Book Holiday Homes in Oshkosh

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Oshkosh

KRAZY KRUEGER Abode - 2 Bedroom Downtown Appleton

KRAZY KRUEGER Abode - 2 Bedroom Downtown Appleton

Appleton
A stay at this vacation home places you in the heart of Appleton, within a 10-minute walk of Fox Cities Exhibition Center and Jones Park.
KRAZY KRUEGER Abode - 2 Bedroom Downtown Appleton
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Winneconne
The price is AU$455 per night from 2 Jan to 3 Jan
AU$455
includes taxes & fees
2 Jan - 3 Jan 2025
When you stay at this vacation home in Winneconne, you'll be on the waterfront, within a 5-minute drive of Noffke's Bait & Landing and Lake Poygan.
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
The Manor on Green Lake

The Manor on Green Lake

Green Lake
A stay at this vacation home places you in the heart of Green Lake, steps from Green Lake and a 2-minute drive from Green Lake Marina.
The Manor on Green Lake
Save an average of 15% on thousands of hotels when you're signed in
Lake Winnebago Waterfront Cottage W/Hot Tub

Lake Winnebago Waterfront Cottage W/Hot Tub

Van Dyne
Located in Van Dyne, this vacation home is on the waterfront, a 2-minute drive from Lake Winnebago and 8 minutes from Children's Museum of Fond du Lac.
Lake Winnebago Waterfront Cottage W/Hot Tub
Charming Neenah House w/ Porch on Lake Winnebago!

Charming Neenah House w/ Porch on Lake Winnebago!

Neenah
Located in Neenah, this vacation home is on the waterfront, a 1-minute drive from Lake Winnebago and 6 minutes from Bridgewood Golf Course.
Charming Neenah House w/ Porch on Lake Winnebago!
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!!

Oshkosh
Located in Oshkosh, this vacation home is within a 5-minute drive of Lake Winnebago and Hughes Home Maid Chocolates.
Perfect Lake House to gather with Friends and Family. Come make some memories!!
Downtown Tiny Home - Oshkosh

Downtown Tiny Home - Oshkosh

Oshkosh
With a stay at this vacation home in Oshkosh, you'll be within a 5-minute drive of Menominee Park and Oshkosh Saturday Farmers Market.
Downtown Tiny Home - Oshkosh
Cozy 4 bedroom Luxury Villa retreat in Appleton.

Cozy 4 bedroom Luxury Villa retreat in Appleton.

Appleton
With a stay at this vacation home in Appleton, you'll be within a 5-minute drive of Appleton Memorial Park and Gardens of the Fox Cities.
Cozy 4 bedroom Luxury Villa retreat in Appleton.
'Twilight' - Just a few steps down to Lake Winnebago!

'Twilight' - Just a few steps down to Lake Winnebago!

Chilton
With a stay at 'Twilight' - Just a few steps down to Lake Winnebago! in Chilton, you'll be within a 15-minute drive of Lake Winnebago and The Plaid ...
'Twilight' - Just a few steps down to Lake Winnebago!
Don't see what you're looking for?
See all available properties in Oshkosh
View all properties
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.

Oshkosh Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Oshkosh vacation homes are the perfect way for you to wing it.

Holiday houses in Oshkosh let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Oshkosh in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Oshkosh adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Oshkosh with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Oshkosh vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Oshkosh Holiday Homes essential information

Accommodation
974 Holiday Homes
Lowest Price
AU$125
Highest Price
AU$455
Popular accommodation
KRAZY KRUEGER Abode - 2 Bedroom Downtown Appleton, Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub! , The Manor on Green Lake, Lake Winnebago Waterfront Cottage W/Hot Tub, Charming Neenah House w/ Porch on Lake Winnebago!, Perfect Lake House to gather with Friends and Family. Come make some memories!!, Downtown Tiny Home - Oshkosh, Cozy 4 bedroom Luxury Villa retreat in Appleton., 'Twilight' - Just a few steps down to Lake Winnebago!

Top trending hotels in Oshkosh

La Quinta Inn by Wyndham Oshkosh

La Quinta Inn by Wyndham Oshkosh

2.5 out of 5
1886 Rath Lane, Oshkosh, WI
Fully refundableReserve now, pay when you stay
The price is AU$136 per night from 25 Dec to 26 Dec
AU$136
includes taxes & fees
25 Dec - 26 Dec
Located in Oshkosh, La Quinta Inn by Wyndham Oshkosh is in the suburbs, within a 5-minute drive of Paine Art Center and Gardens and Aurora Medical Center ...
La Quinta Inn by Wyndham Oshkosh
Comfort Suites Oshkosh

Comfort Suites Oshkosh

2.5 out of 5
400 S Koeller St, Oshkosh, WI
Fully refundableReserve now, pay when you stay
The price is AU$155 per night from 29 Dec to 30 Dec
AU$155
includes taxes & fees
29 Dec - 30 Dec
When you stay at Comfort Suites Oshkosh in Oshkosh, you'll be in the business district, within a 5-minute drive of University of Wisconsin-Oshkosh and Titan ...
Comfort Suites Oshkosh
Cobblestone Suites Oshkosh

Cobblestone Suites Oshkosh

3 out of 5
3105 S Washburn St, Oshkosh, WI
Fully refundableReserve now, pay when you stay
The price is AU$197 per night from 7 Jan to 8 Jan
AU$197
includes taxes & fees
7 Jan - 8 Jan 2025
With a stay at Cobblestone Suites Oshkosh in Oshkosh, you'll be in a shopping district, just steps from The Outlet Shoppes at Oshkosh and a 3-minute drive from ...
Cobblestone Suites Oshkosh
Save an average of 15% on thousands of hotels when you're signed in
Quality Inn

Quality Inn

2.5 out of 5
1495 West South Park, Oshkosh, WI
Fully refundableReserve now, pay when you stay
The price is AU$125 per night from 6 Jan to 7 Jan
AU$125
includes taxes & fees
6 Jan - 7 Jan 2025
When you stay at Quality Inn in Oshkosh, you'll be in the business district, within a 5-minute drive of The Outlet Shoppes at Oshkosh and Menominee Nation ...
Quality Inn
Don't see what you're looking for?
See all available properties in Oshkosh
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.