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Holiday Homes in Sheboygan

Featured Holiday Homes in Sheboygan and around

Farmhouse Designed Apt With Entertainment Room
10.0 out of 10, Exceptional, 42 reviews
"This is a really nice two bedroom 2nd floor apartment within easy driving distance of Sheboygan and Kohler-Andrae State Park (a great place to walk along Lake Michigan for a couple miles without manmade piers and docks obstructing the natural beauty). The apartment had everything we needed, and everything worked as it should. Our kids (12 and 14) are already asking when we can go back."
The price is €317
includes taxes & fees
1 Aug - 2 Aug
Farmhouse Designed Apt With Entertainment Room
Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room
9.6 out of 10, Exceptional, 173 reviews
"We had a sibling reunion with 4 couples. There was plenty of space. Kitchen was well stocked, had everything we needed for family dinners. Love the location as it was nice and secluded. The backyard and the lakeview was the best! Peaceful morning breakfasts on the patio and evening drinks and stories by the firepit. Some even took a dip in the lake! We totally enjoyed our stay. The only suggestion we have is to provide more bath towels. There were 8 of us but we could only find 6 towels. Other...
Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
10.0 out of 10, Exceptional, 11 reviews
"We loved this home. We came to Two Rivers to salmon fish. We were able to dock our boat at property and it wasn’t far to get on Lake Michigan. 5-7 minute boat ride. The house was nicely furnished and decorated. And host was very easy to contact and very friendly. Don’t hesitate to book! Truly a gem!"
The price is €305
includes taxes & fees
16 Jul - 17 Jul
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
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Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
10.0 out of 10, Exceptional, 5 reviews
"Me and my sister stayed with our kids for a few nights. After hitting the beach and hiking for the day lots of fun activities to do at the house to wind down the night! Pool table tic tac toe and arcade games were a hit!"
The price is €429
includes taxes & fees
10 Jul - 11 Jul
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Family-Friendly House: Walk to Lake Michigan!
9.8 out of 10, Exceptional, 6 reviews
"What a great house and spot! It is new, clean, well-appointed and in a great location near the harbor and the lake. And there is an ice-cream shop a block away that also sells Sheboygan brats and fried cheese curds. What more could anyone want."
Family-Friendly House: Walk to Lake Michigan!
NEW Three bedroom ranch style pet friendly home with a patio & theatre room!
10.0 out of 10, Exceptional, 10 reviews
"Great countryside retreat for the family. We could drink coffee in the morning and watch rabbits and deer. The theater room and pool table were great for the kids. Nice, quiet, clean place."
NEW Three bedroom ranch style pet friendly home with a patio & theatre room!
Beautifully restored lake house on the shores of Erler Lake.
9.6 out of 10, Exceptional, 191 reviews
"The cabin was absolutely wonderful. It had everything we needed in the kitchen for cooking. Clean towels for showers and clean beds made up like you were at a hotel. Will definitely rent again."
Beautifully restored lake house on the shores of Erler Lake.
Brick Tudor Vacation Rental House Close To Lake Michigan And Downtown
10.0 out of 10, Exceptional, 45 reviews
"This house is close to everything. The house was clean and cozy with plenty of room for a large family. My wife and I stayed here and was very pleased with the layout and cozyness of the house. We didn’t use any of the appliances or cookware, but they have everything you need to make dinners and breakfast. We will definitely stay here again next time we are in town. Thanks for a cozy place."
Brick Tudor Vacation Rental House Close To Lake Michigan And Downtown
Beach House- 3 blocks to beach, Huge patio, Fire Pit and 2 bikes! 🚲🔥🌊
9.8 out of 10, Exceptional, 27 reviews
"Very clean, beautiful home. Will definitely recommend this to family!"
Beach House- 3 blocks to beach, Huge patio, Fire Pit and 2 bikes! 🚲🔥🌊
Luxurious Newly Renovated 4 Bedroom Home
9.8 out of 10, Exceptional, 26 reviews
"Great home base for our local golf weekend"
Luxurious Newly Renovated 4 Bedroom Home
Enjoy Lake Michigan sport fishing, beaches, and hiking trails.
10.0 out of 10, Exceptional, 91 reviews
"Great place to stay. Clean and comfy. Everything we needed and more. Felt like we were at home."
