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Beachfront holiday rental in Sheboygan County

Find and book unique beachfront homes on Airbnb

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Popular amenities for Sheboygan County beachfront rentals

Pet-friendly beachfront home rentals

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!
Superhost
Home in Oostburg
4.78 out of 5 average rating, 143 reviews

Newly Renovated Beach Front Home in Oostburg WI

JulieRating, 5 stars2 weeks ago
Our family stayed with our good friends for a long weekend for a total of 9 including our kids. The house layout worked out well to have our family of four on the upper level and our friend’s family of five on the lower level to give each other some privacy when needed. The sunroom on the upper level is beautiful and it was lovely for watching the sunrise! There was room for everyone at meal time and we felt we had everything we needed to eat in each night. The water pressure in the bathrooms worked well and we managed without a bath tub for the littles. The highlight was the beach where the kids enjoyed hours in the sand. It was very private and quiet, perfect for walks on the beach. Lastly, we picked the location as it was near the Kohler Andre State Park and near Sheboygan where we spent the morning at the water park. Overall an enjoyable trip!
Guest favourite
Home in Sheboygan
4.94 out of 5 average rating, 51 reviews

3-bdrm beachfront home on Lake Mich, Sheboygan WI

JohnRating, 5 stars7 months ago
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!
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.
Guest favourite
Home in Oostburg
5 out of 5 average rating, 14 reviews

SurfDaze! A Lake Michigan property

CrystalRating, 5 stars3 weeks ago
This was the perfect getaway to enjoy the gorgeous scenery with the dogs. Cassandra was very responsive and everything was easy from booking to departure. Would definitely go back!
Top Guest favourite
Cottage in Oostburg
4.97 out of 5 average rating, 34 reviews

BeachDaze! A Lake Michigan Property

ScottRating, 5 stars2 weeks ago
Great place to get away for a bit! Right on the beach with a great view! Had a blast!
Top Guest favourite
Cabin in Cascade
4.95 out of 5 average rating, 20 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
Guesthouse in Sheboygan
4.82 out of 5 average rating, 460 reviews

Carriage House Sheboygan, Lake Mich beach access!

BrianRating, 5 stars3 weeks ago
Was a charming little place. Clean and accurate listing. Easy to access and in a peaceful neighborhood near the water. We really enjoyed our stay.

Private beachfront home rentals

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

Lakefront Blue Dune Cottage on Lake Michigan.

Katie Rating, 5 stars8 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.
Superhost
Home in Oostburg
4.78 out of 5 average rating, 143 reviews

Newly Renovated Beach Front Home in Oostburg WI

JulieRating, 5 stars2 weeks ago
Our family stayed with our good friends for a long weekend for a total of 9 including our kids. The house layout worked out well to have our family of four on the upper level and our friend’s family of five on the lower level to give each other some privacy when needed. The sunroom on the upper level is beautiful and it was lovely for watching the sunrise! There was room for everyone at meal time and we felt we had everything we needed to eat in each night. The water pressure in the bathrooms worked well and we managed without a bath tub for the littles. The highlight was the beach where the kids enjoyed hours in the sand. It was very private and quiet, perfect for walks on the beach. Lastly, we picked the location as it was near the Kohler Andre State Park and near Sheboygan where we spent the morning at the water park. Overall an enjoyable trip!
Guest favourite
Guesthouse in Oostburg
4.9 out of 5 average rating, 336 reviews

Beach House

NatashaRating, 5 stars3 days ago
gorgeous views! Loved the area near the beach! There was a very friendly cat that stopped to hang out with us every night. If you get super hot, I’d suggest brining a box fan.
Top Guest favourite
Condo in Sheboygan
4.97 out of 5 average rating, 125 reviews

Beachside Condo w/ Stunning Lake Views

DanaRating, 5 stars1 week ago
Jeremy's place was just as he described. Right near the Lake Michigan beach and not very far from downtown restaurants -- and the art centers. It was a very nice place with good-sized kitchen, bedroom and living room. Plus, front and back decks with table and chairs -- and good views of the Lake. Jeremy was always proactive with instructions and inquiries about how we were settling in. His restaurant recommendations were spot on. Would highly recommend staying there.
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
Cottage in Oostburg
4.97 out of 5 average rating, 34 reviews

BeachDaze! A Lake Michigan Property

ScottRating, 5 stars2 weeks ago
Great place to get away for a bit! Right on the beach with a great view! Had a blast!
Top Guest favourite
Guest suite in Waldo
4.95 out of 5 average rating, 58 reviews

Above Garage Apartment w/ Private Beach

AlexRating, 5 stars3 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.

Luxury beachfront home rentals

Top Guest favourite
Cabin in Cascade
4.95 out of 5 average rating, 20 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!
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

JonathanRating, 5 stars1 week ago
We had a great week at the Pond Cottage. The private beach was a perfect place to relax. Jeremy went above and beyond to have open communication and make sure we had everything we needed. We’ll definitely be back!
Home in Oostburg
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Private Beach on Lake Michigan: Oostburg Home

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