A control tower with the sign "WORLD'S Busiest Control Tower" and four airplanes flying in formation in the sky.

Oshkosh Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Oshkosh holiday rentals

2 Mi to Dtwn: Canal-front W/ Deck, Dock, Kayak

2 Mi to Dtwn: Canal-front W/ Deck, Dock, Kayak
3.0 star property
Oshkosh
The price is NZ$936
includes taxes & fees
5 July - 6 July
2 Mi to Dtwn: Canal-front W/ Deck, Dock, Kayak

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, (38 reviews)
"Beautiful kept. Decore added to the experience of the home. Amazing host. "
United States
Amanda L.
The price is NZ$1,236
includes taxes & fees
7 July - 8 July
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12

Cozy & Quiet in Oshkosh!

Cozy & Quiet in Oshkosh!
Oshkosh
10.0 out of 10, Exceptional, (3 reviews)
"Property was just as described, perfect for a quick weekend getaway with friends. "
United States
Theresa V.
The price is NZ$909
includes taxes & fees
6 July - 7 July
Cozy & Quiet in Oshkosh!

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

Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
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.
The price is NZ$762
includes taxes & fees
6 July - 7 July
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago

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 NZ$865
includes taxes & fees
8 July - 9 July
Close to the big events in Oshkosh when you stay at Doty Landings

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 NZ$896
includes taxes & fees
7 July - 8 July
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

Peaceful Home in Heart of Oshkosh!

Peaceful Home in Heart of Oshkosh!
Oshkosh
9.8 out of 10, Exceptional, (24 reviews)
"I had a nice stay overall. The house had what I needed and worked well for my trip."
United States
jessica a.
The price is NZ$493
includes taxes & fees
6 July - 7 July
Peaceful Home in Heart of Oshkosh!

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 NZ$868
includes taxes & fees
2 Aug - 3 Aug
Sky & Stream Escape, EAA AirVenture Oasis

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 NZ$656
includes taxes & fees
6 July - 7 July
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago

2 Mi to Dtwn: Canal-Front W/ Deck, Dock, Kayak

2 Mi to Dtwn: Canal-Front W/ Deck, Dock, Kayak
Oshkosh
9.0 out of 10, Wonderful, (17 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 NZ$942
includes taxes & fees
5 July - 6 July
2 Mi to Dtwn: Canal-Front W/ Deck, Dock, Kayak

Charming Downtown Family Home with 3 Season Porch

Charming Downtown Family Home with 3 Season Porch
Oshkosh
8.0 out of 10, Very good, (9 reviews)
"Very clean, plenty of room. Definitely recommend "
United States
Krissy B.
The price is NZ$702
includes taxes & fees
30 July - 31 July
Charming Downtown Family Home with 3 Season Porch

Unique Downtown Oshkosh Loft & Event Space

Unique Downtown Oshkosh Loft & Event Space
Oshkosh
10.0 out of 10, Exceptional, (5 reviews)
"Great place"
United States
Alexander K.
The price is NZ$1,458
includes taxes & fees
7 July - 8 July
Unique Downtown Oshkosh Loft & Event Space

Charming Updated Home in Oshkosh w/ Free Parking

Charming Updated Home in Oshkosh w/ Free Parking
Oshkosh
The price is NZ$557
includes taxes & fees
6 July - 7 July
Charming Updated Home in Oshkosh w/ Free Parking

Oshkosh's #1 Home Away From Home

Oshkosh's #1 Home Away From Home
Oshkosh
The price is NZ$578
includes taxes & fees
8 July - 9 July
Oshkosh's #1 Home Away From Home

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
9.0 out of 10, Wonderful, (7 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 NZ$1,015
includes taxes & fees
6 July - 7 July
House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.

Downtown Retreat with BBQ & Workspace

Downtown Retreat with BBQ & Workspace
Oshkosh
9.0 out of 10, Wonderful, (11 reviews)
"Nicely remodeled house. Lots of construction surrounding the house."
United States
Nicole T.
The price is NZ$570
includes taxes & fees
6 July - 7 July
Downtown Retreat with BBQ & Workspace

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 NZ$296
includes taxes & fees
3 July - 4 July
Luxury In A Quaint Little Package

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 NZ$1,453
includes taxes & fees
15 July - 16 July
Cozy Retreat • Fireplace Loft •Walk to Park & Lake

Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
New Holstein
10.0 out of 10, Exceptional, (175 reviews)
"Great place would go back"
United States
William
The price is NZ$577
includes taxes & fees
13 July - 14 July
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

Historic City Park home within walking distance to all downtown has to offer!

Historic City Park home within walking distance to all downtown has to offer!
Appleton
10.0 out of 10, Exceptional, (16 reviews)
"Fully equipped kitchen, we like to cook meals when traveling and this kitchen has everything we needed to cook a nice meal. House was very clean, and the beds were very comfortable. "
United States
Patrick M.
The price is NZ$403
includes taxes & fees
7 July - 8 July
Historic City Park home within walking distance to all downtown has to offer!
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 Oshkosh Hotel Reviews

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 favorite 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 depends 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 NZ$468 per night. Entering your travel dates in the search wizard you might find 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?

Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12: This highly rated holiday home rental in Oshkosh is located on a river, and has a garden, a selection of games and air conditioning to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other top choices in Oshkosh are Lakefront 2-bed house in Oshkosh with dock! and Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly.

How many holiday rentals will I find in Oshkosh?

With 319 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 Paine Art Center and Gardens and EAA Aviation Museum, whereas Ford Festival Park and Lake Winnebago are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Titan Stadium and The Outlet Shoppes at Oshkosh.

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.