Find 4-Star Hotels in Sheboygan

Three-bedroom house with full kitchen, dining room with spacious living room to watch movies, relax, play board games and puzzles or just enjoy quality time with your loved ones. Big fenced yard for you to enjoy the sunrise or sunset.The property is only a few blocks from Downtown Sheboygan super close to the local shops, restaurants, bars, theater, parks and the riverfront marina. Also, 4 blocks away from the beach.Check in after 3pm Check out 10amAbout 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 is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

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.

Enjoy a peaceful stay at this cozy 3-bedroom, 3 living room, and 3 bathroom home in Sheboygan, WI. This charming property offers a stressless retreat for guests, with amenities such as AC & heating, WiFi, a bonfire pit, 3 flat screen TVs and virtually all you will need to have an enjoyable stay. The 3 bathrooms (1 full, 2 3/4's) are equipped with hand soap, body wash, shampoo, and towels. The residence is within a 1 minute drive from 3 Sheep's Brewing company, several fast food options, Walgreens, Starbucks, a Kwik Trip; within a 5 minute drive from the Lake; and within a 10 minute from Kohler Wisconsin. 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 is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

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.

Crystal Cove by Great Lakes Getaways!This lakeside condo boasts 2 bedrooms, 2 bathrooms, and a breathtaking view of Lake Michigan. Indulge in sunrise coffee overlooking the tranquil waters or sink your toes into the sandy shores mere steps away. Our pièce de résistance is a state-of-the-art full-body massage chair for ultimate relaxation.Experience lakeside serenity at its finest in this beautifully appointed 2-bedroom, 2-bathroom condo nestled in Sheboygan’s charming South Pier neighborhood. With panoramic lake views and thoughtful amenities throughout, this condo is perfect for a peaceful escape or an extended stay by the water.We are excited to host you! Your satisfaction and comfort are our top priorities. Book now and experience the best of Sheboygan’s South Pier neighborhood!What you'll love:✔ Direct views of Lake Michigan from large picture windows and your private patio✔ Cozy living room with plush seating and a high-end luxury massage chair for ultimate relaxation✔ Fully equipped kitchen with stainless steel appliances, stocked with essentials like cooking oils, spices, and a complimentary coffee bar (Keurig + drip)✔ Spacious dining area with breakfast bar seating for 3 and a large table for 6 — great for family meals or entertaining✔ Just steps from the sandy beaches, scenic walking paths, South Pier District shops, and local dining✔ Master suite with a king-size bed, smart TV, and ensuite bath featuring a jetted jacuzzi tub✔ Second bedroom with full-over-full bunk beds — designed to comfortably accommodate adults✔ Second full bath with plush linens for added comfort✔ Beach supplies provided for stress-free lake daysWith unbeatable views, walkable access to Sheboygan’s vibrant lakefront, and everything you need for a relaxing stay, this condo is a favorite for both couples and families looking to recharge by the shore.𝐍𝐞𝐚𝐫𝐛𝐲 𝐀𝐭𝐭𝐫𝐚𝐜𝐭𝐢𝐨𝐧𝐬:* John Michael Kohler Arts Center – Explore cutting-edge contemporary art and interactive exhibits (1 mi)* Above & Beyond Children’s Museum – Hands-on learning and play for curious kids (1 mi)* Deland Park – Sandy beach, playgrounds, picnic spots, and the iconic Lottie Cooper shipwreck (0.3 mi)* Sheboygan Marina – Rent a boat or enjoy the scenic lakefront (0.4 mi)𝐋𝐨𝐜𝐚𝐥 𝐑𝐞𝐬𝐭𝐚𝐮𝐫𝐚𝐧𝐭𝐬 & 𝐂𝐚𝐟𝐞𝐬:* Lino Ristorante Italiano – Elegant Italian cuisine in a refined atmosphere (0.5 mi)* Weather Center Café – Cozy café with specialty drinks and light fare (0.4 mi)* Field to Fork – Farm-fresh meals, house-roasted coffee, and a warm vibe (1 mi)𝐒𝐞𝐚𝐬𝐨𝐧𝐚𝐥 𝐄𝐯𝐞𝐧𝐭𝐬 & 𝐀𝐜𝐭𝐢𝐯𝐢𝐭𝐢𝐞𝐬:* Sheboygan Farmers Market – Fresh produce, handmade goods, and music at Fountain Park (Weds & Sats, June–Oct, 1 mi)* Deland Park Kite Festival – A colorful celebration of kites and family fun (0.3 mi)* Sheboygan Midwest Challenge – High-speed powerboat racing and waterfront festivities every August (0.5 mi)𝐏𝐥𝐞𝐚𝐬𝐞 𝐍𝐨𝐭𝐞: - This condo is privately owned and does not include access to the Blue Harbor Resort water park. Guests may not purchase day passes, as the unit owner has waived the Resort Amenity Fee.