Sheboygan County

Boutique Hotels in Sheboygan County

Boutique hotels in Sheboygan County with stylish design and local charm

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Top Boutique Hotels in Sheboygan County

Check out our pick of great boutique hotels for your travel
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Lowest price
Closest to downtown
Highest Rated
99+
Hotels in Kohler
Featured facilities: Bar
Amazing
51 reviews
9.6/10
1 night
From £543
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48
Hotels in Wilson
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
19 reviews
10/10
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28
Hotels in Sheboygan
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 events:No events allowed.
Outstanding
3 reviews
9.8/10
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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
4 reviews
10/10
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26
Outstanding
11 reviews
9.8/10
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85
Hotels in Sheboygan
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. 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
34 reviews
10/10
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22
Hotels in Sheboygan
7th Heaven Condo is in the popular South Pier district. Cute condo is on the 2nd floor with elevator access. Across the street is the sandy beach of Lake Michigan where wind surfers come from around the world to surf. Stroll down the riverwalk to many cafes, pubs and shops. Rent a boat or kayak. Fishing and tour boats also available. Day passes for water park & bike rentals are available at Blue Harbor Resort, just down the street. Kohler Golf & Road America are a short drive away.About pets:No pets allowed, service animals permitted.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Service dogs under 20 lbs are allowed. Please let.Condo HOA doesn't want guests in the garage. See garbage rules posted in condo.,No children under 12 alone in elevator..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
105 reviews
10/10
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39
Hotels in Elkhart Lake
Eloquent home that is a 30 second walk to downtown. This luxurious home has everything for your Elkhart Lake vacation. Only three minutes to Road America and five minutes to the Elkhart Lake boat launch. Walk downtown for dinner at one of the fabulous restaurants in town, end the night with ice cream at Gesserts. Enjoy a cocktail or glass of wine on our back deck, while listening to cars in the distance, as they race around the track .Elkhart Lake has so much to enjoy. The main attraction being the historic racetrack at Road America. There is so much to see and do in Elkhart Lake, from the crystal blue waters and beautiful beaches, to boating, racing, shopping and dining. Make sure to visit Off the Rail for great coffee and unique sandwiches. Vintage wine shop is a great stop for a tasting, purchase of wine, cheese, olive oil and more. Gina's is a fun shop with very unique gifts. Just a short distance out of town, The Blind Horse Restaurant and Winery is the place to experience Napa Valley in Wisconsin. Best restaurant within 50 miles and award-winning wines that are handcrafted on site. 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
60 reviews
10/10
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33
Hotels in Holland
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 events:No events allowed.
Outstanding
4 reviews
10/10
Check Availability
23
Hotels in Plymouth
Featured facilities: Swimming Pool
Outstanding
27 reviews
10/10
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See All Boutique Hotels in Sheboygan County

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