Sheboygan Vacation Rentals

Our Favorite Vacation Rentals in Sheboygan

  • Private Guest Room - 2E - East Room- Close to Lake Michigan
     Family Stay
    Booking.com
    From
    $32
  • BEACHSIDE GETAWAY
    Nice2br Home/Apartment
    HolidayLettings
    From
    $159
  • Casa del Lago Beach Resort
     Country House
    Booking.com
    From
    $1,658
  • REMODELED HOUSE ON LAKE MICHIGAN
    Good3br Home/Apartment
    HolidayLettings
    From
    $465
  • Gorgeous Lake Michigan beach Mid-Century “smart” home
     4br Home/Apartment
    HolidayLettings
    From
    $675
  • NEW! Pet-Friendly House < 1 Mi to Lake Michigan!
     4br Home/Apartment
    HolidayLettings
    From
    $417
  • REMODELED HOME OVERLOOKING LAKE MICHIGAN
     3br Home/Apartment
    HolidayLettings
    From
    $170
  • TZS Apartment
    Excellent2br Home/Apartment
    Airbnb
    From
    $105

Check prices for these upcoming dates

Sheboygan Vacation Rentals with Wi-Fi

  • Sheboygan Surf House "The Elbow"
    ExcellentHome/Apartment
    Airbnb
    From
    $99
  • Carriage House Sheboygan, garage parking included
    ExcellentHome/Apartment
    Airbnb
    From
    $103
  • Charming and Relaxing Bungalow Near Lake
    ExcellentBungalow
    Airbnb
    From
    $62
  • Bungalow near Lake/Kohler/PGA golf/hr to Lambeau 2
    Excellent2br Home/Apartment
    Airbnb
    From
    $123

Sheboygan Pet-Friendly Vacation Rentals

  • Great for Golf buddies/Couples/Family gathering
    Excellent3br Home/Apartment
    Airbnb
    From
    $268
  • Log Cabin style home on 28 acres of private land
     3br Home/Apartment
    Airbnb
    From
    $565
  • Sand Castle Beach Home LakeMichigan
    Good4br Home/Apartment
    Airbnb
    From
    $254
  • 2020 RYDER CUP...A Great place on a Great Lake!
    Excellent3br Home/Apartment
    Airbnb
    From
    $367

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

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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 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 Weather in Sheboygan

Rainy days
45° -23°
2
45° -10°
3
55° -10°
1
75° 22°
4
85° 31°
3
84° 38°
3
91° 49°
3
86° 44°
3
84° 45°
4
78° 24°
7
52°
2
53°
2
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Rainy days

This climate histogram shows you the weather patterns in Sheboygan. The warmest months in Sheboygan are June and May, when temperatures reach 91 ˚F. The coolest month is December, when temperatures drop to -23 ˚F. The wettest month in Sheboygan is March with 6.94 inches of rain, while the driest month is October with 1.03 inches of rain.

What Expert Travelers Think

  • — Packed full of information, from the best time of year to visit (I love NYC in Spring) to top tips from locals, All The Rooms provides the best accommodation, whether you are looking to enjoy your first time visit to New York or want to experience a new location

    Jaz
    JazThe Life of a Social Butterfly
  • — 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 Hobbs
    Max HobbsLTL Mandarin School
  • — When I plan a trip, I no longer waste time visiting multiple websites in search of the best accommodations. Now, I just go to AllTheRooms and immediately find everything from luxury villas to pet-friendly rentals! All in one place

    Whitney Wear
    Whitney WearTravel Better Guide

Vacation Rentals in Sheboygan

Browse places to stay from all the leading providers including Airbnb, Priceline, RedAwning and more at AllTheRooms.com. AllTheRooms has 324 rentals, hotels and other great places to stay during your time in Sheboygan, with everything from cheap hostels and homestays to luxury Airbnbs and hotels. For those trying to save money, the lowest priced place to stay in Sheboygan is just $25 per night. An average vacation rental in Sheboygan costs on average $563 per night.

Those needing to get some work done during their trip to Sheboygan can pick from 125 places to stay that include WiFi. 25 places to stay include a breakfast. You can keep up with your workout routine by staying at one of 13 accommodations that provide gym facilities. Driving to Sheboygan? Then choose one of the 131 places to stay that comes with a parking spot included. 13 accommodations come with a pool or jacuzzi

If you're traveling with your best friend, then be sure to select one of the 33 pet-friendly accommodations available.

In Sheboygan AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 4 providers, including 120 places to stay from Airbnb, 3 accommodations from Priceline and 3 places to stay from RedAwning.

134 of our accommodations in Sheboygan have been reviewed and rated. 46% are rated excellent or good. You can instantly book any of 114 places to stay right now.

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