Photo by Vin Lane-Kieltyka

Holiday Rentals in Oshkosh

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Oshkosh

The Parkway Paddle: Walking distance to the lake
9.0 out of 10, Wonderful, 16 reviews
"Had a good time with family at this stay. Place was what we needed!"
The Parkway Paddle: Walking distance to the lake
WolfDen Getaway-Winnebago Channel
10.0 out of 10, Exceptional, 61 reviews
"Great place to stay! Beautiful decor and very clean."
WolfDen Getaway-Winnebago Channel
Beautiful 3 Bedroom Home By The Water!
8.0 out of 10, Very good, 2 reviews
"A great location! Close to the rugby pitch, water, food and drink!"
The price is €242
per night
26 Jun - 27 Jun
Beautiful 3 Bedroom Home By The Water!
Save an average of 15% on thousands of hotels when you're signed in
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
9.8 out of 10, Exceptional, 31 reviews
"We were in town for a family event south of Oshkosh. The bedrooms and layout were perfect and it was a really convenient location for us. Very clean and beds were comfy."
The price is €431
per night
20 Jun - 21 Jun
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
Stunning Sunrise Waterfront Views on Lake Winnebago
10.0 out of 10, Exceptional, 2 reviews
"The house was nice. The check in process was nice and easy. The location was great and the communication with the host was great."
Stunning Sunrise Waterfront Views on Lake Winnebago
New Renovation! Gorgeous Lake Views! Outdoor Hot Tub, Huge open concept rooms!
10.0 out of 10, Exceptional, 2 reviews
"This property is perfect for groups to enjoy. There is a great view of the lake across the street, plenty of room to spread out, a game room to entertain, and a hot tub to relax in at the end of a long day. The neighborhood is extremely quiet and the host makes the entire process very simple. We would definitely rent this property again in the future."
The price is €724
per night
16 Jun - 17 Jun
New Renovation! Gorgeous Lake Views! Outdoor Hot Tub, Huge open concept rooms!
Lakefront w/ Private Dock, Kayak & Game Room
10.0 out of 10, Exceptional, 12 reviews
"We had a fantastic time at this lovely home right on the lake. We loved hanging out on the glassed in porch and used the firepit and kayak (very happily). My kids went absolutely crazy over the popcorn maker and enjoyed the board games and playing in the basement. We had awful weather one day and we all really felt cozy and at home lounging around the relaxing house. Wonderful stay all around!"
The price is €895
per night
2 Jul - 3 Jul
Lakefront w/ Private Dock, Kayak & Game Room
Modern Lake house on Lake winnebago
10.0 out of 10, Exceptional, 3 reviews
"Recently revamped house on Lake Winnebago. Property is modern and has everything one can want in a rental. Great location. Owner was amazingly responsive. Highly recommend"
Modern Lake house on Lake winnebago
NEW! Sleeps 13! Convenient&Close
10.0 out of 10, Exceptional, 4 reviews
"Decorated very cute and comfy"
The price is €581
per night
20 Jun - 21 Jun
NEW! Sleeps 13! Convenient&Close
Perfect Lake House to gather with Friends and Family. Come make some memories!!
8.0 out of 10, Very good, 1 review
"Our stay was from May 3-5, 2024. Though our stay was short my family that included my mom, brother, sister, brother-in-law, nephew, and 2 dogs enjoyed our time in this lovely house. Because of my 92-y/o mom I was looking for wheelchair accessible, ADA compliant lodging. There were more than enough bedrooms for our party. It was clean and spacious. There was one bathroom that did not have steps to get to it, but having the wheelchair inside was a challenge. I brought a commode with arm rests to...
Perfect Lake House to gather with Friends and Family. Come make some memories!!
Retreat on Lake Winnebago
9.8 out of 10, Exceptional, 105 reviews
"The Lake Winnebago property was perfect for our annual fall trip. Our communication with Katie was excellent and prompt! The house was clean and comfortable. Whether it was hanging out and watching some football or relaxing outside by the lake it was just what we needed! We would definitely return! Thanks again a Katie!"
Retreat on Lake Winnebago
The Harbor Hideaway.
10.0 out of 10, Exceptional, 36 reviews
"This property is set up so that it is comfortable for everyone even when occupied by a full contingent of guests. A very roomy home. Uncharacteristically for a rental property, the house was decorated with some imagination, the appliances were clearly above average in quality, and everything throughout the house was in good working order. With the seasonally mild weather this year we were able to enjoy a fire in the fire pit with the precut wood provided. Plenty of dishes in the kitchen and...
The Harbor Hideaway.
“I Think this might be the one!”
“I Think this might be the one!”
Evans St Oshkosh · NEW! Sleeps 6 - Near Downtown & University
10.0 out of 10, Exceptional, 3 reviews
"Cozy, charming, sweet, bright- perfect. This little house was perfect for the four of us and our two dogs. It’s a small house that is so inviting and sweet. We spent Thanksgiving here and it was charming. The host was amazing and everything was perfect."
The price is €318
per night
17 Jun - 18 Jun
Evans St Oshkosh · NEW! Sleeps 6 - Near Downtown & University
Welcome EAA-Charming cottage on Lake Winnebago
10.0 out of 10, Exceptional, 8 reviews
"Comfortable cabin style home. We enjoyed our stay."
The price is €502
per night
18 Jun - 19 Jun
Welcome EAA-Charming cottage on Lake Winnebago
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
9.6 out of 10, Exceptional, 307 reviews
"We had a great time on the lake. The house had good living space and kitchen was fully stocked. Beds - king and full were good. The futon was a bit too worn. Dock was great to fish off of and everyone enjoyed the water. Lake is great for fishing and water was still clear."
The price is €428
per night
26 Jun - 27 Jun
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Lake Winnebago Vacation Rentals
10.0 out of 10, Exceptional, 73 reviews
"Thank you for sharing your property with us. I came with my son, brother, and his son for a weekend of fishing and lake time. This home was exactly what we needed. The location is great as well. Would stay again!"
The price is €408
per night
27 Jun - 28 Jun
Lake Winnebago Vacation Rentals
Serene Cottage with view of Green Lake
10.0 out of 10, Exceptional, 24 reviews
"We had a wonderful time! The property was clean and in the perfect location to walk everywhere. We would definitely return:)"
Serene Cottage with view of Green Lake
Lake Winnebago Waterfront Cottage W/Hot Tub
10.0 out of 10, Exceptional, 126 reviews
"We booked our stay for a long weekend specifically for the lake view but the property was so much more. The house was clean and included everything we could have needed and more. Beds were very comfortable, layout of the house was perfect, online description of the house was spot on. Check in and communication with the owner was a breeze. If our travels take us to that area of WI again we wouldn't hesitate to book our stay here."
Lake Winnebago Waterfront Cottage W/Hot Tub
Steps from Lake/Beach! Kayaks, Bikes!
10.0 out of 10, Exceptional, 3 reviews
"Our family of 4 enjoyed the stay at cabin, fishing and biking. It has everything you need for cooking, grilling and spending time together, far from city."
The price is €344
per night
7 Jul - 8 Jul
Steps from Lake/Beach! Kayaks, Bikes!
Don't see what you're looking for?
See all available properties in Oshkosh
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.

