Oshkosh Vacation Rentals

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Vacation Rentals in Oshkosh

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.

Kitchen

Washer

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Winneconne WI

$297 nightly

$312 total

Dec 16 - Dec 17

Total with taxes and 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.

Hot Tub

Kitchen

Steps from Downtown

Appleton WI

$337 nightly

$389 total

Jan 7 - Jan 8, 2026

Total with taxes and 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 Center.

Kitchen

Washer

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.

Pool

Hot Tub

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.

Kitchen

Washer

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.

Kitchen

Washer

Charming 3-bedroom house with AC and WiFi in Appleton

Appleton WI

$393 nightly

$454 total

Dec 19 - Dec 20

Total with taxes and 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.

Kitchen

Washer

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 du Lac.

Kitchen

Air conditioning

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

Menasha WI

$422 nightly

$485 total

Dec 14 - Dec 15

Total with taxes and fees

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.

Hot Tub

Kitchen

Charming 3+ bdrm 3 bath house in Oshkosh on Sawyer Creek & Fox River near EAA

Oshkosh WI

With a stay at this vacation home in Oshkosh, you'll be within a 15-minute walk of University of Wisconsin-Oshkosh and Titan Stadium.

Kitchen

Washer

Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12

Oshkosh WI

$686 nightly

$789 total

Dec 17 - Dec 18

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in Oshkosh, just a 4-minute walk from Oshkosh Saturday Farmers Market and 6 minutes by foot from Grand Opera House.

Kitchen

Washer

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 5-minute drive of Lake Winnebago and Hughes Home Maid Chocolates.

Hot Tub

Kitchen

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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.