Sheboygan County

Find 4-Star Hotels in Sheboygan County

✓ Trusted by 300M+ travellers ✓ 1.8M+ daily users ✓ 147M+ verified reviews ✓ 24/7 support in 30 seconds

Swipe down to view more
Filter by:
Hotel Star Rating
≤2345
Guest Rating
9+8+7+6+

Compare Best 4-Star Hotels in Sheboygan County with Prices & Reviews

Select your travel dates to compare the latest 4 star hotels prices in Sheboygan County, check availability, guest reviews, locations, and available deals to find the best stay.
Most Booked
Lowest price
Closest to downtown
Highest Rated
41
Hotels in Sheboygan County
Your much-needed retreat begins at this large 3-bedroom house 300-feet from Lake Michigan. This wonderful property features 3 queen beds, a twin bed loft, and a pullout queen sofa sleeper (sleeps 9 in total) - perfect for a family or group getaway. With amenities like WiFi, AC, radiant heat, and on-site laundry, guests can relax and unwind in this quiet forest home. The 2 bathrooms in the home enable your option of a quick post-beach rinse in the shower or a relaxing soak in the tub. A large living room provides extra space for lounging, catching up on your streaming TV, or playing board games with the family. The large dining room table is perfect for hosting family meals or competitive card games. The quiet yard on this low traffic street enables lots of great playtime, hunting for frogs, or just waiting for the many deer visitors that regularly pass through. And don't forget the ping pong table and the foosball table in the basement awaiting it's daily challengers to see who takes home bragging rights. 300-feet in one direction is the sandy beach of Lake Michigan where rock skipping is a must. 300-feet in the opposite direction of the lake is a locals favorite supper club where you can enjoy an old fashioned and a fish fry. Newly offered in Spring 2025 as a vacation rental following a recent renovation, this is a great place to call homebase while you're away. We are sure you will enjoy your stay. (NOTE: Large new gas grill recently added.)About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.The street ends at the lake & has little traffic..About customRules:No flushing of anything down the toilet except toilet paper. Do NOT flush wipes, feminine products, or prophylactics/condoms as a few examples..If at the beach, please rinse off sand using outdoor spigot before entering the house. Sand in the tub/shower can lead to an inoperable sewer system..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 30.About events:No events allowed.
Outstanding
17 reviews
10/10
Check availability
11
Hotels in Sheboygan County
Escape to your own private Lakeside Retreat. 4 BR, 2.5 bath Cape Cod overlooking Lake Michigan & Black River giving you the ultimate in privacy & serenity. Enjoy the view year-round from the 4-season sunroom. There are two 1st floor BRs. Upper primary suite offering a walk-in shower, fireplace, huge walk-in closet & patio doors to large upper deck with magnificent lake views! 2 car garage. Sunrises over Lake Michigan & sunsets over the Black River. Currently, there is no direct access to the water. About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
10/10
Check availability
28
Hotels in Sheboygan County
Amazing location just off of Lake Michigan. A quick walk to the public beach across the street or downtown as well. Previous owner was an architect and owned the home for 60 years before he decided to downsize. Over 2200 square feet of living space. All FIVE bedrooms and a full bath are upstairs. There is a half bath on the main floor. The full bath upstairs has a stand-alone shower and a new whirlpool tub. Three bedrooms have queen size beds and TV's. Two smaller bedrooms each have a twin size bed. A queen size air mattress can be set up in on the first floor when needed with prior notice. There is a laundry room just off of the kitchen. There is a half bath on the main floor.Plenty of room for the whole family. Perfect for a golfing weekend., family trip or girls' weekend. There is a gas grill out back. No smoking is allowed in the house. No parties or events are allowed on the property. Due to allergies, no pets are allowed. Minutes away from shopping and several golf courses around town. The interior of the home has just been repainted and new flooring put in. There is a 65" TV in the living room. WIFI access and cable TV present. Plenty of street parking along with a large two car garage at the back of the property. Check in time is 4pm or later and check out time is by 10am. There is a keypad on the front door for easy check in. I will provide the code two days before your arrival.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
2 reviews
9.8/10
Check availability
52
Hotels in Sheboygan County
No expense spared in this fully renovated, updated, and high-end finished home facing the water and a block from the beach!Mesh wifi, five smart TVs, two workstations with monitors and docking stations, a separate movie room when not used as a bedroom, and a game room in the basement provide everything needed for work or play.Wine and dine your entire group using a grill, fire pit, fully stocked kitchen with an eight foot island, and two dining tables each with bench seating.A gem of a brand new home awaits for your vacation!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
2 reviews
10/10
Check availability
85
Hotels in Sheboygan County