Enjoy Lake Michigan sport fishing, beaches, and hiking trails.
The Lakehouse on Long Lake
10.0 out of 10, Exceptional, 15 reviews
"We had an amazing time, the view was phenomenal and the Lakehouse with all the games was amazing. Plenty of room and it was as advertised."
The Lakehouse on Long Lake
Cheerful 3 bedroom home North side of Manitowoc
10.0 out of 10, Exceptional, 15 reviews
"The home was a blessing to be able to spend time with friends and family. The only concern if any, the tub seemed a little slippery and there was nothing to grab hold of. All in all, great host and comfortable place. Thank you!"
Cheerful 3 bedroom home North side of Manitowoc
1 Block to the Beach! Firepit, 2 Bikes, Sleeps 4
10.0 out of 10, Exceptional, 2 reviews
"You can't beat the proximity to the beach! You can even hear it thru the open windows all night long. They had activities and books which were perfect to keep the kids entertained on our one rain morning. Property was walkable to a very large playground and the grocery store as well."
1 Block to the Beach! Firepit, 2 Bikes, Sleeps 4
BEST LOCATION IN SHEBOYGAN! Watch the sunrise over Lake Michigan Steps to beach.
9.8 out of 10, Exceptional, 50 reviews
"This spot is very close to the beach and walking distance to the boardwalk."
BEST LOCATION IN SHEBOYGAN! Watch the sunrise over Lake Michigan Steps to beach.
Lakefront Campbellsport Retreat w/ Dock & Yard!
4.0 star property
10.0 out of 10, Exceptional, 5 reviews
"The house was nicely updated and layout was great. Property had great views and privacy for kids to play in the large backyard and the two private piers. Owners were very responsive and easy to work with. We recommend this rental to family and friends."
Lakefront Campbellsport Retreat w/ Dock & Yard!
Lake Michigan views! Complimentary housekeeping with monthly stays Mar-Apr.
9.8 out of 10, Exceptional, 136 reviews
"We have stayed at this property every summer for a week for about ten years now. We love that it's big enough for all 14 of us. The backyard grill area and deck are used constantly. The women and kids love Neshotah beach and the guys are fishing on lake Michigan. Also Property manager Rosalie is great to work with. Always gets everything taken care of swiftly. Going back next summer."
The price is €486
includes taxes & fees
28 Jul - 29 Jul
Lake Michigan views! Complimentary housekeeping with monthly stays Mar-Apr.
Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau
10.0 out of 10, Exceptional, 41 reviews
"The house is laid out well for a large group! The host was easy to communicate with very accommodating! We will be back as our travels bring us this way! Highly recommend!"
Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau
The Esker Ridge Chalet, Pristine Elkhart Solitude
10.0 out of 10, Exceptional, 44 reviews
"Nice"
The price is €261
includes taxes & fees
16 Jul - 17 Jul
The Esker Ridge Chalet, Pristine Elkhart Solitude
2 bed/2 bath Townhouse on a Quiet cul de sac with backyard views and a Hot tub
10.0 out of 10, Exceptional, 159 reviews
"Lovely townhouse in a quiet neighborhood. Ideal location for our plans and outings. Very comfortable, well appointed, nice patio overlooking a big pond, didn't use the hot tub since the weather didn't cooperate. The host was very helpful and excellent communication. Very enjoyable."
2 bed/2 bath Townhouse on a Quiet cul de sac with backyard views and a Hot tub
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See all available properties in Sheboygan
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
8.6 out of 10, Excellent, 826 reviews
"Nice room, comfortable bed. Close to everything "
The price is €177
includes taxes & fees
5 Aug - 6 Aug
Grandstay Residential Suites Hotel - Sheboygan
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
9.8 out of 10, Exceptional, 221 reviews
"Doing yoga overlooking the lake was sweet."
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
REMODELED HOME ON LAKE MICHIGAN
10.0 out of 10, Exceptional, 144 reviews
"The home was very clean and organized. Great communication with the owner. Absolutely would stay here again! Hoping to plan another trip to whistling Straits this summer. Hope this property is available again!"
REMODELED HOME ON LAKE MICHIGAN
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Sheboygan Holiday Homes information

Number of reviews
1,052
Accommodation
237 Holiday Homes
Lowest Price
€261
Highest Price
€486

Recent Reviews in Sheboygan
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