Sheboygan County

Boutique Hotels in Sheboygan County

Enter your dates to find boutique hotels in Sheboygan County that offer unique style and charm.

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Top Boutique Hotels Sheboygan County

Discover the best boutique hotels in Sheboygan County, celebrated for their unique style and personality.
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Beautiful, newly built 3rd floor Townhouse in historic Elkhart Lake, WI.
Beautiful, newly built 3rd floor Townhouse in historic Elkhart Lake, WI.Beautiful, newly built 3rd floor Townhouse in historic Elkhart Lake, WI.Beautiful, newly built 3rd floor Townhouse in historic Elkhart Lake, WI.Beautiful, newly built 3rd floor Townhouse in historic Elkhart Lake, WI.Beautiful, newly built 3rd floor Townhouse in historic Elkhart Lake, WI.Beautiful, newly built 3rd floor Townhouse in historic Elkhart Lake, WI.
18
Hotels in Sheboygan County
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
20 reviews
10.0/10
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Road America Adjacent Lake House with indoor pool
Road America Adjacent Lake House with indoor poolRoad America Adjacent Lake House with indoor poolRoad America Adjacent Lake House with indoor poolRoad America Adjacent Lake House with indoor poolRoad America Adjacent Lake House with indoor poolRoad America Adjacent Lake House with indoor pool
23
Hotels in Sheboygan County
Featured facilities: Pool
Outstanding
9.8/10
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Lakeside Cabin Retreat Relax at Private Lake House!
Lakeside Cabin Retreat Relax at Private Lake House!Lakeside Cabin Retreat Relax at Private Lake House!Lakeside Cabin Retreat Relax at Private Lake House!Lakeside Cabin Retreat Relax at Private Lake House!Lakeside Cabin Retreat Relax at Private Lake House!Lakeside Cabin Retreat Relax at Private Lake House!
45
Hotels in Sheboygan County
OverviewImmerse yourself in tranquility at Highlander Hideaway, a unique longhouse-style retreat nestled on 70+ acre private lake community. Lakefront cabin on a pristine, spring-fed lake, this property offers unparalleled natural beauty and a wealth of outdoor activities. Enjoy private lake access for kayaking, canoeing, and paddle boarding, explore private scenic woodland trails, and marvel at breathtaking night sky views. Modern amenities ensure a comfortable stay, while proximity to Kettle Moraine State Park, Sheboygan and Lake Michigan, Kohler, Road America, and more provides endless entertainment options. Perfect for families and couples seeking a serene getaway. We do have families living in the community, so please enjoy the property with that in mind. We do not allow parties, including bachelor/bachelorette parties. Key FeaturesPrivate Lake Access: Enjoy access to a clean spring-fed lake for swimming, paddle boarding, kayaking, and fishing (no license required).70 Acres of Private Woodland: Explore scenic trails and immerse yourself in nature.Stargazing Paradise: Experience unparalleled views of the night sky.Longhouse-Style Architecture: Unique design with expansive windows showcasing lake views.Outdoor Firepit and grills: Gather around the firepit on the patio overlooking the lake and sunset. Both charcoal and gas grills available.Private Beach area: enjoy the lake from a sandy beach area.Free use of canoes, kayaks, and paddleboards: Enjoy the lake with no extra cost.Community Amenities: Tennis and basketball courts, beach volleyball.Kitchen:Fully equipped modern kitchen with stainless steel appliances: gas stove, oven, microwave, large refrigerator with filtered water and ice, dishwasher.Cookware, dishes, utensils, pantry items, and basic seasonings provided.Living Area:Open-concept living space with comfortable seatingWood-burning fireplaceSmart TV with Fire TV StickFree High Speed WifiGames for families and childrenComfort:Air conditioning (mobile unit)Radiant floor heatingCeiling fans throughoutWasher and DryerOutdoor:Expansive yard for outdoor games and activitiesOutdoor dining areaEssentials:Towels (bathing and swimming)LinensHairdryerShampoo, soap, and toilet paperEvery holiday season, Highlander Hideaway transforms into a cozy magical cabin, Thanksgiving-January. Book early! Dates sell out!Nearby attractions:Sunburst Ski and Snow TubingRoad America- A world-renowned motor racing course that hosts various events throughout the year. If you're a motorsports fan, this is a must-visit.Kettle Moraine State Forest- This is a major draw, offering extensive hiking, biking, and horseback riding trails. The diverse landscape, shaped by glaciers, is beautiful year-round.It is a great place for viewing fall colors.Kohler, WI-Home to the Kohler Company, this town offers:-The Kohler Design Center.-World-class golf courses at Whistling Straits and Blackwolf Run.-The Kohler Waters Spa.Pinehurst Farms Golf Course Kohler Arboretum Kohler-Andrae State ParkElkhart LakeLake EllenNichol’s Creek State Wildlife Area Plymouth, WI Cheese Capitol of the World ArchShalom Wildlife ZooHoricon National Wildlife RefugeSolu Estate Winery and MeaderyPlank Road Distillery SheboyganWest BendCascadePlymouthFond Du LacEAA Aviation Museum3 Sheep’s BrewingMuseum of Wisconsin ArtBookworm GardensAbove & Beyond Children’s MuseumAirVentureOshkosh Air ShowAbout pets:Pets allowed: dogs (limit 2 total).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
