Condo vacation rentals in Sheboygan County

Lakefront Condo, Private Beach/Pools, Walk to Town

Elkhart Lake’s beauty awaits year-round! This 3BR/3BA condo boasts a 600 ft private beach, pools (indoor/outdoor), hot tub, water sports rentals, and easy access to nearby Osthoff Lake Deck, hiking, golfing, and town. Fall brings vibrant foliage, trail hiking, and golf on scenic courses. Winter offers cross-country skiing, snowshoeing, ice skating, sledding and trail hiking, while spring delights with blooming wildflowers, birdwatching, and farmers markets. Experience nature’s magic any season!

Amazing views beach condo for 12: 4 bdrm, 3 bath

Beach condo for 12 2,000+ s/f Safely located on the 2nd & 3rd floors of the building Walk out to the beach. Restaurants, shops, seasonal entertainment walkable to South Pier. 4 bedrooms. 2.75 baths. One bath with oversized jetted tub for 2. One bedroom great for kids: double bed + a bunk bed! Full kitchen. Breakfast bar seats 4. Dining table seats 6. Free in-unit washer/dryer 2 parking spots + free public overnight lot Guests do not have access to or use of Blue Harbor Resort waterpark

Heavenly Condo in the Malibu of the Midwest

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. #Sheboygan

Riverfront Condo Steps to Downtown & Lake Michigan

Welcome to our beautiful riverfront condo located in Sheboygan's South Pier District. This bright second-story condo offers peaceful water views and a private balcony overlooking the river, perfect for morning coffee or unwinding at sunset. Walk to downtown Sheboygan, Southside Beach and the Lake Michigan pier. Perfect for families, couples and golf lovers. The condo has fully stocked kitchen, fresh linens and towels, toiletries and all the essentials for a comfortable stay and relaxation.

Janelle's Dockside Condo

GREAT LOCATION!! Built in late 2020. Come visit our luxury, "Nautical Themed" 2 bedroom condo in Sheboygan, WI located on the confluence of Lake Michigan and the Sheboygan River in the charming South Pier District. Relax on the deck with a beverage and watch the sailboats pass by. Stroll the boardwalk for fine dining, charter fishing, quaint boutiques or an afternoon ice cream. World class golfing at Black Wolf Run or Whistling Straights. Equipped with everything you need and more!

A Glorious Getaway Sheboygan - LUX Lake Condo

Unwind in this spacious 4-bedroom, 3-bath beachfront condo perfect for families or groups. Enjoy 7 beds, a luxurious master suite with a 2-person jacuzzi tub, cozy gas fireplace, and private balcony overlooking the courtyard and Lake Michigan. Stylish living spaces, a fully stocked kitchen with coffee bar, in-unit washer/dryer, fresh linens, towels, toiletries, and essentials included. Family-friendly, professionally cleaned, and offering over 2,500 sq ft of relaxing lakeside comfort.

The Lake Street Kickback in Elkhart Lake!

Welcome to The Lake Street Kickback! This privately owned studio condo is located at The Elkhart Lake Beach Resort (Formerly The Shore Club of Wisconsin) & has access to all resort amenities. During your stay enjoy the outdoor pool/hot tub, resort beach and Tiki bar. A unique blend of updates, convenience, comfort & relaxation. Just steps away from local favorites including village restaurants, bars, farmers market, shops & neighboring resorts like Osthoff and Siebkens Resorts.

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.

Sheboygan Sunrise Beach Stay

*** STEPS AWAY FROM LAKE MICHIGAN*** Experience the vibrant energy from our stylish apartment with great views. Enjoy easy access to the beach, restaurants, bars and a cozy stylish getaway for unforgettable relaxation and adventure. The apartment features fully equipped kitchen, cozy living area, and comfortable bedrooms. You are in the center of it all, walking distance to Lake Michigan and the Beach, Bars, Restaurants, River Boardwalk, and Historical Downtown.

Car Condo Rental in Elkhart Lake

New construction luxury condo in Elkhart Lake. Located in the Wolf Luxury Motor Courts complex. Spacious 2 bedroom 2 full bath condo with balcony. Open concept kitchen and living area with large island/eating space. Located 20 minutes from Whistling Straits golf course. Enjoy legendary Elkhart Lake, home to award winning restaurants, historic downtown, and gorgeous lake views from local night spots. Condo is 1/2 mile north of Road America race track.

Private Beach, Pools & Full-Kitchen

🌊 Million-Dollar Views of Elkhart Lake from Covered Patio 🏊‍♂️ Outdoor Pools 🌿 Expansive Green Spaces 🚤 Private Beach & Lake Access 🍳 Full Kitchen w/High-End Gas Stove 🛁 Spacious Bathroom w/ Walk-In Tiled Shower 🛌 Charming Bedroom w/ Classic Touches & Historic Character 🏖️ Access to Private Shore Club Beach on Elkhart Lake 🕰️ Historic Touch: Part of the Old Schwartz Hotel + Prohibition-Era FBI Lookout Tower 📍 Unique, Standalone Condo

Welcome to our Cozy Lake Condo!

Welcome to your perfect getaway by Lake Michigan! Cozy 1-bedroom condo with stunning Sheboygan River views! Located across from Blue Harbor Resort, this 2nd-floor retreat sleeps 2 comfortably (4 with pull-out couch). Enjoy 600 sq. ft. of living space plus a large balcony—perfect for morning coffee or evening sunsets. Walk to shops, dining, and the beach. Book your stay and experience Sheboygan from the comfort of your own lakeside haven!