Beachfront holiday rental in Sheboygan County

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Top-rated beachfront accommodation in Sheboygan County

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Guest favourite
A spacious living area features large windows framing a serene lake view, reflecting shimmering sunlight. A comfortable white sofa is positioned in front of the window, accompanied by a patterned armchair. Natural light fills the room, enhancing the coastal atmosphere.
Home in Oostburg
4.78 out of 5 average rating, 157 reviews

Newly Renovated Beach Front Home in Oostburg WI

If you are looking for a vacation get away, this is your place. If you enjoy the lake and the outdoors then this is where you want to find yourself. From our outdoor patio overlooking the lake, to the newly added outdoor shower, you can fully enjoy the outdoors. But wait, the outdoors isn’t all you have. You also have a newly renovated second floor addition that is a whole new area with plenty of seating overlooking the lake. There is a picture of the view included in the photos for the listing.

Top Guest favourite
A serene lakeshore scene is captured at sunset, with the sun dipping below the horizon, casting warm hues across the sky. Gentle waves are visible in the foreground, while smooth stones line the water's edge.
Guesthouse in Oostburg
4.91 out of 5 average rating, 390 reviews

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.

Guest favourite
An aerial view captures the expansive waters of Elkhart Lake, with shimmering reflections of sunlight. The shoreline is lined with lush greenery and a sandy beach, complemented by a few boats gently floating on the surface. Nearby, various residential structures can be seen nestled among the trees.
Condo in Elkhart Lake
5 out of 5 average rating, 22 reviews

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!

Guest favourite
Home in Sheboygan
4.97 out of 5 average rating, 183 reviews

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.

Top Guest favourite
An aerial view of a spacious home is surrounded by mature trees, showcasing a private sandy beach alongside Lake Michigan. The property features a pathway leading to the house, emphasizing its secluded setting amid natural greenery.
Home in Oostburg
4.96 out of 5 average rating, 174 reviews

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.

Guest favourite
A view from the open door showcases a spacious deck leading to a grassy area with trees. Beyond the greenery, the blue waters of Lake Michigan are visible, capturing a serene outdoor scene.
Condo in Sheboygan
4.88 out of 5 average rating, 213 reviews

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.

Top Guest favourite
A spacious guest home is set against a backdrop of tall trees, positioned near a sandy beach. The exterior features a covered porch and two lounge chairs, inviting relaxation while enjoying the serene landscape.
Home in Oostburg
4.96 out of 5 average rating, 206 reviews

Shamba on the Lake, Oostburg, WI

Large guest home , in a rustic setting, on a peaceful 2-acre wooded lot (only 5 homes on a very private road) on Lake Michigan with a large private beach a few feet from the deck. . Magnificent panoramic view, amazing sunrises, serene twilights, and magical star-studded night skies. A slice of Paradise you must experience. Located a mile from I43, 40 minutes from downtown Milwaukee, 20 mins. from golf courses in Kohler, 30 mins. from Road America in Elkhart Lake.

Top Guest favourite
The image captures a scenic view from the deck, showcasing a lush green backyard leading to the shoreline of Lake Michigan. A fire pit is visible on the grass, and white planters frame the deck, while the sky displays a soft gray hue.
Home in Sheboygan
4.94 out of 5 average rating, 210 reviews

Walk-Out Lake Michigan Beach • Fire Pit • Sleeps 8

One of the few homes in Sheboygan that walks out onto the sands of Lake Michigan, this 3 bedroom/ 2 bath home is meant for total relaxation and fun. The open kitchen, dining and living room is full of light from the sliding glass doors on the back of the house, which access a deck and a large back yard. Upstairs is a spacious loft with a pull out couch. Fire pit in the back yard. Just steps from a playground at King Park. Amazing sunrises, worth waking up for.

Guest favourite
Condo in Sheboygan
4.96 out of 5 average rating, 141 reviews

Lakeside condo w/ lake view & beach access

Welcome to a peaceful lakeside escape where winter days are calm and evenings stay cozy by the fire. This upper-level condo offers lake views, shared beach access, and a comfortable setup for relaxing or working remotely. Highlights include: - Sleeps 5 | 2 bedrooms | 4 beds | 1 bath - Waterfront w/ shared beach access - Electric fireplace & 65" Roku TV - Lake view from private balcony - Dedicated workspace & wifi - Kitchen, in-unit laundry & beach essentials

Guest favourite
A two-story cottage is depicted, featuring a spacious deck and an outdoor grilling area. Surrounding greenery offers shade, while a clear view of the driveway is visible. Stairs lead toward the entrance. The structure showcases a combination of light-colored siding and contrasting railings.
Home in Oostburg
5 out of 5 average rating, 26 reviews

Winter's a good time to stay in&cuddle at Surfdaze

We finally have stairs to the water! Plan your summer vacation today! Beautiful Cottage nestled on the WI shore of Lake Michigan. The high water has us stuck on top of the rocks but the deck is perfect for relaxing, enjoying a meal or morning coffee to the sound of the waves. Winter stay? No Problem! Cozy up next to the fire and enjoy the view out the enormous Living room windows. You will not be disappointed when you stay at SurfDaze!

Superhost
A view of the serene shoreline along Lake Michigan is presented, framed by lush greenery. A blue railing leads down toward the beach, where sand and water are visible, inviting outdoor activities. The sky is overcast, creating a calm atmosphere.
Guesthouse in Sheboygan
4.82 out of 5 average rating, 506 reviews

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!

Top Guest favourite
The spacious living area showcases a modern design, featuring a wooden accent wall and cozy seating arrangements. Large windows are adorned with cheerful yellow curtains, allowing natural light to brighten the room. Colorful artwork adds visual interest, complemented by a contemporary fireplace.
Home in Sheboygan
5 out of 5 average rating, 33 reviews

Bright home near lake w/ beach access

Welcome to your cozy Sheboygan stay - perfectly located near the lake, downtown & riverfront! This bright, inviting home offers space to gather and unwind after a day by the water. - Sleeps 8 | 3 bedrooms | 4 beds | 2.5 baths - Electric fireplace & 50" HDTV - Private patio, backyard & BBQ grill - Shared beach access, lake access & beach essentials - Bikes included & dedicated workspace - In-unit washer & dryer, driveway parking

Popular amenities for Sheboygan County beachfront rentals