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

Holiday Rentals in Winnebago County

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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 €213
includes taxes & fees
12 Oct - 13 Oct
Wisconsin Avenue Flat w/ View |Sleeps 2
A staircase with wooden railings and a wall decorated with woven baskets and a clipboard.

2. Crossroads on Saratoga | Sleeps 7

Crossroads on Saratoga | Sleeps 7
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.
Crossroads on Saratoga | Sleeps 7
A two-story house with a front porch, a small staircase, and a picket fence.

3. Cozy Oshkosh House with Piano

Cozy Oshkosh House with Piano
Oshkosh
8.2 out of 10, Very good, (11 reviews)
"Very clean, plenty of room. Definitely recommend "
United States
Krissy B.
Cozy Oshkosh House with Piano
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 €244
includes taxes & fees
13 Oct - 14 Oct
Downtown Chic 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.

5. 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 €173
includes taxes & fees
11 Oct - 12 Oct
Luxury In A Quaint Little Package
A historic building with a prominent 'GRAND' sign, large windows, and a tree in front.

6. Opera House Square Loft | Sleeps 6

Opera House Square Loft | Sleeps 6
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.
Opera House Square Loft | Sleeps 6
A living room with two grey sofas, a black coffee table, and a white door.

7. Oshkosh's #1 Home Away From Home

Oshkosh's #1 Home Away From Home
Oshkosh
The price is €347
includes taxes & fees
7 Nov - 8 Nov
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.

8. 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.
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.

9. 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 €267
includes taxes & fees
12 Oct - 13 Oct
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
A modern living room with a sectional sofa, a wooden coffee table, and a futsal table.

10. 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 €381
includes taxes & fees
13 Oct - 14 Oct
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
A spacious living room with a sofa, coffee table, and a TV. There is a wooden floor, a bookshelf, and a dining area with a table and chairs.

11. Riverfront Retreat | Sleeps 7

Riverfront Retreat | Sleeps 7
Appleton
6.8 out of 10, (3 reviews)
"The house was lovely. "
United States
MaryAnne G.
The price is €389
includes taxes & fees
9 Nov - 10 Nov
Riverfront Retreat | Sleeps 7
A house with a front yard, a dock, and a small body of water.

12. 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 €319
includes taxes & fees
12 Oct - 13 Oct
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
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 €193
includes taxes & fees
20 Oct - 21 Oct
Fox Flats 1 Bedroom/Garage/Washer & Dryer
A wooden front door with a number plate, a mailbox, and a small porch with steps leading up to it.

14. 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 €338
includes taxes & fees
12 Oct - 13 Oct
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.

15. 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.
Pac-Man House: Spacious 4-bedroom house in charming Oshkosh
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.

16. 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.
Charming cottage on Lake Winnebago
A hallway with a dark wall, a mirror, a wicker chair, a sofa, and a plant.

17. 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.
Roomy Central Hub • Games, Fire Pit & Downtown Fun
A dining area with a wooden board displaying various cheeses, meats, and fruits, and two glasses of red wine.

18. 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, (38 reviews)
"Great place to stay. Peaceful and clean."
United States
Josh W.
Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs
A modern kitchen with dark wood paneling, stainless steel appliances, and wooden shelves.

19. 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 €525
includes taxes & fees
9 Nov - 10 Nov
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.

20. 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 €660
includes taxes & fees
3 Nov - 4 Nov
Dancing Moon Vintage Loft | Sleeps 12
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

Days Inn by Wyndham Neenah

Days Inn by Wyndham Neenah

8/10 Good
"My stay was comfortable and easy. The room was clean, the staff were friendly, and parking was simple. Breakfast had good options and made the morning convenient. The property felt quiet and relaxing, which I appreciated. The only downside was that a few areas could use small updates, but overall it was a good experience and I’d stay again."
Antwoin 1-night trip
Posted 6 hours ago
Days Inn by Wyndham Neenah

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Holiday Homes in Winnebago County

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