Vacation rentals with beach access in Sheboygan

Find and book unique beach access rentals on Airbnb

Top-rated beach access rentals in Sheboygan

Guests agree: these beach access rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Oostburg

4.97 out of 5 average rating, 234 reviews

Sandalwood Cottage - 300 Feet From Lake Michigan

A HIDEAWAY one mile East of I-43 nestled in beautiful wooded acreage across from Lake Michigan, on a private drive. Just South of Sheboygan. Close by: Whistling Straits & PGA golf courses. Ice Age Trail in the Kettle Moraine, Elkhart Lake - Road America, Charter Fishing, Kohler Andrae State Park, Several State & local beaches, & several 5 star restaurants. 2 hours & 20 min from Chicago. 45 min from Milwaukee, 65 min from Green Bay. Rest, Relax and Unwind in the tranquil setting at Sandalwood.

Dec 21 – 28

G$36,487 GYD per night

Guest favorite

Home in Cleveland

4.95 out of 5 average rating, 131 reviews

Modern Home Just 5 Minutes from Whistling Straits

My home is just minutes from Whistling Straits Golf, Road America, Lake Michigan, Parks, Hiking, Biking, Snowshoeing, and Cross Country Skiing. You’ll love my place as it's newly remodeled, modern & cozy. The kitchen and living areas have high ceilings, sky lights & new furniture. The large outdoor living area is perfect for social time. My favorite is the heated bathroom floors. My place is perfect for golfers, wedding groups, couples, business travelers, and families (with kids & dogs).

Mar 7 – 14

G$44,268 GYD per night

Superhost

Apartment in Sheboygan

4.84 out of 5 average rating, 63 reviews

The Beach | Sheboygan 2Br/1 Ba

Welcome to the Beach, a lakeside retreat in the heart of Sheboygan. Located just 3 blocks from Lake Michigan and a stones throw to down town Sheboygan, The Beach is the perfect place to center your visit to Eastern Wisconsin. The Beach is the main floor unit of a duplex featuring 2 bedrooms, 1 bathroom, a well stocked kitchen, a cozy living room, fast wifi and convenient amenities. We have an easy check out with no to-do lists. Just pack and go! *New cleaning staff hired January 2023!*

Jan 18 – 25

G$25,363 GYD per night

Superhost

Apartment in Sheboygan

5.0 out of 5 average rating, 3 reviews

Modern Lower Apt - One block to the Lake

Part 1 of 2 Amazing AirBnB apartments in this ideally located duplex. *Disclaimer - this apartment provides a true lower level living (LLL) *LOL* experience. You may notice some noise from your amazing upstairs Airbnb neighbors. But.. with all the great bars, restaurants, golf, fishing, and water parks nearby you won’t even have the time to hear it! Located only 1 block from the beach on Lake Michigan - you’ll find relaxation and a great time here at the heart of Sheboygan’s Shoreline.

Dec 30 – Jan 6

G$24,039 GYD per night

Guest favorite

Home in Sheboygan

4.83 out of 5 average rating, 155 reviews

Home Away From Home-One Block From Lake Michigan!

Amazing location close to all things beautiful in this spacious centrally-located pet friendly home. YouTube “Sheboygan AirBnb” to watch a thorough walkthrough! Walking distance from the beach, parks, downtown 8th street, also many golf courses nearby including Whistling Straights, multiple boat ramps, 16 miles from Road America, and so much more! Multiple room configurations available, pet friendly, fully fenced back yard, lots of parking, driveway should be able to fit most boats.

Nov 28 – Dec 5

G$36,910 GYD per night

Guest favorite

Home in Sheboygan

4.97 out of 5 average rating, 118 reviews

Beach and golf house

This home is in the perfect location to explore everything Sheboygan County has to offer. It is located in the historic Ellis district on the shores of beautiful Lake Michigan. The home is a 2 or 3 minute walk to Deland Beach and the Sheboygan Marina and lighthouse. A short drive to world class golfing at Whistling Straights, Black Wolf Run and The Bull. Road America is also a short 20 minute drive. Located half way between Green Bay and Milwaukee for those Packer and Brewer fans.

Feb 20 – 27

G$71,987 GYD per night

Guest favorite

Home in Oostburg

4.96 out of 5 average rating, 138 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 see thru log fired fireplace, screened in porch to accommodate additional eating space, large outdoor deck with grill and fire pit. A canoe and row boat are available for the boating enthusiast, with life jackets and other floating devices.

Apr 4 – 11

G$59,675 GYD per night

Guest favorite

Apartment in Sheboygan

4.92 out of 5 average rating, 399 reviews

Cozy Sheboygan Upper

We began caring for this home and property in 2018, and this 1870's home needed some love. We have been steadily remodeling since we moved in and it's starting to feel pretty great. We're excited to share it and the neighborhood with you. We are two blocks west of North Beach/Deland Park, 4 blocks to the river front boardwalk, home to many restaurants, cafe's, and shops. We are also four quick blocks to downtown which hosts many more restaurants, shops, museums and parks.

Sep 4 – 11

G$19,574 GYD per night

Guest favorite

Guesthouse in Oostburg

4.9 out of 5 average rating, 258 reviews

Beach House

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

Feb 6 – 13

G$46,683 GYD per night

Guest favorite

Condo in Sheboygan

4.87 out of 5 average rating, 192 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.

Jan 25 – Feb 1

G$30,751 GYD per night

Guest favorite

Home in Sheboygan

4.94 out of 5 average rating, 172 reviews

Beachfront getaway in Sheboygan

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.

Oct 3 – 10

G$63,975 GYD per night

Guest favorite

Home in Oostburg

4.96 out of 5 average rating, 164 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, 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...

Nov 3 – 10

G$79,404 GYD per night