Oshkosh Holiday Rentals

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Oshkosh holiday rentals

Fridge, microwave, oven, stovetop

Charming Downtown Home with BBQ & Office Space

Charming Downtown Home with BBQ & Office Space
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 HK$626
HK$2,269 total
includes taxes & fees
16 Apr - 17 Apr
Charming Downtown Home with BBQ & Office Space
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$1,095
HK$3,184 total
includes taxes & fees
16 Apr - 17 Apr
Cozy & Quiet in Oshkosh!
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, (32 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 HK$1,332
HK$2,784 total
includes taxes & fees
19 Apr - 20 Apr
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
Smart TV

Peaceful Home in Heart of Oshkosh!

Peaceful Home in Heart of Oshkosh!
Oshkosh
9.8 out of 10, Exceptional, (23 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 HK$768
HK$2,036 total
includes taxes & fees
16 Apr - 17 Apr
Peaceful Home in Heart of Oshkosh!
1 bedroom, desk, WiFi, bed sheets

Luxury In A Quaint Little Package

Luxury In A Quaint Little Package
Oshkosh
7.6 out of 10, Good, (10 reviews)
"Very easy communication and good accommodations! Would recommend!"
United States
Brittany K.
The price is HK$987
HK$1,315 total
includes taxes & fees
26 Apr - 27 Apr
Luxury In A Quaint Little Package
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$1,723
HK$2,972 total
includes taxes & fees
16 Apr - 17 Apr
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
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$995
HK$2,803 total
includes taxes & fees
20 Apr - 21 Apr
Charming Family Home Near University of Oshkosh
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 HK$969
HK$2,042 total
includes taxes & fees
16 Apr - 17 Apr
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
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)
"What a beautiful home! We traveled to Osh Kosh to tour UWO and found this gem of a place to stay at! The neighbors were extremely nice as was the community. Very quiet neighborhood. The home had everything we needed and more! The host was wonderful in checking in with us throughout our stay, making sure we had all that we needed :)"
United States
JSN C.
The price is HK$1,073
HK$2,992 total
includes taxes & fees
16 Apr - 17 Apr
Charming Downtown Family Home with 3 Season Porch
Living area

Oshkosh's #1 Home Away From Home

Oshkosh's #1 Home Away From Home
Oshkosh
The price is HK$809
HK$2,498 total
includes taxes & fees
16 Apr - 17 Apr
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, (4 reviews)
"Very clean, thoughtfully decorated, really great spot overall. Would definitely book again."
United States
Andy D.
The price is HK$1,637
HK$2,666 total
includes taxes & fees
4 May - 5 May
Pac-Man House: Spacious 4-bedroom house in charming Oshkosh
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.
The price is HK$1,284
HK$2,711 total
includes taxes & fees
19 Apr - 20 Apr
Cozy Retreat • Fireplace Loft •Walk to Park & Lake
Exterior

Stylish Downtown Loft – Free Parking & City Views!

Stylish Downtown Loft – Free Parking & City Views!
Oshkosh
The price is HK$940
HK$3,209 total
includes taxes & fees
20 Apr - 21 Apr
Stylish Downtown Loft – Free Parking & City Views!
Property grounds

Close to the big events in Oshkosh when you stay at Doty Landings

Close to the big events in Oshkosh when you stay at Doty Landings
Oshkosh
9.0 out of 10, Wonderful, (4 reviews)
"Great stay!"
United States
Brian L.
The price is HK$2,937
HK$3,836 total
includes taxes & fees
21 Apr - 22 Apr
Close to the big events in Oshkosh when you stay at Doty Landings
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 HK$2,509
HK$3,741 total
includes taxes & fees
16 Apr - 17 Apr
Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh.
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, (4 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$2,756
HK$4,142 total
includes taxes & fees
20 Apr - 21 Apr
House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.
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 HK$2,741
HK$4,662 total
includes taxes & fees
16 Apr - 17 Apr
Sky & Stream Escape, EAA AirVenture Oasis
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)
"Great place to stay with a big group! Easy check in and out process. The host was super helpful and friendly. Would recommend!"
United States
Megan M.
The price is HK$4,229
HK$5,557 total
includes taxes & fees
27 Apr - 28 Apr
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
Exterior

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Winneconne
9.6 out of 10, Exceptional, (389 reviews)
"It was a perfect spot for us all!! Would love to stay there again!"
United States
Tracey G.
The price is HK$670
HK$1,969 total
includes taxes & fees
26 Apr - 27 Apr
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
TV, DVD player

Beautiful 2 Bedroom Duplex

Beautiful 2 Bedroom Duplex
Fond du Lac
9.8 out of 10, Exceptional, (19 reviews)
"Loved the place, very clean and updated! It was a perfect location for what we were there for. The host responded quickly to questions. "
United States
Dorothy G.
The price is HK$940
HK$2,174 total
includes taxes & fees
20 Apr - 21 Apr
Beautiful 2 Bedroom Duplex
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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Top Oshkosh Hotel Reviews

Wyndham Garden Appleton

Wyndham Garden Appleton

10/10 Excellent
"Everything was good. Excellent value"
Jeff 1-night trip
Posted 14 hours ago
Wyndham Garden Appleton

Find out more about Oshkosh

Search for holiday rentals in Oshkosh on Expedia! You can easily find your home rentals, villas, holiday apartments in Oshkosh using one of the methods below:

  • View our selection of featured holiday rentals in Oshkosh
  • Use the map to find apartments and other holiday homes in the Oshkosh neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oshkosh while they last

Look no further and take a look at our great range of rental properties in Oshkosh!

Frequently asked questions

Can I find holiday rentals in Oshkosh?

Yes, there are holiday rentals in Oshkosh close to Pollock Community Water Park, or you can select a more secluded option if you're looking for a relaxing stay. Travellers who like culture and the arts say Oshkosh is known for its museums and festivals. Allow some time to check out the shops during your trip.

What are some of the best holiday rentals that Oshkosh has to offer?

Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.: This highly rated holiday home rental in Oshkosh is located in the city centre, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other top choices in Oshkosh are Lakefront 2-bed house in Oshkosh with dock! and Downtown Tiny Home - Oshkosh.

How many holiday rentals will I find in Oshkosh?

With 304 Expedia holiday rentals, you're guaranteed to find just the right place for your Oshkosh stay.

What can I see and do in Oshkosh?

Cultural attractions include Grand Opera House and Oshkosh Public Museum, whereas Paine Art Center and Gardens and Ford Festival Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Oshkosh Saturday Farmers Market and Menominee Nation Arena.

What are holiday rentals like in Oshkosh?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oshkosh. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family gatherings.