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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Oshkosh holiday rentals

A two-story house with a front porch, a small staircase, and a picket fence.

1. Cozy Oshkosh House with Piano

Cozy Oshkosh House with Piano
Oshkosh
8.2 out of 10, Very good, (11 reviews)
"Very clean, plenty of room. Definitely recommend "
United States
Krissy B.
Cozy Oshkosh House with Piano
A historic building with a prominent 'GRAND' sign, large windows, and a tree in front.

2. Opera House Square Loft | Sleeps 6

Opera House Square Loft | Sleeps 6
Oshkosh
9.0 out of 10, Wonderful, (2 reviews)
"Traveled with our two adult sons and we all loved this place. Incredibly convenient and a unique property. Yes, there is noise from the downtown area, but it didn't keep us up and it wasn't intrusive. It's part of being in the heart of the city. We would stay there again."
United States
Peggy L.
Opera House Square Loft | Sleeps 6
A living room with two grey sofas, a black coffee table, and a white door.

3. Oshkosh's #1 Home Away From Home

Oshkosh's #1 Home Away From Home
Oshkosh
The price is HK$958
HK$2,806 total
includes taxes & fees
29 Oct - 30 Oct
Oshkosh's #1 Home Away From Home
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.

4. 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$1,136
HK$1,487 total
includes taxes & fees
28 Oct - 29 Oct
Luxury In A Quaint Little Package
A room with a hanging chair, a dining area, and a view of the outdoors.

5. Cozy Oshkosh Home Minutes from UW, EAA & Downtown

Cozy Oshkosh Home Minutes from UW, EAA & Downtown
Oshkosh
10.0 out of 10, Exceptional, (2 reviews)
"This house is very cute and very vibrant. The host was amazing and very accommodating. I had a very easy check in and check out."
United States
Tonia G.
The price is HK$1,132
HK$3,940 total
includes taxes & fees
28 Oct - 29 Oct
Cozy Oshkosh Home Minutes from UW, EAA & Downtown
A house with a front yard, a dock, and a small body of water.

6. 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, (38 reviews)
"Very nice stay, well accommodating."
United States
Chris S.
The price is HK$1,334
HK$2,788 total
includes taxes & fees
28 Oct - 29 Oct
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
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$1,718
HK$3,030 total
includes taxes & fees
2 Nov - 3 Nov
Pac-Man House: Spacious 4-bedroom house in charming Oshkosh
A neatly made bed with white linens and a brown throw blanket, flanked by two bedside lamps with exposed bulbs.

8. 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$1,098
HK$2,237 total
includes taxes & fees
1 Nov - 2 Nov
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
A cozy room with a sofa, two nightstands, a wooden coffee table, and a rustic wall.

9. 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$1,490
HK$3,039 total
includes taxes & fees
2 Nov - 3 Nov
Cozy Retreat • Fireplace Loft •Walk to Park & Lake
A wooden front door with a number plate, a mailbox, and a small porch with steps leading up to it.

10. 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$1,725
HK$2,868 total
includes taxes & fees
2 Nov - 3 Nov
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
A sectional sofa in a living room with a beige wall, a window with blinds, and wall art.

11. 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
9.2 out of 10, Wonderful, (11 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$2,761
HK$3,626 total
includes taxes & fees
5 Nov - 6 Nov
House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.
A hallway with a dark wall, a mirror, a wicker chair, a sofa, and a plant.

12. 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$2,429
HK$7,191 total
includes taxes & fees
28 Oct - 29 Oct
Roomy Central Hub • Games, Fire Pit & Downtown Fun
A modern kitchen with dark wood paneling, stainless steel appliances, and wooden shelves.

13. 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$2,745
HK$4,702 total
includes taxes & fees
3 Nov - 4 Nov
Sky & Stream Escape, EAA AirVenture Oasis
A deck with a sofa, ottoman, and outdoor furniture.

14. World Series 80 miles, EAA 8 miles,Packers 39 miles

World Series 80 miles, EAA 8 miles,Packers 39 miles
Oshkosh
The price is HK$2,252
HK$4,472 total
includes taxes & fees
2 Nov - 3 Nov
World Series 80 miles, EAA 8 miles,Packers 39 miles
A grand staircase with a wooden handrail and a chandelier above.

15. 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$4,235
HK$5,565 total
includes taxes & fees
2 Nov - 3 Nov
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
A gazebo with a metal roof and picnic tables in a park with bare trees and a sunset over a body of water.

16. 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$2,941
HK$3,869 total
includes taxes & fees
2 Nov - 3 Nov
Close to the big events in Oshkosh when you stay at Doty Landings
A kitchen with wooden cabinets, a marble countertop, and a hexagonal tile backsplash.

17. Spacious 5-bedroom house with AC in perfect Oshkosh EAA location

Spacious 5-bedroom house with AC in perfect Oshkosh EAA location
Oshkosh
Spacious 5-bedroom house with AC in perfect Oshkosh EAA location
A living room with a sofa, two armchairs, a coffee table, a ceiling fan, and framed pictures on the walls.

18. Downtown Neenah Sunroom Retreat | Sleeps 4

Downtown Neenah Sunroom Retreat | Sleeps 4
Neenah
Downtown Neenah Sunroom Retreat | Sleeps 4
A living room with a brown leather sofa, a wooden coffee table, a lamp, a television, and a door with a view of trees.

19. Fox Flats 1 Bedroom/Garage/Washer & Dryer

Fox Flats 1 Bedroom/Garage/Washer & Dryer
Neenah
The price is HK$540
HK$1,571 total
includes taxes & fees
30 Oct - 31 Oct
Fox Flats 1 Bedroom/Garage/Washer & Dryer
A room with a large window overlooking a grassy area and a body of water. There is a chair, a blue bean bag, and a small table with a vase of flowers.

20. Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (60 reviews)
"Amazing clean and host very easy to get ahold of"
United States
Candice P.
The price is HK$2,353
HK$4,122 total
includes taxes & fees
16 Nov - 17 Nov
Charming cottage on Lake Winnebago
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

Economy Inn

Economy Inn

10/10 Excellent
"Room was clean.! Staff was nice and parking is excellent ! Good for a day or two stay"
Jaime 1-night trip
Posted 2 hours ago
Economy Inn

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.