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Vacation Rentals in Winnebago County

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Our top choices for Winnebago County vacation rentals

The Big Blue Jay on winneconne

The Big Blue Jay on winneconne
2.0 star property
Winneconne
10.0 out of 10, Exceptional, (2)
"Very clean, had everything we needed. Would stay stay again for sure. "
United States
Jim H.
The price is ¥15,906
¥34,814 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Big Blue Jay on winneconne

The little blue jay on lake winneconne

The little blue jay on lake winneconne
2.0 star property
Winneconne
The price is ¥15,906
¥34,977 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The little blue jay on lake winneconne

Luxury In A Quaint Little Package

Luxury In A Quaint Little Package
Oshkosh
7.6 out of 10, Good, (10)
"Very easy communication and good accommodations! Would recommend!"
United States
Brittany K.
The price is ¥19,648
¥26,182 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Luxury In A Quaint Little Package

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Winneconne
9.6 out of 10, Exceptional, (379)
"Very quiet and nice property"
United States
John G.
The price is ¥17,543
¥44,455 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Chic Luxury Loft | Walk to Everything!

Chic Luxury Loft | Walk to Everything!
2.0 star property
Oshkosh
The price is ¥20,608
¥65,352 total
includes taxes & fees
Dec 29 - Dec 30
Chic Luxury Loft | Walk to Everything!

5 Min from University of Wisconsin – Oshkosh

5 Min from University of Wisconsin – Oshkosh
2.0 star property
Oshkosh
The price is ¥14,376
¥48,454 total
includes taxes & fees
Jan 22 - Jan 23, 2026
5 Min from University of Wisconsin – Oshkosh

Luxury Downtown 2 Bedroom Flat

Luxury Downtown 2 Bedroom Flat
2.0 star property
Neenah
8.0 out of 10, Very Good, (1)
"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.
Luxury Downtown 2 Bedroom Flat

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

Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
2.0 star property
Oshkosh
9.4 out of 10, Exceptional, (3)
"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 ¥29,273
¥53,593 total
includes taxes & fees
Dec 29 - Dec 30
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago

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, (31)
"Such a beautiful stay, our kids had a blast on the lake and we all enjoyed our time! "
United States
Amanda S.
The price is ¥23,605
¥50,306 total
includes taxes & fees
Dec 28 - Dec 29
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

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)
"Great stay!"
United States
Brian L.
The price is ¥58,478
¥76,396 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Close to the big events in Oshkosh when you stay at Doty Landings

Late Summer Retreat • Firepit • Lake • Downtown!

Late Summer Retreat • Firepit • Lake • Downtown!
Oshkosh
9.6 out of 10, Exceptional, (13)
"Was a great place for our Oshkosh fly in stay! "
United States
William N.
The price is ¥23,106
¥51,707 total
includes taxes & fees
Dec 29 - Dec 30
Late Summer Retreat • Firepit • Lake • Downtown!

Luxury Downtown Flat

Luxury Downtown Flat
Neenah
10.0 out of 10, Exceptional, (4)
"Great location and clean and very cute apartment! "
United States
Kari H.
Luxury Downtown Flat

Peaceful Home in Heart of Oshkosh!

Peaceful Home in Heart of Oshkosh!
Oshkosh
10.0 out of 10, Exceptional, (21)
"Clean and simple home. Within walking distance of many restaurants and attractions"
United States
Erika B.
The price is ¥14,613
¥38,349 total
includes taxes & fees
Dec 30 - Dec 31
Peaceful Home in Heart of Oshkosh!

Chill Lake Channel 'Brewhouse' Townhouse: 2 bedrooms on Lake Winnebago

Chill Lake Channel 'Brewhouse' Townhouse: 2 bedrooms on Lake Winnebago
Oshkosh
10.0 out of 10, Exceptional, (3)
"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 ¥34,307
¥59,179 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Chill Lake Channel 'Brewhouse' Townhouse: 2 bedrooms on Lake Winnebago

Peaceful Riverfront - all amenities for fishing or friends/family getaway!

Peaceful Riverfront - all amenities for fishing or friends/family getaway!
Omro
10.0 out of 10, Exceptional, (7)
"Great experience and would recommend!"
United States
Noah C.
The price is ¥31,968
¥49,285 total
includes taxes & fees
Dec 29 - Dec 30
Peaceful Riverfront - all amenities for fishing or friends/family getaway!

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, (35)
"Amazing property with such charm, perfect for our work retreat "
United States
Angela Z.
The price is ¥93,564
¥122,842 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12

East Hall Park Escape - 3 Bedroom Family Home

East Hall Park Escape - 3 Bedroom Family Home
Oshkosh
10.0 out of 10, Exceptional, (4)
"Really comfortable place to stay, the kitchen is nice and we enjoyed a thunderstorm while sitting on the front porch"
United States
Peggy L.
The price is ¥17,777
¥52,558 total
includes taxes & fees
Dec 31 - Jan 1, 2026
East Hall Park Escape - 3 Bedroom Family Home

Sky & Stream Escape, EAA AirVenture Oasis

Sky & Stream Escape, EAA AirVenture Oasis
Oshkosh
10.0 out of 10, Exceptional, (1)
"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 ¥27,290
¥60,419 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Sky & Stream Escape, EAA AirVenture Oasis

EAA Week 3-bedroom Lake House in beautiful Winneconne

EAA Week 3-bedroom Lake House in beautiful Winneconne
Winneconne
The price is ¥136,448
¥291,452 total
includes taxes & fees
Dec 31 - Jan 1, 2026
EAA Week 3-bedroom Lake House in beautiful Winneconne

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, (31)
"Very nice property! We lloved the layout, its perfect for a friends getaway."
United States
Margo K.
The price is ¥41,528
¥100,840 total
includes taxes & fees
Dec 30 - Dec 31
Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs
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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Vacation Apartments in Winnebago County

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