Beachfront holiday rentals 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.

Welcome to Beachdaze: Your Lakeside Sanctuary

Experience the ultimate Great Lakes getaway at Beachdaze, where comfort meets the tranquil beauty of Lake Michigan. This isn't just a stay; it's a front row seat to the best horizons in the Midwest. The heart of Beachdaze is our open concept living area, anchored by windows that frame views of the water. Whether you are brewing your morning coffee or enjoying a glass of wine at sunset, the lake is always your backdrop. Step outside and find yourself on 60 ft of private pristine what sand beach.

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!

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.

Waterfront cottage w/ beach access & lake views

Welcome to your serene lakeside retreat – perfect for relaxing getaways or family escapes! Enjoy the privacy, water views, and cozy comforts of this charming cottage: - Sleeps 7 | 2 bedrooms | 6 beds | 1 bath - 275 ft private shoreline w/ private beach access & beach essentials - Indoor fireplace, fire pit, 2 screened porches - Patio or balcony w/ BBQ & outdoor dining - Kitchen, Wifi, TV & bathroom essentials - Free parking, self check-in

Bright condo w/ fireplace & balconies

Welcome to your peaceful Lake Michigan retreat – perfect for families, couples, or extended stays! Enjoy tranquil waterfront views, fresh air, and cozy indoor comforts: - Sleeps 5 | 2 bedrooms | 4 beds | 1 bath - Waterfront w/ lake view & shared beach access - 2 private balconies + outdoor dining area - Electric fireplace & 65 inch HDTV w/ Roku - Kitchen, in-unit laundry & beach essentials - Wifi + dedicated workspace in a private room

Quiet lakeside cabin w/ beach access & fire pit

Welcome to your cozy lakeside retreat – ideal for family stays, friends, or a peaceful spring getaway! Enjoy fresh lake air, scenic views, and comfortable indoor & outdoor spaces: - Sleeps 8 | 3 bedrooms + den | 5 beds | 2 baths - Waterfront w/ private beach access & lake access - Wood-burning indoor fireplace & backyard fire pit - Outdoor playground, patio, BBQ grill, & beach essentials - Kitchen & bathroom essentials, washer & dryer

Wandering Waves | Beachfront Lake Michigan Stay!

Wandering Waves by Great Lakes Getaways! Take advantage of FLEXIBLE MONTHLY RENTALS—available now through April 30, 2026. Wake up to sweeping Lake Michigan views in this stylish 2BR/2BA beachfront condo! Just steps from the sand, you’ll enjoy sunrise mornings, wave-filled nights, and unbeatable beach access. Inside, a modern open layout offers a fully equipped kitchen, cozy living area, and private patio with serene water views.