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

Coffee/tea maker, fridge, microwave, oven

1. Downtown Retreat with BBQ & Workspace

Downtown Retreat with BBQ & Workspace
Oshkosh
9.0 out of 10, Wonderful, (12 reviews)
"Nicely remodeled house. Lots of construction surrounding the house."
United States
Nicole T.
The price is HK$674
HK$2,472 total
includes taxes & fees
30 Aug - 31 Aug
Downtown Retreat with BBQ & Workspace
1 bedroom, desk, WiFi, bed sheets

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 HK$1,136
HK$1,495 total
includes taxes & fees
9 Sept - 10 Sept
Luxury In A Quaint Little Package
Living area

3. Oshkosh's #1 Home Away From Home

Oshkosh's #1 Home Away From Home
Oshkosh
The price is HK$991
HK$2,834 total
includes taxes & fees
31 Aug - 1 Sept
Oshkosh's #1 Home Away From Home
Terrace/patio

4. Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago

Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
Oshkosh
9.6 out of 10, Exceptional, (4 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$1,293
HK$2,479 total
includes taxes & fees
1 Sept - 2 Sept
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
Exterior

5. Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
Oshkosh
9.6 out of 10, Exceptional, (35 reviews)
"Very nice stay, well accommodating."
United States
Chris S.
The price is HK$1,594
HK$3,131 total
includes taxes & fees
1 Sept - 2 Sept
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
Exterior detail

6. 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$1,725
HK$2,867 total
includes taxes & fees
26 Sept - 27 Sept
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
Exterior

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

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Winneconne
9.6 out of 10, Exceptional, (407 reviews)
"Good lake view property"
United States
Jeff E.
The price is HK$1,376
HK$2,827 total
includes taxes & fees
3 Sept - 4 Sept
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
TV, fireplace, books

8. Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (58 reviews)
"Great communication and easy check in and check out. Would definitely recommend!"
United States
Jocelyn S.
The price is HK$2,351
HK$4,119 total
includes taxes & fees
31 Aug - 1 Sept
Charming cottage on Lake Winnebago
Interior

9. 2 Mi to Dtwn Oshkosh: Canal front w/ Dock!

2 Mi to Dtwn Oshkosh: Canal front w/ Dock!
Oshkosh
9.0 out of 10, Wonderful, (18 reviews)
"We were in Oshkosh for a family event and the house was the perfect spot for my family and our dog to stay together. "
United States
Patti P.
The price is HK$1,638
HK$4,381 total
includes taxes & fees
20 Sept - 21 Sept
2 Mi to Dtwn Oshkosh: Canal front w/ Dock!
Interior

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$2,132
HK$3,299 total
includes taxes & fees
30 Aug - 31 Aug
Pac-Man House: Spacious 4-bedroom house in charming Oshkosh
Coffee/tea maker, fridge, microwave, oven

11. Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat

Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat
Menasha
9.8 out of 10, Exceptional, (34 reviews)
"Perfect location!"
United States
Shannon M.
The price is HK$1,869
HK$4,160 total
includes taxes & fees
7 Sept - 8 Sept
Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat
Interior

12. 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$1,960
HK$3,579 total
includes taxes & fees
30 Aug - 31 Aug
Cozy Retreat • Fireplace Loft •Walk to Park & Lake
Interior

13. 2 Mi to Dtwn Oshkosh: Canal Front w/ Dock!

2 Mi to Dtwn Oshkosh: Canal Front w/ Dock!
3.0 star property
Oshkosh
The price is HK$2,054
HK$4,291 total
includes taxes & fees
20 Sept - 21 Sept
2 Mi to Dtwn Oshkosh: Canal Front w/ Dock!
Dining

14. 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, (36 reviews)
"Great place to stay. Peaceful and clean."
United States
Josh W.
The price is HK$1,824
HK$4,756 total
includes taxes & fees
31 Aug - 1 Sept
Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs
TV

15. The Big Blue Jay on winneconne

The Big Blue Jay on winneconne
Winneconne
9.6 out of 10, Exceptional, (4 reviews)
"Very clean, had everything we needed. Would stay stay again for sure. "
United States
Jim H.
The price is HK$2,148
HK$3,328 total
includes taxes & fees
28 Aug - 29 Aug
The Big Blue Jay on winneconne
Smart TV

16. 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
9.2 out of 10, Wonderful, (9 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 HK$2,906
HK$4,307 total
includes taxes & fees
7 Sept - 8 Sept
House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.
Coffee/tea maker, fridge, microwave, oven

17. 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$2,743
HK$4,699 total
includes taxes & fees
28 Aug - 29 Aug
Sky & Stream Escape, EAA AirVenture Oasis
Interior

18. 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, (40 reviews)
"Amazing property with such charm, perfect for our work retreat "
United States
Angela Z.
The price is HK$4,233
HK$5,526 total
includes taxes & fees
31 Aug - 1 Sept
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
Property grounds

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$2,939
HK$3,867 total
includes taxes & fees
9 Sept - 10 Sept
Close to the big events in Oshkosh when you stay at Doty Landings
Exterior

20. Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy
2.0 star property
Wild Rose
9.8 out of 10, Exceptional, (130 reviews)
"Everything i liked thank you postcard cabin 👍next year again visiting"
United States
Alimaa
The price is HK$859
HK$1,238 total
includes taxes & fees
8 Sept - 9 Sept
Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy
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

La Quinta Inn by Wyndham Oshkosh

La Quinta Inn by Wyndham Oshkosh

8/10 Good
"Everything was great, but their fitness center only has 3 sets of weights that go up to 3lbs. I couldn’t get a workout. Breakfast was good and facility was clean."
Andrea 1-night trip
Posted 2 days ago
La Quinta Inn by Wyndham Oshkosh