Photo by Vin Lane-Kieltyka

Oshkosh Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Oshkosh

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

2.0 star property
8.0 out of 10, Very good, (1)
"Nice, clean property. "
The price is AU$516
includes taxes & fees
16 July - 17 July
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago

Spacious 5-bdrm house with WiFi, fitness room in amazing Oshkosh great for EAA!

The price is AU$1,568
includes taxes & fees
19 July - 20 July
Spacious 5-bdrm house with WiFi, fitness room in amazing Oshkosh great for EAA!

Peaceful Home in Heart of Oshkosh!

10.0 out of 10, Exceptional, (16)
"The house was perfect for visiting our family celebrating our grandsons first bday. The layout was perfect, quiet and peaceful. Laura responded immediately when we needed her. Will be back to our new home away from home. "
The price is AU$441
includes taxes & fees
16 July - 17 July
Peaceful Home in Heart of Oshkosh!

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

9.6 out of 10, Exceptional, (48)
"The neighborhood felt like home. House was clean and set up nice. "
The price is AU$671
includes taxes & fees
6 Aug - 7 Aug
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.

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

10.0 out of 10, Exceptional, (1)
"The house is decorated with very cool brewery memorabilia and clean. The host was easy to communicate with and left us a very cool welcome basket. We will book again next year. "
The price is AU$583
includes taxes & fees
16 July - 17 July
Chill Lake Channel 'Brewhouse' Townhouse: 2 bedrooms on Lake Winnebago

Stunning Sunrise Waterfront Views on Lake Winnebago

9.6 out of 10, Exceptional, (17)
"Home and location is beautiful, clean, and convenient. We enjoyed our stay very much! "
The price is AU$1,181
includes taxes & fees
27 July - 28 July
Stunning Sunrise Waterfront Views on Lake Winnebago

Hickory On The Lake- Beautiful home on Lake Winnebago

9.6 out of 10, Exceptional, (20)
"Loved everything about Hickory on the Lake including the neighborhood and location. The cottage was everything expected as advertised. It was a beautiful and so comfortable. We had great fun! "
The price is AU$1,187
includes taxes & fees
12 Aug - 13 Aug
Hickory On The Lake- Beautiful home on Lake Winnebago

Historic Downtown Apt, Algoma Suites #1 - Sleeps 4

The price is AU$474
includes taxes & fees
28 July - 29 July
Historic Downtown Apt, Algoma Suites #1 - Sleeps 4

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

10.0 out of 10, Exceptional, (27)
"Beautiful home with a great owner. I highly recommend this house if staying in the area!"
The price is AU$1,212
includes taxes & fees
30 July - 31 July
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12

The Parkway Paddle: Walking distance to the lake

9.4 out of 10, Exceptional, (27)
"Location to the lake was perfect. Home was very nice and comfortable for four adults. We really enjoyed our stay here."
The price is AU$877
includes taxes & fees
7 Aug - 8 Aug
The Parkway Paddle: Walking distance to the lake

EAA-Perfect! 3BR Retreat by Lake & Park + Firepit & Parking

9.4 out of 10, Exceptional, (9)
"Very nice and quiet stay with a great view of the lake!"
The price is AU$763
includes taxes & fees
4 Aug - 5 Aug
EAA-Perfect! 3BR Retreat by Lake & Park + Firepit & Parking

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

9.6 out of 10, Exceptional, (20)
"We had an absolutely wonderful stay. The whole family LOVED this house and we will definitely be back. "
The price is AU$800
includes taxes & fees
4 Aug - 5 Aug
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

NEW! Sleeps 13! Convenient&Close

10.0 out of 10, Exceptional, (15)
"The home was great and Nichole was very helpful. Would stay at the home again."
The price is AU$918
includes taxes & fees
28 July - 29 July
NEW! Sleeps 13! Convenient&Close

Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

10.0 out of 10, Exceptional, (169)
"Back again for another visit, wonderful as usual. We love this house and the ownwrs hospitality! We will be booking again!"
The price is AU$515
includes taxes & fees
21 July - 22 July
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

Secluded Lake House Retreat – Book Now!

9.0 out of 10, Wonderful, (47)
"worked great for us "
The price is AU$776
includes taxes & fees
3 Aug - 4 Aug
Secluded Lake House Retreat – Book Now!

Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater

4.0 star property
10.0 out of 10, Exceptional, (1)
"Our large family had a magical Christmas! Our beautifully decorated rented home had everything we needed . We were all very comfortable during the day and night time sleeping . We had private spaces and family get together areas ."
The price is AU$4,784
includes taxes & fees
28 July - 29 July
Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater

Charming 3-bedroom house with AC and WiFi in Appleton

The price is AU$586
includes taxes & fees
28 July - 29 July
Charming 3-bedroom house with AC and WiFi in Appleton

Cozy 4 bedroom Luxury Villa retreat in Appleton.

8.0 out of 10, Very good, (12)
"Quiet & a great location. Easy to get to anywhere. Couple of minor issues but the host was very accommodating."
The price is AU$1,061
includes taxes & fees
28 July - 29 July
Cozy 4 bedroom Luxury Villa retreat in Appleton.

3 Queens, Walk to Eat, Tons of Character, Spacious

10.0 out of 10, Exceptional, (37)
"House was great! Loved the look and the location!"
3 Queens, Walk to Eat, Tons of Character, Spacious

Historic City Park home within walking distance to all downtown has to offer!

10.0 out of 10, Exceptional, (12)
"This is a great house in the heart of Appleton. Well-appointed kitchen, newly built back deck, comfortable beds, and two sitting rooms. The games, vintage vinyl, and decor make this extra fun. "
The price is AU$353
includes taxes & fees
29 July - 30 July
Historic City Park home within walking distance to all downtown has to offer!
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.
Save an average of 15% on thousands of hotels when you're signed in

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?

Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly: This highly rated holiday home rental in Oshkosh is located on the waterfront, and has a patio, a garden 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 stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. Another good choice for your trip to Oshkosh is Lakefront 2-bed house in Oshkosh with dock! .

How many holiday rentals will I find in Oshkosh?

With 307 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 Ford Festival Park and Lake Winnebago 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.