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
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sep - 20 Sep

Our top choices for Oshkosh vacation homes

Smart TV, foosball

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

Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
Oshkosh
9.6 out of 10, Exceptional, (58 reviews)
"Clean house, comfortable beds"
United States
Maureen A.
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
Smart TV

Peaceful Home in Heart of Oshkosh!

Peaceful Home in Heart of Oshkosh!
Oshkosh
9.8 out of 10, Exceptional, (24 reviews)
"Comfortable spaces and a great kitchen. Thank you for having coffee! We enjoyed that! Easy to check in and out and nice and clean."
United States
Katie S.
The price is AED 433
AED 1,051 total
includes taxes & fees
4 Jun - 5 Jun
Peaceful Home in Heart of Oshkosh!
Fridge, microwave, oven, stovetop

Downtown Retreat with BBQ & Workspace

Downtown Retreat with BBQ & Workspace
Oshkosh
9.0 out of 10, Wonderful, (11 reviews)
"Nicely remodeled house. Lots of construction surrounding the house."
United States
Nicole T.
The price is AED 342
AED 1,128 total
includes taxes & fees
1 Jun - 2 Jun
Downtown Retreat with BBQ & Workspace
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 AED 669
AED 1,573 total
includes taxes & fees
2 Jun - 3 Jun
Charming Family Home Near University of Oshkosh
TV, offices

Charming Updated Home in Oshkosh w/ Free Parking

Charming Updated Home in Oshkosh w/ Free Parking
Oshkosh
The price is AED 389
AED 1,259 total
includes taxes & fees
1 Jun - 2 Jun
Charming Updated Home in Oshkosh w/ Free Parking
Exterior

Charming Downtown Family Home with 3 Season Porch

Charming Downtown Family Home with 3 Season Porch
Oshkosh
8.0 out of 10, Very Good, (8 reviews)
"Very clean, plenty of room. Definitely recommend "
United States
Krissy B.
Charming Downtown Family Home with 3 Season Porch
TV

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

Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
Oshkosh
9.4 out of 10, Exceptional, (3 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 AED 1,015
AED 1,695 total
includes taxes & fees
31 May - 1 Jun
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
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, (34 reviews)
"Such a beautiful stay, our kids had a blast on the lake and we all enjoyed our time! "
United States
Amanda S.
The price is AED 711
AED 1,413 total
includes taxes & fees
2 Jun - 3 Jun
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
Smart TV, books

Cozy Retreat • Fireplace Loft •Walk to Park & Lake

Cozy Retreat • Fireplace Loft •Walk to Park & Lake
Oshkosh
9.6 out of 10, Exceptional, (13 reviews)
"Was a great place for our Oshkosh fly in stay! "
United States
William N.
Cozy Retreat • Fireplace Loft •Walk to Park & Lake
Dining

The Parkway Paddle: Walking distance to the lake

The Parkway Paddle: Walking distance to the lake
Oshkosh
9.4 out of 10, Exceptional, (33 reviews)
"Great stay"
United States
Derek P.
The price is AED 615
AED 1,535 total
includes taxes & fees
29 May - 30 May
The Parkway Paddle: Walking distance to the lake
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 AED 808
AED 1,402 total
includes taxes & fees
11 Jun - 12 Jun
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
Living area

Oshkosh's #1 Home Away From Home

Oshkosh's #1 Home Away From Home
Oshkosh
The price is AED 449
AED 1,107 total
includes taxes & fees
31 May - 1 Jun
Oshkosh's #1 Home Away From Home
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, (6 reviews)
"Brittany is a great host!Our group enjoyed our stay, the house is clean with plenty of space. Had everything we needed in the kitchen for cooking. Beds are comfy. Plenty of parking so no one had to park in the street. Our niece and nephew had fun playing games in the Pac-Man room. It snowed during our stay and Brittany came by twice to clear snow which was very nice. Nothing bad to say, everything was really good."
United States
Gary F.
Pac-Man House: Spacious 4-bedroom house in charming Oshkosh
Property grounds

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
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay! Spacious house, lots of packing space. Complimentary water bottles in the fridge came in very handy. The pony on the property was very cute."
United States
Jay V.
The price is AED 1,177
AED 1,755 total
includes taxes & fees
11 Jun - 12 Jun
Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh.
Fridge, microwave, oven, stovetop

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 AED 1,286
AED 2,202 total
includes taxes & fees
29 May - 30 May
Sky & Stream Escape, EAA AirVenture Oasis
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
9.0 out of 10, Wonderful, (6 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 AED 1,362
AED 2,022 total
includes taxes & fees
11 Jun - 12 Jun
House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.
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, (37 reviews)
"Amazing property with such charm, perfect for our work retreat "
United States
Angela Z.
The price is AED 1,983
AED 2,606 total
includes taxes & fees
1 Jun - 2 Jun
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
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, (174 reviews)
"Great place would go back"
United States
William
The price is AED 744
AED 1,215 total
includes taxes & fees
9 Jun - 10 Jun
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
Exterior

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Winneconne
9.6 out of 10, Exceptional, (393 reviews)
"It was a perfect spot for us all!! Would love to stay there again!"
United States
Tracey G.
The price is AED 413
AED 1,047 total
includes taxes & fees
29 May - 30 May
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
1 bedroom, WiFi, bed sheets

Cozy 1-bedroom townhome in pleasant Fond du Lac with AC

Cozy 1-bedroom townhome in pleasant Fond du Lac with AC
Fond du Lac
The price is AED 160
AED 473 total
includes taxes & fees
31 May - 1 Jun
Cozy 1-bedroom townhome in pleasant Fond du Lac with AC
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

Lakefront 2-bed house in Oshkosh with dock!

Lakefront 2-bed house in Oshkosh with dock!

10/10 Excellent
"Great stay for our family. Had everything we needed. The kid's toys, pack n' play, and high chair were a huge plus that made traveling with our kids much easier. Lake is beautiful and lots of great bird watching. Some minor notes - it is a rock lined shore so not easy access into the water and a little buggy at the time of year we went but both totally manageable. Hosts were great with communication and even helped us strategize the best sleeping arrangements and use of the their property. Would definitely stay here again!"
Joshua P. 2-night trip
Posted 1 hour ago
Lakefront 2-bed house in Oshkosh with dock!