A control tower with the sign "WORLD'S Busiest Control Tower" and four airplanes flying in formation in the sky.

Search Vacation Homes in Oshkosh

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Oshkosh holiday homes

Interior

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

Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
Oshkosh
10.0 out of 10, Exceptional, (38 reviews)
"Beautiful kept. Decore added to the experience of the home. Amazing host. "
United States
Amanda L.
The price is HK$4,235
HK$5,564 total
includes taxes & fees
3 Aug - 4 Aug
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
Exterior detail

Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago

Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
Oshkosh
10.0 out of 10, Exceptional, (3 reviews)
"We had a great time staying herePlenty of room to hang out inAnd for us it easily slept 4 adults Location was close to grocerys / resteraunts etc ."
United States
Michael B.
The price is HK$1,725
HK$2,940 total
includes taxes & fees
30 Jul - 31 Jul
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
Dining

The Parkway Paddle: Walking distance to the lake

The Parkway Paddle: Walking distance to the lake
Oshkosh
9.4 out of 10, Exceptional, (34 reviews)
"Great stay"
United States
Derek P.
The price is HK$1,553
HK$3,589 total
includes taxes & fees
9 Aug - 10 Aug
The Parkway Paddle: Walking distance to the lake
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Cozy Retreat • Fireplace Loft •Walk to Park & Lake

Cozy Retreat • Fireplace Loft •Walk to Park & Lake
Oshkosh
9.6 out of 10, Exceptional, (14 reviews)
"Was a great place for our Oshkosh fly in stay! "
United States
William N.
The price is HK$3,921
HK$6,177 total
includes taxes & fees
2 Aug - 3 Aug
Cozy Retreat • Fireplace Loft •Walk to Park & Lake
Interior

Pac-Man House: Spacious 4-bedroom house in charming Oshkosh

Pac-Man House: Spacious 4-bedroom house in charming Oshkosh
Oshkosh
10.0 out of 10, Exceptional, (8 reviews)
"Very clean, thoughtfully decorated, really great spot overall. Would definitely book again."
United States
Andy D.
The price is HK$3,262
HK$4,771 total
includes taxes & fees
29 Jul - 30 Jul
Pac-Man House: Spacious 4-bedroom house in charming Oshkosh
Coffee/tea maker, fridge, microwave, oven

Sky & Stream Escape, EAA AirVenture Oasis

Sky & Stream Escape, EAA AirVenture Oasis
Oshkosh
10.0 out of 10, Exceptional, (1 review)
"We were pleasantly surprised at the decor and cleanliness of the property. Wished we could have stayed longer! Host was quick to respond to any questions we had!"
United States
Kathy B.
The price is HK$2,157
HK$4,002 total
includes taxes & fees
2 Aug - 3 Aug
Sky & Stream Escape, EAA AirVenture Oasis
Exterior

Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
Oshkosh
9.6 out of 10, Exceptional, (35 reviews)
"Very nice stay, well accommodating."
United States
Chris S.
The price is HK$2,055
HK$3,733 total
includes taxes & fees
18 Aug - 19 Aug
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
Interior

Charming Family Home Near University of Oshkosh

Charming Family Home Near University of Oshkosh
Oshkosh
10.0 out of 10, Exceptional, (4 reviews)
"Really comfortable place to stay, the kitchen is nice and we enjoyed a thunderstorm while sitting on the front porch"
United States
Peggy L.
The price is HK$1,184
HK$3,107 total
includes taxes & fees
5 Aug - 6 Aug
Charming Family Home Near University of Oshkosh
Dining

Cozy & Quiet in Oshkosh!

