Vacation rentals with outdoor seating in Sheboygan

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for Sheboygan outdoor seating rentals

House rentals with outdoor seating

Top guest favorite
Home in Sheboygan
4.99 out of 5 average rating, 132 reviews

2 Min Walk to Food, 15 to Pier! 4 Bedrooms 2K/2Q

RicciRating, 5 stars6 months ago
This is the second time I stayed at Chelsea’s house. It is the perfect location for the beach, the river and the downtown Sheboygan area and also super close to Kohler for the spa and food and wine festival! Perfect cozy home for a girls trip or a family get away!
Guest favorite
Home in New Holstein
4.86 out of 5 average rating, 139 reviews

Growe's Guest House - just like Grandma's!

Israel IzzyRating, 5 stars6 months ago
The place was clean, nice and good amenities. Mary was responsive to our questions and very helpful. We were there for the SCCA Championship races at Road America ! We Left at 7am and returned at 10pm everyday. We did enjoy it. We only wish the upstairs bathroom had a shower instead of a soaking tub. (Since 4 guys all trying to take a shower before rushing off to sleep. Very nice place.
Top guest favorite
Home in Sheboygan
5 out of 5 average rating, 20 reviews

Feel at home in this 3 bedroom, 2 bath home.

DylinRating, 5 stars8 months ago
Felt like we were staying at a family members home. Very cozy and peaceful setting. We brought our dogs and they loved the large and fenced backyard. Plenty of space in the large bedrooms and living room. Kitchen had everything you could possibly need to cook anything you wanted. Host provided thoughtful treats for the dogs, and beverages and coffee. Even had prepared ice balls for beverages that was a nice touch. We loved our stay, worked great for our needs and would return again in the future if needed.
Top guest favorite
Home in Glenbeulah
4.98 out of 5 average rating, 125 reviews

Stay at Sunrise LLC, Like being at Grandma's

DavidRating, 5 stars6 months ago
This place is suitable for a small family or a few adults. Very clean and well thought-out amenities made it quite attractive. Because we were very busy at Road America every day, we did not have an opportunity to use the kitchen except to make coffee, but had we wanted to cook, I'm sure we would have found everything needed. The only "warning" is that anyone with some mobility issues might find the stairway to the second floor a bit daunting. If we need a place in the area again, we would likely choose this house again.
Guest favorite
Home in Sheboygan
4.94 out of 5 average rating, 196 reviews

Beachfront getaway in Sheboygan

Laura KRating, 5 stars3 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.
Top guest favorite
Home in Sheboygan
5 out of 5 average rating, 86 reviews

Relaxing Sheboygan/Kohler Getaway

LeeRating, 5 stars2 months ago
The home was even nicer and more spacious than the pictures revealed.
Top guest favorite
Home in Plymouth
4.97 out of 5 average rating, 205 reviews

Wyatt's Country Home - King Bed

BeckyRating, 5 stars2 weeks ago
Very cozy! Felt right at home! Close to town! Will definitely recommend to others!
Guest favorite
Home in Belgium
5 out of 5 average rating, 54 reviews

Gorgeous New Construction Lake House

MichaelRating, 5 stars1 week ago
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 outdoor seating

Guest favorite
Apartment in Sheboygan
5 out of 5 average rating, 7 reviews

Cactus Corner KING Apartment

JessRating, 5 stars8 months ago
We enjoyed our stay. It was clean just like the photos.
Guest favorite
Apartment in Port Washington
4.8 out of 5 average rating, 30 reviews

Unique 1-bed apartment

HenryRating, 5 stars4 days ago
Julie's place provided us a perfect home base for visits to grandkids scattered throughout the area. Quiet and comfortable.
Top guest favorite
Apartment in Port Washington
4.95 out of 5 average rating, 276 reviews

Silvers Four-Six-Four *A home away from home*

SharonRating, 5 stars4 weeks ago
What a wonderful place for my sisters and I to meet up in Port Washington. It's cozy and clean with comfy beds. The kitchen was well stocked with all the pots, pans and coffee equipment we desired. It's walkable to cafes and restaurants and a cute little resale shop. We would definitely stay there again!
Top guest favorite
Apartment in Sheboygan
4.97 out of 5 average rating, 157 reviews

Modern Upstairs Apt - Steps from Lake Michigan

SamRating, 5 stars4 days ago
Michelle's place has great access to the Bay area and greatly renovated. The primary bedroom with bath is gorgeous especially with heated tile floor. The second bedroom was a bit small but it was also comfortable. The second bath was behind the kitchen so the couple who used the second bedroom has to walk through the living room and the kitchen but it was not a big deal. We felt the coffee table in the living room was a bit small for four of us but again not a big deal at all. One thing we have noticed was the linen are high quality! And we paid the great price probably because it is early (water in Michigan lake was still pretty cold). Neighborhood restaurants were great and kitchen has all the tools and dishes for our first night dinner. We wished that we had access to outdoor grill but maybe it will be available during the summer. Great stay in small coastal town in WI. Highly recommended!
Guest favorite
Apartment in Sheboygan
4.88 out of 5 average rating, 8 reviews

