Sheboygan County

Boutique Hotels in Sheboygan County

Select your dates to find cozy boutique hotels in Sheboygan County with a charming local feel.

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

Top Boutique Hotels Sheboygan County

Discover the best boutique hotels in Sheboygan County, celebrated for their unique style and personality.
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotels in Kohler
Featured facilities: Bar
Amazing
51 reviews
9.6/10
1 night
From €631
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
29 reviews
9.8/10
Check availability
18
Hotels in Plymouth
Beautifully appointed, third floor Townhouse at the Trackside Townhouses across the road from famous Road America. Short 20-minute drive to world-famous Whistling Straits Golf course.You will enjoy the relaxed decor of this recently built 2-bedroom unit. The master bedroom has a king bed, large walk-in closet, and en-suite bathroom with walk-in shower. The second bedroom has a queen bed with the 2nd full bathroom just down the hall. Luxury bedding and towels are provided. There is a washer and dryer in the unit for your convenience.Step into a kitchen filled with all the cooking utensils and dishes you need to prepare a quick snack or full meal. New stove, microwave, dishwasher, and refrigerator. Just stop by the store on the way, and you're set!Enjoy relaxing in the comfy living room area with a fire in the gas fireplace. Watch the large TV equipped with cable or use the high-speed internet to stream your favorite show. You can also sit on the third story deck overlooking Road America while listening to the roar of the engines. We have spared no expense on the furnishings and decor. We have free parking for up to 3 vehicles next to our building. Please note our unit is not handicapped accessible.ABOUT THE AREA:Elkhart Lake, less than five minutes away, has a small town feel with upscale amenities, and nearby Plymouth, the Cheese Capital of the World, is a full-service community with a cute downtown while also offering the stores you need for your basics. Between these two towns, you won’t run out of things to do and places to go! Antique shops, art galleries, boutiques, golf, restaurants, taverns, local breweries, farmer’s markets, festivals throughout the year…we have it all in this area! And, if you want to explore further, Kohler and Sheboygan are only a 20-minute drive away.Foodies, and aren't we all, will enjoy many eating establishments in the area. It will be tough to choose which experience you want, from a drive-in burger to a quick bite at the beach to a traditional Wisconsin supper club meal to a gourmet entree. Don’t forget to try some cheese curds!For water lovers, Elkhart Lake is pristine with public beach access for a nominal fee. Rent water sport equipment from the local resorts.Golfers will love the numerous golf courses in the area. Quit Qui Oc Golf Club is a five-minute drive from our unit, and Whistling Straits, host of the 2021 Ryder Cup, is just 20 minutes away.Athletes will enjoy the great hiking and biking trails, including part of the Ice Age Trail, in the Kettle Moraine Forest that surrounds Elkhart Lake, not to mention the winding hills on our local low-traffic roads. Elkhart even hosts a triathlon every June. Road America also offers opportunities for you to get on the track. Check out their website for when you can run, walk, or bike around the racetrack certain evenings of the week. And if driving is more your style, then sign up for a sunset cruise, and get your own car on the track!While summer in Wisconsin is glorious, fall is equally splendid. The rolling hills of the Kettle Moraine Forest provide fantastic winding drives, giving you one incredible view after the next of the gorgeous scenery. Stop and take a hike along the forest trails or check out local apple and pumpkin farms. And in the winter, you can take advantage of local ice-skating venues, cross country skiing trails, snow shoeing, and more. Elkhart even has a special festival dedicated to all things snow, Schnee Days, held in late January.This 2-bedroom condo is in an ideal location to take advantage of all that this area offers throughout the year!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Parking ~ no parking in front of overhead doors..About checkIn:Check in after 1:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
64 reviews
10/10
Check availability
23
Hotels in Plymouth
Featured facilities: Pool
Outstanding
27 reviews
10/10
Check availability
38
Hotels in Elkhart Lake
Located in Elkhart Lake, this cottage is within a 5-minute drive of Elkhart Lake and Farmers Market. This cottage is 1.1 mi (1.8 km) from Elkhart Lake Public Library and 1.6 mi (2.5 km) from June Vollrath Park. Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills. Free self parking is available onsite. Make yourself comfortable in this air-conditioned cottage, which features a fireplace. There's a private balcony. A kitchen is outfitted with an oven, a stovetop, and a microwave. Conveniences include a desk and a washing machine.
Check availability
39
Hotels in Elkhart Lake
Welcome to ElkHEART Escape! You and your family& friends will fall in love with our newly renovated, 4 bedroom/2 Full bath home. Centrally located in the MIDDLE of EVERYTHING Elkhart Lake has to offer!Step through our original 1912 front door and discover a refreshed, modern version of small-town America. What will you choose to do first? Claim a cozy king, queen or bunk bed? Or maybe uncork that first bottle of wine and head to the deck to relax. Maybe you're hungry...step outside the front door and head to one of Elkhart's AMAZING restaurants...or gather your family and friends around the open concept kitchen/family room, and create an amazing dinner together to enjoy around our large dining table! Maybe you've arrived early and the kids want to head to the beach! Park your vehicle in our 2 car garage, get your swim suits on and load up the wagon or bikes! There's plenty of beach towels and sand toys to bring just a few blocks away to the Firemen’s Beach!After a fun-filled day you'll want to return to your cozy bedroom and take a relaxing shower...don't worry, there are PLENTY of towels and soft blankets waiting for you! If you have seasoned travelers with you, they will enjoy our first floor bedroom. No need to climb any stairs! You'll spend the night dreaming of how to spend your next days around our AMAZING village! Will you visit Road America to watch a thrilling race? Or maybe you'll head down the road to nearby Sheboygan or Kohler for the day. Elkhart's very own Osthoff Resort offers a relaxing spa day, and the Shore Club's Tiki Bar is where the who's who of Elkhart like to gather for fun nightlife and drinks. Whatever you choose there aren't enough minutes in your day to experience it ALL...you'll just have to come back! ElkHeart Escape is not like other vacation home rentals. We want to make sure you do not have to think about running to the store for toilet paper, paper towels or even a forgotten toothbrush! We provide EVERYTHING you need for your stay...plenty of paper products, extra toiletries in case you forgot yours at home, towels and luxury hotel pillows and bedding, beach towels, and sand toys! Welcome to our home...you'll LOVE it as much as we do!Need some "Vacay Inspiration"?!? Elkhart Lake has so much to offer, you might not know where to start! Let us help you paint your perfect Getaway picture...Spring Forward: Starting around May 25th one of our favorites comes back into town...it's the start of Saturday morning Farmer's Market! Here you will enjoy local artisans and their crafts and indulgences. It's also an amazing time to take a bike ride around town and on local trails. Don't forget to head to the Marsh Park Observation Tower in Sheboygan and watch Spring come alive! Family Fun in the Summer Sun: This is our family's absolute FAVORITE time to experience all that Elkhart Lake has to offer! We LOVE renting kayaks and paddle boards from the Osthoff Resort, or going out on a boat ride for some on the water with rentals through Elkhart Watersports located within a few blocks of the home. Dining outside at Lake Street Cafe and then getting the kids ice-cream at Gesserts is the ideal way to end a long day at the beach. http://www.elkhartwatersports.com/Girls Relaxation Weekend: Pack your bags and call all your girlfriends for some relaxing, leave-your-troubles-at-home time! Whether you're taking a cooking class at the Osthoff or sipping wine (right across the street!) at Vintage Elkhart Lake, you'll never want to leave our perfect, stress-free haven. Did we mention that the world-renowned Aspira Spa is 2 blocks out our front door?!? https://www.aspiraspa.com/Guys Getaway: Start your engines and head to Road America for Elkhart Lakes most exciting draw! Check the race schedule NOW and experience the thrills and sounds of one of America's greatest sports! https://www.roadamerica.com/calendarDon't forget to pack your golf clubs and reserve your tee time at Quit Qui Golf Course, or walk 2 blocks down the road and relax at SwitchGear Brewery!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:If the police are called to our home for any disturbance they have the right to evict renters and a refund will not be given.About checkIn:Check in after 2:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
118 reviews
10/10
Check availability
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
Check availability
33
Hotels in Elkhart Lake
With a stay at this apartment in Elkhart Lake, you'll be within a 5-minute drive of Elkhart Lake and Farmers Market. This apartment is 1.2 mi (1.9 km) from Elkhart Lake Public Library and 1.6 mi (2.5 km) from Skip Barber Driving School. Make use of convenient amenities such as complimentary wireless internet access, concierge services, and barbecue grills. Free self parking is available onsite. Make yourself comfortable in this air-conditioned apartment, which features a fireplace. There's a private patio. A kitchen is outfitted with an oven, a stovetop, and a microwave. Conveniences include a desk and a washing machine, and housekeeping is provided on request.
Check availability
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
12
Hotels in Elkhart Lake
This is for the Upper Unit of the Duplex. Fresh and clean updated 3 bedroom!! One king bed, one queen & two twin beds sleep 6 comfortably. Very airy and comfortable space. Private entrance and stairs to unit. The location is right in the heart of downtown Elkhart Lake and is walking distance to the local restaurants, bars, micro brewery, farmers market and public beach. It is a 5 minute drive to Road America and Whistling Straights is about 15 miles away.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Please park in the street, there is always plenty of street parking available. No smoking, No pets. The airing porch is off limits to guests..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
33 reviews
10/10
Check availability
See All Boutique Hotels in Sheboygan County

FAQs

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 do I get hotel deals on Trip.com?

There are several ways to find 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 cheapest options first.

Where can I find hotel deals on Trip.com?

Trip.com offers a wide variety of hotel deals and promotions that are available throughout the year. You can easily find these special offers on our deals page. What's more, if you are a member of our loyalty program, you can sign in to your account and discover exclusive discounted rates at hotel list pages.

How can I get lower prices for hotels?

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

How many hotels are listed on Trip.com?

You can find over 1.5 million hotels in more than 230 countries or regions on Trip.com. Haven't decided which hotel to book? Browse our site to get ideas!

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

It depends on the hotel policy and date of cancellation. Please check the policy section of the related hotel pages. To cancel or change your bookings, sign in to your Trip.com account, go to "My Bookings", and follow the instructions.

How do I contact Trip.com customer support?

You can contact Trip.com's 24/7 customer support by visiting the Help Center on Trip.com and submitting a request. You can also contact us by phone or service chat, depending on your location.