Oshkosh Holiday Rentals

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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 Sept - 20 Sept

Our top choices for Oshkosh holiday rentals

TV, offices

Charming Updated Home in Oshkosh w/ Free Parking

Charming Updated Home in Oshkosh w/ Free Parking
Oshkosh
Charming Updated Home in Oshkosh w/ Free Parking
Bathtub, hair dryer, towels

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 HK$674
HK$2,325 total
includes taxes & fees
8 Jun - 9 Jun
Downtown Retreat with BBQ & Workspace
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 HK$860
HK$2,080 total
includes taxes & fees
3 Jun - 4 Jun
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$1,316 total
includes taxes & fees
3 Jun - 4 Jun
Luxury In A Quaint Little Package
Living area

Oshkosh's #1 Home Away From Home

Oshkosh's #1 Home Away From Home
Oshkosh
The price is HK$1,298
HK$2,845 total
includes taxes & fees
12 Jun - 13 Jun
Oshkosh's #1 Home Away From Home
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)
"Very nice stay, well accommodating."
United States
Chris S.
The price is HK$1,516
HK$3,015 total
includes taxes & fees
2 Jun - 3 Jun
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$737
HK$2,461 total
includes taxes & fees
3 Jun - 4 Jun
Charming Family Home Near University of Oshkosh
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)
"The house was great. It had everything we needed for a comfortable stay. "
United States
Bill P.
The price is HK$2,719
HK$4,091 total
includes taxes & fees
3 Jun - 4 Jun
Pac-Man House: Spacious 4-bedroom house in charming Oshkosh
Exterior

Stylish Downtown Loft – Free Parking & City Views!

Stylish Downtown Loft – Free Parking & City Views!
Oshkosh
8.0 out of 10, Very good, (1 review)
"We enjoyed our stay at your very unique property. I may have missed the information about the stairs. That could have been a problem. Thankfully no one was halledged with that.Suggestion; Maybe its just me but there really was limited locations for dressing for formal event. perhaps a full length mirror somewhere would be great for future customers. Also not a place that makeup or hair was easily applied. other than that and the no kings rally which are outside of your control, it was...
United States
Peggy H.
The price is HK$1,128
HK$3,456 total
includes taxes & fees
2 Jun - 3 Jun
Stylish Downtown Loft – Free Parking & City Views!
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$1,724
HK$2,974 total
includes taxes & fees
2 Jun - 3 Jun
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
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$3,135
HK$4,894 total
includes taxes & fees
9 Jun - 10 Jun
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
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 HK$4,232
HK$5,560 total
includes taxes & fees
2 Jun - 3 Jun
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
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.
Sky & Stream Escape, EAA AirVenture Oasis
Shower, hair dryer, towels, soap

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 HK$2,906
HK$4,315 total
includes taxes & fees
11 Jun - 12 Jun
House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.
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$2,939
HK$3,839 total
includes taxes & fees
8 Jun - 9 Jun
Close to the big events in Oshkosh when you stay at Doty Landings
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 HK$458
HK$1,142 total
includes taxes & fees
4 Jun - 5 Jun
Cozy 1-bedroom townhome in pleasant Fond du Lac with AC
Exterior detail

Historical Haven Steps to Downtown

Historical Haven Steps to Downtown
Appleton
9.8 out of 10, Exceptional, (7 reviews)
"Stayed the night for our visit for a Packers game. It was a great spot to stay for the game, nice vintage home with plenty of space for us. Very close to the town and the neighborhood was very nice."
United States
Justin V.
The price is HK$910
HK$2,028 total
includes taxes & fees
2 Jun - 3 Jun
Historical Haven Steps to Downtown
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 HK$1,375
HK$2,827 total
includes taxes & fees
8 Jun - 9 Jun
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, (21 reviews)
"We had a wonderful stay. The house was clean and comfortable. The host was responsive and provided extra goodies."
United States
Mary A.
The price is HK$1,097
HK$2,365 total
includes taxes & fees
2 Jun - 3 Jun
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

Cobblestone Suites Oshkosh

Cobblestone Suites Oshkosh

10/10 Excellent
"The room was clean and the staff was friendly and helpful and knowledgeable"
Melvin 1-night trip
Posted 2 hours ago
Cobblestone 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:

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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?

Lakefront 2-bed house in Oshkosh with dock! : This highly rated holiday home rental in Oshkosh is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Some other top choices in Oshkosh are Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly and Downtown Tiny Home - Oshkosh.

How many holiday rentals will I find in Oshkosh?

With 318 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 Oshkosh Public Museum and Paine Art Center and Gardens, whereas Lake Winnebago 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.