Luxury Modern Farmhouse 4B-2Ba Lake & Beach House! Is it time for a Cool Change? Relax and rejuvenate at Sheboygan's newest whole-house luxury rental, just one block from the shores of Lake Michigan and in the heart of the action. Open the windows and hear the waves crashing...you are that close to the water! As for Cool Change itself, prepare to be swept off your feet! With 4 bedrooms and two full baths (including a main-level bedroom for added convenience), it comfortably sleeps 8. It's the ultimate retreat for families, friends, and anyone searching for a little slice of paradise. Relax in front of the cozy fireplace or play some Deluxe Scrabble at our game table. The home, with its open floor plan, was completely renovated down to the studs over the last year (2023). Every inch of our abode exudes comfort and style. And did we mention everything is NEW? From the gourmet Chef's kitchen with a sleek island that seats 4 to the stunning high-end GE Cafe appliances, laundry on the main level, and central air conditioning throughout. Luxury beds and linens are used and we are committed to hospital-grade cleaning supplies too. Cool Change leaves no stone unturned in ensuring your stay is nothing short of perfection.This premium city location has direct access to Sheboygan's top Northside beaches, parks, and walking paths. On top of that, you can also walk in mere minutes to the marina, yacht club, art museums, the YMCA, and an array of tantalizing restaurants and shops along the river boardwalk....and Blast Soft Service ice cream, too...a Sheboygan favorite for all ages. If you love the theatre, you can walk there too. The Stefanie H. Weill Center for Performing Arts is just a few blocks away and surrounded by more amazing restaurants and amenities. But the fun doesn't stop there! Kayaking, surfing, biking - take your pick and let the adventures begin! And for the golf enthusiasts among us, rejoice! Five-star golf courses like Blackwolf Run and Whistling Straits are just a stone's throw away, promising days filled with swings, putts, and plenty of scenic views. Racing enthusiasts? We are a 20-minute jaunt to the world-renowned Road America, and a mere 45-minute drive to the iconic Lambeau Field, the possibilities for adventure are endless.Cool Change isn't just a place to stay; it's a destination where memories are made, adventures unfold, and worries melt away. Don't miss out - book your reservation now! AGE REQUIREMENT: The primary guest booking the reservation must be at least 25 years of age to book this property and must physically occupy the Property overnight for the duration of the rental term. Large groups of unrelated tenants, guests, or invitees must receive prior written approval from the Host, which shall be determined at the Host's sole discretion. Failure to meet this requirement may result in cancellation without a refund.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:8 guests maximum. Quiet hours 10:00 p.m. to 8:00 a.m. No parties or events No commercial photography..No smoking or vaping in the house. No pets allowed. No firearms allowed on premises.,The primary guest must be at least 25 years old to book this property. Failure to meet this requirement may result in cancellation without a refund..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
15 reviews
10/10
Check availability
22
Hotels in Sheboygan County
This charming two story, 2400 square ft colonial house is the perfect respite for families looking to connect, or race fans looking for a home during race weekend. Only 4 miles from Road America the location is close to all of Sheboygan County's finest attractions. Located two blocks from downtown on a quiet street, its up to you how you want to spend your evening. You could walk downtown for a bite, have a campfire, make a meal, or just spend time together. The main level is home to the kitchen, dining room, living room, laundry room with washer and dryer, a queen bedroom, and a full bathroom with a shower. Upstairs is home to a full bathroom with a tub/shower combination and three bedrooms. The first bedroom has two queen sized beds, the second bedroom has two twin beds, and the third bedroom has a king sized bed and an en-suite half bath that is private to the king bedroom. Welcome to your home away from home!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking allowed: in designated areas.About minBookingAge:Minimum age to rent: 22.About events:Events allowed: family gatherings and birthday parties.Maximum event attendees: 15.
Outstanding
10/10
Check availability
26
Hotels in Sheboygan County
Our beautiful, newly renovated home is your ultimate getaway retreat. This spacious house not only includes modern touches, but also comes with an amazing outdoor feel. The huge open concept kitchen/family room provides the ideal space for hanging out. Our home has a spacious backyard and large deck with an 8 person hot tub. Enjoy the recently remodeled gourmet kitchen with plenty of seating area for your friends and family. Some noteworthy house details include quartz countertops, custom cabinetry, gas fireplace, wet bar, Sonos sound system, and new Kohler fixtures throughout.Newly renovated master bath and bedroom includes a gorgeous walk in shower and double sinks. We have a total of 6 beds and 4 bedrooms plus plenty of room for air mattresses throughout the 3 levels. It's a perfect getaway for family and friends.All linens, towels, toiletries are provided. Kitchen comes fully stocked with pots/pans, spices, etc. We also have coffee so pack light and make your travel plans hassle free!Rest easy with sleeping arrangements for 14+ (2 queen sized air mattresses are available). Guest accessThe entire home is yours as well as the deck, hot tub and garage.We welcome kids. They will love to play in the hot tub. We also have a pretty amazing Lego collection.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
10 reviews
9.8/10
Check availability
33
Hotels in Sheboygan County
