A control tower with the sign "WORLD'S Busiest Control Tower" and four airplanes flying in formation in the sky.

Oshkosh Vacation Rentals

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Oshkosh vacation rentals

A historic building with a prominent 'GRAND' sign, large windows, and a tree in front.

1. Opera House Square Loft | Sleeps 6

Opera House Square Loft | Sleeps 6
Oshkosh
9.0 out of 10, Wonderful, (2 reviews)
"Traveled with our two adult sons and we all loved this place. Incredibly convenient and a unique property. Yes, there is noise from the downtown area, but it didn't keep us up and it wasn't intrusive. It's part of being in the heart of the city. We would stay there again."
United States
Peggy L.
$323 nightly
The price is $373
Nov 11 - Nov 12
Total with taxes and fees
Opera House Square Loft | Sleeps 6
A two-story house with a front porch, a small staircase, and a picket fence.

2. Cozy Oshkosh House with Piano

Cozy Oshkosh House with Piano
Oshkosh
8.2 out of 10, Very good, (11 reviews)
"Very nice"
United States
Marshall T.
$281 nightly
The price is $324
Nov 12 - Nov 13
Total with taxes and fees
Cozy Oshkosh House with Piano
A neatly made bed with a white and black color scheme, a small bedside table with a plant, and a bookshelf with books and a plant.

3. Luxury In A Quaint Little Package

Luxury In A Quaint Little Package
Oshkosh
8.0 out of 10, Very good, (13 reviews)
"Very clean and had a whole lot of extra amenities at no extra charge. Would definitely stay at that location again."
United States
Scott B.
$161 nightly
The price is $185
Nov 10 - Nov 11
Total with taxes and fees
Luxury In A Quaint Little Package
A cozy living room with a white sofa, yellow armchair, and a hanging chair. There is a colorful rug, a small round table, and a potted plant.

4. Cozy Oshkosh Home Minutes from UW, EAA & Downtown

Cozy Oshkosh Home Minutes from UW, EAA & Downtown
Oshkosh
10.0 out of 10, Exceptional, (2 reviews)
"This house is very cute and very vibrant. The host was amazing and very accommodating. I had a very easy check in and check out."
United States
Tonia G.
$431 nightly
The price is $496
Nov 10 - Nov 11
Total with taxes and fees
Cozy Oshkosh Home Minutes from UW, EAA & Downtown
A house with a front yard, a dock, and a small body of water.

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

Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
Oshkosh
9.8 out of 10, Exceptional, (39 reviews)
"Very nice stay, well accommodating."
United States
Chris S.
$295 nightly
The price is $339
Dec 1 - Dec 2
Total with taxes and fees
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
A neatly made bed with white linens and a brown throw blanket, flanked by two bedside lamps with exposed bulbs.

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

Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
Oshkosh
9.2 out of 10, Wonderful, (5 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.
$233 nightly
The price is $268
Nov 10 - Nov 11
Total with taxes and fees
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
A modern living room with a sectional sofa, a wooden coffee table, and a futsal table.

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

Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
Oshkosh
9.6 out of 10, Exceptional, (71 reviews)
"Great host and great location for EAA. Perfect size for us…six adults, two of them working remotely!"
United States
Mike B.
$357 nightly
The price is $411
Nov 22 - Nov 23
Total with taxes and fees
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
A cozy room with a sofa, two nightstands, a wooden coffee table, and a rustic wall.

8. Cozy Retreat • Fireplace Loft •Walk to Park & Lake

Cozy Retreat • Fireplace Loft •Walk to Park & Lake
Oshkosh
9.6 out of 10, Exceptional, (14 reviews)
"Was a great place for our Oshkosh fly in stay! "
United States
William N.
$312 nightly
The price is $359
Nov 10 - Nov 11
Total with taxes and fees
Cozy Retreat • Fireplace Loft •Walk to Park & Lake
A wooden front door with a number plate, a mailbox, and a small porch with steps leading up to it.

9. 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, (4 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.
$307 nightly
The price is $353
Nov 10 - Nov 11
Total with taxes and fees
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
A hallway with a dark wall, a mirror, a wicker chair, a sofa, and a plant.

10. Roomy Central Hub • Games, Fire Pit & Downtown Fun

Roomy Central Hub • Games, Fire Pit & Downtown Fun
Oshkosh
10.0 out of 10, Exceptional, (1 review)
"Host were very accommodating to everything my group needed. Quick communications, great location, and plenty of room!"
United States
Matthew D.
$791 nightly
The price is $910
Nov 10 - Nov 11
Total with taxes and fees
Roomy Central Hub • Games, Fire Pit & Downtown Fun
A grand staircase with a wooden handrail and a chandelier above.

11. 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, (44 reviews)
"Amazing property with such charm, perfect for our work retreat "
United States
Angela Z.
$570 nightly
The price is $656
Nov 16 - Nov 17
Total with taxes and fees
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
A modern kitchen with dark wood paneling, stainless steel appliances, and wooden shelves.

