A control tower with the sign "WORLD'S Busiest Control Tower" and four airplanes flying in formation in the sky.

Oshkosh Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Oshkosh holiday rentals

A neatly made bed with a white and black color scheme, a small bedside table with a plant, and a bookshelf with books and a plant.

1. Luxury In A Quaint Little Package

Luxury In A Quaint Little Package
Oshkosh
8.0 out of 10, Very good, (13 reviews)
"Very easy communication and good accommodations! Would recommend!"
United States
Brittany K.
The price is HK$1,137
HK$1,488 total
includes taxes & fees
28 Oct - 29 Oct
Luxury In A Quaint Little Package
A living room with two grey sofas, a black coffee table, and a white door.

2. Oshkosh's #1 Home Away From Home

Oshkosh's #1 Home Away From Home
Oshkosh
The price is HK$959
HK$2,808 total
includes taxes & fees
26 Oct - 27 Oct
Oshkosh's #1 Home Away From Home
A modern living room with a sectional sofa, a wooden coffee table, and a futsal table.

3. Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.

Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
Oshkosh
9.6 out of 10, Exceptional, (68 reviews)
"Loved this place. Was able to walk to local businesses. Would definitely book again"
United States
Anonymous traveller
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
An outdoor patio with a metal fire table, a chair, and a white fence with string lights.

4. Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago

Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
Oshkosh
9.2 out of 10, Wonderful, (5 reviews)
"This was the perfect short-notice getaway for us. Pet friendly, extra quiet neighborhood, close to everything. Check in was a breeze, the place was clean. I am verry happy with our stay."
United States
Charles W.
The price is HK$1,122
HK$2,274 total
includes taxes & fees
15 Oct - 16 Oct
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
A house with a front yard, a dock, and a small body of water.

5. Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
Oshkosh
9.8 out of 10, Exceptional, (37 reviews)
"Very nice stay, well accommodating."
United States
Chris S.
The price is HK$1,335
HK$2,790 total
includes taxes & fees
15 Oct - 16 Oct
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
A dining area with a wooden table set for four, surrounded by a carpeted floor and a staircase.

6. Cozy Retreat • Fireplace Loft •Walk to Park & Lake

Cozy Retreat • Fireplace Loft •Walk to Park & Lake
Oshkosh
9.6 out of 10, Exceptional, (14 reviews)
"Was a great place for our Oshkosh fly in stay! "
United States
William N.
The price is HK$1,593
HK$3,177 total
includes taxes & fees
19 Oct - 20 Oct
Cozy Retreat • Fireplace Loft •Walk to Park & Lake
A flat-screen TV mounted on a wall above a wooden entertainment center with a fireplace below.

7. Pac-Man House: Spacious 4-bedroom house in charming Oshkosh

Pac-Man House: Spacious 4-bedroom house in charming Oshkosh
Oshkosh
10.0 out of 10, Exceptional, (10 reviews)
"Very clean, thoughtfully decorated, really great spot overall. Would definitely book again."
United States
Andy D.
The price is HK$2,229
HK$3,682 total
includes taxes & fees
10 Nov - 11 Nov
Pac-Man House: Spacious 4-bedroom house in charming Oshkosh
A wooden front door with a number plate, a mailbox, and a small porch with steps leading up to it.

8. Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago

Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
Oshkosh
10.0 out of 10, Exceptional, (4 reviews)
"We had a great time staying herePlenty of room to hang out inAnd for us it easily slept 4 adults Location was close to grocerys / resteraunts etc ."
United States
Michael B.
The price is HK$1,727
HK$2,996 total
includes taxes & fees
15 Oct - 16 Oct
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
A wooden interior with a long dining table, multiple windows with white frames, and a vase with dried flowers on the windowsill.

9. Dancing Moon Vintage Loft | Sleeps 12

Dancing Moon Vintage Loft | Sleeps 12
Oshkosh
9.8 out of 10, Exceptional, (9 reviews)
"Great place"
United States
Alexander K.
Dancing Moon Vintage Loft | Sleeps 12
A hallway with a dark wall, a mirror, a wicker chair, a sofa, and a plant.

10. Roomy Central Hub • Games, Fire Pit & Downtown Fun

Roomy Central Hub • Games, Fire Pit & Downtown Fun
Oshkosh
10.0 out of 10, Exceptional, (1 review)
"Host were very accommodating to everything my group needed. Quick communications, great location, and plenty of room!"
United States
Matthew D.
The price is HK$2,942
HK$7,947 total
includes taxes & fees
20 Oct - 21 Oct
Roomy Central Hub • Games, Fire Pit & Downtown Fun
A modern kitchen with dark wood paneling, stainless steel appliances, and wooden shelves.

11. Sky & Stream Escape, EAA AirVenture Oasis

Sky & Stream Escape, EAA AirVenture Oasis
Oshkosh
10.0 out of 10, Exceptional, (1 review)
"We were pleasantly surprised at the decor and cleanliness of the property. Wished we could have stayed longer! Host was quick to respond to any questions we had!"
United States
Kathy B.
The price is HK$2,747
HK$4,705 total
includes taxes & fees
15 Oct - 16 Oct
Sky & Stream Escape, EAA AirVenture Oasis
A grand staircase with a wooden handrail and a chandelier above.

12. Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12

Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
Oshkosh
10.0 out of 10, Exceptional, (44 reviews)
"Amazing property with such charm, perfect for our work retreat "
United States
Angela Z.
The price is HK$4,238
HK$5,568 total
includes taxes & fees
19 Oct - 20 Oct
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
A sectional sofa in a living room with a beige wall, a window with blinds, and wall art.

