Oshkosh Vacation Rentals

Our Favorite Vacation Rentals in Oshkosh

  • "Shorewood" - enjoy Lake Winnebago's west side experience!
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $194
  • Cozy Year Around Lake Front Vacation Home
     3br Home/Apartment
    HolidayLettings
    From
    $200
  • NEW! Waterfront Lake Winnebago w/ Views & Dock!
     2br Home/Apartment
    HolidayLettings
    From
    $314
  • Barn Stay
     6br Home/Apartment
    HolidayLettings
    From
    $1,116
  • Beautiful water front house in Oshkosh, WI
     5br Home/Apartment
    HolidayLettings
    From
    $3,050
  • Charming Neenah House w/ Porch on Lake Winnebago!
     2br Home/Apartment
    HolidayLettings
    From
    $286
  • HEART OF OSHKOSH ENTIRE CLEAN FURNISHED APT
    ExcellentHome/Apartment
    Airbnb
    From
    $102
  • Comfortable Apartment close to UWO/Downtown
    GoodHome/Apartment
    Airbnb
    From
    $68

Check prices for these upcoming dates

Oshkosh Vacation Rentals with a Pool

  • Home away from home. Clean pet free and smoke free
     2br Home/Apartment
    Airbnb
    From
    $283
  • Eaa housing
     4br Home/Apartment
    Airbnb
    From
    $452

Oshkosh Vacation Rentals with Wi-Fi

  • The Heart of Oshkosh! EAA, Nursing, University
    Excellent4br Home/Apartment
    Airbnb
    From
    $208
  • Cute Apartment 12 Minutes from EAA!
     Home/Apartment
    Airbnb
    From
    $170
  • Rosie's Place A
    ExcellentHome/Apartment
    Airbnb
    From
    $78
  • Quaint 2 bedroom upper apartment in duplex.
    Excellent2br Home/Apartment
    Airbnb
    From
    $85

Oshkosh Pet-Friendly Vacation Rentals

  • Unwind at The Coop With King Bed & Whirlpool Bath
    Excellent3br Home/Apartment
    Airbnb
    From
    $166
  • EAA RENTAL
     4br Home/Apartment
    Airbnb
    From
    $4,520
  • Go and Go
    Good2br Home/Apartment
    Airbnb
    From
    $106
  • Perfect place to stay for EAA!
     3br Home/Apartment
    Airbnb
    From
    $339

Oshkosh Travel Guide

Visit Oshkosh WI for an amazing vacation where you can explore the wilderness and the historical city as well. Oshkosh is a very pretty green area and it sits between two large lakes, because Fox River flows right through the city, and enters Lake Butte des Morts and Lake Winnebago as well. This area of Wisconsin was beloved and occupied by native tribes, however, it was settled by europeans in the early 1800s. It was a major economical and trade hub, because of the fur trade and lumber industries. The great geographical features allowed the city to export lots of lumber, and soon enough Oshkosh was called the ‘Sawdust Capital’. Sadly a large fire destroyed much of the original buildings in late 1870s, however, the rebuilt buildings now make up the historical downtown districts. Oshkosh is a superb place to visit, because it features great restaurants, shops, museums and outdoor activities too.

Things to Do in Oshkosh

Visit downtown Oshkosh and meander around the city's historic 19th-century buildings, many of which have been well-preserved. The most popular landmarks include the St Raphael the Archangel Catholic Church, which is a small, historic church with ornate architectural detailing. Moreover, the Morgan House is an original building from 1884, and it features original woodwork, wallpapers, and 19th-century decoration.

If you would like to combine history and art, visit the Paine Art Center and Gardens which is a historical mansion and an art gallery combined. You can go on a guided tour of the mansion to find out more about its history.

Meanwhile, for a further history fix, the best museum in the area is the EAA Aviation Museum, which offers insight into aviation and the people who made a difference to the industry.

And when it's time to relax in nature, go for a hike on the Wiowash Trail which is a 25-mile long hiking trail. Plus, as the city is set between two beautiful lakes, there are lots of water activities you can do, such as fishing, kayaking, and swimming.

Best Places to Stay in Oshkosh

The best area to stay at Oshkosh is in the Riverside district, which is close to the river and some of the best restaurants and bars in town.

Best Time to Visit Oshkosh

The weather at Oshkosh is nice and warm from May until September, with an average of 70 degrees.

Price and Availability in Oshkosh

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The cheapest day to stay at a vacation rental in Oshkosh tends to be Tuesday, while the most expensive day tends to be Sunday. Vacation homes in Oshkosh tend to be busiest on Fridays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Oshkosh is in July, while the cheapest month is in April. The most popular time to book a vacation rental in Oshkosh is in the high season in July. Oshkosh has its low season in March, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Oshkosh

Rainy days
83° 25°
5
50° 12°
1
47° 10°
2
50° -12°
1
54° -15°
1
55° 13°
1
79° 13°
3
94° 38°
8
94° 44°
4
93° 50°
3
88° 51°
7
88° 34°
4
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Rainy days

This climate histogram shows you the weather patterns in Oshkosh. The hottest month in Oshkosh is July, when temperatures peak at 94 ˚F. The coolest month is November, when temperatures drop to -15 ˚F. The wettest month in Oshkosh is August with 8.28 inches of rain, while the driest month is October with 0.81 inches of rain.

What Expert Travelers Think

  • — 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.

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    Max HobbsLTL Mandarin School
  • — Like the buttons on the calendar which say today, tomorrow - that will make it easy for booking on the road. Website looks great - clean and easy to understand.

    Samantha Wragg
    Samantha WraggCoco Travels
  • — 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

Vacation Rentals in Oshkosh

At AllTheRooms.com we have rentals from all of the best providers - Airbnb, Priceline, Agoda and more. Oshkosh has 1,090 hotels, vacation rentals and other unique places to stay, with prices to suit budget travelers, extravagant travelers and everything in between. When traveling on a budget, the cheapest place to stay in Oshkosh is available at $25 per night. The average price of an accommodation is generally $370 per night.

Those looking to get some work finished during their trip to Oshkosh can choose from 741 places to stay that include WiFi. 147 places to stay include a breakfast. Fitness fanatics can get a workout in during their stay by choosing from 57 accommodations that have gym facilities. If you're planning on arriving in Oshkosh by car, be sure to choose from 752 accommodations that provide parking. 49 places to stay have a a pool or jacuzzi

Those traveling with a cat, dog or some other animal can stay in any of 150 accommodations that are designated as pet-friendly.

AllTheRooms compares vacation rentals, hotels and other unique accommodation types from many providers in Oshkosh, including 740 places to stay from Airbnb, 10 accommodations from Priceline and 4 places to stay from Agoda

677 of the accommodations in Oshkosh have been reviewed and rated. 27% are rated excellent or good. 509 places to stay in are instantly bookable.

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