- Renters and guests of this condominium unit do not have access to or use of the Blue Harbor Resort water park and will not try to purchase a Day Pass, since the unit owner obtained a waiver of the Resort Amenity Fee.We are excited to host you! Your satisfaction and comfort are our top priorities. Book now and experience lakeside living at its finest! Your Perfect Getaway Awaits!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 is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Lighthouse Lookout by Great Lakes Getaways!Discover the ultimate retreat at Sheboygan's Riverfront condo with stunning views of Sheboygan River and Lake Michigan. This top-floor, 3-bedroom, 2-bath unit features a jacuzzi tub in the master bath for relaxation and over 1600 sq ft of space. Enjoy riverside dining on the River Walk, charter boats for fishing, and explore nearby shops, restaurants, and championship golf at Kohler properties.The spaceNestled on the scenic South Pier of Sheboygan a 42-acre peninsula between Lake Michigan and the Sheboygan River — this rare single-level condo offers nearly 1,600 square feet of comfort and luxury, all wrapped in panoramic waterfront views.What you’ll love:✔ Floor-to-ceiling windows showcasing stunning views of the Sheboygan River and glimpses of Lake Michigan✔ Private second-floor balcony with seating for six — perfect for coffee at sunrise or a glass of wine at sunset✔ Elegant living room with plush leather seating, a cozy gas fireplace, and a 50" smart TV for streaming✔ Full-size 64-game arcade, board games, puzzles, and a small desk area for work or play✔ Chef-ready kitchen with granite countertops, breakfast bar seating for five, and all cooking essentials (spices, oils, service for eight)✔ Complimentary coffee & tea bar with Keurig and drip options, plus honey, cream, and sugar✔ Master bedroom retreat with a king bed, streaming TV, walk-in closet, soft seating, and ensuite with jacuzzi tub and walk-in shower✔ Second king bedroom with plenty of storage and its own smart TV✔ Third bedroom with two extra-long twin beds and a TV — great for kids or friends✔ Second full bathroom with granite counters, fresh linens, and premium toiletries✔ Closet stocked with beach towels, toys, and a wagon to bring to the nearby lakefrontWalk to EverythingWhether you're grabbing ice cream next door, indulging in Italian dining or BBQ with live music, or walking five minutes to sandy Lake Michigan beaches, this location makes it easy to enjoy Sheboygan on foot. The newly renovated South Pier offers scenic strolls, lighthouse views, and local charm — all just steps from your front door.𝐍𝐞𝐚𝐫𝐛𝐲 𝐀𝐭𝐭𝐫𝐚𝐜𝐭𝐢𝐨𝐧𝐬:* Harbor Centre Marina – Enjoy boat rentals, fishing, and waterfront views (2-min walk)* South Pier Parlor – Ice cream, mini-golf & arcade games for all ages (1-min walk)* Breaker Bay Water Park – Indoor slides, lazy river, and year-round aquatic fun (2-min walk)* Harbor Pointe Mini Golf – Outdoor mini-golf challenge for all ages (2-min walk)* Bookworm Gardens – Whimsical, story-themed botanical gardens (5-min drive)𝐋𝐨𝐜𝐚𝐥 𝐑𝐞𝐬𝐭𝐚𝐮𝐫𝐚𝐧𝐭𝐬 & 𝐂𝐚𝐟𝐞𝐬:* Driftwood South Pier – American eats with riverfront patio dining* Lino Ristorante Italiano – Elegant Italian fare in a refined setting* Weather Center Café – Cozy spot for specialty coffee, tea, and light bites𝐒𝐞𝐚𝐬𝐨𝐧𝐚𝐥 𝐄𝐯𝐞𝐧𝐭𝐬 & 𝐀𝐜𝐭𝐢𝐯𝐢𝐭𝐢𝐞𝐬:* Farmers Market at Fountain Park – Fresh produce, crafts & music (June–Oct)* Deland Park Kite Festival – Stunning kite displays by the lake each summer* Sheboygan Midwest Challenge – August powerboat races & waterfront excitementAbout 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 is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

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.

