
Holiday rentals with lake access in Sheboygan
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Top-rated rentals with lake access in Sheboygan
Guests agree: these rentals with lake access are highly rated for location, cleanliness and more.
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Popular amenities for lake access rentals in Sheboygan
Lake access house rentals

Juniper & Oak LAKE HOUSE w/DOCK
We really enjoyed our stay! It was a mom and sisters weekend and it was perfect! Lots of seating, lots of space, lots of beds and bedrooms. Everything was so clean! We loved the charm and character of the home. The house was stocked with everything you could need from soaps, to towels, to sandwich bags. The view of the lake was beautiful! It was nice to have outdoor seating to visit out in the sunshine. Overall a great weekend and we would recommend to anyone with a bigger group!

5 BR 2 B Cottage on Elkhart Lake- one mile to town
Great location and the space was great! Walkable to downtown via the lakefront path, and a great quiet corner of the lake to hang out!

Fernwood Lodge: Your Elkhart Lakefront Retreat
Beautiful home on a beautifully wooded street with lake view.

Unmatched Location, Views, & Style. Welcome Home!
This spacious and sublimely decorated, well-appointed, flat with gorgeous views of the Sheboygan River and Lake Michigan is immaculate, and each bedroom and bath is stocked with extra pillows, blankets, and fluffy towels. The furniture is comfortable, seems relatively new, and is not worn. Because we were due to arrive late on a very chilly night after a long flight and drive, I messaged Jill the morning of our scheduled arrival to let her know, and she made sure the place was heated and well lit when we arrived. There's very little for guests to do when checking out -Jill and crew make it easy.

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!

The Shores of Cedar Lake - Game Room, Lake, Floats
Really enjoyed our stay! The house was really nice. Right by the lake, the game room was great too. Would definitely come back!

Paddock Point Lakehouse. Road America+Hot Tub
This place was absolutely gorgeous and so well taken care of! The host Hillary was very responsive when I had questions and gave us some great recommendations for things to do in the area! We didn't get to spend much time at the house because we were there for an event but everyone agreed they would all love to come back when we don't have any plans to relax and enjoy the place! Beautiful house and beautiful view highly highly recommend!

Gorgeous New Construction Lake House
It would be hard to top all of the great reviews that Susan gets, but they are all true! The lake home is beautiful! Well thought out, with a lot of places to put your belongings and food. Guests will enjoy the light coming in from all the windows-it is bright and cheery! The view of Lake Michigan is amazing. There are endless games and activities available. The kitchen is extremely well stocked with dishes and cook wear. Although we can't speak for all the beds, the one in the master bedroom was very comfortable so we can assume they all are. This is the cleanest place that we have ever stayed, and we have stayed at many. It was delightful communicating with Susan.
Apartment rentals with lake access

Newly Updated! Downtown & Shore
Nichole’s place was great! It was immaculate. The decor and the layout of the home was modern, yet very warm and inviting. Nichole is a super host and I would recommend for anyone looking to stay in the area!

Recombobulation Station-Locally Owned Surf Escape
We traveled a long way from Ann Arbor, Michigan for a tennis tournament in Kohler. Being the long trip it was, Missy’s place was absolutely everything we needed to unwind and relax after the long drive & inbetween matches. Missy was super communicative, and always willing to help us if something came up for any reason. She kept everything in clean, and pristine conditions. Overall, it just felt like a home away from home. My family and I have said it repeatedly, but we’d love to come back and stay with Missy again if the opportunity arises again! Thanks again for everything Missy!

On Broadway
Elizabeth is a very responsive and friendly host. She communicated well and helped us with all the questions we had. The apartment offers everything you need to enjoy Sheboygan and the surrounding area for a few days. The apartment is within walking distance to Lake Michigan's shoreline and allows for a nice stroll to the beach down the road. We enjoyed our stay and would stay there again the next time we'll be in the area.

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.

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!

Modern Lower Apt - One block to the Lake
The reason I chose Michelle’s place was because of the many reviews about how clean it was and its location to Lake Michigan. We were not disappointed as it was the perfect place to spend some quiet days on our vacation. The location affords a lot of activity and sightseeing in Sheboygan and the surrounding communities. Our host was very attentive to the questions that we had. It was superior in every way! Though it was in a neighborhood, it was very, very quiet!

GGG Spacious Log Cabin apartment on the IAT
Carrie was very accommodating with a special request and didn't hassle me about my Guide Dog, even though they don't accept pet dogs. I try to only stay in places that accept pets, because I've been harassed before by other hosts that try to charge me extra, or want my dog to stay outside! The apartment was very comfortable, mattress in main bedroom was great, I was pleasantly surprised. The other bed is a futon, but a nicer one. We have never stayed in an apartment airbnb before. I always want very private spaces, but I had no choice for this trip. Was pleasantly surprised, barely knew anyone was living downstairs.
Lake access cottage rentals

Lakefront Cottage - Road America and EAA dates!
Loved the cottage! It had very easy access from road, well thought out and comfortable. Great views of the lake from all the main rooms. . Weather was perfect and we were able to have the full lake experience with swimming, the paddle boat and kayaks. Also enjoyed the deck and grilling out. Ryan was friendly and quick to respond to my questions before we came. We will definitely come back.

Private 3 bedroom lake house
Awesome place. We will be back!

Crystal Lake Cottage: Kayaks & Fire Pit!
Lovely lake house, beautiful sunsets in the lake very peaceful. Just a few minutes to Road America Race way which was perfect for us! Thank you for letting us stay hope to see you again soon!

Cozy Lakefront Escape: Ideal Seasonal Getaway
Such a beautiful and peaceful place. Host is very friendly and responsive. First time I’ve woken up feeling well rested in a minute, beds really helped any of our back issues. Main parking spots might not be available at first due to people parking there for ice fishing on the lake but plenty of street parking. If staying in the winter, run the water for a moment to run through any sediment in the pipes. (Not a house problem, just winter in Wisconsin.) :)

Doc's cottage on the lake
We loved the quiet location, lake views, sunset, and going out on the paddleboat.

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.
Quick stats about holiday rentals with lake access in Sheboygan
Total rentals
80 properties
Nightly prices starting at
£37 before taxes and fees
Total number of reviews
3.9K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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- Kohler-Andrae State Park
- Erin Hills Golf Course
- Whistling Straits Golf Course
- Milwaukee Country Club
- The Bull at Pinehurst Farms Golf Course
- Harrington Beach State Park
- Heiliger Huegel Ski Club
- Trout Springs Winery
- Bradford Beach
- Pine Hills Country Club
- Pollock Community Water Park
- Sunburst
- West Bend Country Club
- Green Bay Country Club Sports Center
- Blue Mound Golf and Country Club