
Holiday rentals with beach access in Sheboygan
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Top-rated Accommodation with Beach Access in Sheboygan
Guests agree: These holiday homes with beach access are highly rated for location, cleanliness and more.
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Apartment rentals with beach access

Recombobulation Station-Locally Owned Surf Escape
Missy and Kyle's apartment in Sheboygan was truly a great recombobulation station! The location was spectacular with only two blocks to Lake Michigan in one direction and two blocks to great dining, farmers market, coffee shops, and local shopping in the other direction. The apartment was incredibly clean, cozy, and comfortable for some rest and relaxation in-between our local adventures. It was a lovely home away from home with everything you would need to prepare meals. And in the event you've forgotten something at home, there is a good chance Missy has thought about it for you.

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.

Overlook Oasis - Walk to Lake | Ellis District.
Danielle’s place is a wonderful location with very nice amenities. Walking distance to downtown, the river front, and the beach.

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!

Lakeview Loft - 2 blocks to Lake Michigan!
Great little place in the downtown area! Host was super descriptive and professional. Space was clean. Thanks!!

GGG Spacious Log Cabin apartment on the IAT
I’ve stayed here twice now and both times have been wonderful. The place is on the second floor, with the sweet owners below, and it is just the coziest space! My favorite thing to do is eat breakfast by the window with beautiful greenery and birds outside. Honorable mention goes to the bathtub! Many a sore muscle has been soothed after a long hike on the Ice Age Trail down the road. Carrie is awesome. She is super helpful and very quick to respond - it made me feel safe knowing they were just downstairs. Highly recommend this place!

*NEW* Beautiful & Convenient!
Great location and accommodations exactly what was needed for the three adults. Nicole is easy to work with and a great communicator. Would be my pleasure to rent again.

Downtown Elkhart Lake - The Quintessential Suite
We absolutely love this place! Will definitely come back. The place is very comfortable; we felt right at home and had everything we needed for our stay. The hosts are very friendly and accommodating. Thank you Ryan!
Holiday 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.

Beachside, Chefs Kitchen, High-End Everything
Jeremy’s place was absolutely beautiful, clean, cozy, and full of charm. The home was in a perfect location, just a short walk to the water and close to all the great restaurants and attractions Sheboygan has to offer. Jeremy was an outstanding host—friendly, responsive, and truly deserving of Superhost status. I highly recommend staying here and would definitely book again!

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!

Unmatched Location, Views, & Style. Welcome Home!
This Airbnb was one of the best we’ve ever been to! The views alone are stunning! We loved seeing the water from the beautiful living area. This house is pristine, felt airy, and was very clean. We had all the amenities we needed. It’s in the heart of everything and is walkable too. Because of its prime location, there was activity on the street but we brought sound machines with us and it was just fine. We can’t wait to come back.

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

Luxury 4B-2Ba Lake & Beach House
This was my second work trip this year to Sheboygan from Portland, OR, and my second time staying in Brenda and Brian's absolutely lovely home. Each time I've brought 3 colleagues with me, and we've decided it's the only place we ever want to stay while in town. It's beautifully and luxuriously updated while also being super comfy, in an quiet and quaint neighborhood just a block from the beach and minutes away from the city's charming attractions and perfect home base for exploring the region. We stayed nearly a week this time out, giving us time to truly appreciate all the thoughtful details that make the home so special. Brenda is such a gracious and personable host, generously offering insider's tips on best places for food and shopping. Sheboygan is a lovely city, can't imagine a better place to enjoy time there for work or leisure. Highly recommended. Thanks again, Brenda!

Shamba on the Lake, Oostburg, WI
We have stayed at Shamba 4 times. It is an absolutely amazing spot on Lake Michigan. The home is lovely and very spacious. You could not ask for better views of the lake from inside or outside. The beach is literally right outside your door. Great spot for kids to play and great for walks too. Will definitely return again.

The perfect location!
We had a great time at this home in Sheboygan! Tiffany is a very responsive and helpful host. This house is in a great location just a couple of blocks away from the lake and a few blocks away from the downtown - a very walkable neighborhood. The place is a nicely decorated, well-maintained home with some classic woodwork and furniture and a modern kitchen. A great place!
Holiday condos 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.

Edgewater Escape: 4 Bedroom, Sleeps 14!
The condo was perfect for our group of 12. We had a great time and though it's not directly on the beach, it's a very short walk across the street. We had a slight issue with hot water and the response to that was very quick. The only thing for people to know is you need to bring additional tp and we did not have dish soap for hand washing any dishes. I would recommend!!

A Glorious Getaway Sheboygan - LUX Lake Condo
The accommodations were perfect for a large gathering. Lots to see and do just within walking distance. Beautiful location and the space was perfect for our family gathering. Great home with all you needs. Lovely bedrooms with very comfortable beds. Great time was had here Sally

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
Our stay was great! Very easy to check in and out. Easy to find, very clean. We came up to fish, only recommendations we would have as people fishing is a little more table room in the living room/rooms (ex. Coffee table, bigger/extra side table) and hooks for hanging clothes that need to dry maybe by the door. Again, our stay was amazing, would definitely stay again!

Beach condo for 12: 4 bdrms, 2+ baths, treadmill
Awesome place!

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.

The Lake Street Kickback in Elkhart Lake!
Home away from home. Elkhart is my Happy place. I will definitely be back sooner than you think and definitely will reserve the condo again. Clean and peaceful.
Quick stats about holiday rentals with beach access in Sheboygan
Total rentals
100 properties
Nightly prices starting at
$77 AUD 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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- Rentals with a patio Sheboygan
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- Erin Hills Golf Course
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Bradford Beach
- Milwaukee Country Club
- The Bull at Pinehurst Farms Golf Course
- Harrington Beach State Park
- Trout Springs Winery
- Heiliger Huegel Ski Club
- West Bend Country Club
- Pine Hills Country Club
- Green Bay Country Club Sports Center
- Blue Mound Golf and Country Club
- Sunburst
- Pollock Community Water Park