
Vacation rentals with beach access in Sheboygan
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Top-rated beach-access accommodations in Sheboygan
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Popular amenities for Sheboygan beach-access accommodations
Apartment rentals with beach access

Newly Updated! Downtown & Shore
Nichole’s place was great! It was immaculate. The decor and the layout of the home was modern, yet very warm and inviting. Nichole is a super host and I would recommend for anyone looking to stay in the area!

Recombobulation Station-Locally Owned Surf Escape
We traveled a long way from Ann Arbor, Michigan for a tennis tournament in Kohler. Being the long trip it was, Missy’s place was absolutely everything we needed to unwind and relax after the long drive & inbetween matches. Missy was super communicative, and always willing to help us if something came up for any reason. She kept everything in clean, and pristine conditions. Overall, it just felt like a home away from home. My family and I have said it repeatedly, but we’d love to come back and stay with Missy again if the opportunity arises again! Thanks again for everything Missy!

Home away from home
What a gem! I truly think this property is highly undervalued. The grounds alone are magnificent. Such a gorgeous historic home and peaceful neighborhood. It felt private and secluded yet close to everything that we needed to get to and very walkable safe area. I cannot say enough good things about this Airbnb and hope to stay there again on future trips! Thank you to our wonderful Host, Julie, who was responsive, kind, and very accommodating of us.

Schoolhouse Straight Inn
We needed a dog friendly place for a Road America weekend. This was great. I walked the dog nearby and across the road to a beautiful lakefront neighborhood. Didn’t cook there but heated up takeout food. Cute backyard that was too wet for us to hang out in. Comfy beds and cool race memorabilia in unit.

Resort Condo on Elkhart Lake
Great stay on Elkhart Lake! Located in a central location, you can walk into town for dinner and also great lake amenities right on site. We rented a boat for the day and enjoyed the pool and beach access. We also greatly appreciate Pam being one of the few places we found that is dog friendly!

Downtown Elkhart Lake - The Quintessential Suite
We have stayed with Ryan several times because of the great location, excellent communication, and the clean and comfortable accomodations. The space is exactly as pictured and has all the amenities you will need for a great vacation. Highly recommend!

The Beach | Sheboygan 2Br/1 Ba
This was our second time staying here and we enjoyed it. It’s nice to be near the beach and all Sheboygan has to offer, but in a quiet neighborhood. Apartment is decorated cute and has a nicely stocked kitchen. I appreciate the hosts flexibility with my last minute booking and extending my stay.
House rentals with beach access

Lakefront Blue Dune Cottage on Lake Michigan
I can't say enough about this beautiful lake house! Greta is one of the finest hosts that I've ever come across. Timely information, quick responses, and there are so many extras!! So many toiletries, pantry, and fridge items for your comfort and convenience. We visited in October, so didn't need them, but a caddy by the rear door with suntan lotion and beach towels. Just an extremely considerate person. We enjoyed our stay very much and would love to return in the future.

Spacious Home Near Lake MI w/ Fire Pit
We had a great stay! Check in and out were simple, the home was immaculate, and the hosts are very responsive. We look forward to staying again!

Unmatched Location, Views, & Style. Welcome Home!
This spacious and sublimely decorated, well-appointed, flat with gorgeous views of the Sheboygan River and Lake Michigan is immaculate, and each bedroom and bath is stocked with extra pillows, blankets, and fluffy towels. The furniture is comfortable, seems relatively new, and is not worn. Because we were due to arrive late on a very chilly night after a long flight and drive, I messaged Jill the morning of our scheduled arrival to let her know, and she made sure the place was heated and well lit when we arrived. There's very little for guests to do when checking out -Jill and crew make it easy.

3-bdrm beachfront home on Lake Mich, Sheboygan WI
Now that I have stayed at Jack's home @ 5 times, I can easily verify that every moment spent in that home is magical - steps away from a walk on the beach, the methodical waves lapping on the shoreline, and the majestic sunrises reflecting on the water combine to provide a therapeutic sensory experience that delivers 24 hours each day. If that isn't enough, there are fabulous coffee shops, restaurants, and bars that you can walk to as well as many others a short drive away. No - Jack does not pay me to write these reviews ... the reviews write themselves. Enjoy!

