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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Oshkosh vacation homes

A staircase with wooden railings and a wall decorated with woven baskets and a clipboard.

1. Centrally Located Home w/ Yard & Fast WiFi

Centrally Located Home w/ Yard & Fast WiFi
Oshkosh
10.0 out of 10, Exceptional, (6 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 ￥14,838
￥52,619 total
includes taxes & fees
Oct 6 - Oct 7
Centrally Located Home w/ Yard & Fast WiFi
A two-story house with a front porch, a small staircase, and a picket fence.

2. Charming Downtown Family Home with 3 Season Porch

Charming Downtown Family Home with 3 Season Porch
Oshkosh
8.2 out of 10, Very good, (11 reviews)
"Very clean, plenty of room. Definitely recommend "
United States
Krissy B.
The price is ￥13,575
￥53,260 total
includes taxes & fees
Oct 7 - Oct 8
Charming Downtown Family Home with 3 Season Porch
A living room with a sofa, coffee table, and lamps.

3. The Tailwind House | Sleeps 6

The Tailwind House | Sleeps 6
Oshkosh
10.0 out of 10, Exceptional, (2 reviews)
"Cozy little house, perfect for my family on our week. Long stay in oshkosh. What definitely stay again."
United States
Ammon C.
The price is ￥13,575
￥53,260 total
includes taxes & fees
Oct 6 - Oct 7
The Tailwind House | Sleeps 6
A living room with two grey sofas, a black coffee table, and a white door.

4. Oshkosh's #1 Home Away From Home

Oshkosh's #1 Home Away From Home
Oshkosh
The price is ￥19,278
￥56,479 total
includes taxes & fees
Oct 7 - Oct 8
Oshkosh's #1 Home Away From Home
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, (36 reviews)
"Very nice stay, well accommodating."
United States
Chris S.
The price is ￥26,850
￥56,111 total
includes taxes & fees
Oct 6 - Oct 7
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
An outdoor patio with a metal fire table, a chair, and a white fence with string lights.

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.
The price is ￥22,888
￥45,382 total
includes taxes & fees
Oct 6 - Oct 7
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, (68 reviews)
"Loved this place. Was able to walk to local businesses. Would definitely book again"
United States
Anonymous traveler
The price is ￥28,413
￥68,436 total
includes taxes & fees
Oct 13 - Oct 14
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
A wooden front door with a number plate, a mailbox, and a small porch with steps leading up to it.

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.
The price is ￥34,727
￥60,267 total
includes taxes & fees
Oct 7 - Oct 8
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
A flat-screen TV mounted on a wall above a wooden entertainment center with a fireplace below.

9. 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 ￥50,828
￥77,149 total
includes taxes & fees
Nov 4 - Nov 5
Pac-Man House: Spacious 4-bedroom house in charming Oshkosh
A hallway with a white door and a black door leading to a room with a wooden floor.

10. 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 ￥55,248
￥94,639 total
includes taxes & fees
Oct 9 - Oct 10
Sky & Stream Escape, EAA AirVenture Oasis
A hallway with a dark wall, a mirror, a wicker chair, a sofa, and a plant.

11. 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.
The price is ￥51,259
￥149,462 total
includes taxes & fees
Oct 6 - Oct 7
Roomy Central Hub • Games, Fire Pit & Downtown Fun
A grand staircase with a wooden handrail and a chandelier above.

12. 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.
The price is ￥85,239
￥112,002 total
includes taxes & fees
Oct 7 - Oct 8
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
A sectional sofa in a living room with a beige wall, a window with blinds, and wall art.

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
9.0 out of 10, Wonderful, (10 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.
House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.
A dining area with a wooden table set for four, surrounded by a carpeted floor and a staircase.

14. 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 ￥78,925
￥124,346 total
includes taxes & fees
Oct 11 - Oct 12
Cozy Retreat • Fireplace Loft •Walk to Park & Lake
A bedroom with a bed, a chair, a shelf with folded blankets, and a window with a view of greenery.

15. Short-mid term, flexible price, 4bed-2bath, EAA 8 miles,Packers 39 miles

Short-mid term, flexible price, 4bed-2bath, EAA 8 miles,Packers 39 miles
Oshkosh
The price is ￥50,859
￥103,788 total
includes taxes & fees
Oct 6 - Oct 7
Short-mid term, flexible price, 4bed-2bath, EAA 8 miles,Packers 39 miles
A wooden deck with a Char-Broil grill, overlooking a body of water.

16. Lakefront Cottage on Lake Winnebago

Lakefront Cottage on Lake Winnebago
Hilbert
9.6 out of 10, Exceptional, (10 reviews)
"Liked the fire pits and the view "
United States
Mark M.
The price is ￥24,151
￥57,787 total
includes taxes & fees
Oct 7 - Oct 8
Lakefront Cottage on Lake Winnebago
A modern kitchen with a marble countertop, bar stools, and stainless steel appliances.

17. 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, (35 reviews)
"This is a great vacation home! It has a lot to offer and highly recommend. The host is very responsive and the area is very convenient with many restaurants, ice cream and coffee shops all with a river life vibe."
United States
Kimberly K.
The price is ￥31,680
￥75,824 total
includes taxes & fees
Oct 28 - Oct 29
Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat
A kitchen with wooden cabinets, a sink, and a window.

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.
The price is ￥20,303
￥41,319 total
includes taxes & fees
Oct 6 - Oct 7
Cozy 1-bedroom house w/ Washer and dryer available
A wooden sign with "Woodland Cottage" written on it, surrounded by potted flowers and greenery.

19. Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
New Holstein
10.0 out of 10, Exceptional, (181 reviews)
"We stay there every year and are never disappointed. Great location and experience. Thank you!"
United States
Doug S.
The price is ￥31,965
￥52,875 total
includes taxes & fees
Oct 12 - Oct 13
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
A modern kitchen with dark cabinets, a stone backsplash, a stainless steel sink, a microwave, a toaster, and a coffee maker.

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

Relaxing 2BR Home • Massage Shower • Near Lake
Fond du Lac
10.0 out of 10, Exceptional, (4 reviews)
"Great place, great location, great stay over all. We will be back."
United States
Chris B.
The price is ￥16,596
￥41,592 total
includes taxes & fees
Oct 11 - Oct 12
Relaxing 2BR Home • Massage Shower • Near Lake
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
"Bed was super comfy and everything felt crisp and clean. Fridge is nice and big and the rooms have microwave ovens too. Only ping would be the bathroom didn’t have a fan. :)"
Jane 1-night trip
Posted 12 hours ago
Cobblestone Hotel & Suites-Little Chute

Find out more about Oshkosh

Oshkosh Vacation Homes information

Number of reviews
442
Accommodation
432 Vacation Homes
Lowest Price
￥41,319
Highest Price
￥149,462