Located just south of Sheboygan, right on Lake Michigan. Blue Dune cottage has 3 bedrooms (2 upstairs, 1 on main level) and 2 full bathrooms.This home has been completely remodeled over the past 2 years. Hardwood floors throughout, Quartz counter tops in kitchens and baths, contemporary decor and furniture, fast internet, and best of all, gorgeous lake views and a welcoming deck, screened porch, and patio.**Please note that due to high water levels, there is currently not a sandy beach area that can be accessed directly from the property. The water currently meets the rock barrier at a depth of ~1-2 feet. However, there are public beaches and access points nearby** When you pull up to the home, you will notice the front of the house looks like the back - this is typical of the homes built on the lake during this time, the "front" faces the water! Enter the home through the front door (up a few steps) on the right side of the house. The foyer leads right into a bright, white, modern kitchen with breakfast nook and exposed brick chimney. The kitchen flows into the living room, and then the dining room/sun room. Off the dining room are two sets of sliders to the deck, or a door to the screened-in porch, both of which have great views of the lake! One of the bedrooms and full bathrooms is also on the first floor.Up the stairs to the second floor you will find a lofted landing area, 2 bedrooms (1 Queen, 1 Full), and another full bathroom. Both bedrooms on the second floor have a view of the lake and get great morning light. The lower level is home to storage, washer/dryer, furnace, etc.———Other key information———Check in: You will self check-in and access keys to the front door via keypad. I will send the code the morning of check-in. Check-in time is 3:00 pm or afterwards, and departures are 11:00 am or before. Lake Access:Please note that there is currently not a sandy beach in front of the house like there are most summers. From the property you cannot directly access a sandy beach. The lake hits the sea wall rocks at about 1 foot of depth. We strongly discourage accessing the water from the rocks or deck, which is extremely dangerous! There are public access points and beaches nearby (for example, the Kohler Andre park (~ 8 mins away) is gorgeous and has great beaches/hiking!)Grill: The grill is operated on propane, which we provide for guests. There is an extra propane tank in the garage in case it runs out.Garage: The garage has some personal and lawn care items in there, but you are free to use it to park a car or use the lawn games that are stored there (We have bags, bocce ball, spike ball, etc.). Please note that per our insurance policy any use of watercrafts or floatation devices in the garage cannot be used by guests. We can recommend local spots to rent kayaks, paddle boards, etc. Fridge/Pantry:The fridge and pantry will have some staple items, including a water purification (Britta) in the fridge which you are welcome to use. The tap water is perfectly safe for drinking, but you may not prefer the taste of well water if you aren’t used to it. Firepit:There is firewood and kindling stacked near the driveway that can be used for the firepit. Please be aware of winds/dry weather conditions and use discretion when lighting fires.Washer/Dryer:Should you need to launder anything, there is a washer and dryer in the basement, with laundry detergent and dryer sheets in the cabinet. Neighborhood/Neighbors:- The street leading up to the house is gravel! Please drive slowly and cautiously on the gravel-- there are often children bopping around between yards and the boat launch area- The boat launch / "boat club" area, including volleyball court, is restricted to member residents only and this is quite strict.- We have a mix of neighbors who reside here full time, are weekend visitors, and others who may also be renters. We please ask that you are considerate of neighbors by minimizing loud music playing outside and driving cautiously down the gravel road. Thank you in advance for your cooperation!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
10/10
Check availability
36
Hotels in Sheboygan County
6000 sq ft house on 7 acres within 20 minutes from Road America and all the areas popular golf courses including Whistling Straights and Blackwolf Run. Just 2 minutes from The Bull at Pinehurst Farms golf course. House has a 1 acre swimming and fishing pond with kayaks, paddle boat and canoe available. Inside you'll find 6 bedrooms, 3.5 baths, 2 full kitchens, wet bar, pool table, dart board, poker table, work out room, game room, 4 car garage and an outdoor hot tub.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:Events allowed: family gatherings and birthday parties.Maximum event attendees: 50.
Outstanding
3 reviews
9.8/10
Check availability
71
Hotels in Sheboygan County
Welcome to our beautiful 2-bedroom historic home in Uptown Sheboygan! This charming and well-appointed residence offers a comfortable and stylish stay for your visit to the area. From the Chef’s kitchen, comfortable living room, and peaceful backyard, to its prime location within walking distance of Sheboygan's vibrant nightlife, theater, and restaurants, you'll have everything you need right at your doorstep.Step inside and be greeted by the character and charm of this 1885 historic home. The living area boasts tasteful furnishings, creating a cozy atmosphere for relaxation after a day of exploring. The fully equipped kitchen provides all the essentials for preparing delicious meals, and a dining area is perfect for enjoying them together.The bedrooms are thoughtfully designed to provide a peaceful night's sleep. Both rooms feature comfortable king beds with quality linens and ample storage space for your belongings. The clean and modern bathroom offers a refreshing shower and essential amenities.But the true gem of this property lies in the backyard. Step outside and be transported to your private oasis. The beautifully landscaped yard features a grilling area, perfect for cooking up a mouthwatering barbecue. And when night falls, gather around the outdoor movie screen for a memorable movie night under the stars.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Amazing
5 reviews
9.6/10
Check availability
See More 4-Star Hotels in Sheboygan County

