Vacation rentals in Sheboygan Falls

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Sheboygan Falls

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

Apartment in Cedarburg

4.97 out of 5 average rating, 348 reviews

Cedarburg 2 br Apartment on prime Washington Ave

KelseyRating, 5 stars2 weeks ago

Kathy and Marty were very communicative. I knew without question if I needed anything they would answer right away. They were proactive with recommendations and directions for access. This is the second time I’ve stayed with them and will continue to do so any time I’m in Cedarburg! They are also close enough to Milwaukee for you to get multiple experiences if you are from out of town! Highly recommend a leisurely morning stroll to Boulangerie Du Monde and then Fiddleheads for coffee.

Guest favorite

A well-maintained lawn features lush green grass and shaded areas created by several mature trees. A glimpse of Lake Michigan is visible beyond the road, with a swing set adding a playful touch to the serene outdoor space.

Home in Two Rivers

4.95 out of 5 average rating, 267 reviews

Beach Haven, on Lake Michigan.

SpiroRating, 5 stars3 months ago

A beautiful home in a perfect location. The views and sounds of the lake take all life’s stresses away instantly. The fireplace added to the peace and tranquility. Good size kitchen with all the essentials for cook for my family. Spacious and comfortable seating around the house. My sons enjoyed the pinball machine and game table.

Guest favorite

Apartment in Port Washington

4.91 out of 5 average rating, 139 reviews

Lighthouse View -a real gem on Sweet Cake Hill

JohnRating, 5 stars1 week ago

Great hosts with a nice apartment, It was everything I remember about living in Port Washington. The older apartment made us feel right at home. Easy to find and within walking distance of downtown Port Washington. Thank you for providing our place to stay

Guest favorite

A comfortable wicker chair is positioned on a wooden deck, overlooking expansive views of the lake and sandy dunes. The deck features a railing that complements the outdoor setting, while the sky displays varied shades of gray and blue.

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 favorite

A game room is highlighted by retro arcade games and vibrant wall graphics. Bright colored arcade machines, including a shuffleboard and skee ball, stand out against a dark, playful backdrop. Warm lighting enhances the inviting atmosphere for entertainment and socializing.

Home in Oostburg

4.98 out of 5 average rating, 196 reviews

River Ridge-HOT TUB, Games, Luxury-10 bed, 5 STARS

JeremyRating, 5 stars1 week ago

Our stay at River Ridge was just what we were looking for. A relaxing stay with extra amenities to keep the family occupied. This hours has everything you need to be comfortable and is kept in amazing condition. Communication with Tyler and his management team was very simple and always very quick. We thoroughly enjoyed our stay!

Top guest favorite

A hammock is set between two trees on a grassy area, facing the serene view of Lake Michigan. A spacious guest home with large windows is visible in the background, framed by lush greenery and a clear blue sky.

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.

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What guests are saying

See the Lake! Hear the Waves! Steps to the Beach!

4.89 out of 5 average rating, 61 reviews7 months ago

This is our third stay at Annie and Joe's, and it never disappoints. Clean, comfy, a sun porch to relax on, a nice yard for the dogs to run around, and literally steps to the beach (which has an entire dog friendly section). Really the perfect lake house!

Cottage in Two Rivers

What guests are saying

A Glorious Getaway Sheboygan - LUX Lake Condo

4.98 out of 5 average rating, 41 reviews1 month ago

Susan was exceptionally responsive and inviting. She let us arrive early for our Mother's celebration of life weekend. It was easy to find once you figured out the address and unit numbers. Parking was ideal and plentiful. You can see the beach and lake from the walk out balcony.

Condo in Sheboygan

What guests are saying

“On The Water” the Sheboygan River Overlook

4.94 out of 5 average rating, 18 reviews4 weeks ago

My husband, 8-year-old daughter, and I stayed at Dan’s place for two nights while in route to a tournament she was having that weekend. It was such a lovely stay. You don’t even need to leave the place. Our daughter just loved it and we felt right at home. Dan seems to go the extra mile- the towels were so soft, and the beds felt like clouds!

Home in Sheboygan Falls

What guests are saying

Woltring Waters Waterfront Home

4.9 out of 5 average rating, 72 reviews4 weeks ago

If you are in the general location of Lake Winnebago, I would highly suggest staying here! It had a lot of extra amenities that most places don't have and it was very relaxing and well located close to many things! I initially found great reasons to book Danielle's place because of the backyard and lake access which was definitely a hit for my girlfriend (she lives a block from the ocean) and also for me as it had a full kitchen, a large screen TV and also the ability for us to pack lighter due to the fact that there is a washer/dryer on site!

Home in Fond du Lac

What guests are saying

Heavenly Condo in the Malibu of the Midwest

4.97 out of 5 average rating, 31 reviews2 months ago

Debbie was super responsive from day 1 onward. Really enjoyed working with her for our 6-day stay. The place was nice and warm despite the sub-zero temps we had when there. Bed was comfortable and lots of hot water for showers. New appliances so meals in were easy. All in all a great place to stay. Thank you Debbie.