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.
$528 nightly
The price is $554
Nov 10 - Nov 11
Total with taxes and fees
Sky & Stream Escape, EAA AirVenture Oasis
A two-story house with a front entrance, a visible number '1512' on the door, a small front yard with grass and dandelions, and a clear blue sky.

13. 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
9.2 out of 10, Wonderful, (11 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.
$372 nightly
The price is $428
Nov 17 - Nov 18
Total with taxes and fees
House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.
A living room with a sofa, a TV, a ceiling fan, and a view of the outdoors.

14. World Series 80 miles, EAA 8 miles,Packers 39 miles

World Series 80 miles, EAA 8 miles,Packers 39 miles
Oshkosh
$524 nightly
The price is $550
Nov 10 - Nov 11
Total with taxes and fees
World Series 80 miles, EAA 8 miles,Packers 39 miles
A spacious living area with a large TV, comfortable seating, a fireplace, and a brick wall.

15. Wisconsin Avenue Flat w/ View |Sleeps 2

Wisconsin Avenue Flat w/ View |Sleeps 2
Neenah
10.0 out of 10, Exceptional, (4 reviews)
"Great location and clean and very cute apartment! "
United States
Kari H.
$194 nightly
The price is $224
Nov 12 - Nov 13
Total with taxes and fees
Wisconsin Avenue Flat w/ View |Sleeps 2
A kitchen with a brick wall, stainless steel appliances, wooden cabinets, and a granite countertop.

16. Vintage Pinball Loft | Sleeps 2

Vintage Pinball Loft | Sleeps 2
Appleton
9.8 out of 10, Exceptional, (7 reviews)
"This was such a great stay! Check in was easy, everything was clean and the pinball machine was unexpected fun! We loved how close it was to everything too. Will definitely be staying here again!"
United States
Indira B.
$199 nightly
The price is $230
Nov 10 - Nov 11
Total with taxes and fees
Vintage Pinball Loft | Sleeps 2
A modern living room with a grey sofa, a matching armchair, and a coffee table. There is a kitchen area with white cabinets and a stainless steel refrigerator. The room features exposed brick walls and pendant lighting.

17. Downtown Chic Retreat | Sleeps 4

Downtown Chic Retreat | Sleeps 4
Neenah
8.0 out of 10, Very good, (1 review)
"There is a loose screw on the cupboard to the trash--the cupboard door is going to fall off. Also the conditioner dispenser in the shower is not working. We had a very nice weekend."
United States
Greg A.
$222 nightly
The price is $256
Nov 10 - Nov 11
Total with taxes and fees
Downtown Chic Retreat | Sleeps 4
A living room with a sofa, a flat-screen TV, and a wooden floor.

18. Cozy 1-bedroom house w/ Washer and dryer available

Cozy 1-bedroom house w/ Washer and dryer available
Fond du Lac
8.8 out of 10, Excellent, (3 reviews)
"Priced high due to EAA week. Only about 20 minutes from Oshkosh. Very clean."
United States
Leslie W.
$174 nightly
The price is $197
Nov 15 - Nov 16
Total with taxes and fees
Cozy 1-bedroom house w/ Washer and dryer available
A compact living space with a kitchenette, a sofa, a coffee table, and a dining area.

19. The Big Blue Jay on winneconne

The Big Blue Jay on winneconne
Winneconne
9.6 out of 10, Exceptional, (5 reviews)
"Very clean, had everything we needed. Would stay stay again for sure. "
United States
Jim H.
$272 nightly
The price is $273
Nov 13 - Nov 14
Total with taxes and fees
The Big Blue Jay on winneconne
A spacious indoor swimming pool with a high ceiling and a balcony overlooking the pool area.

20. Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-PoolTables

Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-PoolTables
Fond du Lac
$2,963 nightly
The price is $3,363
Nov 10 - Nov 11
Total with taxes and fees
Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-PoolTables
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

Cobblestone Hotel & Suites-Little Chute

Cobblestone Hotel & Suites-Little Chute

10/10 Excellent
"Awesome as always!!!"
Penny 1-night trip
Posted 2 hours ago
Cobblestone Hotel & Suites-Little Chute

Find out more about Oshkosh

Everything you need to know about Oshkosh vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oshkosh vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oshkosh vacation 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 low season months. For more hustle and bustle, you may prefer to visit Oshkosh in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $252 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oshkosh rentals

At Expedia, we put the best Oshkosh vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

4-bedroom house in peaceful Fond du Lac with AC Beautiful Lakefront property: This vacation home rental near Oshkosh offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms in addition to a kitchen with a dishwasher and a stovetop.

How many vacation rentals will I find in Oshkosh?

With 314 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 Oshkosh Public Museum 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 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.