Vacation rentals with beach access in Sheboygan County

Find and book unique beach access rentals on Airbnb

Top-rated beach access rentals in Sheboygan County

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

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Guest favorite

Rental unit in Sheboygan

4.97 out of 5 average rating, 139 reviews

Modern Upstairs Apt - Steps from Lake Michigan

Have you ever wondered what Lake Life is like? Here is your chance! This is 1 of 2 AirBnB units in this cute duplex Come stay in this beautiful upper apartment located just one block from Lake Michigan. Take a quick walk to the lake in the morning to jump on your fishing boat or take the family to the beach in the afternoon! Located close to shopping and many local bars and restaurants within walking distance. You'll find relaxation and a great time here at the heart of Sheboygan's Shoreline!

Guest favorite

Cottage in Oostburg

4.97 out of 5 average rating, 261 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.

Guest favorite

Condo in Sheboygan

5 out of 5 average rating, 25 reviews

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

Guest favorite

Rental unit in Sheboygan

4.87 out of 5 average rating, 86 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!*

Guest favorite

Home in Sheboygan

4.9 out of 5 average rating, 82 reviews

Quaint and Cozy home near beach on Lake Michigan

Come and enjoy our vacation home only three blocks from the beautiful King Park Beach on Lake Michigan. The home is perfect for sports aficionados because it is 1 hour from Lambeau Field in Green Bay and the home of the Milwaukee Brewers. We are 15-minutes from Whistling Straits, Black Wolf Run, and The Bull. We are walking distance from downtown Sheboygan featuring the river walk and restaurants. The home features family friendly games, pool table, charcoal grill, and firepit. Enjoy!

Guest favorite

Home in Sheboygan

4.82 out of 5 average rating, 209 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.

Guest favorite

Home in Sheboygan

4.96 out of 5 average rating, 128 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.

Guest favorite

Home in Sheboygan

5 out of 5 average rating, 34 reviews

Sleeps 7{SPACIOUS}Pets Welcome!

Welcome to Superior Commons by Doorway Travel! This newly renovated and professionally decorated apartment is centrally located; only 4 mins to downtown and 5 mins to the shoreline! Upon entry you are welcomed by a spacious kitchen, dining and living area. Relax and unwind on new memory foam queen mattresses in all bedrooms. 43" Roku TVs in all bedrooms and a 65" Roku TV in the living area. The kitchen is fully stocked for meal prep. Enjoy the coffee & tea bar! We are pet friendly!

Guest favorite

Home in Oostburg

4.96 out of 5 average rating, 154 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.

Guest favorite

Rental unit in Sheboygan

4.92 out of 5 average rating, 456 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.

Guest favorite

Guesthouse in Oostburg

4.91 out of 5 average rating, 305 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.

Guest favorite

Home in Sheboygan

5 out of 5 average rating, 25 reviews

Unmatched Location, Views, & Style. Welcome Home!

Be in the heart of the all the action, The lake, river, marina, boardwalk, and downtown are mere steps from this newly constructed gem. The blue house on the hill is perched where the mouth of the Sheboygan River meets Lake Michigan. Take in the view mornings, evenings, and in between from the stunning kitchen, living room or sailboat shaped front porch. Entertain openly and relax at this one of a kind property. No stairs required. Ramp for easy age friendly access.