
Apartment vacation rentals in Sheboygan
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Top-rated apartment rentals in Sheboygan
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Popular amenities for Sheboygan apartment rentals
Weekly apartment rentals

Charming 2bd/2bath condo
Cheryl was very responsive.

Bed & Beer -4 bdrm above a bar
Thank you for the hospitality. Always nice to be close to the Brown Baer for a Crunchwrap and a drinkie. Looking forward to next time.

On Broadway
The property was exactly as described and perfect for our stay. Elizabeth’s place was impeccably clean and tidy. Communication was very responsive and she went out of her way to accommodate us. If you’re looking for just the right place to stay in Sheboygan then this is the place.

Overlook Oasis - Walk to Lake | Ellis District.
Danielle’s place is a wonderful location with very nice amenities. Walking distance to downtown, the river front, and the beach.

Mariner's Point Carriage House
I couldn't say enough positive things about our stay at Lori's! beautiful location, beautiful space. Lori was flexible with out check-out and very responsive. I would recommend Lori's place for anyone looking to have a nice getaway in the quiant little turn or Port Washington.

North 7th Place - Spacious 2 Bedroom Lower Unit!
We stayed at Chris’s place to visit nearby family with our two children and dog. The apartment was perfect for us: comfy beds and sofas; well-stocked kitchen; loads of games and books for entertainment. Lake Michigan is blocks away, and we took several (longish) walks to the beach and downtown shopping. Chris was quick to return texts, and he was a great host. 10/10 would return!

The Cozy Country Farmhouse, Eisenbahn Suite
Connie and rich were amazing host . They showed love and kindness to us . If I need a place in kewaskum again i definitely would rent the place out again . Very beautiful place !

LoriRandyParkside come see us just off I43 garage
Awesome stay! Lori was very responsive, the place was extremely clean, close to the downtown. Exactly what we were looking for.
Private apartment rentals

'McJugger’s Loft:' Walk to Lake, Park, Restaurants
Our second stay here -- Perfect place for our adult kids and us to gather for the weekend. Everything was great! We had everything we needed in such a beautiful, spacious living area. The food in the restaurant below (quesadillas are the best!); the Hamburger Haus next door and the little cafe just down the street make it easy to dine w/o cooking! We visited the winery not far away, which is a great venue for music and drinks in an outdoor setting. The best was Consuelo -- the perfect hostess! So glad we got to connect again to tell her how much we enjoy McJugger's Loft!

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.

Helene's room
We absolutely loved our stay! Our first time at a bed and breakfast! Can’t say enough about how great Ashley was! She greeted us upon our arrival and gave us a tour of the property. We got up early for a fishing trip and she had set us aside a breakfast to go and the second day brought us breakfast to our room! She gave great fish fry recommendations as well! We loved having the lake view from our room!

Elegant Condo in Sheb Falls
Great place to stay for Road America.... will definitely stay here again!

Sheboygan Getaway w/ Deck + On-Site Lake Access!
Amazing place to relax , Mary was very nice and friendly, she made us feel at home , the loft is beautiful and we enjoyed the place so much that 2 nights were not enough, we could have stayed more nights as Sheboygan has so many things to offer , I really enjoyed the sunrise and watching the pristine Lake Michigan on the deck , breathtaking views !!!

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!

Country Apartment
Great place! Peaceful, country setting with places to eat within a short drive! It was super quiet! Would stay again!

Lovely 1 bedroom rental. Newly renovated!
This is the second time we’ve stayed here. It was cute, very clean, and has a nice comfortable bed. Chrissy, the host, was responsive and kind. We will definitely stay here again!
Family-friendly apartment rentals

The Blue Cobb House
My wife and I were celebrating our 45th Wedding Anniversary- Jewel made it so special for us! And her place? WOW! We’ve stayed in AirBnb’s from Olympia to Siesta Key, from Zagreb to Dubrovnik- and Jewel’s place and her hospitality outshines them all! Beautiful accommodations, spotless, every possible provision, comfortable and supportive bed, - it was simply heavenly!!! Thanks to Jewel!!!

Washington Walk Historic House w/elegant spa bath
Kristine was an amazing hope with such thoughtful touches. She personalized our stay perfectly after a brief conversation. She had perfect recommendations and was such a kind, considerate person. And that’s not even to mention how amazing the space was!! Such amazing mattresses, perfect decor and the best decor in any airbnb ever. Classic, classy Midwestern living through and through!!

Downtown Elkhart Lake - The Quintessential Suite
We absolutely love this place! Will definitely come back. The place is very comfortable; we felt right at home and had everything we needed for our stay. The hosts are very friendly and accommodating. Thank you Ryan!

Lime Ridge Guest House
We stayed with our eldest son and youngest grandson to attend the vintage race weekend at RA. VERY close to restaurants in Elkhart Lake and also the track. Beds were fantastic and the home is spacious. Our grandson enjoyed the swingset playground too. We ended up cooking two meals using the gas grill and deck and the kitchen was well equipped. Our grandson didn’t want to leave. Four “real” bedrooms and we will be back with more people next year. We had few questions but they were answered immediately. If you are planning to attend an RA event I highly recommend staying here. If you plan to attend the Brian Redmond vintage event next year you will be competing with us hahaha.

Beautiful Port home short walk to town and lake
Eileen was a phenomenal host! Great location, everything you need, walkable to all the wonderful things in Port. Great place - very welcoming! Visit!

Homeport
Amy was a great host! She was very responsive to all of our questions and made us feel very welcomed. We loved being right by the lake and within walking distance to the shops and restaurants. An unexpected surprise was waking up Saturday morning to find an art festival right outside our door! My wife was like a kid in a candy shop, we love street festivals. We would absolutely stay again!
Quick stats about apartment rentals in Sheboygan
Total rentals
70 properties
Nightly prices starting at
G$8,394 GYD before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Erin Hills Golf Course
- Whistling Straits Golf Course
- Kohler-Andrae State Park
- Bradford Beach
- The Bull at Pinehurst Farms Golf Course
- Harrington Beach State Park
- Milwaukee Country Club
- Heiliger Huegel Ski Club
- West Bend Country Club
- Pine Hills Country Club
- Trout Springs Winery
- Green Bay Country Club Sports Center
- Pollock Community Water Park
- Blue Mound Golf and Country Club
- Sunburst