13. House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.

House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.
Oshkosh
9.0 out of 10, Wonderful, (10 reviews)
"Clean, and convenient to everything we were looking for.Would rent it again the next time I’m in Oshkosh."
United States
Jim K.
The price is HK$2,839
HK$3,734 total
includes taxes & fees
27 Oct - 28 Oct
House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.
A gazebo with a metal roof and picnic tables in a park with bare trees and a sunset over a body of water.

14. Close to the big events in Oshkosh when you stay at Doty Landings

Close to the big events in Oshkosh when you stay at Doty Landings
Oshkosh
9.0 out of 10, Wonderful, (4 reviews)
"Great stay!"
United States
Brian L.
The price is HK$2,943
HK$3,845 total
includes taxes & fees
25 Oct - 26 Oct
Close to the big events in Oshkosh when you stay at Doty Landings
A cozy living room with a stone fireplace, a wooden ceiling, and a large window.

15. Family friendly ranch. Short-mid-long term stays, EAA 8 miles,Packers 39 miles

Family friendly ranch. Short-mid-long term stays, EAA 8 miles,Packers 39 miles
Oshkosh
The price is HK$2,458
HK$4,682 total
includes taxes & fees
20 Oct - 21 Oct
Family friendly ranch. Short-mid-long term stays, EAA 8 miles,Packers 39 miles
An aerial view of a cityscape with a marina, buildings, and a sunset.

16. Wisconsin Avenue Flat w/ View |Sleeps 2

Wisconsin Avenue Flat w/ View |Sleeps 2
Neenah
10.0 out of 10, Exceptional, (4 reviews)
"Great location and clean and very cute apartment! "
United States
Kari H.
Wisconsin Avenue Flat w/ View |Sleeps 2
A kitchen with a brick wall, stainless steel appliances, wooden cabinets, and a granite countertop.

17. Vintage Pinball Loft | Sleeps 2

Vintage Pinball Loft | Sleeps 2
Appleton
9.8 out of 10, Exceptional, (7 reviews)
"This was such a great stay! Check in was easy, everything was clean and the pinball machine was unexpected fun! We loved how close it was to everything too. Will definitely be staying here again!"
United States
Indira B.
The price is HK$589
HK$1,848 total
includes taxes & fees
15 Oct - 16 Oct
Vintage Pinball Loft | Sleeps 2
A multi-story hotel with a central courtyard, parking lot, and a view of the surrounding urban area.

18. Downtown Chic Retreat | Sleeps 4

Downtown Chic Retreat | Sleeps 4
Neenah
8.0 out of 10, Very good, (1 review)
"There is a loose screw on the cupboard to the trash--the cupboard door is going to fall off. Also the conditioner dispenser in the shower is not working. We had a very nice weekend."
United States
Greg A.
Downtown Chic Retreat | Sleeps 4
A living room with a television, two windows, a sofa, a table with a bowl, and a lamp.

19. Downtown Neenah Sunroom Retreat | Sleeps 4

Downtown Neenah Sunroom Retreat | Sleeps 4
Neenah
The price is HK$589
HK$1,963 total
includes taxes & fees
15 Oct - 16 Oct
Downtown Neenah Sunroom Retreat | Sleeps 4
A modern living room with a flat-screen TV, wooden entertainment unit, brown leather sofa, and a dining area with wooden cabinets and a kitchen in the background.

20. Downtown Badger Street Loft | Sleeps 4

Downtown Badger Street Loft | Sleeps 4
Appleton
10.0 out of 10, Exceptional, (1 review)
"Really nice place! Perfect distance from Lambeau field if you aren’t wanting to be in Green Bay. Only about 25-30 min drive. Worked really well for our weekend stay."
United States
Sonni E.
The price is HK$675
HK$2,072 total
includes taxes & fees
15 Oct - 16 Oct
Downtown Badger Street Loft | Sleeps 4
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oshkosh Hotel Reviews

Wingate by Wyndham Oshkosh

Wingate by Wyndham Oshkosh

8/10 Good
"Good location, clean. Good for quick stay."
larissa 2-night trip
Posted 22 hours ago
Wingate by Wyndham Oshkosh

Find out more about Oshkosh

Search for holiday rentals in Oshkosh on Expedia! You can easily find your home rentals, villas, holiday apartments in Oshkosh using one of the methods below:

  • View our selection of featured holiday rentals in Oshkosh
  • Use the map to find apartments and other holiday homes in the Oshkosh neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oshkosh while they last

Look no further and take a look at our great range of rental properties in Oshkosh!

Frequently asked questions

Can I find holiday rentals in Oshkosh?

Yes, there are holiday rentals in Oshkosh close to Pollock Community Water Park, or you can select a more secluded option if you're looking for a relaxing stay. Travellers who like culture and the arts say Oshkosh is known for its museums and festivals. Allow some time to check out the shops during your trip.

What are some of the best holiday rentals that Oshkosh has to offer?

4-bedroom house in peaceful Fond du Lac with AC Beautiful Lakefront property: This holiday home rental outside of Oshkosh offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, in addition to a kitchen with a dishwasher and a stovetop.

How many holiday rentals will I find in Oshkosh?

With 314 Expedia holiday rentals, you're guaranteed to find just the right place for your Oshkosh stay.

What can I see and do in Oshkosh?

Cultural attractions include Oshkosh Public Museum and Paine Art Center and Gardens, whereas Ford Festival Park and Lake Winnebago are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Menominee Nation Arena and Titan Stadium.

What are holiday rentals like in Oshkosh?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oshkosh. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family gatherings.