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Oshkosh Holiday Rentals

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Our top choices for Oshkosh holiday rentals

Destination Downtown

Destination Downtown
Oshkosh
9.0 out of 10, Wonderful, (11)
"Nicely remodeled house. Lots of construction surrounding the house."
United States
Nicole T.
The price is NZ$519
includes taxes & fees
6 Jan - 7 Jan
Destination Downtown

Beautiful Bungalow on Baldwin - 3 bed, 2 bath

Beautiful Bungalow on Baldwin - 3 bed, 2 bath
Oshkosh
8.6 out of 10, Excellent, (4)
"A very nice property in a very nice town. "
United States
Bruce S.
The price is NZ$544
includes taxes & fees
7 Jan - 8 Jan
Beautiful Bungalow on Baldwin - 3 bed, 2 bath

East Hall Park Escape - 3 Bedroom Family Home

East Hall Park Escape - 3 Bedroom Family Home
Oshkosh
10.0 out of 10, Exceptional, (4)
"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 NZ$535
includes taxes & fees
6 Jan - 7 Jan
East Hall Park Escape - 3 Bedroom Family Home

Luxury In A Quaint Little Package

Luxury In A Quaint Little Package
Oshkosh
7.6 out of 10, Good, (10)
"Very easy communication and good accommodations! Would recommend!"
United States
Brittany K.
The price is NZ$290
includes taxes & fees
2 Jan - 3 Jan
Luxury In A Quaint Little Package

Peaceful Home in Heart of Oshkosh!

Peaceful Home in Heart of Oshkosh!
Oshkosh
10.0 out of 10, Exceptional, (21)
"Clean and simple home. Within walking distance of many restaurants and attractions"
United States
Erika B.
The price is NZ$436
includes taxes & fees
2 Jan - 3 Jan
Peaceful Home in Heart of Oshkosh!

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, (31)
"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 NZ$566
includes taxes & fees
5 Jan - 6 Jan
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

Character Home on Harney - 3 bedroom, 2 bath

Character Home on Harney - 3 bedroom, 2 bath
Oshkosh
7.8 out of 10, Good, (7)
"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 NZ$519
includes taxes & fees
6 Jan - 7 Jan
Character Home on Harney - 3 bedroom, 2 bath

Late Summer Retreat • Firepit • Lake • Downtown!

Late Summer Retreat • Firepit • Lake • Downtown!
Oshkosh
9.6 out of 10, Exceptional, (13)
"Was a great place for our Oshkosh fly in stay! "
United States
William N.
The price is NZ$511
includes taxes & fees
4 Jan - 5 Jan
Late Summer Retreat • Firepit • Lake • Downtown!

5 Min from University of Wisconsin – Oshkosh

5 Min from University of Wisconsin – Oshkosh
2.0 star property
Oshkosh
The price is NZ$540
includes taxes & fees
12 Jan - 13 Jan
5 Min from University of Wisconsin – Oshkosh

Sky & Stream Escape, EAA AirVenture Oasis

Sky & Stream Escape, EAA AirVenture Oasis
Oshkosh
10.0 out of 10, Exceptional, (1)
"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 NZ$669
includes taxes & fees
14 Jan - 15 Jan
Sky & Stream Escape, EAA AirVenture Oasis

Chill Lake Channel 'Brewhouse' Townhouse: 2 bedrooms on Lake Winnebago

Chill Lake Channel 'Brewhouse' Townhouse: 2 bedrooms on Lake Winnebago
Oshkosh
10.0 out of 10, Exceptional, (3)
"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 NZ$655
includes taxes & fees
4 Jan - 5 Jan
Chill Lake Channel 'Brewhouse' Townhouse: 2 bedrooms on Lake Winnebago

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

Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
2.0 star property
Oshkosh
9.4 out of 10, Exceptional, (3)
"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 NZ$592
includes taxes & fees
2 Jan - 3 Jan
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago

Chic Luxury Loft | Walk to Everything!

Chic Luxury Loft | Walk to Everything!
2.0 star property
Oshkosh
The price is NZ$723
includes taxes & fees
5 Jan - 6 Jan
Chic Luxury Loft | Walk to Everything!

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, (1)
"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 NZ$572
includes taxes & fees
21 Jan - 22 Jan
Pac-Man House: Spacious 4-bedroom house in charming Oshkosh

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)
"Great stay!"
United States
Brian L.
The price is NZ$826
includes taxes & fees
7 Jan - 8 Jan
Close to the big events in Oshkosh when you stay at Doty Landings

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)
"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 NZ$835
includes taxes & fees
13 Jan - 14 Jan
House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.

Dancing Moon Luxury Loft and Event Space - Sleeps 12

Dancing Moon Luxury Loft and Event Space - Sleeps 12
Oshkosh
The price is NZ$1,181
includes taxes & fees
5 Jan - 6 Jan
Dancing Moon Luxury Loft and Event Space - Sleeps 12

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)
"Amazing property with such charm, perfect for our work retreat "
United States
Angela Z.
The price is NZ$1,370
includes taxes & fees
5 Jan - 6 Jan
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12

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)
"The rooms were clean and arranged as advertised. The house was secure. We would stay here again!"
United States
Kevin
Walk to Main St Fond du Lac: Retreat w/ Yard

Modern Apartment in Carnegie Lofts--Pet Friendly!

Modern Apartment in Carnegie Lofts--Pet Friendly!
Kaukauna
10.0 out of 10, Exceptional, (9)
"A great GemClean,At home feeling, everything you can think off at your own home is there!!!!!........"
United States
John T.
The price is NZ$483
includes taxes & fees
2 Jan - 3 Jan
Modern Apartment in Carnegie Lofts--Pet Friendly!
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

Find out more about Oshkosh

Everything you need to know about Oshkosh holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oshkosh holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oshkosh holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oshkosh holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oshkosh. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oshkosh holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oshkosh holiday rentals we have selected for you start as low as NZ$290 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oshkosh rentals

At Expedia, we put the best Oshkosh holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oshkosh rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oshkosh holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oshkosh. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Oshkosh?

Yes, there are holiday rentals in Oshkosh close to Hughes Home Maid Chocolates, 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?

Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location: This highly rated holiday home rental in Oshkosh offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Some other top choices in Oshkosh are Perfect Lake House to gather with Friends and Family. Come make some memories!! and WolfDen Getaway-Winnebago Channel.

How many holiday rentals will I find in Oshkosh?

With 303 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 Lake Winnebago and Ford Festival Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Menominee Nation Arena and Titan Stadium.

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.