10.0/10
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Sheboygan County
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The American Club
The American ClubThe American ClubThe American ClubThe American ClubThe American ClubThe American Club
99+
Hotels in Sheboygan County
With a stay at The American Club in Kohler, you'll be next to a golf course, within a 10-minute drive of Lake Michigan and Kohler Design Center. This golf hotel is 15 mi (24.2 km) from Road America and 0.7 mi (1.2 km) from The Waelderhaus. Relax at the full-service spa, where you can enjoy massages, body treatments, and facials. You can take advantage of recreational amenities such as outdoor tennis courts, 2 indoor pickleball courts, and a fitness center. Additional features at this hotel include complimentary wireless internet access, concierge services, and gift shops/newsstands. Guests can get around on the complimentary shuttle, which operates within 1 miles. Grab a bite to eat at one of the hotel's 3 restaurants, or stay in and take advantage of the 24-hour room service. Snacks are also available at the coffee shop/cafe. Need to unwind? Take a break with a tasty beverage at one of the 3 bars/lounges. Full breakfasts are available daily from 7:00 AM to 11:00 AM for a fee. Featured amenities include a 24-hour business center, complimentary newspapers in the lobby, and dry cleaning/laundry services. Planning an event in Kohler? This hotel has 30000 square feet (2787 square meters) of space consisting of conference space and meeting rooms. Free self parking is available onsite. Make yourself at home in one of the 241 guestrooms featuring iPads and iPod docking stations. Your bed comes with down comforters and Frette Italian sheets. Wired and wireless internet access is complimentary, while 32-inch flat-screen televisions with digital programming provide entertainment. Private bathrooms with bathtubs or showers feature designer toiletries and hair dryers.
Amazing
58 reviews
9.6/10
1 night
From PHP 25,973
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Vacation In STYLE! 2 minutes to Road America, Beach, Golf, Downtown Elkhart Lake
Vacation In STYLE! 2 minutes to Road America, Beach, Golf, Downtown Elkhart LakeVacation In STYLE! 2 minutes to Road America, Beach, Golf, Downtown Elkhart LakeVacation In STYLE! 2 minutes to Road America, Beach, Golf, Downtown Elkhart LakeVacation In STYLE! 2 minutes to Road America, Beach, Golf, Downtown Elkhart LakeVacation In STYLE! 2 minutes to Road America, Beach, Golf, Downtown Elkhart LakeVacation In STYLE! 2 minutes to Road America, Beach, Golf, Downtown Elkhart Lake
31
Hotels in Sheboygan County
Gorgeous home! Rustic design with 3900 sq. ft. open concept floor plan provides perfect space for everyone in your party to spread out, relax and recreate! The first floor offers 2 bedrooms (1 king/1 queen), 2 baths (classic marble paneled showers and bath tub), kitchen with 6 seat island and full set of Kitchen Aid appliances, dining room with seating up to 10, great room with 12 foot vaulted ceiling, 65" TV and gas fireplace, laundry room with large capacity washer and dryer, and 18' x 10' patio with Weber gas grill, seating for 10, and view of Quit Qui Oc Golf Course. The basement level offers 2 bedrooms (1 queen, 4 bunk beds), 2 baths (classic marble paneled showers); regulation size billiards and ping pong table, electronic dartboard, NBA 2K and Ms. Pacman Mini Arcades, a second family room with Nintendo switch, 65" TV and various board games, a wet bar with microwave and refrigerator and game table seating up to 6. In addition, in the 2-Car garage you'll find bicycles, scooters, baggo sets; beach towels, coolers, camp chairs and Tommy Bahama beach chairs with beach umbrella. The crystal clear water of spring fed Elkhart Lake, which is recognized as one the cleanest and clearest lakes in the Midwest, the Osthoff Resort, Elkhart Lake Beach, Fireman's Beach, Quit Qui Oc Golf Course, and the restaurants and shops of downtown Elkhart Lake are all within walking/biking distance of our home. For racing enthusiasts, Road America is about 2 minutes away by car. Whistling Straits , American Club and its associated Kohler golf courses are about 20 minutes away by car.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
9 reviews
10.0/10
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Perfect Rating DT Home! Walk to Beach, Eats and More! 5 Min. to Road America!
