Holiday rentals in Oshkosh

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Top-rated holiday rentals in Oshkosh

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Home in Oshkosh

4.86 out of 5 average rating, 148 reviews

Go and Go

Cozy 2 bedroom Log home. Can sleep 4-6. Across the street from Lake Winnebago. Short walk to park, zoo and boat landing. 6.5 miles to EAA grounds. Off street parking. Close to shopping, restaurants and downtown Oshkosh. Great rental for Air Show, Book now and bring your boat, jet ski, trailer, and fishing gear or just go sightseeing, dining and relaxing. Full kitchen, New Bath. Very comfortable with a great location. Perfect place to stay for family with students at UWO. Book now!

8–15 Jun

£129 per night
Guest favourite

Cottage in Fond du Lac

4.97 out of 5 average rating, 230 reviews

Cozy Guest House with Lake views.

Our remodeled two bedroom Guest House is adjacent to our Cottage and offers beautiful lake views. Access to Lake Winnebago available at near by boat launches. Centrally located to many of Wisconsin's best attractions. Less than 1 hour from Milwaukee, Madison, Green Bay, Close to Oshkosh (EAA) and Elkhart Lake. Includes 2 bedrooms, with plush queen bed and 2 twin beds, 1 full bathroom, and a fully stocked newly remodeled kitchen. Perfect getaway for some R&R with family or friends.

16–23 Sept

£61 per night
Guest favourite

Cabin in Fox Lake

4.95 out of 5 average rating, 117 reviews

Cabin on the Trail

Kick back and relax in this cozy space with up north, cabin vibes. In the summer months enjoy the excellent fishing, swimming and boating and in the winter have fun ice fishing by walking to the lake out your back door! *Please read the full description and look at all of the pictures of the property *Not suitable for parties or loud gatherings. Please note, there is a 4 person maximum, including children. *All dogs/pets must be pre-approved by the host. There is a $50 fee/stay.

25 Nov – 2 Dec

£93 per night

Popular amenities for Oshkosh holiday rentals

Stay near Oshkosh's top sights

EAA Aviation Museum89 locals recommend
EAA AirVenture23 locals recommend
Menominee Park Zoo38 locals recommend
Menominee Park20 locals recommend
Paine Art Center and Gardens54 locals recommend
The Outlet Shoppes at Oshkosh22 locals recommend

Other great holiday rentals in Oshkosh

Guest favourite

Home in Oshkosh

4.92 out of 5 average rating, 72 reviews

Waterfront Retreat @ Oshkosh’s Sawyer Creek

10–17 Dec

£136 per night
Guest favourite

Home in Oshkosh

4.87 out of 5 average rating, 87 reviews

Cozy getaway 1 mile from downtown and UWO campus!

30 Apr – 7 May

£118 per night
Guest favourite

Home in Oshkosh

4.99 out of 5 average rating, 87 reviews

Beautiful Warm and Cozy Lake Home

8–15 Dec

£139 per night
Guest favourite

Home in Oshkosh

5.0 out of 5 average rating, 12 reviews

Our Little Lake House

18–25 Oct

£140 per night
Guest favourite

Tiny home in Oshkosh

5.0 out of 5 average rating, 14 reviews

Downtown Tiny Home - Oshkosh

16–23 Aug

£123 per night
Superhost

Home in Oshkosh

4.79 out of 5 average rating, 68 reviews

Jackson Farmhouse

31 Aug – 7 Sept

£134 per night
Guest favourite

Flat in Neenah

4.86 out of 5 average rating, 63 reviews

Cozy and Simple Downtown Space

16–23 Feb

£83 per night
Superhost

Flat in Oshkosh

4.82 out of 5 average rating, 49 reviews

Updated Oshkosh Apartment with Fox River Views

22–29 Apr

£90 per night
Superhost

Cottage in Oshkosh

4.83 out of 5 average rating, 35 reviews

Relaxing Home on Lake Winnebago

25 May – 1 Jun

£134 per night
Guest favourite

Home in Oshkosh

4.95 out of 5 average rating, 19 reviews

Heart of Oshkosh-Cozy, quiet, 3BD Home

27 Sept – 4 Oct

£123 per night
Guest favourite

Cabin in New London

5.0 out of 5 average rating, 35 reviews

Secluded Cabin with Sauna

22–29 Jan

£121 per night
Guest favourite

Cottage in Oshkosh

4.93 out of 5 average rating, 43 reviews

Sunset Point Lake House

4–11 Apr

£153 per night

Quick stats about holiday rentals in Oshkosh

Total rentals

780 properties

Rentals with dedicated workspaces

290 properties have a dedicated workspace

Rentals with a pool

40 properties have a pool

Pet-friendly rentals

210 properties allow pets

Family-friendly rentals

610 properties are a good fit for families

Total number of reviews

6.1K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Winnebago County
  5. Oshkosh