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Oshkosh Holiday Rentals

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Our top choices for Oshkosh holiday rentals

1. Cozy Oshkosh House with Piano

Cozy Oshkosh House with Piano
Oshkosh
8.2 out of 10, Very good, (11 reviews)
"Very nice"
United States
Marshall T.
The price is AU$527
includes taxes & fees
16 Nov - 17 Nov
Cozy Oshkosh House with Piano

2. Oshkosh's #1 Home Away From Home

Oshkosh's #1 Home Away From Home
Oshkosh
The price is AU$578
includes taxes & fees
10 Dec - 11 Dec
Oshkosh's #1 Home Away From Home

3. Luxury In A Quaint Little Package

Luxury In A Quaint Little Package
Oshkosh
8.0 out of 10, Very good, (13 reviews)
"Very clean and had a whole lot of extra amenities at no extra charge. Would definitely stay at that location again."
United States
Scott B.
The price is AU$267
includes taxes & fees
16 Nov - 17 Nov
Luxury In A Quaint Little Package

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

Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
Oshkosh
9.2 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 AU$386
includes taxes & fees
1 Dec - 2 Dec
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago

5. 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 AU$498
includes taxes & fees
1 Dec - 2 Dec
Cozy Retreat • Fireplace Loft •Walk to Park & Lake

6. 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 AU$498
includes taxes & fees
1 Dec - 2 Dec
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

7. 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, (71 reviews)
"Great host and great location for EAA. Perfect size for us…six adults, two of them working remotely!"
United States
Mike B.
The price is AU$608
includes taxes & fees
22 Nov - 23 Nov
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.

8. 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 AU$507
includes taxes & fees
22 Nov - 23 Nov
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago

9. 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 AU$1,464
includes taxes & fees
15 Nov - 16 Nov
Roomy Central Hub • Games, Fire Pit & Downtown Fun

10. 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 AU$1,078
includes taxes & fees
14 Dec - 15 Dec
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12

11. 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 AU$632
includes taxes & fees
22 Nov - 23 Nov
House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.

12. 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 AU$819
includes taxes & fees
26 Nov - 27 Nov
Sky & Stream Escape, EAA AirVenture Oasis

13. Packers 39 miles, EAA 8 miles, quiet, 4 queen, 2 twin beds ranch

Packers 39 miles, EAA 8 miles, quiet, 4 queen, 2 twin beds ranch
Oshkosh
The price is AU$808
includes taxes & fees
16 Nov - 17 Nov
Packers 39 miles, EAA 8 miles, quiet, 4 queen, 2 twin beds ranch

14. 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 AU$324
includes taxes & fees
16 Nov - 17 Nov
Wisconsin Avenue Flat w/ View |Sleeps 2

15. Cozy 1-bedroom house w/ Washer and dryer available

Cozy 1-bedroom house w/ Washer and dryer available
Fond du Lac
8.8 out of 10, Excellent, (3 reviews)
"Priced high due to EAA week. Only about 20 minutes from Oshkosh. Very clean."
United States
Leslie W.
The price is AU$356
includes taxes & fees
15 Nov - 16 Nov
Cozy 1-bedroom house w/ Washer and dryer available

16. The Big Blue Jay on winneconne

The Big Blue Jay on winneconne
Winneconne
9.6 out of 10, Exceptional, (5 reviews)
"Very clean, had everything we needed. Would stay stay again for sure. "
United States
Jim H.
The price is AU$410
includes taxes & fees
14 Nov - 15 Nov
The Big Blue Jay on winneconne

17. Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-PoolTables

Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-PoolTables
Fond du Lac
The price is AU$4,879
includes taxes & fees
14 Nov - 15 Nov
Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-PoolTables

18. Cabin on Lake 75 Acre Lake: Couples Get Away or Fun Family Vacation

Cabin on Lake 75 Acre Lake: Couples Get Away or Fun Family Vacation
Fond du Lac
10.0 out of 10, Exceptional, (1 review)
"Great Place to stay with group of friends! Very clean and well kept place with lots to do outside highly recommend this place! Will be staying here again."
United States
Dylan
The price is AU$989
includes taxes & fees
16 Nov - 17 Nov
Cabin on Lake 75 Acre Lake: Couples Get Away or Fun Family Vacation

19. Relaxing 2BR Home • Massage Shower • Near Lake

Relaxing 2BR Home • Massage Shower • Near Lake
Fond du Lac
9.0 out of 10, Wonderful, (6 reviews)
"We enjoyed visiting the area. It is close to Kettle Moraine, Kohler Beach, and Kelley Creamery. I was thankful for the pet-friendly area."
United States
Gerald R.
The price is AU$412
includes taxes & fees
15 Nov - 16 Nov
Relaxing 2BR Home • Massage Shower • Near Lake

20. Pontoon Included with Cottage! Boat or JetSki Lake Winnebago! Package Deal!

Pontoon Included with Cottage! Boat or JetSki Lake Winnebago! Package Deal!
Fond du Lac
10.0 out of 10, Exceptional, (1 review)
"My husband and I just had the absolute best stay at this amazing little cottage on the Fond du Lac River! If you are looking for a perfect getaway just down the river from Lake Winnebago, this is absolutely the place to book.The cottage itself is incredibly cute, beautifully decorated, and was spotless when we arrived. The host has thought of everything to make it feel like a home away from home. We spent our days making full use of the kayaks (provided by host at no charge) and fishing right...
United States
Dani H.
The price is AU$2,548
includes taxes & fees
25 Nov - 26 Nov
Pontoon Included with Cottage! Boat or JetSki Lake Winnebago! Package Deal!
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.

Find holiday rentals that suit your style

Find out more about Oshkosh

Everything you need to know about Oshkosh 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 Oshkosh holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Oshkosh holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Oshkosh holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oshkosh. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oshkosh 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 Oshkosh holiday rentals we have selected for you start as low as AU$266 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Oshkosh rentals

At Expedia, we put the best Oshkosh 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 Oshkosh 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 Oshkosh 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 Oshkosh. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find holiday rentals in Oshkosh?

Yes, there are holiday rentals in Oshkosh close to Pollock Community Water Park, or you can select a more secluded option if you're looking for a relaxing stay. Travellers who like culture and the arts say Oshkosh is known for its museums and festivals. Allow some time to check out the shops during your trip.

What are some of the best holiday rentals that Oshkosh has to offer?

4-bedroom house in peaceful Fond du Lac with AC Beautiful Lakefront property: This holiday home rental outside of Oshkosh offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, in addition to a kitchen with a dishwasher and a stovetop.

How many holiday rentals will I find in Oshkosh?

With 314 Expedia holiday rentals, you're guaranteed to find just the right place for your Oshkosh stay.

What can I see and do in Oshkosh?

Cultural attractions include Oshkosh Public Museum and Paine Art Center and Gardens, whereas Ford Festival Park and Lake Winnebago are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Menominee Nation Arena and Titan Stadium.

What are holiday rentals like in Oshkosh?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oshkosh. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family gatherings.