A snow-covered pier with a lighthouse in the background.

Winnebago County Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Our top choices for Winnebago County holiday 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 HK$589
HK$1,817 total
includes taxes & fees
12 Oct - 13 Oct
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 HK$761
HK$2,198 total
includes taxes & fees
12 Oct - 13 Oct
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 HK$1,137
HK$1,488 total
includes taxes & fees
12 Oct - 13 Oct
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 HK$683
HK$2,098 total
includes taxes & fees
13 Oct - 14 Oct
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 HK$958
HK$2,808 total
includes taxes & fees
13 Oct - 14 Oct
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 HK$1,059
HK$2,447 total
includes taxes & fees
25 Oct - 26 Oct
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 HK$1,962
HK$3,402 total
includes taxes & fees
24 Oct - 25 Oct
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 HK$1,335
HK$2,790 total
includes taxes & fees
12 Oct - 13 Oct
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 HK$1,413
HK$3,484 total
includes taxes & fees
13 Oct - 14 Oct
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 HK$2,095
HK$3,529 total
includes taxes & fees
10 Nov - 11 Nov
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 HK$1,593
HK$3,177 total
includes taxes & fees
19 Oct - 20 Oct
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 HK$1,726
HK$2,996 total
includes taxes & fees
13 Oct - 14 Oct
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 HK$624
HK$1,660 total
includes taxes & fees
20 Oct - 21 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.

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 HK$2,354
HK$4,124 total
includes taxes & fees
18 Oct - 19 Oct
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 HK$3,020
HK$8,045 total
includes taxes & fees
21 Oct - 22 Oct
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 HK$2,747
HK$4,705 total
includes taxes & fees
12 Oct - 13 Oct
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 HK$2,331
HK$5,803 total
includes taxes & fees
3 Nov - 4 Nov
Dancing Moon Vintage Loft | Sleeps 12
A kitchen with wooden cabinets, a black refrigerator, a microwave, and a coffee maker.

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 HK$2,507
HK$4,775 total
includes taxes & fees
21 Oct - 22 Oct
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 HK$2,943
HK$3,872 total
includes taxes & fees
25 Oct - 26 Oct
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 HK$4,238
HK$5,568 total
includes taxes & fees
12 Oct - 13 Oct
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 18 hours ago
Cobblestone Hotel & Suites - Appleton International Airport