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Oshkosh Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Oshkosh vacation rentals

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.

1. 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.
The price is ￥23,078
￥30,387 total
includes taxes & fees
Sep 10 - Sep 11
Luxury In A Quaint Little Package
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
The price is ￥20,129
￥57,583 total
includes taxes & fees
Aug 30 - Aug 31
Oshkosh's #1 Home Away From Home
An outdoor patio with a metal fire table, a chair, and a white fence with string lights.

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

Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
Oshkosh
9.6 out of 10, Exceptional, (4 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 ￥26,280
￥50,003 total
includes taxes & fees
Aug 31 - Sep 1
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
A house with a front yard, a dock, and a small body of water.

4. 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, (35 reviews)
"Very nice stay, well accommodating."
United States
Chris S.
The price is ￥32,396
￥63,630 total
includes taxes & fees
Sep 3 - Sep 4
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
A flat-screen TV mounted on a wall above a wooden entertainment center with a fireplace below.

5. 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.
The price is ￥44,302
￥68,357 total
includes taxes & fees
Aug 31 - Sep 1
Pac-Man House: Spacious 4-bedroom house in charming Oshkosh
A modern living room with a sectional sofa, a wooden coffee table, and a futsal table.

6. 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, (64 reviews)
"Great host and great location for EAA. Perfect size for us…six adults, two of them working remotely!"
United States
Mike B.
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
A room with a sofa, two nightstands with lamps, a coffee table, and a rustic wall.

7. 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.
The price is ￥39,818
￥72,715 total
includes taxes & fees
Aug 30 - Aug 31
Cozy Retreat • Fireplace Loft •Walk to Park & Lake
A grand staircase with a wooden handrail and a chandelier above.

8. 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, (40 reviews)
"Amazing property with such charm, perfect for our work retreat "
United States
Angela Z.
The price is ￥86,006
￥112,278 total
includes taxes & fees
Aug 31 - Sep 1
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
A modern kitchen with dark wood paneling, stainless steel appliances, and wooden shelves.

9. 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 ￥55,745
￥94,822 total
includes taxes & fees
Aug 30 - Aug 31
Sky & Stream Escape, EAA AirVenture Oasis
A gazebo with a metal roof and picnic tables in a park with bare trees and a sunset over a body of water.

10. 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 ￥59,726
￥78,576 total
includes taxes & fees
Sep 3 - Sep 4
Close to the big events in Oshkosh when you stay at Doty Landings
A sectional sofa in a living room with a beige wall, a window with blinds, and wall art.

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, (9 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 ￥59,057
￥87,514 total
includes taxes & fees
Sep 8 - Sep 9
House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.
A room with a large window overlooking a grassy area and a body of water. There is a chair, a blue bean bag, and a small table with a vase of flowers.

12. Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (58 reviews)
"Great communication and easy check in and check out. Would definitely recommend!"
United States
Jocelyn S.
The price is ￥47,781
￥83,704 total
includes taxes & fees
Aug 31 - Sep 1
Charming cottage on Lake Winnebago
A kitchen with wooden cabinets, a sink, and a window.

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

Cozy 1-bedroom house w/ Washer and dryer available
Fond du Lac
9.0 out of 10, Wonderful, (2 reviews)
"Priced high due to EAA week. Only about 20 minutes from Oshkosh. Very clean."
United States
Leslie W.
The price is ￥18,606
￥39,738 total
includes taxes & fees
Aug 30 - Aug 31
Cozy 1-bedroom house w/ Washer and dryer available
A single-story house with a garage, a front yard with a lawn and a small garden, and a driveway leading to the garage.

14. Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Winneconne
9.6 out of 10, Exceptional, (408 reviews)
"Good lake view property"
United States
Jeff E.
The price is ￥27,952
￥57,446 total
includes taxes & fees
Aug 31 - Sep 1
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
A compact living space with a kitchenette, a sofa, a coffee table, and a dining area.

15. The Big Blue Jay on winneconne

The Big Blue Jay on winneconne
Winneconne
9.6 out of 10, Exceptional, (4 reviews)
"Very clean, had everything we needed. Would stay stay again for sure. "
United States
Jim H.
The price is ￥43,640
￥67,634 total
includes taxes & fees
Aug 29 - Aug 30
The Big Blue Jay on winneconne
A modern kitchen with a marble countertop, bar stools, and stainless steel appliances.

16. Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat

Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat
Menasha
9.8 out of 10, Exceptional, (34 reviews)
"Perfect location!"
United States
Shannon M.
The price is ￥37,986
￥84,529 total
includes taxes & fees
Sep 7 - Sep 8
Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat
A modern kitchen with dark cabinets, a stone backsplash, a stainless steel sink, a microwave, a toaster, and a coffee maker.

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

Relaxing 2BR Home • Massage Shower • Near Lake
Fond du Lac
10.0 out of 10, Exceptional, (3 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.
The price is ￥20,129
￥46,528 total
includes taxes & fees
Sep 9 - Sep 10
Relaxing 2BR Home • Massage Shower • Near Lake
A sunroom with a hanging chair, a blue chair, and a small table with plants.

18. Merrill Ave Fond du Lac · Updated! Historic|Spacious

Merrill Ave Fond du Lac · Updated! Historic|Spacious
Fond du Lac
10.0 out of 10, Exceptional, (24 reviews)
"Good place and solid hosts, thank you!"
United States
Daniel M.
The price is ￥24,340
￥78,785 total
includes taxes & fees
Sep 2 - Sep 3
Merrill Ave Fond du Lac · Updated! Historic|Spacious
A spacious living room with hardwood floors, a large potted plant, a hanging chair, and a dining area with a patterned rug.

19. 2 Min to Downtown Appleton! 4BD/2BA

2 Min to Downtown Appleton! 4BD/2BA
Appleton
9.8 out of 10, Exceptional, (34 reviews)
"Nice location to lots of sites. Good communications. Fewer check-out requirements compared to other properties. We'd stay again. "
United States
Ross S.
The price is ￥22,479
￥72,872 total
includes taxes & fees
Sep 3 - Sep 4
2 Min to Downtown Appleton! 4BD/2BA
A wooden deck with a Char-Broil grill, overlooking a body of water.

20. Lakefront Cottage on Lake Winnebago

Lakefront Cottage on Lake Winnebago
Hilbert
9.6 out of 10, Exceptional, (9 reviews)
"Liked the fire pits and the view "
United States
Mark M.
The price is ￥27,251
￥59,686 total
includes taxes & fees
Aug 30 - Aug 31
Lakefront Cottage on Lake Winnebago
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
"Very clean comfortable rooms. Breakfast was great and the staff was super friendly."
Erin 2-night trip
Posted 1 hour ago
Baymont inn by Wyndham Oshkosh Airport

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
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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?

Lakefront 2-bed house in Oshkosh with dock! : Visitors give good reviews to this Oshkosh vacation home rental, which is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 Paine Art Center and Gardens and EAA Aviation Museum, 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.