Oshkosh Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Oshkosh vacation rentals

East Hall Park Escape - 3 Bedroom Family Home

East Hall Park Escape - 3 Bedroom Family Home
Oshkosh
10.0 out of 10, Exceptional, (4 reviews)
"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 ¥16,378
¥49,588 total
includes taxes & fees
Feb 12 - Feb 13
East Hall Park Escape - 3 Bedroom Family Home

Peaceful Home in Heart of Oshkosh!

Peaceful Home in Heart of Oshkosh!
Oshkosh
10.0 out of 10, Exceptional, (21 reviews)
"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!"
United States
Kimberly F.
The price is ¥14,601
¥38,825 total
includes taxes & fees
Feb 12 - Feb 13
Peaceful Home in Heart of Oshkosh!

Small, clean, 1-bedroom house. 2 blocks from Theda Care Medical Center.

Small, clean, 1-bedroom house. 2 blocks from Theda Care Medical Center.
Oshkosh
The price is ¥13,211
¥18,747 total
includes taxes & fees
Feb 18 - Feb 19
Small, clean, 1-bedroom house. 2 blocks from Theda Care Medical Center.

Character Home on Harney - 3 bedroom, 2 bath

Character Home on Harney - 3 bedroom, 2 bath
Oshkosh
7.8 out of 10, Good, (7 reviews)
"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 ¥14,524
¥47,092 total
includes taxes & fees
Feb 12 - Feb 13
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 reviews)
"Was a great place for our Oshkosh fly in stay! "
United States
William N.
The price is ¥27,039
¥55,260 total
includes taxes & fees
Feb 24 - Feb 25
Late Summer Retreat • Firepit • Lake • Downtown!

Chic Luxury Loft | Walk to Everything!

Chic Luxury Loft | Walk to Everything!
Oshkosh
The price is ¥19,932
¥63,683 total
includes taxes & fees
Feb 12 - Feb 13
Chic Luxury Loft | Walk to Everything!

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 reviews)
"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 ¥23,362
¥49,610 total
includes taxes & fees
Feb 12 - Feb 13
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

Luxury In A Quaint Little Package

Luxury In A Quaint Little Package
Oshkosh
7.6 out of 10, Good, (10 reviews)
"Very easy communication and good accommodations! Would recommend!"
United States
Brittany K.
The price is ¥21,631
¥28,429 total
includes taxes & fees
Mar 6 - Mar 7
Luxury In A Quaint Little Package

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 reviews)
"Great stay!"
United States
Brian L.
The price is ¥57,941
¥75,694 total
includes taxes & fees
Feb 24 - Feb 25
Close to the big events in Oshkosh when you stay at Doty Landings

Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago

Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
Oshkosh
10.0 out of 10, Exceptional, (3 reviews)
"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 ¥33,992
¥58,636 total
includes taxes & fees
Feb 23 - Feb 24
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago

Dancing Moon Luxury Loft and Event Space - Sleeps 12

Dancing Moon Luxury Loft and Event Space - Sleeps 12
Oshkosh
10.0 out of 10, Exceptional, (2 reviews)
"Great place"
United States
Alexander K.
The price is ¥44,034
¥107,614 total
includes taxes & fees
Feb 17 - Feb 18
Dancing Moon Luxury Loft and Event Space - Sleeps 12

Sky & Stream Escape, EAA AirVenture Oasis

Sky & Stream Escape, EAA AirVenture Oasis
Oshkosh
10.0 out of 10, Exceptional, (1 review)
"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 ¥38,628
¥73,655 total
includes taxes & fees
Feb 24 - Feb 25
Sky & Stream Escape, EAA AirVenture Oasis

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

Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
Oshkosh
9.4 out of 10, Exceptional, (3 reviews)
"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 ¥38,628
¥65,567 total
includes taxes & fees
Feb 24 - Feb 25
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago

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 reviews)
"Great place to stay with a big group! Easy check in and out process. The host was super helpful and friendly. Would recommend!"
United States
Megan M.
The price is ¥92,706
¥121,893 total
includes taxes & fees
Feb 16 - Feb 17
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12

The Parkway Paddle: Walking distance to the lake

The Parkway Paddle: Walking distance to the lake
Oshkosh
9.4 out of 10, Exceptional, (31 reviews)
"Great stay"
United States
Derek P.
The price is ¥34,765
¥76,228 total
includes taxes & fees
Feb 19 - Feb 20
The Parkway Paddle: Walking distance to the lake

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 review)
"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 ¥37,008
¥58,182 total
includes taxes & fees
Mar 2 - Mar 3
Pac-Man House: Spacious 4-bedroom house in charming Oshkosh

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 reviews)
"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 ¥51,591
¥77,987 total
includes taxes & fees
Feb 24 - Feb 25
House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.

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 reviews)
"The rooms were clean and arranged as advertised. The house was secure. We would stay here again!"
United States
Kevin
The price is ¥13,288
¥32,206 total
includes taxes & fees
Feb 14 - Feb 15
Walk to Main St Fond du Lac: Retreat w/ Yard

Downtown 1 Bedroom Apartment

Downtown 1 Bedroom Apartment
Appleton
9.4 out of 10, Exceptional, (3 reviews)
"The host was welcoming and everything was in good condition for our visit."
United States
Dave H.
The price is ¥9,994
¥27,776 total
includes taxes & fees
Feb 18 - Feb 19
Downtown 1 Bedroom Apartment

Cozy Appleton House: 1 Bed, Dog-Friendly

Cozy Appleton House: 1 Bed, Dog-Friendly
Appleton
9.2 out of 10, Wonderful, (15 reviews)
"It was the perfect location and had all the amenities we needed. Would recommend."
United States
Stephanie D.
The price is ¥13,288
¥35,337 total
includes taxes & fees
Feb 12 - Feb 13
Cozy Appleton House: 1 Bed, Dog-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.
Save an average of 15% on thousands of hotels when you're signed in

Top Oshkosh Hotel Reviews

Find out more about Oshkosh

Search for holiday rentals in Oshkosh on Expedia! You can easily find your home rentals, villas, holiday apartments in Oshkosh using one of the methods below:

  • View our selection of featured holiday rentals in Oshkosh
  • Use the map to find apartments and other holiday homes in the Oshkosh neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oshkosh while they last

Look no further and take a look at our great range of rental properties in Oshkosh!

Frequently asked questions

Can I find vacation rentals in Oshkosh?

Yes, we give you a choice of vacation rentals in Oshkosh near Pollock Community Water Park, or you can select a more remote option if you're looking for a relaxing stay. Travelers 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 vacation rentals in Oshkosh?

WolfDen Getaway-Winnebago Channel: Visitors like this Oshkosh vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. Some other top choices in Oshkosh are Perfect Lake House to gather with Friends and Family. Come make some memories!! and Lakefront 2-bed house in Oshkosh with dock! .

How many vacation rentals will I find in Oshkosh?

With 309 Expedia vacation rentals, you're sure 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 Pollock Community Water Park.

What are vacation rentals like in Oshkosh?

Vacation rentals are private accommodations you can reserve for several days or more in Oshkosh. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for small groups.