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

Lakefront 2-bed house in Oshkosh with dock!  Green Bay: 50 min.

Lakefront 2-bed house in Oshkosh with dock! Green Bay: 50 min.

Oshkosh
Stay at this vacation home in Oshkosh. Enjoy free WiFi, a garden, and patios. Popular attractions EAA Aviation Museum and Pollock Community Water Park are located ...
Lakefront 2-bed house in Oshkosh with dock! Green Bay: 50 min.
Secluded Lake House Retreat – Book Now!

Secluded Lake House Retreat – Book Now!

Hilbert
Stay at this vacation home in Hilbert. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions High Cliff State Park and Harrison Military Trail ...
Secluded Lake House Retreat – Book Now!
**Pet Friendly-Fenced In Yard** Centrally located in Fox Crossings / Menasha

**Pet Friendly-Fenced In Yard** Centrally located in Fox Crossings / Menasha

Menasha
Stay at this vacation home in Menasha. Enjoy free WiFi, patios, and in-room jetted tubs. Popular attractions Sabre Lanes and Barlow Planetarium are located ...
**Pet Friendly-Fenced In Yard** Centrally located in Fox Crossings / Menasha
Save an average of 15% on thousands of hotels when you're signed in
The Harbor Hideaway.

The Harbor Hideaway.

Oshkosh
Book a stay at this family-friendly vacation home in Oshkosh. Enjoy a garden, patios, and an in-room coffeemaker.
The Harbor Hideaway.
Spacious Family Getaway Walking Distance To Downtown Green Lake

Spacious Family Getaway Walking Distance To Downtown Green Lake

Green Lake
Stay at this vacation home in Green Lake. Enjoy a garden, a pool table, and patios. Popular attractions Thrasher Opera House and Green Lake Marina are located ...
Spacious Family Getaway Walking Distance To Downtown Green Lake
Stunning Sunrise Waterfront Views on Lake Winnebago

Stunning Sunrise Waterfront Views on Lake Winnebago

Oshkosh
Stay at this vacation home in Oshkosh. Enjoy a beach locale, patios, and an in-room coffeemaker. Popular attractions EAA Aviation Museum and Menominee Park are ...
Stunning Sunrise Waterfront Views on Lake Winnebago
'Twilight' - Just a few steps down to Lake Winnebago!

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

Chilton
Enjoy in-room fireplaces and air conditioning. Popular attractions Brothertown Harbor and The Plaid Squirrel are located nearby.
'Twilight' - Just a few steps down to Lake Winnebago!
WolfDen Getaway-Winnebago Channel

WolfDen Getaway-Winnebago Channel

Oshkosh
Book a stay at this family-friendly vacation home in Oshkosh. Enjoy a fitness center, a garden, and a pool table. Our guests praise the helpful staff in our ...
WolfDen Getaway-Winnebago Channel
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.

Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.

Oshkosh
Book a stay at this family-friendly vacation home in Oshkosh. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions EAA Aviation Museum ...
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
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
595 Holiday Homes
Lowest Price
NZ$127
Highest Price
NZ$234
Popular accommodation
Lakefront 2-bed house in Oshkosh with dock! Green Bay: 50 min., Secluded Lake House Retreat – Book Now!, **Pet Friendly-Fenced In Yard** Centrally located in Fox Crossings / Menasha, The Harbor Hideaway., Spacious Family Getaway Walking Distance To Downtown Green Lake, Stunning Sunrise Waterfront Views on Lake Winnebago, 'Twilight' - Just a few steps down to Lake Winnebago!, WolfDen Getaway-Winnebago Channel, Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.

Top trending hotels in 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 NZ$171 per night from 13 Apr to 14 Apr
NZ$171
includes taxes & fees
13 Apr - 14 Apr
Book a stay at this family-friendly hotel in Oshkosh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Comfort Suites Oshkosh
Oshkosh Marriott Waterfront Hotel & Convention Center

Oshkosh Marriott Waterfront Hotel & Convention Center

4 out of 5
1 N Main St, Oshkosh, WI
The price is NZ$161 per night from 17 Apr to 18 Apr
NZ$161
includes taxes & fees
17 Apr - 18 Apr
Stay at this 4-star business-friendly hotel in Oshkosh. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff ...
Oshkosh Marriott Waterfront Hotel & Convention Center
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 NZ$127 per night from 13 Apr to 14 Apr
NZ$127
includes taxes & fees
13 Apr - 14 Apr
Book a stay at this business-friendly hotel in Oshkosh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Quality Inn
Save an average of 15% on thousands of hotels when you're signed in
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 NZ$234 per night from 13 Apr to 14 Apr
NZ$234
includes taxes & fees
13 Apr - 14 Apr
Stay at this 3-star family-friendly hotel in Oshkosh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Cobblestone Suites Oshkosh
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.