Book Holiday Homes in Oshkosh

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Featured Holiday Homes in Oshkosh

Lake Winnebago Waterfront Cottage W/Hot Tub
[2 King; 1 Queen]

Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]

Fond du Lac WI
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.
Opens in a new windowLake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]
Relaxing 2BR Home • Massage Shower • Near Lake

Relaxing 2BR Home • Massage Shower • Near Lake

Fond du Lac WI
The price is AU$297 per night from 31 May to 1 June
AU$297
31 May - 1 June
includes taxes & fees
With a stay at this vacation home in Fond du Lac, you'll be a 5-minute walk from Thelma Sadoff Center For the Arts and 6 minutes by foot from Catherine Whittier ...
Opens in a new windowRelaxing 2BR Home • Massage Shower • Near Lake
Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh.

Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh.

Oshkosh WI
The price is AU$667 per night from 14 May to 15 May
AU$667
14 May - 15 May
includes taxes & fees
With a stay at this vacation home in Oshkosh, you'll be within a 15-minute drive of EAA Aviation Museum and Oshkosh Community YMCA Tennis Center.
Opens in a new windowCharming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh.
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Beautiful 2 Bedroom Duplex

Beautiful 2 Bedroom Duplex

Fond du Lac WI
The price is AU$394 per night from 18 May to 19 May
AU$394
18 May - 19 May
includes taxes & fees
Located in Fond du Lac, this vacation home is in a rural location, within a 5-minute drive of Ledgeview Center and Greenway Arboretum.
Opens in a new windowBeautiful 2 Bedroom Duplex
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Winneconne WI
The price is AU$398 per night from 14 May to 15 May
AU$398
14 May - 15 May
includes taxes & fees
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.
Opens in a new windowBeautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.

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

Oshkosh WI
The price is AU$520 per night from 24 May to 25 May
AU$520
24 May - 25 May
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Oshkosh, within a 10-minute drive of EAA Aviation Museum and Menominee Nation Arena.
Opens in a new windowHang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location

Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location

Oshkosh WI
With a stay at this vacation home in Oshkosh, you'll be within a 10-minute drive of EAA Aviation Museum and Lake Winnebago.
Opens in a new windowHot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location
Spacious Family Getaway Walking Distance To Downtown Green Lake

Spacious Family Getaway Walking Distance To Downtown Green Lake

Green Lake WI
With a stay at this vacation home in Green Lake, you'll be a 2-minute walk from Green Lake and 14 minutes by foot from Green Lake Town Square.
Opens in a new windowSpacious Family Getaway Walking Distance To Downtown Green Lake
Quiet Spacious 5-Bedroom House or Crafting Retreat In Chilton, WI!

Quiet Spacious 5-Bedroom House or Crafting Retreat In Chilton, WI!

Chilton WI
When you stay at this vacation home in Chilton, you'll be within a 10-minute drive of Chilton Speedway and Hickory Hills Country Club.
Opens in a new windowQuiet Spacious 5-Bedroom House or Crafting Retreat In Chilton, WI!
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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
552 Holiday Homes
Lowest Price
AU$118
Highest Price
AU$667
Popular accommodation
Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen], Relaxing 2BR Home • Massage Shower • Near Lake, Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh., Beautiful 2 Bedroom Duplex, Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub! , Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished., Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location, Spacious Family Getaway Walking Distance To Downtown Green Lake, Quiet Spacious 5-Bedroom House or Crafting Retreat In Chilton, WI!

Top trending hotels in 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$148 per night from 19 May to 20 May
AU$148
19 May - 20 May
includes taxes & fees
With a stay at Cobblestone Suites Oshkosh in Oshkosh, you'll be in a shopping district, within a 10-minute drive of EAA Aviation Museum and The Outlet Shoppes ...
Opens in a new windowCobblestone Suites Oshkosh
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$158 per night from 24 May to 25 May
AU$158
24 May - 25 May
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
La Quinta Inn by Wyndham Oshkosh

La Quinta Inn by Wyndham Oshkosh

3 out of 5
1886 Rath Lane Oshkosh WI
Fully refundableReserve now, pay when you stay
The price is AU$119 per night from 17 May to 18 May
AU$119
17 May - 18 May
includes taxes & fees
With a stay at La Quinta Inn by Wyndham Oshkosh in Oshkosh, you'll be in the suburbs, within a 10-minute drive of EAA Aviation Museum and Oshkosh Public ...
Opens in a new windowLa Quinta Inn by Wyndham Oshkosh
Save an average of 15% on thousands of hotels when you're signed in
Quality Inn Oshkosh Aviation Park

Quality Inn Oshkosh Aviation Park

2.5 out of 5
1495 West South Park Oshkosh WI
Fully refundableReserve now, pay when you stay
The price is AU$118 per night from 14 May to 15 May
AU$118
14 May - 15 May
includes taxes & fees
With a stay at Quality Inn Oshkosh Aviation Park in Oshkosh, you'll be in the business district, within a 5-minute drive of EAA Aviation Museum and The Outlet ...
Opens in a new windowQuality Inn Oshkosh Aviation Park
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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.