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

Oshkosh Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Oshkosh vacation rentals

A staircase with wooden railings and a wall decorated with woven baskets and a clipboard.

1. Centrally Located Home w/ Yard & Fast WiFi

Centrally Located Home w/ Yard & Fast WiFi
Oshkosh
10.0 out of 10, Exceptional, (6 reviews)
"Really comfortable place to stay, the kitchen is nice and we enjoyed a thunderstorm while sitting on the front porch"
United States
Peggy L.
The price is ￥12,582
￥46,904 total
includes taxes & fees
Sep 29 - Sep 30
Centrally Located Home w/ Yard & Fast WiFi
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.

2. 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 ￥22,790
￥29,827 total
includes taxes & fees
Sep 30 - Oct 1
Luxury In A Quaint Little Package
A historic building with a prominent 'GRAND' sign, large windows, and a tree in front.

3. Stylish Downtown Loft – Free Parking & City Views!

Stylish Downtown Loft – Free Parking & City Views!
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.
The price is ￥15,256
￥59,667 total
includes taxes & fees
Sep 29 - Sep 30
Stylish Downtown Loft – Free Parking & City Views!
A room with a hanging chair, a dining area, and a view of the outdoors.

4. 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 ￥17,183
￥67,399 total
includes taxes & fees
Sep 29 - Sep 30
Cozy Oshkosh Home Minutes from UW, EAA & Downtown
An outdoor patio with a metal fire table, a chair, and a white fence with string lights.

5. 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 ￥22,019
￥42,505 total
includes taxes & fees
Sep 29 - Sep 30
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
A living room with two grey sofas, a black coffee table, and a white door.

6. Oshkosh's #1 Home Away From Home

Oshkosh's #1 Home Away From Home
Oshkosh
The price is ￥19,209
￥53,381 total
includes taxes & fees
Oct 4 - Oct 5
Oshkosh's #1 Home Away From Home
A house with a front yard, a dock, and a small body of water.

7. 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, (36 reviews)
"Very nice stay, well accommodating."
United States
Chris S.
The price is ￥26,753
￥53,014 total
includes taxes & fees
Oct 4 - Oct 5
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
A modern living room with a sectional sofa, a wooden coffee table, and a futsal table.

8. 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, (66 reviews)
"Loved this place. Was able to walk to local businesses. Would definitely book again"
United States
Anonymous traveler
The price is ￥31,456
￥67,646 total
includes taxes & fees
Oct 13 - Oct 14
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
A wooden front door with a number plate, a mailbox, and a small porch with steps leading up to it.

9. 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 ￥34,602
￥56,794 total
includes taxes & fees
Sep 30 - Oct 1
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
A flat-screen TV mounted on a wall above a wooden entertainment center with a fireplace below.

10. 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 ￥49,858
￥71,987 total
includes taxes & fees
Oct 5 - Oct 6
Pac-Man House: Spacious 4-bedroom house in charming Oshkosh
A hallway with a dark wall, a mirror, a wicker chair, a sofa, and a plant.

11. 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 ￥52,649
￥143,138 total
includes taxes & fees
Sep 29 - Sep 30
Roomy Central Hub • Games, Fire Pit & Downtown Fun
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, (42 reviews)
"Amazing property with such charm, perfect for our work retreat "
United States
Angela Z.
The price is ￥84,931
￥105,086 total
includes taxes & fees
Oct 5 - Oct 6
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
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 ￥55,048
￥89,343 total
includes taxes & fees
Sep 29 - Sep 30
Sky & Stream Escape, EAA AirVenture Oasis
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 ￥58,980
￥73,072 total
includes taxes & fees
Oct 5 - Oct 6
Close to the big events in Oshkosh when you stay at Doty Landings
A sectional sofa in a living room with a beige wall, a window with blinds, and wall art.

15. 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 ￥56,904
￥80,090 total
includes taxes & fees
Oct 5 - Oct 6
House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.
A dining area with a wooden table set for four, surrounded by a carpeted floor and a staircase.

16. 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 ￥78,640
￥117,386 total
includes taxes & fees
Oct 11 - Oct 12
Cozy Retreat • Fireplace Loft •Walk to Park & Lake
A garage with a white door, a black trash bin, and a ceiling fan.

17. Short-mid term, flexible price, 4bed-2bath, EAA 8 miles,Packers 39 miles

Short-mid term, flexible price, 4bed-2bath, EAA 8 miles,Packers 39 miles
Oshkosh
The price is ￥51,525
￥96,708 total
includes taxes & fees
Sep 30 - Oct 1
Short-mid term, flexible price, 4bed-2bath, EAA 8 miles,Packers 39 miles
A modern, compact bedroom with a large bed and a wooden nightstand. Adjacent is a kitchenette with dark cabinets, a microwave, and a refrigerator.

18. Unit 11 Fox Flats Studios @ Neenah, WI

Unit 11 Fox Flats Studios @ Neenah, WI
Neenah
10.0 out of 10, Exceptional, (1 review)
The price is ￥8,336
￥28,885 total
includes taxes & fees
Sep 30 - Oct 1
Unit 11 Fox Flats Studios @ Neenah, WI
A row of single-story mobile homes with a concrete pathway in front.

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

Fox Flats 1 Bedroom/Garage/Washer & Dryer
Neenah
The price is ￥12,504
￥33,262 total
includes taxes & fees
Oct 20 - Oct 21
Fox Flats 1 Bedroom/Garage/Washer & Dryer
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 Modern Appleton Loft with Free Parking

Downtown Modern Appleton Loft with Free Parking
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 ￥13,526
￥40,199 total
includes taxes & fees
Sep 29 - Sep 30
Downtown Modern Appleton Loft with Free Parking
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

Cobblestone Suites Oshkosh

Cobblestone Suites Oshkosh

8/10 Good
"Easy together to and parking is good"
John 2-night trip
Posted less than an hour ago
Cobblestone Suites 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
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Look no further and take a look at our great range of rental properties in Oshkosh!

Frequently asked questions

Can I find vacation rentals in Oshkosh?

Yes, we give you a choice of vacation rentals in Oshkosh near Pollock Community Water Park, or you can select a more remote option if you're looking for a relaxing stay. Travelers 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 vacation rentals in Oshkosh?

4-bedroom house in peaceful Fond du Lac with AC Beautiful Lakefront property: This vacation home rental near Oshkosh offers a fireplace, a patio, and a barbecue grill 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 vacation rentals will I find in Oshkosh?

With 314 Expedia vacation rentals, you're sure 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 vacation rentals like in Oshkosh?

Vacation rentals are private accommodations you can reserve for several days or more in Oshkosh. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for small groups.