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

Oshkosh Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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 nice"
United States
Marshall T.
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
$296 nightly
The price is $341
Dec 6 - Dec 7
Total with taxes and fees
Oshkosh's #1 Home Away From Home
A white door with a black doorknob, flanked by two potted topiary shrubs.

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.
$158 nightly
The price is $182
Nov 16 - Nov 17
Total with taxes and fees
Luxury In A Quaint Little Package
An outdoor patio with a metal fire table, a chair, and a white fence with string lights.

4. 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.
$228 nightly
The price is $262
Dec 1 - Dec 2
Total with taxes and fees
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
A square outdoor fire feature with a black base and a wooden top.

5. 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.
$303 nightly
The price is $348
Dec 1 - Dec 2
Total with taxes and fees
Cozy Retreat • Fireplace Loft •Walk to Park & Lake
A patio with wicker furniture, a table, and chairs.

6. 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.
$303 nightly
The price is $348
Dec 1 - Dec 2
Total with taxes and fees
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
A dining area with a long wooden table and a wall-mounted artwork of three airplanes.

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)
"Thanks for the stay!"
United States
Corinne K.
$367 nightly
The price is $422
Nov 22 - Nov 23
Total with taxes and fees
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
A modern kitchen with a central island, bar stools, a built-in oven, and a refrigerator with magnets.

8. 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.
$315 nightly
The price is $362
Nov 17 - Nov 18
Total with taxes and fees
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
A hallway leading to a dining area with a wooden floor, a hanging light fixture, and a mirror on the wall.

9. 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.
$805 nightly
The price is $926
Nov 16 - Nov 17
Total with taxes and fees
Roomy Central Hub • Games, Fire Pit & Downtown Fun
A two-story Victorian-style house with a green facade, a front porch, and a fenced yard.

10. 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.
$573 nightly
The price is $659
Nov 17 - Nov 18
Total with taxes and fees
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
A backyard with a patio table and chairs, a grill, and a shed.

11. 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.
$375 nightly
The price is $431
Nov 20 - Nov 21
Total with taxes and fees
House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.
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.
$543 nightly
The price is $570
Nov 19 - Nov 20
Total with taxes and fees
Sky & Stream Escape, EAA AirVenture Oasis
A residential street with a sidewalk, a flagpole, and a variety of trees.

13. Packers 39 miles, EAA 8 miles, quiet, 4 queen, 2 twin beds ranch

Packers 39 miles, EAA 8 miles, quiet, 4 queen, 2 twin beds ranch
Oshkosh
$477 nightly
The price is $501
Nov 16 - Nov 17
Total with taxes and fees
Packers 39 miles, EAA 8 miles, quiet, 4 queen, 2 twin beds ranch
A spacious living area with a large TV, comfortable seating, a fireplace, and a brick wall.

14. 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.
$190 nightly
The price is $220
Nov 16 - Nov 17
Total with taxes and fees
Wisconsin Avenue Flat w/ View |Sleeps 2
A living room with a sofa, a flat-screen TV, and a wooden floor.

15. 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.
$193 nightly
The price is $219
Nov 16 - Nov 17
Total with taxes and fees
Cozy 1-bedroom house w/ Washer and dryer available
A residential area with a paved driveway, a landscaped garden with a circular flower bed, and a house in the background.

16. The Big Blue Jay on winneconne

The Big Blue Jay on winneconne
Winneconne
9.6 out of 10, Exceptional, (5 reviews)
"Very clean and well put together place. Great for a date weekend! Property is very accommodating. Host was very helpful and always available."
United States
Cody C.
$285 nightly
The price is $286
Nov 20 - Nov 21
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.

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

Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-PoolTables
Fond du Lac
$3,048 nightly
The price is $3,459
Nov 17 - Nov 18
Total with taxes and fees
Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-PoolTables
A wooden gazebo with a table and chairs, surrounded by stone steps and a large decorative pot.

18. Cabin on Lake 75 Acre Lake: Couples Get Away or Fun Family Vacation

Cabin on Lake 75 Acre Lake: Couples Get Away or Fun Family Vacation
Fond du Lac
10.0 out of 10, Exceptional, (1 review)
"Great Place to stay with group of friends! Very clean and well kept place with lots to do outside highly recommend this place! Will be staying here again."
United States
Dylan
$652 nightly
The price is $688
Nov 16 - Nov 17
Total with taxes and fees
Cabin on Lake 75 Acre Lake: Couples Get Away or Fun Family Vacation
A residential house with a front porch, two chairs, and a staircase leading to the entrance.

19. Relaxing 2BR Home • Massage Shower • Near Lake

Relaxing 2BR Home • Massage Shower • Near Lake
Fond du Lac
9.0 out of 10, Wonderful, (6 reviews)
"We enjoyed visiting the area. It is close to Kettle Moraine, Kohler Beach, and Kelley Creamery. I was thankful for the pet-friendly area."
United States
Gerald R.
$226 nightly
The price is $256
Nov 16 - Nov 17
Total with taxes and fees
Relaxing 2BR Home • Massage Shower • Near Lake
A hotel room with two beds, a window, a heater, and a picture on the wall.

20. Pontoon Included with Cottage! Boat or JetSki Lake Winnebago! Package Deal!

Pontoon Included with Cottage! Boat or JetSki Lake Winnebago! Package Deal!
Fond du Lac
10.0 out of 10, Exceptional, (1 review)
"My husband and I just had the absolute best stay at this amazing little cottage on the Fond du Lac River! If you are looking for a perfect getaway just down the river from Lake Winnebago, this is absolutely the place to book.The cottage itself is incredibly cute, beautifully decorated, and was spotless when we arrived. The host has thought of everything to make it feel like a home away from home. We spent our days making full use of the kayaks (provided by host at no charge) and fishing right...
United States
Dani H.
$1,607 nightly
The price is $1,824
Nov 22 - Nov 23
Total with taxes and fees
Pontoon Included with Cottage! Boat or JetSki Lake Winnebago! Package Deal!
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

Motel 6 Oshkosh, WI

Motel 6 Oshkosh, WI

8/10 Good
"Parking - easy to locate."
Rose 1-night trip
Posted less than an hour ago
Motel 6 Oshkosh, WI

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 $256 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.