Photo by Vin Lane-Kieltyka

Oshkosh Holiday Rentals

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Holiday Rentals in Oshkosh

Beautiful 3 Bedroom Home By The Water!

9.6 out of 10, Exceptional, (8)
"Very nice and quiet stay with a great view of the lake!"
The price is AU$446
includes taxes & fees
27 Feb - 28 Feb
Beautiful 3 Bedroom Home By The Water!

Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.

9.6 out of 10, Exceptional, (36)
"The house was very spacious! Our team was really happy to be able to stay all together instead of spreading out in a hotel! And less expensive! Very easy to communicate with the owner. The only reason I gave only 4 stars for location/neighborhood was the parking. We had 7 cars so had to shuffle around a little so we weren’t parking on the side of the road. We were laughing about how big the closets were upstairs, they were like another bedroom!! Awesome place to stay for a bigger group!"
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.

Stunning Sunrise Waterfront Views on Lake Winnebago

9.8 out of 10, Exceptional, (9)
"Beautiful home near the lake view will recommend to my friends to stay "
Stunning Sunrise Waterfront Views on Lake Winnebago

Lakefront 2-bed house in Oshkosh with dock! Green Bay: 50 min.

10.0 out of 10, Exceptional, (6)
"15"
Lakefront 2-bed house in Oshkosh with dock! Green Bay: 50 min.

NEW! Sleeps 13! Convenient&Close

10.0 out of 10, Exceptional, (9)
"The home was great and Nichole was very helpful. Would stay at the home again."
The price is AU$806
includes taxes & fees
18 Feb - 19 Feb
NEW! Sleeps 13! Convenient&Close

Clean and spacious home.

10.0 out of 10, Exceptional, (14)
"Everything was as advertised. Clean and plenty of space for what we needed. "
Clean and spacious home.

The Parkway Paddle: Walking distance to the lake

9.2 out of 10, Wonderful, (23)
"Location to the lake was perfect. Home was very nice and comfortable for four adults. We really enjoyed our stay here."
The Parkway Paddle: Walking distance to the lake

Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location

10.0 out of 10, Exceptional, (18)
"Great place to stay with abundance of activities including pool, darts, and other games! Very clean and had plenty of spare linens. Great communication from host! "
Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location

WolfDen Getaway-Winnebago Channel

10.0 out of 10, Exceptional, (72)
"Everything was perfect, hosts were very responsive and helpful! "
WolfDen Getaway-Winnebago Channel

Retreat on Lake Winnebago

9.8 out of 10, Exceptional, (116)
"Thank you for helping us have a wonderful weekend with our family while celebrating an early Christmas "
Retreat on Lake Winnebago

Perfect Lake House to gather with Friends and Family. Come make some memories!!

9.6 out of 10, Exceptional, (8)
"Beautiful house, got the walk through, but unfortunately there was a water pipe explosion and our family had to cancel. Owner is super nicer and was great to communicate with. They’d tried really hard to make this family stay work. Maybe next time."
Perfect Lake House to gather with Friends and Family. Come make some memories!!

The Harbor Hideaway.

10.0 out of 10, Exceptional, (42)
"We all enjoyed our time at the house. My Aunts, sister and I hung out and played games. We ate at TJ Harbor Bar for dinner. Plenty of rooms and bathrooms. Very enjoyable!Thank you!"
The price is AU$588
includes taxes & fees
1 Mar - 2 Mar
The Harbor Hideaway.

