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Popular Oshkosh Vacation Rentals

Find the perfect Oshkosh vacation rental

House Oshkosh
from $149 per night
House ∙ 7 guests ∙ 3 bedrooms

126 m² House

5.0
Outstanding(29 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Details
House Oshkosh
from $141 per night
House ∙ 6 guests ∙ 3 bedrooms

195 m² House

5.0
Outstanding(34 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Details
House Oshkosh
from $248 per night
House ∙ 4 guests ∙ 2 bedrooms

91 m² House

5.0
Outstanding(38 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Details
House Oshkosh
from $190 per night
House ∙ 4 guests ∙ 2 bedrooms

80 m² House

4.8
Outstanding(22 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Details
House Oshkosh
from $444 per night
House ∙ 6 guests ∙ 3 bedrooms

148 m² House

4.9
Outstanding(30 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Details
House Oshkosh
from $282 per night
House ∙ 5 guests ∙ 2 bedrooms

110 m² House

4.9
Outstanding(57 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Details
House Oshkosh
from $239 per night
10 guests ∙ 5 bedrooms

House

4.8
Outstanding(45 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Details
House Oshkosh
from $758 per night
House ∙ 12 guests ∙ 6 bedrooms

353 m² House

4.8
Outstanding(33 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Details
House Oshkosh
from $102 per night
4 guests ∙ 2 bedrooms

House

Oshkosh, Winnebago County, Wisconsin, United States
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Recommended Rentals With Pools

House  Oshkosh
from $1,327 per night
House ∙ 6 guests ∙ 3 bedrooms

186 m² House

4.8
Outstanding(10 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Pool
Details
Motel  Oshkosh
from $81 per night
4 guests ∙ 1 bedroom

Motel

Oshkosh, Winnebago County, Wisconsin, United States
Pool
Details
Motel  Oshkosh
from $81 per night
4 guests ∙ 1 bedroom

Motel

Oshkosh, Winnebago County, Wisconsin, United States
Pool
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Pet-Friendly Homes and Apartments

House  Oshkosh
from $453 per night
6 guests ∙ 3 bedrooms

House

5.0
Outstanding(4 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Pet-friendly
Details
House  Oshkosh
from $360 per night
House ∙ 12 guests ∙ 3 bedrooms

165 m² House

4.8
Outstanding(39 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Pet-friendly
Details
House  Oshkosh
from $244 per night
House ∙ 8 guests ∙ 3 bedrooms

202 m² House

4.7
Excellent(24 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Pet-friendly
Details
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Vacation rentals with a balcony

Condo  Oshkosh
from $189 per night
4 guests ∙ 2 bedrooms

Condo

Oshkosh, Winnebago County, Wisconsin, United States
Balcony
Details
House  Oshkosh
from $134 per night
House ∙ 4 guests ∙ 4 bedrooms

135 m² House

5.0
Outstanding(6 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Balcony
Details
House  Oshkosh
from $341 per night
House ∙ 10 guests ∙ 2 bedrooms

214 m² House

5.0
Outstanding(4 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Balcony
Details
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Frequently Asked Questions

How much does it cost to stay in Oshkosh?

You can book a vacation rental in Oshkosh for as little as $81 per night.

Can I see all vacation rentals that are available in Oshkosh?

Tripping.com offers great selection on vacation rentals with 411 offers currently available in Oshkosh.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Oshkosh Information

About Oshkosh

Oshkosh is located in the northeastern part of Wisconsin. Oshkosh has everything from lakes to museums and fine dining restaurants. For renting, you can choose from bed and breakfasts, hotels, and quaint cottages. While renting in Oshkosh, explore other nearby parts of Wisconsin, such as Madison and Milwaukee.

Things to Do in Oshkosh

See a show by the Oshkosh Symphony at the Grand Opera House, which is a restored Victorian theater. Take the family to Bauman Park to have a picnic, go fishing, and play baseball. You can also go hiking and fishing on the Tribal Heritage Crossing Trail or go swimming in Lake Winnebago. Make sure to also explore the Oshkosh Public Museum and the Paine Art Center and Gardens. If you’re craving wine and homemade soup, have dinner at Benvenuto’s Italian Grill. For seafood and cocktails, eat at The Roxy Supper Club.

Day Trips Near Oshkosh

Take a day trip to Madison, Wisconsin. Madison is only an hour and a half drive from Oshkosh. Visit the Henry Vilas Zoo, walk through the beautiful Olbrich Botanical Gardens, or see a show by the Atlas Improv Company. See the exhibits at the Chazen Museum of Art or explore gemstone mines and trails at the Cave of the Mounds. You can also take a day trip to Milwaukee, Wisconsin, which is also about an hour and a half drive from Oshkosh. Explore the famous Harley-Davidson Museum or test your poker skills at the Potawatomi Hotel & Casino. If you’re looking to take a day trip out of the state that’s a little further away, try going to Minneapolis, Minnesota. Minneapolis is a little over a four hour drive from Oshkosh. In Minneapolis you can go shopping at the Mall of America or go see the waterfall at Minnehaha Park.

Oshkosh Accommodation

Stay in a bed and breakfast within walking distance of downtown Oshkosh. You could also stay in a large English Tudor country house that sleeps eight people and has a private spa. There are also several hotels in Oshkosh, such as the Hilton Garden Inn and Cobblestone Inn & Suites. Wherever you choose to stay, Tripping can help you compare all of the rentals in the area by price, ratings, reviews, and more. Book your Oshkosh vacation rental today!

Transportation in Oshkosh

You can utilize the GO Transit System while you’re in Oshkosh. Riding the bus one way costs $1.00 for ages 6 to 59. Children under age six are free and the fare for senior citizens aged 60 and over is $0.50. Note that you have to have exact change when paying the bus driver. The bus has ten routes and most run from 6:15 am to 6:45 pm.
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