The Lakehouse on Long Lake (plus Heated Boathouse)
Absolutely loved the boat house and amazed by how much thought was put into all accommodations on the property

Sheboygan Shores - Beach/Arcades/9 beds/Sleeps 12
Stunning place. So cozy. Modern, clean, and beautiful!

Beautifully Renovated Historic Home at the Beach!
Beautiful, well-appointed home with a heck of a view AND walking distance to downtown. Tricia was communicative and kind. Great experience!

Gorgeous New Construction Lake House
It would be hard to top all of the great reviews that Susan gets, but they are all true! The lake home is beautiful! Well thought out, with a lot of places to put your belongings and food. Guests will enjoy the light coming in from all the windows-it is bright and cheery! The view of Lake Michigan is amazing. There are endless games and activities available. The kitchen is extremely well stocked with dishes and cook wear. Although we can't speak for all the beds, the one in the master bedroom was very comfortable so we can assume they all are. This is the cleanest place that we have ever stayed, and we have stayed at many. It was delightful communicating with Susan.
Condo rentals with beach access

Modern 2 Bedroom Condo with Lake Michigan View
Brian’s instructions to check in was very good. The condo was very clean and the views were great. Short walks to great restaurants and the beach. Every night we ended our day sitting on the patio looking out at the lake. Definitely a place I’d rent again when I visit Sheboygan.

A Glorious Getaway Sheboygan - LUX Lake Condo
Susan was exceptionally responsive and inviting. She let us arrive early for our Mother's celebration of life weekend. It was easy to find once you figured out the address and unit numbers. Parking was ideal and plentiful. You can see the beach and lake from the walk out balcony.

'Beautiful Day Getaway' - Lake Michigan Views
We loved our stay and can’t wait to be back. The house was perfect for our party of 8 and had tons of room for everyone as well as good communal space.

Heavenly Condo in the Malibu of the Midwest
Debbie was super responsive from day 1 onward. Really enjoyed working with her for our 6-day stay. The place was nice and warm despite the sub-zero temps we had when there. Bed was comfortable and lots of hot water for showers. New appliances so meals in were easy. All in all a great place to stay. Thank you Debbie.

Ellis District Urban Lake Condo
Sara was very responsive accommodating for our needs. The space itself was spacious for the size, the kitchen was well equipped with any cooking you may do, tons of towels and travel size toiletries in vase you forgot something walking distance to the marina was a nice option, however it was a tad nippy so I chose to stay inside while my husband and son were in the airspft event. will definitely stay again!

Beach condo for 12: 4 bdrms, 2+ baths, treadmill
We booked this condo for a girls' weekend / reading retreat. The condo was huge, the kitchen was well stocked, and there was plenty of space to spread out. Sheboygan is an adorable town, and the view of the beach was gorgeous even if the weather wasn't quite warm enough to get out there and enjoy it.

Adorable modern cottage-upper unit
We enjoyed our stay. She was very responsive and the location can't be located in a better spot. Will definitely stay again.

Beachside Lake View - 2br - First Floor - Garage
Beautiful location. Everything was great from the beginning to the end of our stay. We can’t wait to go back for another stay.
Quick stats about vacation rentals with beach access in Sheboygan
Total rentals
100 properties
Nightly prices starting at
$69 CAD before taxes and fees
Total number of reviews
6K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
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- Kohler-Andrae State Park
- Erin Hills Golf Course
- Whistling Straits Golf Course
- Milwaukee Country Club
- The Bull at Pinehurst Farms Golf Course
- Heiliger Huegel Ski Club
- Bradford Beach
- Harrington Beach State Park
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- Pine Hills Country Club
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- West Bend Country Club
- Sunburst
- Pollock Community Water Park
- Green Bay Country Club Sports Center