Condo in Sheboygan

What guests are saying

Broad St Riverview Retreat, River Views, Hot tub

4.98 out of 5 average rating, 91 reviews1 week ago

The house itself was the best-equipped rental we’ve ever experienced. Starting with the kitchen: no cheap utensils, no flimsy dishes—they didn’t cut corners. Everything felt like it was stocked by someone who actually cooks. Every little tool or item you’d expect in your own home was there. As for cleanliness—impeccable. This may have been the cleanest short-term rental we've ever stayed in. Spotless, organized, and not a single hair out of place. The location was fantastic: walking distance to downtown Menasha with its charming restaurants and shops, yet peaceful and right on the water. The hot tub was actually the reason we booked, and it absolutely delivered. High-quality Adirondack chairs added a nice touch and made it feel like home. We’re already talking about coming back—especially to try out the pontoon boat next time. Everything about this rental exceeded our (very high) standards. We own beautiful homes ourselves and expect a lot when we travel. This place lived up!

Home in Menasha

What guests are saying

Cool City, Warm Pool

4.87 out of 5 average rating, 23 reviews3 weeks ago

Our family had a lovely stay at this Airbnb. The pool was the highlight (especially during a cold and rainy spring break week) but the whole house was cozy and extremely well stocked for cooking and entertainment. Jill was a great communicator and offered us early check in and late check out. Lake Michigan is minutes away. Highly recommend this Airbnb!

Home in Two Rivers

What guests are saying

State Park w/ Orchard Style Yard & Pavilion

4.96 out of 5 average rating, 25 reviews7 months ago

We had a great stay at The Orchard House Retreat. The property is as described, looks like the pictures and had everything we needed. The kids especially loved all the toys and books! The house is 5 min to the State Park beach and 10 min from downtown. We loved having the backyard, the furniture was well taken care of and the fire pit was perfect for s’mores. The hosts were very responsive and accommodating— with everything labeled around the home. It’s also a great layout for bigger families /groups with 2 bedrooms upstairs, 1 on the main floor and 1 in the basement.

Home in Sheboygan

What guests are saying

Janelle's Dockside Condo

4.93 out of 5 average rating, 86 reviews2 weeks ago

We loved everything about this stay. Janelle has created a very beautiful space with absolutely everything we needed for a peaceful vacation. It is spacious and immaculately clean. The location is priceless. We had an easy walk to Lake Michigan, great restaurants, fun shops, and great coffee. We will definitely be back!

Condo in Sheboygan

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Vacation rentals for every style

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Hotels

Stylish accommodations and amenities

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Homes

Comfortable places with all the essentials

Popular amenities for Sheboygan Falls vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Sheboygan Falls's top sights

The Bull at Pinehurst Farms Golf Course20 locals recommend

Legend Larry's8 locals recommend

Bread & Bean Eatery5 locals recommend

Other great vacation rentals in Sheboygan Falls

Guest favorite

Home in Manitowoc

4.92 out of 5 average rating, 36 reviews

3 Bed 2 Bath Brick Vacation House in Manitowoc

JessicaRating, 5 stars2 months ago

Felt like home away from home.. beautiful and clean and perfect spot for what we were looking for .. definitely will come again

Top guest favorite

A set of wooden stairs descends from a sandy terrace, leading to a calm expanse of Lake Michigan. The water reflects a soft blue hue, while the shoreline extends into the distance, creating a serene coastal scene under a twilight sky.

Cabin in Two Rivers

4.98 out of 5 average rating, 85 reviews

Peaceful Parkside Retreat

AlisaRating, 5 stars2 weeks ago

Quint little house, perfect for a romantic weekend away, especially if you have pups. The beach is a brief walk down the road. The kitchen had literally anything you could need to prepare homemade meals. Would love to visit again!

Guest favorite

Home in Two Rivers

4.96 out of 5 average rating, 91 reviews

Artisan getaway biking, hiking, hot tub, 3 bedroom

ShiraRating, 5 stars4 months ago

Such a beautiful sanctuary, packed with everything you need for a vacation. The home is cozy and well appointed. We had a wonderful time, would love to go again.

Superhost

A paddleboard rests on the sandy shore, facing a calm lake with gentle waves. The water reflects the soft blue hues of the sky, while clouds create a serene backdrop. Sunlight filters through, enhancing the tranquil setting.

Home in Sheboygan

4.77 out of 5 average rating, 13 reviews

3 Bedroom Beach House

KatieRating, 5 stars20 months ago

Place was great! Only comment I have is the beds were too soft (I need a firmer bed) :)

Top guest favorite

A sandy beach stretches along the shore of Lake Michigan, with footprints leading towards the water. A cottage is visible in the background, complemented by wooden stairs that ascend from the rocks. The scene is framed by trees that line the edge of the beach.

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!

Guest favorite

The exterior of the home features a spacious deck with outdoor seating and a dining table. Large glass doors offer views into the interior, while landscaped areas with shrubs and flowers surround the base. The image captures a clear blue sky overhead.

Home in Sheboygan

4.94 out of 5 average rating, 196 reviews

Beachfront getaway in Sheboygan

Laura KRating, 5 stars4 weeks 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.

Superhost