inn & Suites

Home2 Suites By Hilton Sheboygan

Baymont by Wyndham Plymouth

Holiday Inn Manitowoc by IHG

Where to stay in Sheboygan

Downtown Sheboygan

Ellis Historical District

Stay near popular Sheboygan attractions

Blue Harbor Resort & Conference Center Water Park

Sheboygan and related destinations

Top Sheboygan Hotel Reviews

Wingate by Wyndham Sheboygan

More cheap stays in Sheboygan

Quality Inn Sheboygan North I-43

Frequently asked questions

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