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Winnebago County Vacation Rentals

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Top Cities in Winnebago County

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

Oshkosh

Oshkosh

Our top choices for Winnebago County vacation rentals

A spacious living area with a large TV, comfortable seating, a fireplace, and a brick wall.

1. 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 CA $107
CA $332 total
includes taxes & fees
Oct 12 - Oct 13
Wisconsin Avenue Flat w/ View |Sleeps 2
A living room with a television, two windows, a sofa, a table with a bowl, and a lamp.

2. Downtown Neenah Sunroom Retreat | Sleeps 4

Downtown Neenah Sunroom Retreat | Sleeps 4
Neenah
The price is CA $138
CA $403 total
includes taxes & fees
Oct 12 - Oct 13
Downtown Neenah Sunroom Retreat | Sleeps 4
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.

3. 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 CA $207
CA $272 total
includes taxes & fees
Oct 12 - Oct 13
Luxury In A Quaint Little Package
A multi-story hotel with a central courtyard, parking lot, and a view of the surrounding urban area.

4. 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 CA $124
CA $383 total
includes taxes & fees
Oct 13 - Oct 14
Downtown Chic Retreat | Sleeps 4
A living room with two grey sofas, a black coffee table, and a white door.

5. Oshkosh's #1 Home Away From Home

Oshkosh's #1 Home Away From Home
Oshkosh
The price is CA $174
CA $510 total
includes taxes & fees
Oct 19 - Oct 20
Oshkosh's #1 Home Away From Home
A single-story house with a garage, a front yard with a lawn and a small garden, and a driveway leading to the garage.

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

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Winneconne
9.6 out of 10, Exceptional, (412 reviews)
"Good lake view property"
United States
Jeff E.
The price is CA $192
CA $443 total
includes taxes & fees
Oct 25 - Oct 26
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
An outdoor patio with a metal fire table, a chair, and a white fence with string lights.

7. 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 CA $204
CA $418 total
includes taxes & fees
Oct 12 - Oct 13
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.

8. 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 CA $243
CA $507 total
includes taxes & fees
Oct 12 - Oct 13
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.

9. 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
The price is CA $257
CA $633 total
includes taxes & fees
Oct 13 - Oct 14
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
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 CA $381
CA $638 total
includes taxes & fees
Nov 10 - Nov 11
Pac-Man House: Spacious 4-bedroom house in charming Oshkosh
A dining area with a wooden table set for four, surrounded by a carpeted floor and a staircase.

11. 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 CA $289
CA $577 total
includes taxes & fees
Oct 19 - Oct 20
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.

12. 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 CA $314
CA $544 total
includes taxes & fees
Oct 12 - Oct 13
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
A row of single-story mobile homes with a concrete pathway in front.

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

Fox Flats 1 Bedroom/Garage/Washer & Dryer
Neenah
The price is CA $113
CA $302 total
includes taxes & fees
Oct 20 - Oct 21
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.

14. Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (59 reviews)
"Great communication and easy check in and check out. Would definitely recommend!"
United States
Jocelyn S.
The price is CA $428
CA $749 total
includes taxes & fees
Oct 18 - Oct 19
Charming cottage on Lake Winnebago
A hallway with a dark wall, a mirror, a wicker chair, a sofa, and a plant.

15. 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 CA $477
CA $1,368 total
includes taxes & fees
Oct 12 - Oct 13
Roomy Central Hub • Games, Fire Pit & Downtown Fun
A modern kitchen with dark wood paneling, stainless steel appliances, and wooden shelves.

16. 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 CA $499
CA $855 total
includes taxes & fees
Oct 12 - Oct 13
Sky & Stream Escape, EAA AirVenture Oasis
A wooden interior with a long dining table, multiple windows with white frames, and a vase with dried flowers on the windowsill.

17. 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 CA $426
CA $1,056 total
includes taxes & fees
Nov 3 - Nov 4
Dancing Moon Vintage Loft | Sleeps 12
A living room with a black leather sofa, a flat-screen TV, a wood-burning stove, and a view through large windows.

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

Short-mid-long term, flexible price, 4bed-2bath, EAA 8 miles,Packers 39 miles
Oshkosh
The price is CA $454
CA $865 total
includes taxes & fees
Oct 26 - Oct 27
Short-mid-long term, flexible price, 4bed-2bath, EAA 8 miles,Packers 39 miles
A gazebo with a metal roof and picnic tables in a park with bare trees and a sunset over a body of water.

19. 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 CA $535
CA $703 total
includes taxes & fees
Oct 25 - Oct 26
Close to the big events in Oshkosh when you stay at Doty Landings
A grand staircase with a wooden handrail and a chandelier above.

20. 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 CA $770
CA $1,012 total
includes taxes & fees
Oct 12 - Oct 13
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
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 Winnebago County Hotel Reviews

Cobblestone Hotel & Suites - Appleton International Airport

Cobblestone Hotel & Suites - Appleton International Airport

10/10 Excellent
"Stayed on a Saturday night for early flight Sunday morning. Enjoyed the steakhouse. The flight of wine was great. Plan to stay again."
Adam 1-night trip
Posted 12 hours ago
Cobblestone Hotel & Suites - Appleton International Airport

Find out more about Winnebago County

Everything you need to know about Winnebago County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winnebago County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winnebago County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winnebago County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winnebago County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winnebago County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winnebago County vacation rentals we have selected for you start as low as CA $418 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winnebago County rentals

At Expedia, we put the best Winnebago County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winnebago County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winnebago County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winnebago County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.