Nestled in the heart of Sheboygan, our location is a true gem! We are just steps away from the shores of Lake Michigan and an easy stroll to all that the downtown has to offer. We have 3 bedrooms with plenty of room to spread out. We are a sucker for a good theme so in the two downstairs bedrooms you will find small nods to our love for golf and cheese. One bathroom and laundry located on the main floor. Upstairs you will find another bedroom/loft and private bathroom. There is also a desk and kids corner where we hope they will have hours of fun. Other Features: - Fully equipped kitchen with modern appliances for all your cooking needs. - - Staples like salt& pepper, oil and basic seasonings provided. -Keurig and Regular coffee pot with fully stocked coffee bar. Even a small coffee pot in the upstairs bedroom perfect for those lazy mornings-Gas fireplace -Bottomless popcorn for movie nights - Wi-Fi and Smart TV's giving you access to all your favorite streaming channels-Spacious private backyard. -Board Games, puzzles and books sure to entertain for hours - Pack & Play, High Chair, kids plates/bowls/cups, baby gate at the top of the stairs, Kids Toys - Grill and Outdoor Seating - Lawn Games & Foosball Table - Beach Towels, Chair, Toys and Cooler provided -15 minute drive to Whistling Straights and Black Wolf Run -20 minute drive to Kohler-Andrae State Park -Many parks within walking distance (including historic Deland Park)-Farmers Market every Saturday in the warmer months. Within a 1 minute walk from the house -Easy walk to downtown shops and restaurants About pets:Pets allowed: dogs and cats (limit 2 total).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.

Modern chic blends with classic sophistication in this late 1800s Manor. Enjoy the expansive 4,500 square feet of elegance and character that adorns this well-appointed home. Complete with 4 bedrooms, 3 full baths, and 1 half bath, many different areas for entertainment throughout, plus a designer patio. The neighborhood is of the most elite in Sheboygan, situated between the lakefront and downtown. Just a short drive to Whistling Straights and within an hour of Milwaukee and Green Bay.Travel Time:50 minutes to Milwaukee60 minutes to Green Bay15 minutes to Whistling Straights20 minutes to Elkhart Lake10 minutes to Kohler Water Spa2 minutes from the Lakefront2 minutes from Downtown SheboyganWelcome to the Wayne Charles Manor.The modern touches and stylish furniture throughout each room complement the original character of the manor which has been preserved throughout the years. The home features two wood-burning fireplaces, one in the great room and another in the den; nicknamed the green room. The great room also boasts an expansive wall of windows overlooking the manicured yard with a patio area and a garden pond which is frequented by mallards.Enjoy every detail of the fine craftsmanship; stained glass windows, hardwood floors, original light fixtures, crown molding, and rich woodwork.The parlor features a baby grand piano and soaks in the sunlight almost all day long. Enjoy a formal dinner in the dining room featuring a built-in bar, rich woodwork, and stained glass windows.The eat-in kitchen is full of sunshine and is the perfect place to cook an evening dinner or enjoy a morning cup of coffee.Patio season is everything and the bar is set high! Despite being located just a few minutes from Downtown and the lakefront, the Manor sits on a lot of just over half an acre. Mature trees, a garden pond, a grilling area, a designer patio, and a beautifully manicured lawn add to the charm of this mini-mansion. You are guaranteed to see an array of bird species, mallards, and rabbits! Firewood is provided should you want to have an outdoor fire.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:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 25.

