Find Vacation Rentals in Oshkosh

We have 546 properties to choose from
Anytime
1 guest
Anytime
1 guest

Popular Oshkosh Vacation Rentals

Find the perfect Oshkosh vacation rental

Apartment Oshkosh
from $71 per night
4 guests ∙ 1 bedroom

Apartment

4.4
Very good(6 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Vrbo
Details
House Oshkosh
from $223 per night
8 guests ∙ 3 bedrooms

House

5.0
Outstanding(5 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Vrbo
Details
Cottage Oshkosh
from $182 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

110 m² Cottage

4.9
Outstanding(21 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Vrbo
Details
House Oshkosh
from $163 per night
6 guests ∙ 3 bedrooms

House

4.6
Excellent(9 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Vrbo
Details
House Oshkosh
from $328 per night
13 guests ∙ 5 bedrooms

House

5.0
Outstanding(12 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Vrbo
Details
Apartment Oshkosh
from $130 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

102 m² Apartment

5.0
Outstanding(2 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Vrbo
Details
House Oshkosh
from $216 per night
House ∙ 5 guests ∙ 3 bedrooms

116 m² House

5.0
Outstanding(27 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Vrbo
Details
House Oshkosh
from $262 per night
12 guests ∙ 6 bedrooms

House

4.8
Outstanding(53 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Vrbo
Details
House Oshkosh
from $634 per night
House ∙ 12 guests ∙ 6 bedrooms

353 m² House

4.9
Outstanding(25 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Vrbo
Details
Show more

Recommended Rentals With Pools

House  Oshkosh
from $324 per night
House ∙ 6 guests ∙ 3 bedrooms

148 m² House

4.7
Excellent(25 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Pool
Vrbo
Details
Apartment  Oshkosh
from $141 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

102 m² Apartment

4.5
Excellent(8 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Pool
Vrbo
Details
House  Oshkosh
from $755 per night
10 guests ∙ 3 bedrooms

House

5.0
Outstanding(2 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Pool
Vrbo
Details
Show more

Pet-Friendly Homes and Apartments

House  Oshkosh
from $102 per night
House ∙ 4 guests ∙ 2 bedrooms

112 m² House

5.0
Outstanding(2 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Pet-friendly
Vrbo
Details
House  Oshkosh
from $158 per night
House ∙ 4 guests ∙ 4 bedrooms

135 m² House

5.0
Outstanding(1 rating)
Oshkosh, Winnebago County, Wisconsin, United States
Pet-friendly
Vrbo
Details
House  Oshkosh
from $252 per night
10 guests ∙ 5 bedrooms

House

4.7
Excellent(39 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Pet-friendly
Vrbo
Details
Show more

Best vacation rentals with a balcony

House  Oshkosh
from $501 per night
House ∙ 8 guests ∙ 3 bedrooms

167 m² House

5.0
Outstanding(8 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Balcony
Vrbo
Details
Apartment  Oshkosh
from $84 per night
6 guests ∙ 2 bedrooms

Apartment

5.0
Outstanding(2 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Balcony
Vrbo
Details
Apartment  Oshkosh
from $83 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

102 m² Apartment

5.0
Outstanding(4 ratings)
Oshkosh, Winnebago County, Wisconsin, United States
Balcony
Vrbo
Details
Show more

Frequently Asked Questions

How much does it cost to stay in Oshkosh?

You can book a vacation rental in Oshkosh for as little as $71 per night.

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

Tripping.com offers great selection on vacation rentals with 546 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.
image-tag