Cozy & Quiet in Oshkosh!
Oshkosh
10.0 out of 10, Exceptional, (3 reviews)
"Property was just as described, perfect for a quick weekend getaway with friends. "
United States
Theresa V.
The price is HK$1,541
HK$4,027 total
includes taxes & fees
18 Aug - 19 Aug
Cozy & Quiet in Oshkosh!
Terrace/patio

Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago

Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
Oshkosh
9.6 out of 10, Exceptional, (4 reviews)
"This was the perfect short-notice getaway for us. Pet friendly, extra quiet neighborhood, close to everything. Check in was a breeze, the place was clean. I am verry happy with our stay."
United States
Charles W.
The price is HK$1,568
HK$2,841 total
includes taxes & fees
3 Aug - 4 Aug
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
Interior

2 Mi to Dtwn: Canal-Front W/ Deck, Dock, Kayak

2 Mi to Dtwn: Canal-Front W/ Deck, Dock, Kayak
Oshkosh
9.0 out of 10, Wonderful, (18 reviews)
"We were in Oshkosh for a family event and the house was the perfect spot for my family and our dog to stay together. "
United States
Patti P.
The price is HK$1,545
HK$4,266 total
includes taxes & fees
9 Aug - 10 Aug
2 Mi to Dtwn: Canal-Front W/ Deck, Dock, Kayak
Smart TV

House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.

House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.
Oshkosh
9.2 out of 10, Wonderful, (9 reviews)
"Clean, and convenient to everything we were looking for.Would rent it again the next time I’m in Oshkosh."
United States
Jim K.
The price is HK$3,049
HK$4,525 total
includes taxes & fees
3 Aug - 4 Aug
House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.
Living area

Oshkosh's #1 Home Away From Home

Oshkosh's #1 Home Away From Home
Oshkosh
The price is HK$1,166
HK$3,081 total
includes taxes & fees
30 Jul - 31 Jul
Oshkosh's #1 Home Away From Home
Exterior

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Winneconne
9.6 out of 10, Exceptional, (401 reviews)
"We greatly enjoyed this property for a 4 night stay in March! The home was inviting and provided all needed accommodations. The hot tub, lake view, and proximity to Supper Clubs made our stay fabulous! "
United States
Jolene R.
The price is HK$1,529
HK$3,005 total
includes taxes & fees
25 Aug - 26 Aug
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Coffee/tea maker, fridge, microwave, oven

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
9.8 out of 10, Exceptional, (33 reviews)
"Perfect location!"
United States
Shannon M.
Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat
Property grounds

Lakefront Cottage on Lake Winnebago

Lakefront Cottage on Lake Winnebago
Hilbert
9.2 out of 10, Wonderful, (5 reviews)
"Liked the fire pits and the view "
United States
Mark M.
The price is HK$2,047
HK$3,888 total
includes taxes & fees
29 Jul - 30 Jul
Lakefront Cottage on Lake Winnebago
Dining

Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs

Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs
Menasha
9.6 out of 10, Exceptional, (36 reviews)
"Great place to stay. Peaceful and clean."
United States
Josh W.
Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs
Interior

Historic City Park home within walking distance to all downtown has to offer!

Historic City Park home within walking distance to all downtown has to offer!
Appleton
10.0 out of 10, Exceptional, (16 reviews)
The price is HK$1,168
HK$1,784 total
includes taxes & fees
2 Aug - 3 Aug
Historic City Park home within walking distance to all downtown has to offer!
Smart TV, DVD player, video library

Steps from Downtown

Steps from Downtown
Appleton
10.0 out of 10, Exceptional, (61 reviews)
"We loved staying in this beautiful and comfortable home! Our hosts thought of everything we might need and were very responsive when we had a question. We would highly recommend renting this property!"
United States
Michelle G.
The price is HK$1,757
HK$3,342 total
includes taxes & fees
4 Aug - 5 Aug
Steps from Downtown
Exterior detail

Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
New Holstein
10.0 out of 10, Exceptional, (178 reviews)
"Great place would go back"
United States
William
The price is HK$1,588
HK$2,627 total
includes taxes & fees
4 Aug - 5 Aug
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oshkosh Hotel Reviews

Hilton Appleton Paper Valley

Hilton Appleton Paper Valley

10/10 Excellent
"The property was nice. Convenient parking in the garage. The rooms were modern and clean. The bathrooms were updated. We would definitely stay again. I wish the bar were open a little later. We wanted to watch the baseball game at the bar and last call was 10:30."
Susan 4-night trip
Posted less than an hour ago
Hilton Appleton Paper Valley

Find out more about Oshkosh

Oshkosh Vacation Homes information

Number of reviews
901
Accommodation
592 Vacation Homes
Lowest Price
HK$1,784
Highest Price
HK$6,177

Explore a world of travel with Expedia