Beachfront holiday rental in Sheboygan County

Beach House

This guesthouse is detached from the main house, comes with garage parking and has all the amenities you need including a wood-burning fire place! Towels, bath tissue, soaps & travel items. AC Window Unit. Kitchen includes pots/pans, dishes, mugs/glasses, coffee pot, toaster & microwave. Paper goods. New appliances/new water heater in 2020. Stairs to the apartment are on the northeast corner of the garage. The beach is steps away with a fire pit, boat house lounge, kayaks, beach toys & bicycles.

Couple's or Family fun- With outdoor Hot Tub!

Enjoy a Day or week for couples or families at this Beautifully updated beach house just one block from the Lake. Enjoy the backyard with pergola & 2-6 person Hot Tub ALL WINTER! Watch the sunrise & sunset from the second floor master balcony. Walk to the lake & beech just across the street. Close to downtown and parks. This three bedroom home will impress. Tastefully decorated seasonally. Large bathroom w/deep soaking tub. For treasure hunters, a Metal detector for family fun at the beach.

Lake Michigan Beach Home by Frank Lloyd Wright pro

Beautiful view and sand beach on Lake Michigan, completely private, surrounded by mature white pine trees and cedar trees. The spacious home is fully equipped with an "eat in" kitchen, dining room, and living room entertainment space, den with a see-through log-fired fireplace, screened-in porch to accommodate additional eating space, large outdoor deck with grill and fire pit. A canoe and a row boat are available for the boating enthusiast, with life jackets and other floating devices.

Stylish Getaway | Cozy Vibes | Perfect Girls Trip

Escape to a cozy, stylish retreat designed for relaxing weekends, girls trips, or family getaways. Start your morning with a sunrise and coffee on the patio looking out onto Lake Michigan, then spend the day exploring, and unwind at night around the firepit with a glass of wine. This home has everything you need for gathering and cooking together or cozying up to the fireplace and playing board games. A short walk to town, close to golf, breweries, winery, and a state park.

Beachside Lake View - 2br - First Floor - Garage

Located just one lot in from the beautiful shores or Lake Michigan. Amazing location provides year round stunning views . This is a lower 2 bedroom 1 bath condo in a 4unit building were all the units have the same basic layout. You can listen to the waves or walk just a few feet and have the sand on your feet. This condo features 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.

Shamba on the Lake, Oostburg, WI

Large guest home, in a rustic setting, on a peaceful 2-acre wooded lot (only 5 homes on private road) on Lake Michigan. Large private beach off of the deck. Magnificent panoramic view of Lake Michigan. Amazing sunrises, serene twilights, and magical star-studded night skies. A mile from I 43, 40 minutes from downtown Milwaukee, 20 mins from Kohler golf courses, 30 mins. from Road America, close to grocery stores, fine dining , and nearby attractions and activities.

Private Beach, Outdoor Dining, Firepit

🏖️ 275 Feet of Private Lake Michigan Shoreline 🍽️ Two Screened Porches + Outdoor Dining Deck with Grill 🛌 Newly Renovated in 2025 – Thoughtful, Cozy, and Stylish 🪵 Set Atop a Scenic Dune on a Quiet, Wooded Lane 🎣 Minutes to Fine Dining, Golf, Kohler Spa, Arts, & Charter Fishing 🚶‍♀️ Peaceful Walks, Wildlife Sounds & Total Tranquility 🌲 Ideal for Romantic Retreats, Solo Escapes, or Serene Getaways 🔥 Fire Pit, Outdoor Seating & Umbrella for Lounging Lakeside

Outdoor Sauna | 6-BRs | Kohler-Andrae

🏖️ Private Sandy Beach on Lake Michigan 🔥 Waterfront Fire Pit for Cozy Evenings 🧖‍♀️ New Lakeview Sauna 🪟 Open-Concept Living with Wall-to-Wall Lake Views 🛏️ 6 Bedrooms – Sleeps Large Groups Comfortably 🍳 Fully Equipped Kitchen & Spacious Dining Area ☀️ Expansive Deck for Coffee, Sun & Scenic Relaxation 🌲 Wooded, Tranquil Neighborhood Near Kohler-Andrae State Park 🚗 Minutes to Sheboygan, Kohler, & Road America 🔐 Private Home with Seamless Self Check-In

Rare Find! Huge Beach & Luxe Woodsy Cabin

🏖️ Private Sandy Beach + Huge Grassy Yard for Games & Fires 🪵 Feels Like the North Woods—But Just 45 Min from Milwaukee 🔥 Multiple Fire Pits + Wood-Burning Fireplace Indoors 🛏️ 3 Bedrooms + Den, 2 Baths, High-End Furnishings & Beds 🧺 2 Washer/Dryers 🚶‍♂️ Walk to Kohler-Andrae State Park & Beachfront Trails 🎯 Yard Games, Basketball, Old-Fashioned Park Play Equipment 🧘 Perfect for All Seasons 🏌️ Near PGA Golf, Kohler Spa, Waterparks & Quaint Towns

Beachside, Chefs Kitchen, High-End Everything

🏖️ 1 Block from Sheboygan’s Best Beach & Lakeshore Walks 🍽️ Chef's Kitchen with High-End Appliances & Tons of Space 🪑 Ultra-Luxe MillerKnoll Seating + Custom Handcrafted Beds 🎨 Local Artisan Artwork & Designer Wood Furniture Throughout 🚲 Free Bikes + Walkable to Downtown, Riverfront & Pier 🛋️ Bright Open Layout 🏡 Charming & Safe Historic Ellis District Neighborhood 🚎 Summer Trolley, Public Bus & Scooters Nearby 📶 Fast WiFi

Carriage House Sheboygan, Lake Mich beach access!

The Carriage House is the perfect getaway. Located in a beautiful historic neighborhood with Lake Michigan public beach access across the street, 100 yards away. Ideal for a family of four or an individual in town for business. Amenities have been thoughtfully placed to create the most comfortable and convenient stay for guests. We pride ourselves on ensuring you enjoy your stay with us and guarantee you'll love the neighborhood!

Lakefront Blue Dune Cottage on Lake Michigan

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 with fire pit.