Sheboygan County

Sheboygan County Homestays

Enter your dates to find homestays in Sheboygan County for a cozy, local experience.

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

Popular Homestays in Sheboygan County

Check out the best homestays in Sheboygan County for a cozy, home-like experience.
Most Booked
Lowest Price
Closest to Downtown
Highest Rated
Elegant Condo in Historic Sheboygan Falls, Licensed and inspected by Sheb County
Elegant Condo in Historic Sheboygan Falls, Licensed and inspected by Sheb CountyElegant Condo in Historic Sheboygan Falls, Licensed and inspected by Sheb CountyElegant Condo in Historic Sheboygan Falls, Licensed and inspected by Sheb CountyElegant Condo in Historic Sheboygan Falls, Licensed and inspected by Sheb CountyElegant Condo in Historic Sheboygan Falls, Licensed and inspected by Sheb CountyElegant Condo in Historic Sheboygan Falls, Licensed and inspected by Sheb County
33
Licensed and inspected by Sheb County
Hotels in Sheboygan County
Beautiful Upper Condo in Historic Sheboygan Falls. Licensed and professionally inspected by Sheboygan County, next to the River and Park. Downtown area close to food and drink. Centrally located to some of the World's Greatest Golf Courses, Road America Racing, and Beautiful Lake Michigan. Amazing 2 Bedroom, 2 Bathroom, updated Condo. Living, Dining, Kitchen, and Study. Amenities included: Wi-Fi, balcony, central air, central heat, washer and dryer.The spaceQuiet Location. Ideal central location minutes away from all these Gracious Living Experiences!!!5 World-Class golf courses (all 5-10 min.)- Irish Course and Straits Course at Whistling Straits - 7 mi,- Bull at Pinehurst Farms - 3 mi,- River and Meadow Valleys at Blackwolf Run - 3 mi,Elegant Wineries, Restaurants, Shops & Spas (2-10 min.):- Blind Horse Restaurant & Winery -1 mi- II Ritrovo - 5 mi- Trattoria Stefano - 5 mi- Horse & Plow, Immigrant Rest., Taverne on Woodlake, WI Room Rest., Winery Bar, Olive N' Ash, Woodlake Market, Kohler Design Center - 2 mi- Kohler Water Spa - 2 mi- Kohler Food & Wine Festival - 2 mi- BlackWolf Run Restaurant- 3 miKohler Swing Studio & Golf Shop - 2 miRoad America - 9 miJohn Michael Kohler Art Center - 3 miSheboygan County Memorial Airport - 2 miThe Blue Harbor resort -6 miPlease, Only guests on reservation are allowed to enter property. This is a very family-friendly neighborhood. no loud music - Please be considerate of the My neighbors who are living in the Building otherwise they will contact me with any issues.Smoking is not allowed, this includes marijuana and vaping, NO PETS! Garage access. Garbage can be bagged and left in the kitchen and i will take care of it, and no need to strip bedding we will take care of that. We require renters to be at least 25 years old and Guest limit is 4 total.. the condo does have a Security camera by the entry way and inside the garages! Due to high demands plz contact me with desired dates.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 13-17.About customRules:Please avoid parking in front of my neighbors garage doors..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
10.0/10
Check Availability
Waterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to Downtown
Waterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to DowntownWaterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to DowntownWaterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to DowntownWaterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to DowntownWaterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to DowntownWaterfront Condo, Private Beach, Outdoor/Indoor Pools, & Walkable to Downtown
31
Private Beach
Hotels in Sheboygan County
Make summer memories at Elkhart Lake! Only 3 bedroom, 3 bath, condo located steps from the beach. Fully renovated in 2024. Hang at the best beach, at the best lake in Wisconsin. Rent a paddle board, hydro bike, or canoe, right at the beach! Swim in the lake, or go up to the outdoor pool or hot tub. Indoor pool if need a break from the sun! Get a bite to eat or a margarita right at the beach at the nearby infamous Tiki Bar. Make a family meal or take a break/shower/rest steps away in the condo!You'll also be within a 5 minute walk to downtown Elkhart Lake where you can enjoy Off the Rails for a great breakfast sandwich, an upscale dinner at the Paddock Club, Switchback Brewery, or a laid back night at Pizza and Vino! Only a few steps away you'll also find the Aspira Spa at the The Osthoff resort, known as a top 100 spa in the US. The infamous "Road America" is a 5 minute drive away where you can enjoy racing at its best, from Indy Cars to Vintage Racing. Lastly, enjoy free live music near the private beach at the Tiki Bar, typically Thursday - Sundays in the Summer in the evenings. Relax with spectacular views, good vibes on the top deck or the laid back lounge below. 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
Check Availability
Downtown Elkhart Lake—Modern Cottage—Upper Condo Available for Off Season Rental
Downtown Elkhart Lake—Modern Cottage—Upper Condo Available for Off Season RentalDowntown Elkhart Lake—Modern Cottage—Upper Condo Available for Off Season RentalDowntown Elkhart Lake—Modern Cottage—Upper Condo Available for Off Season RentalDowntown Elkhart Lake—Modern Cottage—Upper Condo Available for Off Season RentalDowntown Elkhart Lake—Modern Cottage—Upper Condo Available for Off Season RentalDowntown Elkhart Lake—Modern Cottage—Upper Condo Available for Off Season Rental