Hickory On The Lake- Beautiful home on Lake Winnebago

9.6 out of 10, Exceptional, (15)
"An excellent place to host my family, parents, my brothers and their families, etc., for the holiday stretch! Perfect home, perfect location, and I have a feeling we will be back. I can’t imagine asking for more from a property in Oshkosh, Wisconsin! Thank you, thank you, thank you! ♥️🤗"
The price is AU$590
includes taxes & fees
2 Mar - 3 Mar
Hickory On The Lake- Beautiful home on Lake Winnebago

Downtown Tiny Home - Oshkosh

9.8 out of 10, Exceptional, (11)
"This property was very comfortable, akin to a modest hotel room, without the nuisance of noisy guests all around you. Very quiet neighborhood. Easy to get into the house. Great instructions, easy to follow. The house was clean and tidy. Had everything you would need to stay longer than we did. We were very pleased with our experience."
Downtown Tiny Home - Oshkosh

Oshkosh Canal-Front Home w/ Sunroom & Watercraft!

2.0 star property
8.6 out of 10, Excellent, (4)
"Was a very nice stay we enjoyed our stay the only thing was one of the cars got a parking ticket for 35$ is the only thing that wasn't right "
Oshkosh Canal-Front Home w/ Sunroom & Watercraft!

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

9.6 out of 10, Exceptional, (340)
"Fantastic! Home has everything you need for your stay, and more. Fireplace and hot tub are a great a bonus! Communication with the owners was always available and check in/check out was very easy. Highly recommend!"
The price is AU$522
includes taxes & fees
23 Feb - 24 Feb
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

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

10.0 out of 10, Exceptional, (52)
"This was a great place for our large family gathering. Plenty of space for sleeping, eating and fun times with large game room downstairs. Something for everyone. Well furnished and management was great to work with. Highly recommend."
Lakefront! Huge Game RM + Chefs Kitchen! Sleep 40!

**Pet Friendly-Fenced In Yard** Centrally located in Fox Crossings / Menasha

10.0 out of 10, Exceptional, (2)
"It was very nice. We were visiting my daughter. I would like to come back in the summer time. "
The price is AU$521
includes taxes & fees
18 Feb - 19 Feb
**Pet Friendly-Fenced In Yard** Centrally located in Fox Crossings / Menasha

Lake Winnebago Waterfront Cottage W/Hot Tub

10.0 out of 10, Exceptional, (152)
"It was a very nice place with a wonderful hot tub."
Lake Winnebago Waterfront Cottage W/Hot Tub

Lavish House w/ Patio - 2 Blocks to Green Lake!

9.8 out of 10, Exceptional, (65)
"Friends gathered and all 4 of us enjoyed our time at this rental for a weekend. Clean, spacious, comfortable. There was only one slight down side, all conversation and the one movie we watched that weekend were disrupted by the sound of the furnace running. Had it not been cold outside, perhaps we wouldn't have noticed. We adapted and smiled whenever the heat would turn on. All else was a pleasure. "
Lavish House w/ Patio - 2 Blocks to 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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Other types of properties in Oshkosh you may be interested in

Comfort Suites Oshkosh

2.5 star property
8.2 out of 10, Very good, (744)
"I liked that I had gotten the room that I wanted, and the staff was friendly "
The price is AU$152
includes taxes & fees
23 Feb - 24 Feb
Comfort Suites Oshkosh

La Quinta Inn by Wyndham Oshkosh

2.5 star property
8.2 out of 10, Very good, (1006)
"Nice location. "
The price is AU$126
includes taxes & fees
16 Mar - 17 Mar
La Quinta Inn by Wyndham Oshkosh

Quality Inn

2.5 star property
8.4 out of 10, Very good, (808)
"Easy access from the interstate, clean and comfortable. A good value."
The price is AU$122
includes taxes & fees
2 Mar - 3 Mar
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.

Frequently asked questions

Can I find holiday rentals in Oshkosh?

Yes, there are holiday rentals in Oshkosh close to Paine Art Center and Arboretum, 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?

Stunning Sunrise Waterfront Views on Lake Winnebago: This highly rated holiday home rental in Oshkosh is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 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 Beautiful 3 Bedroom Home By The Water! and NEW! Sleeps 13! Convenient&Close.

How many holiday rentals will I find in Oshkosh?

With 290 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 Menominee Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Menominee Nation Arena and Paine Art Center and Arboretum.

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.