Other types of properties in Oshkosh you may be interested in

La Quinta Inn by Wyndham Oshkosh
2.5 star property
8.4 out of 10, Very good, 1,003 reviews
"Had a reasonable selection of tea as I don't drink coffee. "
The price is €99
per night
19 Jun - 20 Jun
La Quinta Inn by Wyndham Oshkosh
Comfort Suites Oshkosh
2.5 star property
8.4 out of 10, Very good, 588 reviews
"Very close to stores and restaurants. "
The price is €96
per night
23 Jun - 24 Jun
Comfort Suites Oshkosh
Quality Inn
2.5 star property
8.4 out of 10, Very good, 656 reviews
"Very quiet Thursday and Friday. Youth athletic team there Saturday night, loud gathering outside my window until 0200"
The price is €86
per night
19 Jun - 20 Jun
Quality Inn
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.

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, apart-hotels, 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 €242 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 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?

WolfDen Getaway-Winnebago Channel: This highly rated holiday home rental in Oshkosh is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease 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. You can relax into your holiday with a garden and a selection of games. Some other top choices in Oshkosh are Beautiful 3 Bedroom Home By The Water! and Stunning Sunrise Waterfront Views on Lake Winnebago.

How many holiday rentals will I find in Oshkosh?

With 283 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 Paine Art Center and Gardens and EAA Aviation Museum, whereas Lake Winnebago and Ford Festival Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include The Outlet Shoppes at Oshkosh and Grand Opera House.

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.

Recent reviews of Oshkosh properties
Expedia verified reviews