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Oshkosh Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Oshkosh vacation rentals

A two-story house with a front porch, a small staircase, and a picket fence.

1. Cozy Oshkosh House with Piano

Cozy Oshkosh House with Piano
Oshkosh
8.2 out of 10, Very good, (11 reviews)
"Very clean, plenty of room. Definitely recommend "
United States
Krissy B.
$304 nightly
The price is $351
Oct 26 - Oct 27
Total with taxes and fees
Cozy Oshkosh House with Piano
A living room with two grey sofas, a black coffee table, and a white door.

2. Oshkosh's #1 Home Away From Home

Oshkosh's #1 Home Away From Home
Oshkosh
$311 nightly
The price is $358
Oct 25 - Oct 26
Total with taxes and fees
Oshkosh's #1 Home Away From Home
A modern kitchen with white cabinets, a black countertop, a built-in stove, and a window with blinds.

3. 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.
$363 nightly
The price is $419
Oct 26 - Oct 27
Total with taxes and fees
Opera House Square Loft | Sleeps 6
A room with a hanging chair, a dining area, and a view of the outdoors.

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.
$437 nightly
The price is $502
Oct 24 - Oct 25
Total with taxes and fees
Cozy Oshkosh Home Minutes from UW, EAA & Downtown
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.

5. Luxury In A Quaint Little Package

Luxury In A Quaint Little Package
Oshkosh
8.0 out of 10, Very good, (13 reviews)
"Very easy communication and good accommodations! Would recommend!"
United States
Brittany K.
$165 nightly
The price is $190
Oct 28 - Oct 29
Total with taxes and fees
Luxury In A Quaint Little Package
A flat-screen TV mounted on a wall above a wooden entertainment center with a fireplace below.

6. 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, (10 reviews)
"Very clean, thoughtfully decorated, really great spot overall. Would definitely book again."
United States
Andy D.
$336 nightly
The price is $386
Nov 9 - Nov 10
Total with taxes and fees
Pac-Man House: Spacious 4-bedroom house in charming Oshkosh
A house with a front yard, a dock, and a small body of water.

7. 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, (38 reviews)
"Very nice stay, well accommodating."
United States
Chris S.
$309 nightly
The price is $355
Oct 27 - Oct 28
Total with taxes and fees
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
A fireplace with a glass front, logs burning inside, and a white mantelpiece.

8. 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.
$248 nightly
The price is $285
Nov 1 - Nov 2
Total with taxes and fees
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
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.
$332 nightly
The price is $382
Oct 25 - Oct 26
Total with taxes and fees
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
A dining area with a wooden table set for four, surrounded by a carpeted floor and a staircase.

10. 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.
$337 nightly
The price is $388
Nov 1 - Nov 2
Total with taxes and fees
Cozy Retreat • Fireplace Loft •Walk to Park & Lake
A wooden interior with a long dining table, multiple windows with white frames, and a vase with dried flowers on the windowsill.

11. Dancing Moon Vintage Loft | Sleeps 12

Dancing Moon Vintage Loft | Sleeps 12
Oshkosh
9.8 out of 10, Exceptional, (9 reviews)
"Great place"
United States
Alexander K.
$631 nightly
The price is $729
Nov 3 - Nov 4
Total with taxes and fees
Dancing Moon Vintage Loft | Sleeps 12
A hallway with a dark wall, a mirror, a wicker chair, a sofa, and a plant.

12. 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.
$823 nightly
The price is $947
Oct 26 - Oct 27
Total with taxes and fees
Roomy Central Hub • Games, Fire Pit & Downtown Fun
A modern kitchen with dark wood paneling, stainless steel appliances, and wooden shelves.

13. 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.
$571 nightly
The price is $600
Oct 25 - Oct 26
Total with taxes and fees
Sky & Stream Escape, EAA AirVenture Oasis
A sectional sofa in a living room with a beige wall, a window with blinds, and wall art.

14. 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.
$402 nightly
The price is $462
Nov 5 - Nov 6
Total with taxes and fees
House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.
A kitchen with wooden cabinets, a stainless steel refrigerator, a granite countertop, and a dining area with chairs and a table.

15. 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.
$429 nightly
The price is $493
Oct 30 - Oct 31
Total with taxes and fees
Close to the big events in Oshkosh when you stay at Doty Landings
A grand staircase with a wooden handrail and a chandelier above.

16. 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.
$617 nightly
The price is $710
Oct 26 - Oct 27
Total with taxes and fees
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
A room with a large wooden wardrobe, a window with patterned curtains, and a carpeted floor.

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

World Series 80 miles, EAA 8 miles,Packers 39 miles
Oshkosh
$538 nightly
The price is $564
Oct 27 - Oct 28
Total with taxes and fees
World Series 80 miles, EAA 8 miles,Packers 39 miles
A bedroom with a bed, a wooden dresser, a ceiling fan, and a door leading to another room.

18. Spacious 5-bedroom house with AC in perfect Oshkosh EAA location

Spacious 5-bedroom house with AC in perfect Oshkosh EAA location
Oshkosh
$1,838 nightly
The price is $1,930
Oct 27 - Oct 28
Total with taxes and fees
Spacious 5-bedroom house with AC in perfect Oshkosh EAA location
A spacious living area with a large TV, comfortable seating, a fireplace, and a brick wall.

19. 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.
Wisconsin Avenue Flat w/ View |Sleeps 2
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and two pendant lights.

20. 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.
Downtown Chic Retreat | Sleeps 4
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

Baymont inn by Wyndham Oshkosh Airport

Baymont inn by Wyndham Oshkosh Airport

10/10 Excellent
"Great hotel for the price! Quick check in and convenient location to restaurants, shopping and the freeway. Will definitely book again!"
Rochelle 1-night trip
Posted 12 hours ago
Baymont inn by Wyndham Oshkosh Airport

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 $355 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.