Photo by Vin Lane-Kieltyka

Holiday Rentals in Winnebago County

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Our top choices for Winnebago County holiday rentals

Exterior
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Winneconne
9.6 out of 10, Exceptional, (379 reviews)
"Very quiet and nice property"
United States
John G.
The price is €223
includes taxes & fees
12 Jan - 13 Jan
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
TV
The Big Blue Jay on winneconne

The Big Blue Jay on winneconne

The Big Blue Jay on winneconne
2.0 star property
Winneconne
10.0 out of 10, Exceptional, (2 reviews)
"Very clean, had everything we needed. Would stay stay again for sure. "
United States
Jim H.
The price is €173
includes taxes & fees
8 Feb - 9 Feb
The Big Blue Jay on winneconne
Exterior
Beautiful Bungalow on Baldwin - 3 bed, 2 bath

Beautiful Bungalow on Baldwin - 3 bed, 2 bath

Beautiful Bungalow on Baldwin - 3 bed, 2 bath
Oshkosh
8.6 out of 10, Excellent, (4 reviews)
"A very nice property in a very nice town. "
United States
Bruce S.
The price is €275
includes taxes & fees
13 Jan - 14 Jan
Beautiful Bungalow on Baldwin - 3 bed, 2 bath
Interior
East Hall Park Escape - 3 Bedroom Family Home

East Hall Park Escape - 3 Bedroom Family Home

East Hall Park Escape - 3 Bedroom Family Home
Oshkosh
10.0 out of 10, Exceptional, (4 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.
The price is €272
includes taxes & fees
12 Jan - 13 Jan
East Hall Park Escape - 3 Bedroom Family Home
1 bedroom, desk, WiFi, bed sheets
Luxury In A Quaint Little Package

Luxury In A Quaint Little Package

Luxury In A Quaint Little Package
Oshkosh
7.6 out of 10, Good, (10 reviews)
"Very easy communication and good accommodations! Would recommend!"
United States
Brittany K.
The price is €148
includes taxes & fees
12 Jan - 13 Jan
Luxury In A Quaint Little Package
Exterior
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

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 reviews)
"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 €286
includes taxes & fees
12 Jan - 13 Jan
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
TV, fireplace, books
Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (45 reviews)
"Property is gorgeous and near plenty. We had a great time!"
United States
Eric M.
The price is €420
includes taxes & fees
14 Jan - 15 Jan
Charming cottage on Lake Winnebago
Exterior
The little blue jay on lake winneconne

The little blue jay on lake winneconne

The little blue jay on lake winneconne
2.0 star property
Winneconne
The price is €198
includes taxes & fees
1 Feb - 2 Feb
The little blue jay on lake winneconne
Smart TV, books
Late Summer Retreat • Firepit • Lake • Downtown!

Late Summer Retreat • Firepit • Lake • Downtown!

Late Summer Retreat • Firepit • Lake • Downtown!
Oshkosh
9.6 out of 10, Exceptional, (13 reviews)
"Was a great place for our Oshkosh fly in stay! "
United States
William N.
The price is €229
includes taxes & fees
12 Jan - 13 Jan
Late Summer Retreat • Firepit • Lake • Downtown!
Exterior detail
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago

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, (3 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 €330
includes taxes & fees
13 Jan - 14 Jan
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
Fridge, microwave, oven, stovetop
Sky & Stream Escape, EAA AirVenture Oasis

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 €333
includes taxes & fees
12 Jan - 13 Jan
Sky & Stream Escape, EAA AirVenture Oasis
Smart TV
Peaceful Home in Heart of Oshkosh!

Peaceful Home in Heart of Oshkosh!

Peaceful Home in Heart of Oshkosh!
Oshkosh
10.0 out of 10, Exceptional, (21 reviews)
"Clean and simple home. Within walking distance of many restaurants and attractions"
United States
Erika B.
The price is €229
includes taxes & fees
19 Jan - 20 Jan
Peaceful Home in Heart of Oshkosh!
Dining
Peaceful Riverfront - all amenities for fishing or friends/family getaway!

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 reviews)
"Great location. Very clean and welcoming."
United States
Alex C.
The price is €277
includes taxes & fees
12 Jan - 13 Jan
Peaceful Riverfront - all amenities for fishing or friends/family getaway!
Exterior
Chic Luxury Loft | Walk to Everything!

Chic Luxury Loft | Walk to Everything!

Chic Luxury Loft | Walk to Everything!
2.0 star property
Oshkosh
The price is €359
includes taxes & fees
15 Jan - 16 Jan
Chic Luxury Loft | Walk to Everything!
Interior
Pac-Man House: Spacious 4-bedroom house in charming Oshkosh

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, (1 review)
"Brittany is a great host!Our group enjoyed our stay, the house is clean with plenty of space. Had everything we needed in the kitchen for cooking. Beds are comfy. Plenty of parking so no one had to park in the street. Our niece and nephew had fun playing games in the Pac-Man room. It snowed during our stay and Brittany came by twice to clear snow which was very nice. Nothing bad to say, everything was really good."
United States
Gary F.
The price is €242
includes taxes & fees
19 Jan - 20 Jan
Pac-Man House: Spacious 4-bedroom house in charming Oshkosh
Dining
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

Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs
Menasha
9.6 out of 10, Exceptional, (31 reviews)
"Very nice property! We lloved the layout, its perfect for a friends getaway."
United States
Margo K.
The price is €478
includes taxes & fees
12 Jan - 13 Jan
Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs
Property grounds
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

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 €425
includes taxes & fees
17 Jan - 18 Jan
Close to the big events in Oshkosh when you stay at Doty Landings
TV
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago

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 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.
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
TV, fireplace, offices
Private Riverside Retreat

Private Riverside Retreat

Private Riverside Retreat
Appleton
6.0 out of 10, (2 reviews)
"The house was lovely. "
United States
MaryAnne G.
Private Riverside Retreat
Interior
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12

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 reviews)
"Amazing property with such charm, perfect for our work retreat "
United States
Angela Z.
The price is €694
includes taxes & fees
9 Feb - 10 Feb
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

Perfect Lake House to gather with Friends and Family. Come make some memories!!

Perfect Lake House to gather with Friends and Family. Come make some memories!!

10/10 Excellent
"Had a fun time gathering with three generations of family members! Kids enjoyed the game room!"
Rachel K. 3-night trip
Posted 4 days ago
Perfect Lake House to gather with Friends and Family. Come make some memories!!

Find out more about Winnebago County

Holiday Homes in Winnebago County

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