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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

Guest favourite
Home in Sheboygan
4.96 out of 5 average rating, 125 reviews

Bright and Beautiful Lake Escape

MarielaRating, 5 stars9 months ago
This place offers the right balance between peaceful and relaxing while being close to everything. The house was clean and had all the essentials. We woke up every morning to amazing views . We went for 4th of July week and had the best view for fireworks without dealing with crowds. Everyone is friendly in the neighborhood. I had to work remotely for a few days and the sun room was perfect. You can’t beat working with those views. We will be back.
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 stars8 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
Home in Sheboygan
4.94 out of 5 average rating, 51 reviews

3-bdrm beachfront home on Lake Mich, Sheboygan WI

JohnRating, 5 stars6 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 stars6 months ago
Great place in the heart of Elkhart Lake. Close to restaurants and an easy drive to Road America.
Top guest favourite
Home in Oostburg
5 out of 5 average rating, 11 reviews

SurfDaze! A Lake Michigan property

JosephRating, 5 stars1 month ago
We had an incredible stay at SurfDaze! The pictures don’t do it justice—this is a truly stunning beachfront property on Lake Michigan. The home was spotless, beautifully maintained, and exceptionally comfortable. Waking up to the sound of the waves and enjoying the breathtaking views made our trip unforgettable. We can’t wait to come back!
Top guest favourite
Cottage in Oostburg
4.97 out of 5 average rating, 30 reviews

BeachDaze! A Lake Michigan Property

NicoleRating, 5 stars2 months ago
WOW! This house has absolutely stunning views! It's well-equipped, clean, and charming, with a nice, open floor plan. Listening to the waves and birds was very relaxing. We enjoyed the picture windows, serene surroundings, and real fireplace each night. The neighborhood is safe, quiet, and peaceful. Great location... close to everything you need.
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 stars2 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
Guest house in Sheboygan
4.82 out of 5 average rating, 456 reviews

Carriage House Sheboygan, garage parking included!

CortneyRating, 5 stars2 weeks ago
I was traveling for work and planned to stay for one night but I loved the location, comfort of it that I stayed 2 nights!

Private beachfront home rentals

Guest favourite
Home in Sheboygan
4.96 out of 5 average rating, 125 reviews

Bright and Beautiful Lake Escape

MarielaRating, 5 stars9 months ago
This place offers the right balance between peaceful and relaxing while being close to everything. The house was clean and had all the essentials. We woke up every morning to amazing views . We went for 4th of July week and had the best view for fireworks without dealing with crowds. Everyone is friendly in the neighborhood. I had to work remotely for a few days and the sun room was perfect. You can’t beat working with those views. We will be back.
Top guest favourite
Home in Oostburg
5 out of 5 average rating, 34 reviews

Lakefront Blue Dune Cottage on Lake Michigan.

Katie Rating, 5 stars6 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.
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 stars6 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
Guest house in Oostburg
4.91 out of 5 average rating, 323 reviews

Beach House

JenniferRating, 5 stars3 days ago
Very peaceful! Great hideaway. Will for sure go back. Thanks Shannon.
Top guest favourite
Apartment in Sheboygan
4.97 out of 5 average rating, 118 reviews

Beautiful Beachside Condo w/ Stunning Lake Views

KaylinRating, 5 stars3 weeks ago
We stayed here for a weekend away as a family. The view of the lake and beaches were amazing as well as the park right in the backyard. The place itself had everything we needed and was the perfect space for a get away weekend.
Guest favourite
Home in Sheboygan
4.94 out of 5 average rating, 196 reviews

Beachfront getaway in Sheboygan

Laura KRating, 5 stars1 month ago
What a beautiful home! And a beautiful setting right on a sandy beach Lake Michigan. Plenty of board games and puzzles and music to listen to in the house. And we enjoyed trying local restaurants, all close by, and drove up to the dunes Park which was otherworldly and a short drive from the house.
Top guest favourite
Cottage in Oostburg
4.97 out of 5 average rating, 30 reviews

BeachDaze! A Lake Michigan Property

NicoleRating, 5 stars2 months ago
WOW! This house has absolutely stunning views! It's well-equipped, clean, and charming, with a nice, open floor plan. Listening to the waves and birds was very relaxing. We enjoyed the picture windows, serene surroundings, and real fireplace each night. The neighborhood is safe, quiet, and peaceful. Great location... close to everything you need.
Top guest favourite
Home in Oostburg
4.96 out of 5 average rating, 187 reviews

Shamba on the Lake, Oostburg, WI

SandyRating, 5 stars2 weeks 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 Sheboygan
5 out of 5 average rating, 19 reviews

Modern Lakeside Home with Treehouse

MicheleRating, 5 stars5 months ago
Exceptional Stay in a Perfect Home! My stay at Angelia's beautiful was fantastic! From the moment I arrived, I felt warmly welcomed. The home is precisely as described, if not better. **Location:** Perfectly nestled in the woods of Black River with only a 2 minute walk to Lake Michigan. The neighborhood was surprisingly quiet and peaceful. Many people walk their dogs in the area and were quite friendly. **Cleanliness:** Spotless! This is one of the cleanest properties I've ever stayed in. Every corner of the home was immaculate and well-maintained, radiating a fresh and inviting atmosphere. **Amenities:** The home was fully equipped with everything you could possibly need to make a full Thanksgiving Feast minus the food of course. The day we arrived a care taker stopped over with a brand new standing mixer for our stay. I asked if they had a hand mixer and was told no, so I was happy to bring mine. We were so surprised when the standing mixer arrived!!
Guest favourite
Cabin in Cascade
5 out of 5 average rating, 40 reviews

Willows Cabin Cascade, On Lake

SabrinaRating, 5 stars9 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!
Home in Sheboygan
4.67 out of 5 average rating, 3 reviews

Luxury Lake Front Villa: Sleeps 12!

AbbeyRating, 5 stars6 months ago
Great stay with North Shore with plenty of space. The access to the beach was perfect for our family.
Home in Oostburg
5 out of 5 average rating, 4 reviews

Rare Find! Huge Beach & Luxe Woodsy Cabin

QichangRating, 5 stars1 week ago
The house is very private and close to the lake. There is a large yard which is convenient for children to play, although the Internet is a bit slow,and Jeremy is a nice person.

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