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

Search Holiday Rentals in Winnebago County

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Winnebago County Accommodation: Most Popular Cities to Stay

Our top choices for Winnebago County holiday rentals

1. Cozy Oshkosh Home Minutes from UW, EAA & Downtown

Cozy Oshkosh Home Minutes from UW, EAA & Downtown
Oshkosh
10.0 out of 10, Exceptional, (2 reviews)
"This house is very cute and very vibrant. The host was amazing and very accommodating. I had a very easy check in and check out."
United States
Tonia G.
The price is £374
includes taxes & fees
8 Nov - 9 Nov
Cozy Oshkosh Home Minutes from UW, EAA & Downtown

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.
The price is £244
includes taxes & fees
4 Nov - 5 Nov
Crossroads on Saratoga | Sleeps 7

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 £144
includes taxes & fees
6 Nov - 7 Nov
Luxury In A Quaint Little Package

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.
Downtown Chic Retreat | Sleeps 4

5. 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 £207
includes taxes & fees
9 Nov - 10 Nov
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago

6. 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 £246
includes taxes & fees
1 Dec - 2 Dec
Pac-Man House: Spacious 4-bedroom house in charming Oshkosh

7. 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, (39 reviews)
"Very nice stay, well accommodating."
United States
Chris S.
The price is £258
includes taxes & fees
1 Dec - 2 Dec
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

8. 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, (69 reviews)
"Great host and great location for EAA. Perfect size for us…six adults, two of them working remotely!"
United States
Mike B.
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.

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

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Winneconne
9.6 out of 10, Exceptional, (414 reviews)
"This place was a great spot for our family's annual vacation. The location was perfect, small town feel while still living the lake life. The communication with the host with easy. Sunsets on the water were really great."
United States
Sara P.
The price is £229
includes taxes & fees
8 Nov - 9 Nov
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

10. 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 £264
includes taxes & fees
5 Nov - 6 Nov
Cozy Retreat • Fireplace Loft •Walk to Park & Lake

11. 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 £269
includes taxes & fees
6 Nov - 7 Nov
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago

12. 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 £546
includes taxes & fees
13 Nov - 14 Nov
Riverfront Retreat | Sleeps 7

13. 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 £430
includes taxes & fees
5 Nov - 6 Nov
Sky & Stream Escape, EAA AirVenture Oasis

14. World Series 80 miles, EAA 8 miles,Packers 39 miles

World Series 80 miles, EAA 8 miles,Packers 39 miles
Oshkosh
The price is £420
includes taxes & fees
4 Nov - 5 Nov
World Series 80 miles, EAA 8 miles,Packers 39 miles

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 £777
includes taxes & fees
10 Nov - 11 Nov
Roomy Central Hub • Games, Fire Pit & Downtown Fun

16. 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 £510
includes taxes & fees
9 Nov - 10 Nov
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12

17. Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (60 reviews)
"Great communication and easy check in and check out. Would definitely recommend!"
United States
Jocelyn S.
The price is £376
includes taxes & fees
17 Nov - 18 Nov
Charming cottage on Lake Winnebago

18. 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, (11 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 £325
includes taxes & fees
9 Nov - 10 Nov
House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.

19. 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.
The price is £457
includes taxes & fees
5 Nov - 6 Nov
Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs

20. 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 £350
includes taxes & fees
10 Nov - 11 Nov
Close to the big events in Oshkosh when you stay at Doty Landings
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winnebago County Hotel Reviews

Find out more about Winnebago County

Everything you need to know about Winnebago County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winnebago County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winnebago County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winnebago County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winnebago County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winnebago County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winnebago County holiday rentals we have selected for you start as low as £207 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winnebago County rentals

At Expedia, we put the best Winnebago County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winnebago County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winnebago County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winnebago County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia