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Beachfront holiday rentals in Sheboygan County

Find and book unique beachfront homes on Airbnb

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Popular amenities for beachfront rentals in Sheboygan County

Pet-friendly beachfront home rentals

Top guest favourite
Cabin in Cascade
4.95 out of 5 average rating, 19 reviews

This is the place! Lakefront cabin for big family

CaitlinRating, 5 stars3 months ago
Our groups have been staying at Jennie's place for the last several years and always look forward to returning. The house is great for groups - lots of living and sleeping space for everyone. The set up is super fun with different floors and spaces to enjoy. The backyard is great for having a bbq or a campfire right on the lake. The area is nice and quiet as well as beautiful. Our groups are always impressed as soon as we pull up! The hosts are always available to answer quesitons and offer information and they always respond to emails/text super fast. We will definitely keep booking here!
Superhost
Hotel room in Elkhart Lake
4.33 out of 5 average rating, 6 reviews

Stay in the heart of Elkhart Lake at Victorian Inn Resort

MandyRating, 5 stars9 months ago
Melissa’s place was exactly as described and perfect our weekend getaway. Melissa was extremely responsive and accommodating. We will definitely stay here again! We loved it! Our littles didn’t want to leave either and ask when we can go back to our room in the big white house!
Guest favourite
Hotel room in Elkhart Lake
5 out of 5 average rating, 5 reviews

Resort Life 2 Queen Suite

CameronRating, 5 stars7 months ago
Great place in the heart of Elkhart Lake. Close to restaurants and an easy drive to Road America.
Top guest favourite
Cottage in Oostburg
4.97 out of 5 average rating, 34 reviews

BeachDaze! A Lake Michigan Property

ScottRating, 5 stars1 week ago
Great place to get away for a bit! Right on the beach with a great view! Had a blast!
Home in Oostburg
New place to stay

Private Beach on Lake Michigan: Oostburg Home

Private beachfront home rentals

Top guest favourite
Home in Oostburg
5 out of 5 average rating, 34 reviews

Lakefront Blue Dune Cottage on Lake Michigan.

Katie Rating, 5 stars7 months ago
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.
Top guest favourite
Home in Sheboygan
5 out of 5 average rating, 20 reviews

Modern Lakeside Home with Treehouse

GraceyRating, 5 stars3 months ago
We loved our stay at Curtiss Castle! This home is beautiful, clean, spacious, and just like the pictures. The neighborhood is quiet and peaceful…perfect for our winter getaway! We had no issues with our stay. Angelia was a great host and we would recommend this place to anyone!
Guest favourite
Guest house in Oostburg
4.91 out of 5 average rating, 332 reviews

Beach House

MandyRating, 5 stars4 days ago
The lake view was beautiful. Pics don’t do justice. Very peaceful there. Definitely want to go back when it’s warmer. Was chilly and rained while my boyfriend and I were there. It was a great birthday present. The beach part is what sold me here. There is small seashells on the beach. A adorable cat was sitting with us the first day. The hosts are very friendly and responsive. Will come back again. Thank you to the both of you. A birthday I’ll never forget
Top guest favourite
Apartment in Sheboygan
4.97 out of 5 average rating, 124 reviews

Beachside Condo w/ Stunning Lake Views

MaceyRating, 5 stars1 week ago
We had a very nice stay at Jeremy's place. It is steps away from the beach and fairly close to south pier. We felt right at home with all the convenient amenities (they have a keurig!). Our kids loved the toys, books and games. They were never bored, even though the weather most days was a bit cold and rainy for the beach. Jeremy was always so quick to respond and had many useful tips for the area. Also, it has a great view of the lake and the light house!
Guest favourite
Home in Sheboygan
4.94 out of 5 average rating, 199 reviews

Beachfront getaway in Sheboygan

DanRating, 5 stars1 month ago
To find a place in the middle of Sheboygan and right on the beach was fantastic. We loved the location but everything about the house was really perfect. Easy, super clean, and comfortable in every way.
Top guest favourite
Guest suite in Waldo
4.95 out of 5 average rating, 58 reviews

Above Garage Apartment w/ Private Beach

AlexRating, 5 stars2 weeks ago
I don’t think we could have found a better place to stay. Dustin and his family were incredible hosts. Very clean and cozy. The swimming hole is PERFECT! Beautiful home and views. This will definitely be somewhere we return to regularly as long as they’ll have us! Cannot recommend it enough.
Top guest favourite
Cottage in Cascade
5 out of 5 average rating, 41 reviews

Stunning Lakefront Cottage with Private Beach

MattRating, 5 stars1 week ago
I can’t recommend this amazing lakefront property enough! The location is unbeatable. It's right on the lake with stunning views and beautiful surroundings that truly made the stay feel peaceful and serene. The house itself is spacious, beautifully furnished, and immaculately clean. It felt like a home away from home, with all the comforts you could possibly need. The amenities were a real highlight, from the complimentary coffee and snacks to the thoughtful gift basket upon arrival. The hosts went above and beyond to make sure we had everything we needed, and they even provided fantastic local recommendations for dining and activities. The backyard is a dream—private lake frontage, tons of seating, lots of nature to see. It's the perfect spot to relax and unwind, and there’s plenty of space to move around inside and out.
Top guest favourite
Home in Oostburg
4.96 out of 5 average rating, 187 reviews

Shamba on the Lake, Oostburg, WI

SandyRating, 5 stars1 month ago
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.

Luxury beachfront home rentals

Top guest favourite
Home in Oostburg
5 out of 5 average rating, 5 reviews

Rare Find! Huge Beach & Luxe Woodsy Cabin

MicheleRating, 5 stars1 week ago
Fantastic location- it feels like a Northwoods cabin and is right on the shores of Lake Michigan! Jeremy, the host, provided outstanding communication before during and after our stay! So many extras were appreciated by all including hammock hooks in trees, hammer schlagen, variety of games, ample firewood and seating! We had an amazing weekend stay!
Guest favourite
Cabin in Cascade
5 out of 5 average rating, 40 reviews

Willows Cabin Cascade, On Lake

SabrinaRating, 5 stars10 months ago
We loved our stay in Cascade! The house was beautiful and the outdoor area was so peaceful and relaxing. Carla provided helpful and clear information, and she made our stay comfortable with thoughtful extra touches. It was the perfect spot for our family vacation!
Top guest favourite
Home in Oostburg
4.93 out of 5 average rating, 40 reviews

260 Feet of Sandy Lake Michigan Beachfront

KatRating, 5 stars9 months ago
This is a gorgeous, historic lakehouse like the ones I grew up in. I adored this space. Authentic accommodations are harder and harder to find on airbnb. Sometimes, I feel like I am just looking through a west elm catalogue rather than at homes that provide memorable get aways. This house is light-filled, very comfortable, with loads of beds and tons of food options nearby. The beach is unreal. Quiet, private, and beautiful. The sand is soft and extends out into the water, no need for any protective footwear. We swam every day. Make sure to check out the lovely walking paths and hikes at Harrington Beach State Park. Don't hesitate to book. I hope we will be back some day.
Cottage in Oostburg

Private Beach, Outdoor Dining, Firepit

Destinations to explore