Oshkosh Vacation Rentals

Our Favorite Vacation Rentals in Oshkosh

  • Oshkosh: Cozy home downtown
    Good3br Home/Apartment
    Airbnb
    From
    $129
  • The Heart of Oshkosh! EAA, Nursing, University
    Excellent4br Home/Apartment
    Airbnb
    From
    $176
  • Historic Comfortable Furnished Home near EAA
    Good4br Home/Apartment
    Airbnb
    From
    $212
  • Rosie's Place A
    ExcellentHome/Apartment
    Airbnb
    From
    $78
  • Character Home by Lake Winnebago
    Excellent3br Home/Apartment
    Airbnb
    From
    $195
  • Unwind at The Coop With King Bed & Whirlpool Bath
    Excellent3br Home/Apartment
    Airbnb
    From
    $185
  • 6 level "Castle" Lake Channel condo-Lake Winnebago
    Excellent2br Home/Apartment
    Airbnb
    From
    $228
  • Charming 1945 cottage only minutes from EAA
    Good4br Cottage
    Airbnb
    From
    $421

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

  • Home away from Home
     3br Home/Apartment
    Airbnb
    From
    $452
  • MayManor , Amenities Galore . Entire 2 Bed Apt .
    Excellent2br Home/Apartment
    Airbnb
    From
    $78
  • Go and Go
    Good2br Home/Apartment
    Airbnb
    From
    $126
  • The Lily Pad on Lake Winnebago
    Good2br Home/Apartment
    Airbnb
    From
    $134

Oshkosh Pet-Friendly Vacation Rentals

  • EAA RENTAL
     4br Home/Apartment
    Airbnb
    From
    $4,520
  • Perfect place to stay for EAA!
     3br Home/Apartment
    Airbnb
    From
    $339
  • A Huge Comfortable Home For All Travelers
    Excellent3br Home/Apartment
    Airbnb
    From
    $134
  • Barn Stay
    Excellent6br Home/Apartment
    Airbnb
    From
    $1,116

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
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
83° 25°
5
50° 12°
1
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Rainy days

This climate histogram shows you the weather patterns in Oshkosh. The warmest months in Oshkosh are July and August, when temperatures reach 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

  • — I love how AllTheRooms shows a map with room price tags straight away when you search, it makes it so quick and easy to choose the right hotel, at the right price in the right location. Perfect for those with busy lifestyles! The AllTheRooms website is so user friendly. WiFi. Brilliant!

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  • — AllTheRooms.com makes travel easier, enjoyable and inexpensive through its provision of ample information, data and every possible accommodation available to choose from

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  • — 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

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Vacation Rentals in Oshkosh

Choose the perfect rental for your vacation at AllTheRooms.com. We aggregate Airbnb, Priceline, Agoda and more. We have 1,103 vacation rentals, hotels and other accommodation types in Oshkosh ranging from inexpensive options to luxury places to stay. For those wanting to save money, the cheapest place to stay in Oshkosh is just $25 a night. The average price of a rental is around $369 per night.

If you would like to stay connected during your trip, then you can choose from over 711 accommodations in Oshkosh that have WiFi. 147 of our accommodations include a breakfast in the price. You can keep up with your workout routine by staying at one of 52 accommodations that provide gym facilities. If you are driving to Oshkosh, you'll want to pick from 723 places to stay that provide parking. 49 accommodations have a a pool or jacuzzi

If you're traveling with a furry friend, then make sure to choose one of the 147 pet-friendly accommodations available.

In Oshkosh AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 4 providers, including 749 places to stay from Airbnb, 4 accommodations from Priceline and 4 places to stay from Agoda.

671 of the places to stay in Oshkosh have been rated by previous guests. They rated 28% as great. You can instantly book any of 503 places to stay right now.

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