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

Siebkens Lockout Unit
Perfect location - easy check-in.

Elkhart Lake Flat - 3 Min to Road America
Great value! Perfect location for a racetrack visit. No frills but coffee maker and toaster and comfy beds. Great for the price. Not walking distance to anything really but easily accessible. Will stay there again happily! Thank you!

Recombobulation Station-Locally Owned Surf Escape
The place was wonderful! It was just blocks from the lake and walkable to local restaurants. We walked to Urbane for dinner and highly recommend! Missy’s apartment was spotless and had everything we needed and more! She provided body products from a local store (Olivu) and we loved them so much we went to the store and bought stuff to bring home. This was such a nice touch and benefited a local business that we otherwise wouldn’t have known about. Missy stayed in touch throughout our stay and was an excellent host!

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.

Cozy Unit w/ Patio: Walk to Dining, Lake Elkhart!
We loved the neighborhood and were within walking distance to all the things. We were able to travel with our dog, and really appreciate a dog friendly rental.

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!

Lovely Elkhart Lake Apartment - Walk to Town!
Great place to stay. The house was a great location. Walkable to everything. The place was spotless and cozy. The perfect place for our girls getaway. Would definitely highly recommend and book again. This place was a gem.
Private apartment rentals

Sheboygan Surf House - North Point
I've been here several times before, and it's the easiest part of sheboygan to be in if you don't have a car, you're vegan, like to go to the lake, etc! Lots of food options, and very walkable

Helene's room
This is very good place and it’s a fantastic experience. My wife liked this place. We definitely visit next time. Best things: 1. Beautiful View 2. Breakfast is awesome 3. Hot Tub/Spa 4. Private and peace

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

Cozy and Modern Upper Near Lake
Nice place to stay for a weekend event. Within walking distance to Lake Michigan and the area seemed nice. Space was clean and the host was helpful with any questions or issues we had. Would gladly stay again.

Church Street Romance & Retreats-Village of Kohler
This is the second time we’ve stayed at one of Kristine’s places and it’s always been wonderful. She’s a great host and very communicative. It’s also a lot more affordable, and quite frankly, more comfortable than staying at one of the Kohler hotels.

Welcome to Harbor Nights!
It was very spacious. Couldn't even hear the music from the bar downstairs. I enjoyed my stay there and would stay 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 have stayed with Ryan several times because of the great location, excellent communication, and the clean and comfortable accomodations. The space is exactly as pictured and has all the amenities you will need for a great vacation. Highly recommend!

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.
Destinations to explore
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- Kid-friendly rentals Sheboygan County
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- Milwaukee Public Museum
- Erin Hills Golf Course
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Milwaukee Country Club
- The Bull at Pinehurst Farms Golf Course
- Heiliger Huegel Ski Club
- Bradford Beach
- Harrington Beach State Park
- Pine Hills Country Club
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- Sunburst
- Discovery World
- West Bend Country Club
- Blue Mound Golf and Country Club