Frequently Asked Questions

How do I book a hotel on Trip.com?

To book a hotel on Trip.com, simply enter your destination, travel dates, and the number of guests on the page. Then, browse through the available hotels and select the one you want to book. Follow the prompts to enter your payment information and complete the booking.

How to get cheap hotels on Trip.com?

There are several ways to discover affordable hotels on Trip.com. You can narrow down your search results by filtering hotels according to your preferred price range, or you can sort the results by price to view the least expensive options first.

Where can I find hotel deals on Trip.com?

Trip.com offers a diverse selection of hotel deals and promotions that are available throughout the year. You can easily find these special offers on our deals page. Moreover, if you are a member of our loyalty program, you can log in to your account and discover exclusive discounted rates at hotel list pages.

What is the way to get lower prices at hotels?

Sometimes booking hotels in midweek is cheaper, but it also depends on the season.

How many hotels are listed in Trip.com?

There are over 1,500,000 hotels in more than 230 countries or regions on Trip.com. Don't know which hotel to book? Browse the site to get ideas!

Can I cancel or change my hotel reservation on Trip.com?

It depends on the hotel policy and cancellation date. Kindly check the policy section of related hotel pages. To cancel or change your reservation, log in to your trip.com account, go to "My Bookings," and follow the instructions.

How do I contact trip.com customer service?

You can contact trip.com 24/7 customer service by visiting the trip.com help center and submitting a support request. You can also contact them by phone or chat, depending on your location.

Hotel Info for Tourists

Number of Reviews 142
Total Properties22
Trending hotelWalk to Beaches + Restaurants: Elkhart Lake Escape