Vacation rentals in Sheboygan Falls

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Top-rated vacation rentals in Sheboygan Falls

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Top guest favorite

A spacious living area features a light-colored sectional sofa with various accent cushions, arranged on a plush area rug. Dark wooden beams and a stylish coffee table enhance the modern decor. An inviting atmosphere is created by soft ceiling lights and neutral wall tones.

Home in Sheboygan

5 out of 5 average rating, 20 reviews

Fairway Getaway

RyanRating, 5 stars6 days ago

I would highly recommend Fairway Getaway to any folks looking for a fantastic stay in Wisconsin. Our group was traveling from out of state and it was so easy to stay here. Shawn is a great host, with a great place to stay at. The place is very spacious and clean! The golf simulator and proximity to plenty of restaurants and shopping makes this stay a 10/10.

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 stars2 weeks 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

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, 197 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.

Guest favorite

A private balcony features a round table surrounded by two chairs, all arranged on a wooden surface. A bright yellow outdoor rug adds a pop of color, while a light fixture on the wall enhances the space's charm. Views of the surroundings are visible in the background.

Villa in Sheboygan

4.96 out of 5 average rating, 23 reviews

Perfect Paradise | 4BR Lakeview Condo w/ Jacuzzi

MikeRating, 5 stars6 months ago

Great host!! Great location!! Great property!! We came in town for a golf trip and this property was a perfect location and comfortable. Nice to start each morning with a quick walk to the beach and watch the sun rise over the lake. Would definitely stay here again and would recommend it to anyone looking to stay in the area.

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A serene lakeside view features a wooden dock extending into crystal clear water, accommodating a small boat. Surrounding trees provide natural shade. A stone path leads to picnic tables set on the shore, inviting outdoor gatherings.

Home in Plymouth

4.92 out of 5 average rating, 13 reviews

the getaway at crystal lake!

MikeRating, 5 stars44 months ago

This is a warm, inviting home with a terrific location in the lake. Jana and Josh’s house was very comfortable, clean, spacious and stocked with everything we needed for our vacation. An absolutely beautiful spot on the lake. Jana and Josh were extremely helpful and generous hosts who really anticipate what guests may need. We loved our stay!

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

An open kitchen and dining area are highlighted by large windows, allowing natural light to fill the space. A modern dining table with four stools is positioned near the kitchen counter. Comfortable seating is arranged for relaxation, with a view of the outdoors visible through glass doors.

Home in Sheboygan

5 out of 5 average rating, 31 reviews

Unmatched Location, Views, & Style. Welcome Home!

SonjaRating, 5 stars2 weeks ago

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.

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 stars21 months ago

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

Top guest favorite

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 image captures a scenic view from the deck, showcasing a lush green backyard leading to the shoreline of Lake Michigan. A fire pit is visible on the grass, and white planters frame the deck, while the sky displays a soft gray hue.

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.

Superhost

The dining area features a rectangular wooden table surrounded by six chairs, creating an inviting space for meals. A large window allows natural light to brighten the room. The kitchen, visible in the background, is equipped with modern appliances, enhancing functionality.

Apartment in Sheboygan

4.5 out of 5 average rating, 12 reviews

Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan

Christian DavidRating, 5 stars10 months ago

Excellent place, I was there for almost 2 months and is very peaceful, the place is exactly like photos, everything was great, Thank you Chris

Guest favorite

A bright bathroom is defined by natural light from a window adorned with a light, neutral curtain. It features a white pedestal sink and a modern toilet. A small rug lies on the floor, accompanied by a towel hanging from a rack, enhancing the functional space.

Home in Slinger

4.89 out of 5 average rating, 132 reviews

Aprés House - On the slopes of Little Switzerland

CarolinRating, 5 stars4 months ago

We absolutely loved our stay. This was our second time at this place! Great space, walking distance to Little Switz skiing, and enough space to host friends for dinner!

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Vacation rentals in Sheboygan Falls

Top-rated vacation rentals in Sheboygan Falls

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