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Oshkosh Holiday Rentals

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Holiday Rentals in Oshkosh

Lakefront 2-bed house in Oshkosh with dock!

9.8 out of 10, Exceptional, (30)
"Brenda’s place is a perfect location to unwind. We stayed here during the WI summer and spent most of the time on the deck and cooking in. The neighborhood was quiet and we would definitely visit again. "
Lakefront 2-bed house in Oshkosh with dock!

Retreat on Lake Winnebago

9.8 out of 10, Exceptional, (122)
"This property was amazing. It had so many nice extras! Kitchen had most things I have at home. Katie is an amazing host and always responded quickly prior to staying at her property. We would definitely stay again. The property is so relaxing and peaceful. Also very friendly neighbors "
Retreat on Lake Winnebago

Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

9.8 out of 10, Exceptional, (28)
"We had an absolutely wonderful stay. The whole family LOVED this house and we will definitely be back. "
The price is AU$532
includes taxes & fees
1 Oct - 2 Oct
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

Late Summer Retreat • Firepit • Lake • Downtown!

9.6 out of 10, Exceptional, (12)
"Very nice and quiet stay with a great view of the lake!"
The price is AU$638
includes taxes & fees
19 Sept - 20 Sept
Late Summer Retreat • Firepit • Lake • Downtown!

Luxury In A Quaint Little Package

7.8 out of 10, Good, (8)
"Very comfy and cozy inside. Great lock safety. I will stay again."
The price is AU$184
includes taxes & fees
28 Sept - 29 Sept
Luxury In A Quaint Little Package

Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location

10.0 out of 10, Exceptional, (24)
"This place is great for family gatherings, plenty of space to relax or enjoy all the game options in the basement. Great location, right off the Lake and near local shops. L.Williamson"
Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location

Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh.

10.0 out of 10, Exceptional, (1)
"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."
Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh.

WolfDen Getaway-Winnebago Channel

10.0 out of 10, Exceptional, (80)
"Everything was perfect, hosts were very responsive and helpful! "
WolfDen Getaway-Winnebago Channel

Hickory On The Lake- Beautiful home on Lake Winnebago

9.6 out of 10, Exceptional, (20)
"Definitely booking again beautiful place"
The price is AU$903
includes taxes & fees
28 Sept - 29 Sept
Hickory On The Lake- Beautiful home on Lake Winnebago

Peaceful Home in Heart of Oshkosh!

10.0 out of 10, Exceptional, (18)
"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!"
The price is AU$417
includes taxes & fees
29 Sept - 30 Sept
Peaceful Home in Heart of Oshkosh!

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

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 ."
The price is AU$568
includes taxes & fees
20 Sept - 21 Sept
Chill Lake Channel 'Brewhouse' Townhouse: 2 bedrooms on Lake Winnebago

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

2.0 star property
9.0 out of 10, Wonderful, (2)
"Nice, clean property. "
The price is AU$367
includes taxes & fees
18 Sept - 19 Sept
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago

Sky & Stream Escape, EAA AirVenture Oasis

Sky & Stream Escape, EAA AirVenture Oasis

Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12

10.0 out of 10, Exceptional, (33)
"We had an excellent stay at the doe house. Becky was so accommodating and the house was perfect for our bachelorette weekend in Oshkosh. "
The price is AU$1,193
includes taxes & fees
29 Sept - 30 Sept
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12

Cozy Oshkosh Home Minutes from UW, EAA & Downtown

Cozy Oshkosh Home Minutes from UW, EAA & Downtown

Beautiful, relaxing lake home.

10.0 out of 10, Exceptional, (4)
"This property is located in a beautiful neighborhood on the water. Great view and perfect place to relax. It was exactly as described and we would absolutely stay here again!"
Beautiful, relaxing lake home.

Downtown Tiny Home - Oshkosh

9.4 out of 10, Exceptional, (20)
"Our stay was great and the property was perfect for our trip!"
Downtown Tiny Home - Oshkosh

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

9.6 out of 10, Exceptional, (367)
"Always a wonderful stay! Was very clean and the sunset was amazing! Thank you for another great time at the lake. "
The price is AU$499
includes taxes & fees
25 Sept - 26 Sept
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Lakefront! Huge Game RM + Chefs Kitchen! Sleep 40!

10.0 out of 10, Exceptional, (64)
"Awesome place! Emily is a great host and all instructions were extremely clear!"
Lakefront! Huge Game RM + Chefs Kitchen! Sleep 40!

Spacious water front property located on Big Green Lake

9.6 out of 10, Exceptional, (54)
"Great location!"
Spacious water front property located on Big Green Lake
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

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 favourite 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 depend 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 AU$184 per night. Entering your travel dates in the search wizard might find you 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 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 Retreat on Lake Winnebago and Late Summer Retreat • Firepit • Lake • Downtown!.

How many holiday rentals will I find in Oshkosh?

With 301 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.