Parkside Studio Apartment

ParkerRating, 5 stars4 months ago
Ashlynn’s place was a more last minute decision, and we couldn’t have been happier with our choice. Communication was beyond great, and they were very accommodating. The place was very nice and clean. Would recommend to anyone!
Top guest favorite
Apartment in Sheboygan
4.98 out of 5 average rating, 139 reviews

Lovely modern two bedroom home with fire pit

LeaRating, 5 stars3 days ago
We had an amazing stay!!! Ellen was extremely friendly, welcoming and made you feel right at home. The place was in spotless condition and it’s very apparent the owner takes top notch care of the unit! The unit was actually much larger and spacious compared to what I was expecting. Everything you need for a comfortable stay.. and more! You will not be disappointed with anything in this rental, that’s a guarantee!! Thank you, Ellen!
Top guest favorite
Apartment in Port Washington
5 out of 5 average rating, 14 reviews

Cute Downtown Apartment *Cleaning fee included

KevenRating, 5 stars6 months ago
Nice place in a great area. Walking distance to everything you could need. Great views from the living room. We would stay here again for sure
Top guest favorite
Apartment in Port Washington
4.97 out of 5 average rating, 183 reviews

Inn on Billy Goat Hill

JamesRating, 5 stars1 week ago
This stay was excellent for 3 nights while visiting our granddaughter at Concordia University. Especially appreciated were our personal welcome upon late arrival, very comfortable beds, super cleanliness, wonderful coffee choices, fruits, delicious cookies, fresh flowers, huge towels, shampoo & more! The stairs are steep so thankful we had a strong daughter and grandson to help carry our luggage up the stairs. We enjoyed being able to walk the quiet neighborhood and down to beautiful Lake Michigan. Thank you for sharing your lovely home with us!

Condo rentals with outdoor seating

Top guest favorite
Condo in Sheboygan
4.97 out of 5 average rating, 65 reviews

Urban Townhouse

HalieRating, 5 stars1 month ago
this was the perfect place for our stay. we wanted a condo with a hot tub so we could relax and hang out. our plan was to spend a good amount of time hanging out and chilling at the BNB, and just go to a couple different places around Sheboygan. this condo was perfect for that. I have no complaints, this place was perfect. if I ever return to Sheboygan, we'll definitely be looking to stay here again.
Condo in Sheboygan
4.69 out of 5 average rating, 13 reviews

Modern 2 Bedroom Condo with Lake Michigan View

JoeRating, 5 stars8 months ago
Brian’s instructions to check in was very good. The condo was very clean and the views were great. Short walks to great restaurants and the beach. Every night we ended our day sitting on the patio looking out at the lake. Definitely a place I’d rent again when I visit Sheboygan.
Top guest favorite
Condo in Sheboygan
4.98 out of 5 average rating, 41 reviews

A Glorious Getaway Sheboygan - LUX Lake Condo

JohnRating, 5 stars1 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
4.79 out of 5 average rating, 14 reviews

Modern South Pier Condo on Sheboygan River!

LauraRating, 5 stars4 months ago
Nice, comfortable condo. Easy parking, elevator, cozy.
Guest favorite
Condo in Sheboygan
4.97 out of 5 average rating, 31 reviews

Heavenly Condo in the Malibu of the Midwest

LisaRating, 5 stars2 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.
Top guest favorite
Condo in Sheboygan
4.97 out of 5 average rating, 36 reviews

Beach condo for 12: 4 bdrms, 2+ baths, treadmill

KateRating, 5 stars1 week ago
We booked this condo for a girls' weekend / reading retreat. The condo was huge, the kitchen was well stocked, and there was plenty of space to spread out. Sheboygan is an adorable town, and the view of the beach was gorgeous even if the weather wasn't quite warm enough to get out there and enjoy it.
Guest favorite
Condo in Sheboygan
4.93 out of 5 average rating, 86 reviews

Janelle's Dockside Condo

ElaineRating, 5 stars2 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!
Top guest favorite
Condo in Elkhart Lake
5 out of 5 average rating, 12 reviews

Adorable modern cottage-upper unit

AntonioRating, 5 stars8 months ago
We enjoyed our stay. She was very responsive and the location can't be located in a better spot. Will definitely stay again.

Quick stats about vacation rentals with outdoor seating in Sheboygan

  • Total rentals

    120 properties

  • Nightly prices starting at

    $40 before taxes and fees

  • Total number of reviews

    7K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

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