Indigo Waters by Great Lakes Getaways!Step into this vibrant, updated condo where bold colors and unique touches make for an unforgettable stay. Featuring a custom mural of Sheboygan's South Pier, cozy luxury beds, a modern dining area, and a fully-equipped kitchen—ideal for cooking or hosting. Just steps from Lake Michigan’s beach, it’s the perfect place to relax, explore, and enjoy the best of the Midwest.A stunning, newly renovated 2-bedroom, 2-bath condo just steps from the shores of Lake Michigan. Thoughtfully designed for style, comfort, and convenience, this lakeside retreat offers everything you need for a relaxing getaway — whether you're traveling with family, friends, or as a couple.𝐖𝐡𝐚𝐭 𝐘𝐨𝐮’𝐥𝐥 𝐋𝐨𝐯𝐞:✔ Steps from the BeachEnjoy the serene beauty of Lake Michigan right at your doorstep. Relax on the beach, take a stroll along the shore, or watch the waves from the comfort of your home.✔ Modern Luxury Meets Cozy ComfortThis condo features chic, modern décor combined with all the comforts of home. It's the perfect retreat for relaxation or adventure.✔ Spacious LivingKick back in the open-concept living room with a cozy fireplace and a large Roku TV—perfect for a movie night after a fun day at the beach. The queen-size sleeper sofa offers extra sleeping space for guests.✔ Chef’s Dream KitchenWhether you're cooking a family meal or enjoying take-out, the modern kitchen with custom local art and ample counter space will make meal prep a breeze.✔ Master Suite BlissA king-size bed, 40-inch Roku TV, and a luxurious en suite bathroom with a jacuzzi tub to unwind after a day of exploring Sheboygan.✔ Comfort for AllThe second bedroom features a queen-size bed and a twin XL trundle pull-out, offering plenty of room for family or friends. Plus, an additional bathroom makes getting ready a breeze for everyone.✔ Explore SheboyganFrom fishing and water sports on Lake Michigan to dining and shopping, there’s something for everyone right outside your door.𝐍𝐞𝐚𝐫𝐛𝐲 𝐀𝐭𝐭𝐫𝐚𝐜𝐭𝐢𝐨𝐧𝐬:* Deland Park – 0.3 milesBeach access, picnic areas, playgrounds, historic Lottie Cooper Shipwreck, surfing, and annual kite festivals.* Sheboygan Marina – 0.3 milesBoat rentals, fishing, and scenic waterfront views.* North Point Park – 0.5 milesLake views, walking trails, and a peaceful environment for relaxation.* John Michael Kohler Arts Center – 1 mileContemporary art exhibitions and interactive installations.* Above and Beyond Children's Museum – 1 mileHands-on exhibits and educational programs for children.* Harbor Centre Marina – 0.2 milesBoat rentals, fishing, and waterfront views.* South Pier Parlor – 0.1 milesIce cream, mini-golf, and arcade games; popular for families.𝐋𝐨𝐜𝐚𝐥 𝐑𝐞𝐬𝐭𝐚𝐮𝐫𝐚𝐧𝐭𝐬 & 𝐂𝐚𝐟𝐞𝐬:* Driftwood South Pier – 0.1 milesWaterfront bar & grill with American cuisine and river views.* Lino Ristorante Italiano – 0.2 milesUpscale Italian restaurant with authentic dishes.* Weather Center Cafe – 0.2 milesCozy café serving specialty coffees, teas, and light meals.* Field to Fork – 0.9 milesFresh, locally sourced breakfast and lunch, bakery, and coffee roastery.𝐒𝐞𝐚𝐬𝐨𝐧𝐚𝐥 𝐄𝐯𝐞𝐧𝐭𝐬 & 𝐀𝐜𝐭𝐢𝐯𝐢𝐭𝐢𝐞𝐬:* Sheboygan Farmers Market – 0.9 milesWednesdays & Saturdays (June–October), fresh produce, local crafts, and live entertainment.* Deland Park Kite Festival – 0.3 milesAnnual kite displays and activities for all ages.* Sheboygan Midwest Challenge – 0.5 milesAugust powerboat races with high-speed action and family fun.𝐏𝐥𝐞𝐚𝐬𝐞 𝐍𝐨𝐭𝐞: - This condo is privately owned and does not include access to the Blue Harbor Resort water park. Guests may not purchase day passes, as the unit owner has waived the Resort Amenity Fee.- Renters and guests of this condominium unit do not have access to or use of the Blue Harbor Resort water park and will not try to purchase a Day Pass, since the unit owner obtained a waiver of the Resort Amenity Fee.We are excited to host you! Your satisfaction and comfort are our top priorities. Book now and experience lakeside living at its finest! Your Perfect Getaway Awaits!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 is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.