Oshkosh Vacation Rentals

Our Favorite Vacation Rentals in Oshkosh

  • "Shorewood" - enjoy Lake Winnebago's west side experience!
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $208
  • Waterfront Lake Winnebago w/ Views & Dock!
     2br Home/Apartment
    HolidayLettings
    From
    $323
  • 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
    $288
  • Oshkosh: Cozy home downtown
    Good3br Home/Apartment
    Airbnb
    From
    $129
  • Beautiful early 1900 house
    ExcellentHome/Apartment
    Airbnb
    From
    $113
  • Beautifully Updated Oshkosh Home- Great Location!
    Excellent2br Home/Apartment
    Airbnb
    From
    $112

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

Oshkosh Vacation Rentals with Wi-Fi

  • Rosie's Place A
    ExcellentHome/Apartment
    Airbnb
    From
    $86
  • Unwind at The Coop With King Bed & Whirlpool Bath
    Excellent3br Home/Apartment
    Airbnb
    From
    $146
  • 6 level "Castle" Lake Channel condo-Lake Winnebago
    Excellent2br Home/Apartment
    Airbnb
    From
    $205
  • Water View Cottage
    Excellent2br Home/Apartment
    Airbnb
    From
    $339

Oshkosh Pet-Friendly Vacation Rentals

  • EAA RENTAL
     4br Home/Apartment
    Airbnb
    From
    $4,520
  • Knapp Street Close to EAA/ CUSA/ RUSA
     3br Home/Apartment
    Airbnb
    From
    $234
  • Home Overlooking Lake Winnebago on EAA flight path
     3br Home/Apartment
    Airbnb
    From
    $238
  • 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
43° -9°
2
57° -14°
1
80° 20°
3
84° 34°
4
88° 43°
5
90° 52°
5
87° 47°
3
84° 45°
5
76° 23°
5
50°
2
52°
1
46° -26°
2
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Rainy days

This climate histogram shows you the weather patterns in Oshkosh. The hottest month in Oshkosh is June, when temperatures peak at 90 ˚F. The coolest month is December, when temperatures drop to -26 ˚F. The wettest month in Oshkosh is March with 5.31 inches of rain, while the driest month is October with 1.2 inches of rain.

What Expert Travelers Think

  • — 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
  • — When I first opened up the AllTheRooms.com site, I was impressed right away... When I’m traveling, I don’t like to waste time searching multiple engines for accommodations, it gets overwhelming and frustrating fast. I want a unique, comfortable stay for the best deal

    Kaelin
    KaelinKindly Kae
  • — Site is easy to use; clean, laid out well, good colors and branding, fun logo and title that connects to the purpose of the brand. The blog, vacation destinations, and rental destinations is a great feature and really make the brand stand apart from other sites!

    Laurelle McVicker
    Laurelle McVickerLaurelle McVicker

Vacation Rentals in Oshkosh

At AllTheRooms.com we have rentals from all of the best providers - Airbnb, Priceline, Agoda and many more. Oshkosh has 1,031 hotels, vacation rentals and other special places to stay, with prices to suit careful travellers, extravagant travelers and everything in between. For those wanting to save money, the lowest priced place to stay in Oshkosh is just $29 a night. The average price of a vacation rental is around $382 per night.

Those looking to get some work finished during their trip to Oshkosh can pick from 692 places to stay that provide WiFi. We have 139 accommodations that come with breakfast included. You can keep up with your workout routine by staying at one of 50 accommodations that provide gym facilities. Driving to Oshkosh? Then choose one of the 701 places to stay that comes with a parking spot included. We track 50 hotels and vacation rentals that have a pool or jacuzzi.

If you're traveling with a furry friend, then make sure to select one of the 148 pet-friendly accommodations available.

AllTheRooms compares vacation rentals, hotels and other unique accommodation types from many providers in Oshkosh, including 725 places to stay from Airbnb, 12 accommodations from Priceline and 4 places to stay from Agoda

626 accommodations in Oshkosh have been reviewed; 28% are rated highly. You can instantly book any of 447 places to stay right now.

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