Sheboygan Vacation Rentals

Our Favorite Vacation Rentals in Sheboygan

Classic Sheboygan Home with lake view

AirbnbFrom $336
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2015 PGA Tournament--Entire Home

AirbnbFrom $842
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Secluded Sanctuary with Beach and Woods

AirbnbFrom $377
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Sheboygan Travel Guide

Sheboygan is a wonderful place to visit for all traveler types. Sheboygan is situated in Wisconsin and is north of Milwaukee. It's a great vacation getaway for family fun, a romantic break or a long weekend with friends. Sheboygan Wisconsin is famous for being on the banks of Lake Michiganand is sure to keep you entertained for days on end.

Things to Do in Sheboygan

From outdoors adventures to culture and history, there's an impressive range of things to do when visiting Sheboygan. First on your list should be the John Michael Kohler Arts Center musem, it's a must-see and great experience for first-time travelers here. The Botanical Gardens, Bookworm Gardens, inspired by local kids is also a wonderful activity. These are of course just some of the things to do while visiting Sheboygan. This charming city has many other activities to choose from its honestly just going to depend on what you're looking for. Another popular thing to do is is the interactive play at the Above and Beyond Children's museum -- where adults and kids alike can make lasting memories!

Best Time to Visit Sheboygan

Plan a vacation to Sheboygan in the summer months when the weather is warm and the days are long -- ideal for exploring in nature.

Food in Sheboygan

The two best restaurants in Sheboygan are Trattoria Stefano, which is known for having some of the best Italian food, and the equally delicious Farm to Table.

Price and Availability in Sheboygan

Most expensive

Most availability

The most expensive month to stay in a vacation rental in Sheboygan is in July, while the cheapest month is in December. The most popular time to book a vacation rental in Sheboygan is in the high season in August. Sheboygan has its low season in April, when less people are visiting and the vacation home occupancy rate drops.

The cheapest day to stay at a vacation rental in Sheboygan tends to be Tuesday, while the most expensive day tends to be Friday. Vacation homes in Sheboygan tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.

The Weather in Sheboygan

SEE FULL WEATHER FORECAST:

94º 37º

4.74

95º 38º

2.06

91º 46º

3.23

90º 50º

6.86

88º 32º

2.22

81º 22º

5.16

50º 13º

1.52

46º 12º

2.34

52º -10º

1.38

58º -12º

1.36

54º 8º

1.17

68º 14º

2.07

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Jan

Feb

Mar

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Rainy days

SEE FULL WEATHER FORECAST:

This climate histogram shows you the weather patterns in Sheboygan. The warmest months in Sheboygan are July and August, when temperatures reach 95 ˚F. The coolest month is February, when temperatures drop to -12 ˚F. The wettest month in Sheboygan is August with 6.86 inches of rain, while the driest month is March with 1.17 inches of rain.

What Expert Travelers Think

— I travel to Boston regularly and I like to use AllTheRooms as it’s tricky to find good accommodation at a good price. The platform is easy to use and provides a complete set of features that saves me time and money on every trip
Clwyd ProbertWhitehat
Visit Whitehat
— The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.
Max HobbsLTL Mandarin School
LTL Mandarin School
— As a mom of 5 kids who enjoy traveling, I love AllTheRooms! It is quick and easy to find the best deal on lodging that fits our family, in the area we'd like. AllTheRooms really does save you time, money, and hassle.
BeckyKid World Citizen
Kid World Citizen

Vacation Rentals in Sheboygan

Browse accommodations from all the best providers including Airbnb, VRBO, priceline and many more at AllTheRooms.com. AllTheRooms has 259 rentals, hotels and other great places to stay during your time in Sheboygan, with everything from inexpensive hostels and homestays to luxury Airbnbs and hotels. For those traveling on a budget, the most economical place to stay in Sheboygan is available at $33 per night. In general, an accommodation in Sheboygan will cost you $276 per night.

If you have to have internet access during your time in Sheboygan, then you can choose from over 78 accommodations that have WiFi internet. We have 15 accommodations that include a breakfast included. Fitness addicts can get a workout in during their stay by choosing from 14 accommodations that have gym facilities. If you're planning on arriving in Sheboygan by car, be sure to choose from 82 accommodations that provide parking. 9 places to stay come with a pool or jacuzzi

If you're traveling with your best friend, then be sure to choose one of the 25 pet-friendly accommodations available.

We combine a wide variety of Sheboygan accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 7 providers, including 59 places to stay from Airbnb, 12 accommodations from VRBO and 8 places to stay from priceline.

116 of the accommodations in Sheboygan have been reviewed and rated. 57% are rated excellent or good. You can instantly book any of 36 places to stay right now.