Oshkosh Holiday Rentals

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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

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$618
HK$2,231 total
includes taxes & fees
2 Mar - 3 Mar
Charming Downtown Home with BBQ & Office Space
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$1,331
HK$2,745 total
includes taxes & fees
1 Mar - 2 Mar
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
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$985
HK$1,313 total
includes taxes & fees
10 Mar - 11 Mar
Luxury In A Quaint Little Package
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, (2 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.
The price is HK$1,721
HK$2,744 total
includes taxes & fees
1 Mar - 2 Mar
Pac-Man House: Spacious 4-bedroom house in charming Oshkosh
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$1,721
HK$2,942 total
includes taxes & fees
1 Mar - 2 Mar
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$821
HK$2,538 total
includes taxes & fees
2 Mar - 3 Mar
Charming Family Home Near University of Oshkosh
Smart TV

Peaceful Home in Heart of Oshkosh!

Peaceful Home in Heart of Oshkosh!
Oshkosh
10.0 out of 10, Exceptional, (21 reviews)
"The house was super clean and very comfortable. Lots of space, well appointed kitchen, easy check in and out and great communication with homeowner. I would absolutely stay here again!"
United States
Kimberly F.
The price is HK$732
HK$1,985 total
includes taxes & fees
9 Mar - 10 Mar
Peaceful Home in Heart of Oshkosh!
Smart TV, table football

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, (52 reviews)
"Our group of 70-year-old high school friends loved this property! There was ample space for our meal gatherings and evening cards games. The location brought us near the heart of Oshkosh and all the activities we had planned. Would definitely recommend this house for a great stay! "
United States
Brenda S.
The price is HK$1,174
HK$2,996 total
includes taxes & fees
22 Mar - 23 Mar
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
Exterior

Charming Downtown Family Home with 3 Season Porch

Charming Downtown Family Home with 3 Season Porch
Oshkosh
7.8 out of 10, Good, (7 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$673
HK$2,448 total
includes taxes & fees
4 Mar - 5 Mar
Charming Downtown Family Home with 3 Season Porch
Smart TV, books

Late Summer Retreat • Firepit • Lake • Downtown!

Late Summer Retreat • Firepit • Lake • Downtown!
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$1,157
HK$2,509 total
includes taxes & fees
2 Mar - 3 Mar
Late Summer Retreat • Firepit • Lake • Downtown!
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$851
HK$1,869 total
includes taxes & fees
2 Mar - 3 Mar
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
Exterior

Stylish Downtown Loft – Free Parking & City Views!

Stylish Downtown Loft – Free Parking & City Views!
Oshkosh
The price is HK$1,009
HK$3,251 total
includes taxes & fees
2 Mar - 3 Mar
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$2,932
HK$3,804 total
includes taxes & fees
5 Mar - 6 Mar
Close to the big events in Oshkosh when you stay at Doty Landings
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$1,956
HK$3,705 total
includes taxes & fees
7 Mar - 8 Mar
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, (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$2,681
HK$4,037 total
includes taxes & fees
10 Mar - 11 Mar
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, (35 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$4,225
HK$5,551 total
includes taxes & fees
2 Mar - 3 Mar
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
Interior

Walk to Main St Fond du Lac: Retreat w/ Yard

Walk to Main St Fond du Lac: Retreat w/ Yard
3.0 star property
Fond du Lac
9.0 out of 10, Wonderful, (2 reviews)
"The rooms were clean and arranged as advertised. The house was secure. We would stay here again!"
United States
Kevin
The price is HK$672
HK$1,630 total
includes taxes & fees
12 Mar - 13 Mar
Walk to Main St Fond du Lac: Retreat w/ Yard
TV, DVD player

Beautiful 2 Bedroom Duplex

Beautiful 2 Bedroom Duplex
Fond du Lac
9.8 out of 10, Exceptional, (16 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$1,087
HK$2,351 total
includes taxes & fees
11 Mar - 12 Mar
Beautiful 2 Bedroom Duplex
Exterior

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Winneconne
9.6 out of 10, Exceptional, (384 reviews)
"We thoroughly enjoyed our long weekend stay. The home had everything we needed. It is a lovely home, nicely decorated, with a great location on the lake. "
United States
Mary M.
The price is HK$669
HK$1,976 total
includes taxes & fees
1 Mar - 2 Mar
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
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, (173 reviews)
"Great place would go back"
United States
William
The price is HK$1,583
HK$2,619 total
includes taxes & fees
12 Mar - 13 Mar
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.
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Top Oshkosh Hotel Reviews

Comfort Suites Oshkosh

Comfort Suites Oshkosh

10/10 Excellent
"The room was great as always. Staff was always nice and pleasant. We have stayed at this hotel several times. Will be returning next year. "
Jeff 2-night trip
Posted 3 days ago
Comfort Suites Oshkosh

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 Perfect Lake House to gather with Friends and Family. Come make some memories!! and Lakefront 2-bed house in Oshkosh with dock! .

How many holiday rentals will I find in Oshkosh?

With 308 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 Paine Art Center and Gardens, whereas Ford Festival Park and Lake Winnebago are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Menominee Nation Arena and EAA Aviation Museum.

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.