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
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Oshkosh holiday rentals

A grand staircase with a wooden handrail and a chandelier above.

1. 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, (40 reviews)
"Amazing property with such charm, perfect for our work retreat "
United States
Angela Z.
The price is HK$4,234
HK$5,527 total
includes taxes & fees
31 Aug - 1 Sept
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.

2. 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$2,940
HK$3,841 total
includes taxes & fees
7 Sept - 8 Sept
Close to the big events in Oshkosh when you stay at Doty Landings
A modern kitchen with dark wood paneling, stainless steel appliances, and wooden shelves.

3. 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$2,744
HK$4,668 total
includes taxes & fees
30 Aug - 31 Aug
Sky & Stream Escape, EAA AirVenture Oasis
A spacious room with a ceiling fan, large windows, a wooden ceiling, and a view of the outside.

4. 2 Mi to Dtwn Oshkosh: Canal Front w/ Dock!

2 Mi to Dtwn Oshkosh: Canal Front w/ Dock!
3.0 star property
Oshkosh
The price is HK$2,054
HK$4,292 total
includes taxes & fees
20 Sept - 21 Sept
2 Mi to Dtwn Oshkosh: Canal Front w/ Dock!
A flat-screen TV mounted on a wall above a wooden entertainment center with a fireplace below.

5. 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$2,085
HK$3,255 total
includes taxes & fees
1 Sept - 2 Sept
Pac-Man House: Spacious 4-bedroom house in charming Oshkosh
A room with a sofa, two nightstands with lamps, a coffee table, and a rustic wall.

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$1,725
HK$3,273 total
includes taxes & fees
30 Aug - 31 Aug
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.

7. 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$2,867 total
includes taxes & fees
26 Sept - 27 Sept
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
An outdoor patio with a metal fire table, a chair, and a white fence with string lights.

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

Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
Oshkosh
9.6 out of 10, Exceptional, (4 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$1,294
HK$2,461 total
includes taxes & fees
31 Aug - 1 Sept
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.

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

Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
Oshkosh
9.6 out of 10, Exceptional, (35 reviews)
"Very nice stay, well accommodating."
United States
Chris S.
The price is HK$1,595
HK$3,132 total
includes taxes & fees
3 Sept - 4 Sept
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
A sectional sofa in a living room with a beige wall, a window with blinds, and wall art.

10. 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, (9 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$2,907
HK$4,308 total
includes taxes & fees
7 Sept - 8 Sept
House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.
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.

11. 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$1,496 total
includes taxes & fees
9 Sept - 10 Sept
Luxury In A Quaint Little Package
A living room with two grey sofas, a black coffee table, and a white door.

12. Oshkosh's #1 Home Away From Home

Oshkosh's #1 Home Away From Home
Oshkosh
The price is HK$1,147
HK$3,059 total
includes taxes & fees
23 Sept - 24 Sept
Oshkosh's #1 Home Away From Home
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.

13. Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (58 reviews)
"Great communication and easy check in and check out. Would definitely recommend!"
United States
Jocelyn S.
The price is HK$2,352
HK$4,120 total
includes taxes & fees
1 Sept - 2 Sept
Charming cottage on Lake Winnebago
A compact living space with a kitchenette, a sofa, a coffee table, and a dining area.

14. The Big Blue Jay on winneconne

The Big Blue Jay on winneconne
Winneconne
9.6 out of 10, Exceptional, (4 reviews)
"Very clean, had everything we needed. Would stay stay again for sure. "
United States
Jim H.
The price is HK$2,438
HK$3,660 total
includes taxes & fees
25 Sept - 26 Sept
The Big Blue Jay on winneconne
A single-story house with a garage, a front yard with a lawn and a small garden, and a driveway leading to the garage.

15. Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Winneconne
9.6 out of 10, Exceptional, (408 reviews)
"Good lake view property"
United States
Jeff E.
The price is HK$1,376
HK$2,828 total
includes taxes & fees
31 Aug - 1 Sept
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
A wooden deck with a Char-Broil grill, overlooking a body of water.

16. Lakefront Cottage on Lake Winnebago

Lakefront Cottage on Lake Winnebago
Hilbert
9.6 out of 10, Exceptional, (9 reviews)
"Liked the fire pits and the view "
United States
Mark M.
The price is HK$1,341
HK$3,036 total
includes taxes & fees
31 Aug - 1 Sept
Lakefront Cottage on Lake Winnebago
A dining area with a wooden board displaying various cheeses, meats, and fruits, and two glasses of red wine.

17. Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs

Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs
Menasha
9.6 out of 10, Exceptional, (36 reviews)
"Great place to stay. Peaceful and clean."
United States
Josh W.
The price is HK$1,552
HK$4,400 total
includes taxes & fees
2 Sept - 3 Sept
Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs
A kitchen with wooden cabinets, a granite countertop, and a view of a white pickup truck outside.

18. Cabin on Lake 75 Acre Lake: Couples Get Away or Fun Family Vacation

Cabin on Lake 75 Acre Lake: Couples Get Away or Fun Family Vacation
Fond du Lac
10.0 out of 10, Exceptional, (1 review)
"Great Place to stay with group of friends! Very clean and well kept place with lots to do outside highly recommend this place! Will be staying here again."
United States
Dylan
The price is HK$1,568
HK$7,079 total
includes taxes & fees
10 Sept - 11 Sept
Cabin on Lake 75 Acre Lake: Couples Get Away or Fun Family Vacation
A wooden sign with "Woodland Cottage" written on it, surrounded by potted flowers and greenery.

19. Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
New Holstein
10.0 out of 10, Exceptional, (178 reviews)
"Great place would go back"
United States
William
The price is HK$1,587
HK$2,626 total
includes taxes & fees
11 Sept - 12 Sept
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
A modern kitchen with a marble countertop, bar stools, and stainless steel appliances.

20. Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat

Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat
Menasha
9.8 out of 10, Exceptional, (34 reviews)
"Perfect location!"
United States
Shannon M.
The price is HK$1,870
HK$4,161 total
includes taxes & fees
7 Sept - 8 Sept
Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat
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

Hilton Appleton Paper Valley

Hilton Appleton Paper Valley

10/10 Excellent
"The hotel itself was wonderful. The staff was friendly and helpful. The hotel was very clean. The sports bar was nice, but we ordered wings and they were terrible. We ended up sending them back. The hotel itself was excellent."
Toni 2-night trip
Posted less than an hour ago
Hilton Appleton Paper Valley

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
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  • 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?

Lakefront 2-bed house in Oshkosh with dock! : This highly rated holiday home rental in Oshkosh is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals will I find in Oshkosh?

With 309 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 Paine Art Center and Gardens and EAA Aviation Museum, 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.