21
Hotels in Sheboygan County
Lake Street Retreat is the UPPER unit in an original 1880's two family 'cottage' home. We own the entire property and are lucky enough to spend the majority of our summer in the lower unit. The upstairs received a modern makeover in the Spring of 2021. It is filled with a combination of local antiques and art to give it a "welcome home" feel. It also features skylights in the kitchen, bath and living area which create a unique tree house effect. The kitchen is fully stocked with everything from wine glasses to an ice cream scooper. The bedrooms host 'heavenly' beds with the finest of linens to include memory foam beds, soft cotton sheets and down comforters not to mention stunning sitting chairs for that moment of peace at the end of the day. The spacious living room has western exposure onto Lake Street to watch all the action. It also has 2 large skylights which boast endless sun at all times of the day. The original 1X8 wood ceiling has been exposed to add to the cottage/chalet effect of the home. Here you will find spacious room for entertaining or sitting quietly and watching a movie on the flat screen. There is also a outside deck off the main bedroom. It makes a perfect spot for a family dinner or curling up with your favorite glass of wine after a long day at the beach.The house sits equal distance from the lake and the village restaurants, shops and local market. It is less than a two minute walk due east to the village or due west to the beach. We are also adjacent to three popular lakefront resorts, minutes to world renowned golf courses, the Kettle Moraine National Forest, and popular fishing spots. *We are just miles from the Road America Race Track and 15 miles from the Kohler golf courses.Keywords: Condo, Race, Beach, GolfAbout pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.Interior stairs, open at top..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
10.0/10
Check Availability
Sheboygan County
You Might Like
Sheboygan County Hotels With BreakfastSheboygan County Hotels With Twin RoomSheboygan County Hotels With 1 Double BedSheboygan County Hotels With Swimming PoolSheboygan County Hotels With Free Cancellation
BEACHSIDE GETAWAY IN SHEBOYGAN
BEACHSIDE GETAWAY IN SHEBOYGANBEACHSIDE GETAWAY IN SHEBOYGANBEACHSIDE GETAWAY IN SHEBOYGANBEACHSIDE GETAWAY IN SHEBOYGANBEACHSIDE GETAWAY IN SHEBOYGANBEACHSIDE GETAWAY IN SHEBOYGAN
16
Hotels in Sheboygan County
Located just one lot in from the beautiful shores or Lake Michigan. This amazing location provides year round stunning views . This is a lower 2 bedroom 1 bath condo in a 4 unit building. You can listen to the waves or walk just a few feet and have the sand on your feet. This condo features granite countertops, stainless steel appliances, maple cabinetry and front and rear balconies. Makes for a great place to enjoy a weekend get away or a place to relax at night while on a business trip.All the adjacent beaches are public so you have easy access. Located less than a mile from downtown Sheboygan and in close proximity to all the golf courses around town. There is one television in the living room with Roku and basic cable. Each bedroom has a TV as well. There is Wi-Fi. There is a queen size mattress in each bedroom. There are ceiling fans in the bedrooms and the living room. One bedroom has a wall mounted air conditioning unit and the other has a portable air conditioning unit. There is a one car detached garage just off the balcony and street parking as well. Opposite side parking rules exist during the winter months only. There is a one car garage. There is also a parking space on the west side of the building, that if open, you are allowed to use.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: 24.About events:No events allowed.
Outstanding
20 reviews
10.0/10
Check Availability
Malibu of the Midwest Condo steps from the Lake
Malibu of the Midwest Condo steps from the LakeMalibu of the Midwest Condo steps from the LakeMalibu of the Midwest Condo steps from the LakeMalibu of the Midwest Condo steps from the LakeMalibu of the Midwest Condo steps from the LakeMalibu of the Midwest Condo steps from the Lake
22
Hotels in Sheboygan County
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.,Children under 12 are not allowed to run through t.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
6 reviews
10.0/10
Check Availability
Charming 2-bedroom condo with WiFi, AC in quaint Sheboygan
Charming 2-bedroom condo with WiFi, AC in quaint SheboyganCharming 2-bedroom condo with WiFi, AC in quaint SheboyganCharming 2-bedroom condo with WiFi, AC in quaint SheboyganCharming 2-bedroom condo with WiFi, AC in quaint SheboyganCharming 2-bedroom condo with WiFi, AC in quaint Sheboygan
7
AC in quaint Sheboygan
Hotels in Sheboygan County
This fantastic condo in Sheboygan offers two bedrooms with queen beds, perfect for a relaxing getaway. With amenities like WiFi, a washer and dryer, and AC, guests will have everything they need for a comfortable stay. The bathroom comes equipped with a hair dryer for added convenience. This condo is the ideal home base for your trip to Sheboygan. We hope you'll enjoy your stay at our condo.About pets:No pets allowed.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
10.0/10
Check Availability
See All Homestays 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 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.