
Beachfront vacation rentals in Sheboygan County
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Top-rated beachfront rentals in Sheboygan County
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Popular amenities for Sheboygan County beachfront rentals
Pet-friendly beachfront home rentals

This is the place! Lakefront cabin for big family
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!

Bright and Beautiful Lake Escape
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.

Stay in the heart of Elkhart Lake at Victorian Inn Resort
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!

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!

Carriage House Sheboygan, garage parking included!
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!

Lake Michigan Beach Home by Frank Lloyd Wright pro
Was a very relaxing week, even with the stormy weather, high winds and cold temps. A true Gem of a home, thanks so much for sharing Hal. The views are incredible, watching the waves is mesmerizing. Comfortable bed and furniture. I read, painted, drew and lounged all by myself and loved it. Would definitely recommend and would love to come back.

SurfDaze! A Lake Michigan property
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!

BeachDaze! A Lake Michigan Property
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.
Private beachfront home rentals

Bright and Beautiful Lake Escape
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.

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.

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!

Beach House
Great view and confortable stay .

Beautiful Beachside Condo w/ Stunning Lake Views
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.

Beachfront getaway in Sheboygan
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.

BeachDaze! A Lake Michigan Property
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.

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.
Luxury beachfront home rentals

Willows Cabin Cascade, On Lake
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!

Luxury Lake Front Villa: Sleeps 12!
Great stay with North Shore with plenty of space. The access to the beach was perfect for our family.

Rare Find! Huge Beach & Luxe Woodsy Cabin
We really enjoyed our stay in the cozy cabin and can’t wait to go back! The cottage and property offers something for every season. Even though we knew the weather would be a little chilly, the beach and the state park nearby were absolutely beautiful. Jeremy was very accommodating and a pleasure to work with. Already looking forward to our next getaway!
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- Milwaukee Public Museum
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Erin Hills Golf Course
- Milwaukee Country Club
- The Bull at Pinehurst Farms Golf Course
- Harrington Beach State Park
- Heiliger Huegel Ski Club
- Bradford Beach
- Trout Springs Winery
- Sunburst
- West Bend Country Club
- Blue Mound Golf and Country Club
- Discovery World
- Pine Hills Country Club