Book Holiday Homes in Oshkosh

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Featured Holiday Homes in Oshkosh

Lakefront! Huge Game RM + Chefs Kitchen! Sleep 40!

Lakefront! Huge Game RM + Chefs Kitchen! Sleep 40!

Markesan WI
When you a stay at this vacation home in Markesan, you'll be on the beach, within a 5-minute walk of Little Green Lake and Soldiers-Sailors Park.
Opens in a new windowLakefront! Huge Game RM + Chefs Kitchen! Sleep 40!
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Winneconne WI
The price is AU$367 per night from 4 Feb to 5 Feb
AU$367
4 Feb - 5 Feb
includes taxes & fees
When you stay at this vacation home in Winneconne, you'll be on the waterfront and within a 5-minute drive of Lake Poygan.
Opens in a new windowBeautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Steps from Downtown

Steps from Downtown

Appleton WI
The price is AU$501 per night from 4 Feb to 5 Feb
AU$501
4 Feb - 5 Feb
includes taxes & fees
A stay at this vacation home places you in the heart of Appleton, within a 10-minute walk of Fox Cities Exhibition Center and Fox Cities Performing Arts ...
Opens in a new windowSteps from Downtown
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Sleeps 30 |  Crew-Friendly | Pool & Hot Tub

Sleeps 30 | Crew-Friendly | Pool & Hot Tub

Appleton WI
Located in Kaukauna, this vacation home is a 3-minute drive from Simon's Specialty Cheese Store and 6 minutes from Go-Kart Track.
Opens in a new windowSleeps 30 | Crew-Friendly | Pool & Hot Tub
Retreat on Lake Winnebago

Retreat on Lake Winnebago

Oshkosh WI
Located in Oshkosh, this vacation home is on the waterfront, within a 15-minute drive of Lake Winnebago and Hughes Home Maid Chocolates.
Opens in a new windowRetreat on Lake Winnebago
4-bedroom house in peaceful Fond du Lac with AC
Beautiful Lakefront property

4-bedroom house in peaceful Fond du Lac with AC Beautiful Lakefront property

Fond du Lac WI
Located in Fond du Lac, this vacation home is a 1-minute drive from Lake Winnebago and 6 minutes from Children's Museum of Fond du Lac.
Opens in a new window4-bedroom house in peaceful Fond du Lac with AC Beautiful Lakefront property
Charming 3-bedroom house with AC and WiFi in Appleton

Charming 3-bedroom house with AC and WiFi in Appleton

Appleton WI
The price is AU$591 per night from 9 Feb to 10 Feb
AU$591
9 Feb - 10 Feb
includes taxes & fees
With a stay at this vacation home in Appleton, you'll be within a 15-minute walk of Appleton Medical Center and Erb Park.
Opens in a new windowCharming 3-bedroom house with AC and WiFi in Appleton
The Little Lake House - Private/Secluded Pennisula - Lake Winnebago

The Little Lake House - Private/Secluded Pennisula - Lake Winnebago

Fond du Lac WI
Located in Fond du Lac, this vacation home is on the waterfront, a 4-minute walk from Lake Winnebago and within a 5-minute drive of Children's Museum of Fond ...
Opens in a new windowThe Little Lake House - Private/Secluded Pennisula - Lake Winnebago
Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat

Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat

Menasha WI
With a stay at this vacation home in Menasha, you'll be within a 5-minute drive of Lake Winnebago and Theda Clark Medical Center - Neenah.
Opens in a new windowSleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat
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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
566 Holiday Homes
Lowest Price
AU$111
Highest Price
AU$591
Popular accommodation
Lakefront! Huge Game RM + Chefs Kitchen! Sleep 40!, Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub! , Steps from Downtown, Sleeps 30 | Crew-Friendly | Pool & Hot Tub, Retreat on Lake Winnebago, 4-bedroom house in peaceful Fond du Lac with AC Beautiful Lakefront property, Charming 3-bedroom house with AC and WiFi in Appleton, The Little Lake House - Private/Secluded Pennisula - Lake Winnebago, Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat

Top trending hotels in Oshkosh

Wingate by Wyndham Oshkosh

Wingate by Wyndham Oshkosh

2.5 out of 5
1800 S Koeller St Oshkosh WI
Fully refundableReserve now, pay when you stay
The price is AU$111 per night from 4 Feb to 5 Feb
AU$111
4 Feb - 5 Feb
includes taxes & fees
Located in Oshkosh, Wingate by Wyndham Oshkosh is in a shopping district, within a 5-minute drive of The Outlet Shoppes at Oshkosh and EAA Aviation Museum.
Opens in a new windowWingate by Wyndham Oshkosh
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$123 per night from 4 Feb to 5 Feb
AU$123
4 Feb - 5 Feb
includes taxes & fees
When you stay at Quality Inn Oshkosh Aviation Park in Oshkosh, you'll be in the business district, within a 5-minute drive of The Outlet Shoppes at Oshkosh and ...
Opens in a new windowQuality Inn
Oshkosh Marriott Waterfront Hotel & Convention Center

Oshkosh Marriott Waterfront Hotel & Convention Center

4 out of 5
1 N Main St Oshkosh WI
Fully refundableReserve now, pay when you stay
The price is AU$199 per night from 12 Feb to 13 Feb
AU$199
12 Feb - 13 Feb
includes taxes & fees
Oshkosh Marriott Waterfront Hotel & Convention Center is centrally located in Oshkosh, a 4-minute walk from Grand Opera House and 10 minutes by foot from Oshkosh ...
Opens in a new windowOshkosh Marriott Waterfront Hotel & Convention Center
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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$140 per night from 4 Feb to 5 Feb
AU$140
4 Feb - 5 Feb
includes taxes & fees
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 ...
Opens in a new windowCobblestone Suites Oshkosh
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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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^Subject to availability and chosen travel dates.