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Oshkosh Vacation Rentals

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Our top choices for Oshkosh vacation rentals

1. 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 ¥54,152
¥86,818 total
includes taxes & fees
Sep 5 - Sep 6
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago

2. 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 ¥35,039
¥58,977 total
includes taxes & fees
Aug 14 - Aug 15
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago

3. 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 ¥33,447
¥65,022 total
includes taxes & fees
Sep 1 - Sep 2
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

4. 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, (62 reviews)
"Cool place to stay at! Had everything we needed and would recommend to others!"
United States
Tyler H.
The price is ¥46,586
¥92,588 total
includes taxes & fees
Aug 22 - Aug 23
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.

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.
The price is ¥38,225
¥71,066 total
includes taxes & fees
Aug 17 - Aug 18
Cozy Retreat • Fireplace Loft •Walk to Park & Lake

6. Oshkosh's #1 Home Away From Home

Oshkosh's #1 Home Away From Home
Oshkosh
The price is ¥24,188
¥63,166 total
includes taxes & fees
Aug 23 - Aug 24
Oshkosh's #1 Home Away From Home

7. 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, (9 reviews)
"Very clean, thoughtfully decorated, really great spot overall. Would definitely book again."
United States
Andy D.
The price is ¥62,593
¥92,679 total
includes taxes & fees
Aug 17 - Aug 18
Pac-Man House: Spacious 4-bedroom house in charming Oshkosh

8. 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 20 - Aug 21
Sky & Stream Escape, EAA AirVenture Oasis

9. 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, (39 reviews)
"Amazing property with such charm, perfect for our work retreat "
United States
Angela Z.
The price is ¥86,006
¥113,010 total
includes taxes & fees
Aug 17 - Aug 18
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12

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
Aug 19 - Aug 20
Close to the big events in Oshkosh when you stay at Doty Landings

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 ¥61,924
¥91,910 total
includes taxes & fees
Aug 17 - Aug 18
House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.

12. The Angel’s Share -- Historic 1BR with Complimentary Distillery Flight

The Angel’s Share -- Historic 1BR with Complimentary Distillery Flight
Oshkosh
10.0 out of 10, Exceptional, (1 review)
"Many convenient amenities provided such as dishwasher, washer, and dryer. Friendly and fast service."
United States
Dave
The Angel’s Share -- Historic 1BR with Complimentary Distillery Flight

13. Oshkosh Canalfront Home w/ Dock & Kayak

Oshkosh Canalfront Home w/ Dock & Kayak
Oshkosh
9.0 out of 10, Wonderful, (18 reviews)
"We were in Oshkosh for a family event and the house was the perfect spot for my family and our dog to stay together. "
United States
Patti P.
Oshkosh Canalfront Home w/ Dock & Kayak

14. Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (55 reviews)
"Amazing stay and accommodation!!"
United States
Samuel W.
The price is ¥47,781
¥83,704 total
includes taxes & fees
Aug 16 - Aug 17
Charming cottage on Lake Winnebago

15. 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 ¥20,485
¥42,052 total
includes taxes & fees
Aug 16 - Aug 17
Cozy 1-bedroom house w/ Washer and dryer available

16. 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 21 - Aug 22
The Big Blue Jay on winneconne

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

Relaxing 2BR Home • Massage Shower • Near Lake
Fond du Lac
10.0 out of 10, Exceptional, (2 reviews)
"Our host is an EXCELLENT communicator. We had no issues with check-in. Unfortunately we did NOT stay over night as we had a family emergency that required us to leave immediately."
United States
RB L.
The price is ¥20,129
¥46,890 total
includes taxes & fees
Aug 16 - Aug 17
Relaxing 2BR Home • Massage Shower • Near Lake

18. Historic City Park home within walking distance to all downtown has to offer!

Historic City Park home within walking distance to all downtown has to offer!
Appleton
9.8 out of 10, Exceptional, (18 reviews)
"Nice, comfortable place easy location access to anything you want"
United States
Matthew M.
The price is ¥23,731
¥36,608 total
includes taxes & fees
Aug 20 - Aug 21
Historic City Park home within walking distance to all downtown has to offer!

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

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Winneconne
9.6 out of 10, Exceptional, (405 reviews)
"Wonderful property that was everything we were hoping for and more. Who could ask for more - very clean, great decor, spacious, and overlooking the lake! Would 100% recommend, and we would love to visit again soon!"
United States
Edward D.
The price is ¥27,952
¥57,446 total
includes taxes & fees
Aug 24 - Aug 25
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

20. 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 ¥26,953
¥78,778 total
includes taxes & fees
Aug 30 - Aug 31
2 Min to Downtown Appleton! 4BD/2BA
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

Find out more about Oshkosh

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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 like this Oshkosh vacation home rental. It 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. Another good choice for your trip to Oshkosh is Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly.

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 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 Oshkosh Saturday Farmers Market and Menominee Nation Arena.

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.