Perfect Rating DT Home! Walk to Beach, Eats and More! 5 Min. to Road America!Perfect Rating DT Home! Walk to Beach, Eats and More! 5 Min. to Road America!Perfect Rating DT Home! Walk to Beach, Eats and More! 5 Min. to Road America!Perfect Rating DT Home! Walk to Beach, Eats and More! 5 Min. to Road America!Perfect Rating DT Home! Walk to Beach, Eats and More! 5 Min. to Road America!Perfect Rating DT Home! Walk to Beach, Eats and More! 5 Min. to Road America!
40
Hotels in Sheboygan County
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 minBookingAge:Minimum age to rent: 30.About events:No events allowed.
Outstanding
37 reviews
10.0/10
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30 Second Walk To Downtown
30 Second Walk To Downtown30 Second Walk To Downtown30 Second Walk To Downtown30 Second Walk To Downtown30 Second Walk To Downtown30 Second Walk To Downtown
40
Hotels in Sheboygan County
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 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: 25.About events:No events allowed.
Outstanding
10.0/10
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Super clean amazing location downtown Elkhart Lake
Super clean amazing location downtown Elkhart LakeSuper clean amazing location downtown Elkhart LakeSuper clean amazing location downtown Elkhart LakeSuper clean amazing location downtown Elkhart LakeSuper clean amazing location downtown Elkhart LakeSuper clean amazing location downtown Elkhart Lake
12
Hotels in Sheboygan County
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 minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
10 reviews
9.8/10
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Wander Back Inn to Elkhart Lake
Wander Back Inn to Elkhart LakeWander Back Inn to Elkhart LakeWander Back Inn to Elkhart LakeWander Back Inn to Elkhart LakeWander Back Inn to Elkhart LakeWander Back Inn to Elkhart Lake
28
Hotels in Sheboygan County
This gorgeous, new home is the perfect choice for your trip to Elkhart. Mere minutes away from famous local attractions - Road America, Elkhart Lake, the Ostoff Resort, and more - you couldn’t get a better location. Or spend the day in and enjoy a BBQ on the patio, foosball, ping pong, shuffleboard, and more! With 4 spacious bedrooms, 3 full baths, and large social areas, this house has more than enough space for the whole group.Check In 4pm. Check Out 10 am.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: 21.About events:No events allowed.
Outstanding
20 reviews
10.0/10
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The Esker Ridge Chalet, Pristine Elkhart Solitude
The Esker Ridge Chalet, Pristine Elkhart SolitudeThe Esker Ridge Chalet, Pristine Elkhart SolitudeThe Esker Ridge Chalet, Pristine Elkhart SolitudeThe Esker Ridge Chalet, Pristine Elkhart SolitudeThe Esker Ridge Chalet, Pristine Elkhart Solitude
12
Hotels in Sheboygan County
Experience the solitude and peace of the Kettle Moraine forest while remaining within walking distance of the beautiful resort town of Elkhart Lake! Our lovely Chalet is nestled within a beautiful, rolling landscape which was sculpted by glaciers during the last Ice Age. In fact, the Chalet is surrounded by many noteworthy glacial features, including a magnificent "esker". Breathe the fresh air and immerse yourself in the wonders of this unique place. The Chalet will be yours and yours alone. There will not be any other guests on the property. Nobody will have access to the Chalet other than you during the duration of your stay. You'll enjoy clean white towels, clean white bedding, and will have a mini-fridge to yourself. You'll be supplied with eco-friendly soap, and the water is fresh and clean from a private well.We will look forward to greeting you upon arrival, after that the whole space is yours. At your request, we will set up a campfire for you each night. You are also welcome to enjoy the nature trail which meanders through our beautiful, forested property. This is as good as it gets.If you submit a payment in this app to book the chalet, your donation will be utilized to maintain the property, stock amenities, pay taxes and cover all 3rd party fees. We are also proud to allocate a portion of your donation to support a variety of worthy charities. Please see Angela if you represent a nonprofit and would like to learn more about our vetting process.We humbly thank you for all your kindness, support and friendship. You enable us to continue seeing a familiar landscape through fresh eyes. It is part of what makes the chalet such a worthwhile hobby for us. Thanks.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Adults only.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.Absolutely no smoking inside the building..About events:No events allowed.
Outstanding
10.0/10
Check Availability
See All Boutique Hotels in Sheboygan County

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