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

Our top choices for Oshkosh vacation 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 ￥22,939
￥30,022 total
includes taxes & fees
Oct 13 - Oct 14
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 ￥19,334
￥56,643 total
includes taxes & fees
Oct 14 - Oct 15
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 traveler
The price is ￥28,496
￥70,274 total
includes taxes & fees
Oct 13 - Oct 14
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 ￥22,638
￥46,242 total
includes taxes & fees
Oct 13 - Oct 14
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, (36 reviews)
"Very nice stay, well accommodating."
United States
Chris S.
The price is ￥26,929
￥56,275 total
includes taxes & fees
Oct 13 - Oct 14
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 ￥32,137
￥64,084 total
includes taxes & fees
Oct 19 - Oct 20
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 ￥43,852
￥73,187 total
includes taxes & fees
Nov 9 - Nov 10
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 ￥34,828
￥58,986 total
includes taxes & fees
Oct 14 - Oct 15
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.
The price is ￥55,092
￥127,653 total
includes taxes & fees
Nov 3 - Nov 4
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 ￥52,201
￥150,991 total
includes taxes & fees
Oct 13 - Oct 14
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 ￥55,409
￥94,915 total
includes taxes & fees
Oct 13 - Oct 14
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 ￥85,487
￥112,328 total
includes taxes & fees
Oct 13 - Oct 14
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 ￥57,277
￥75,335 total
includes taxes & fees
Oct 19 - Oct 20
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 ￥59,366
￥78,102 total
includes taxes & fees
Oct 25 - Oct 26
Close to the big events in Oshkosh when you stay at Doty Landings
A kitchen with wooden cabinets, a black refrigerator, a microwave, and a coffee maker.

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 ￥50,295
￥95,863 total
includes taxes & fees
Oct 27 - Oct 28
Family friendly ranch. Short-mid-long term stays, EAA 8 miles,Packers 39 miles
A spacious living area with a large TV, comfortable seating, a fireplace, and a brick wall.

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.
The price is ￥11,873
￥36,645 total
includes taxes & fees
Oct 13 - Oct 14
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 ￥11,873
￥37,638 total
includes taxes & fees
Oct 13 - Oct 14
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.
The price is ￥13,773
￥42,332 total
includes taxes & fees
Oct 13 - Oct 14
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 ￥15,356
￥44,343 total
includes taxes & fees
Oct 13 - Oct 14
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 ￥15,356
￥44,366 total
includes taxes & fees
Oct 13 - Oct 14
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

Cobblestone Hotel & Suites-Little Chute

Cobblestone Hotel & Suites-Little Chute

10/10 Excellent
"Very clean comfortable room.The hosts were polite and efficient.My favorite place to stay in the fox valley."
Scott 1-night trip
Posted 8 hours ago
Cobblestone Hotel & Suites-Little Chute

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.