Photo by Vin Lane-Kieltyka
Oshkosh holiday rentals
We found 756 holiday rentals — enter your dates for availability
Take a look at private holiday rentals within easy reach of Oshkosh, WI (OSH-Wittman Regional) that are perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you expect for your stay, which might include Wi-Fi and a pool. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Oshkosh, WI (OSH-Wittman Regional)
Showing deals for:17 Oct - 24 Oct
Image gallery for 2025 NFL Draft, Green Bay Packer home games and EAA rental on Lake Winnebago
1010 out of 10 rating
Exceptional
(5 reviews)
2025 NFL Draft, Green Bay Packer home games and EAA rental on Lake Winnebago
Menasha, WI
8% off
Price is AU$5,101
AU$5,101
AU$729 per night
includes taxes & fees
Image gallery for Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
9.69.6 out of 10 rating
Exceptional
(48 reviews)
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
Oshkosh, WI
8% off
Price is AU$4,686
AU$4,686
AU$669 per night
includes taxes & fees
Image gallery for 'Twilight' - Just a few steps down to Lake Winnebago!
1010 out of 10 rating
Exceptional
(12 reviews)
'Twilight' - Just a few steps down to Lake Winnebago!
Chilton, WI
6% off
Price is AU$3,092
AU$3,092
AU$442 per night
includes taxes & fees
Image gallery for Breathtaking sunsets over the lake.
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Breathtaking sunsets over the lake.
Winneconne, WI
8% off
Price is AU$6,072
AU$6,072
AU$867 per night
includes taxes & fees
Image gallery for 4 Bedroom Waterfront Home Available
1010 out of 10 rating
Exceptional
(10 reviews)
4 Bedroom Waterfront Home Available
Winneconne, WI
13% off
Price is AU$9,109
AU$9,109
AU$1,301 per night
includes taxes & fees
Image gallery for Lake Winnebago - 53 mins to Lambeau Field in Green Bay
9.89.8 out of 10 rating
Exceptional
(39 reviews)
Lake Winnebago - 53 mins to Lambeau Field in Green Bay
Chilton, WI
8% off
Price is AU$4,818
AU$4,818
AU$688 per night
includes taxes & fees
Image gallery for Charming home on a quiet street
1010 out of 10 rating
Exceptional
(5 reviews)
Charming home on a quiet street
Neenah, WI
8% off
Price is AU$2,891
AU$2,891
AU$413 per night
includes taxes & fees
Image gallery for Waterfront Lake House, Kayaks and Large Yard
1010 out of 10 rating
Exceptional
(5 reviews)
Waterfront Lake House, Kayaks and Large Yard
Oshkosh, WI
8% off
Price is AU$3,687
AU$3,687
AU$527 per night
includes taxes & fees
Image gallery for "Shorewood" - 10 steps away from the water!
9.89.8 out of 10 rating
Exceptional
(24 reviews)
"Shorewood" - 10 steps away from the water!
Oshkosh, WI
6% off
Price is AU$2,892
AU$2,892
AU$413 per night
includes taxes & fees
Image gallery for Perfect Waterfront Retreat Destination on Lake Winnebago
1010 out of 10 rating
Exceptional
(19 reviews)
Perfect Waterfront Retreat Destination on Lake Winnebago
Oshkosh, WI
8% off
Price is AU$3,246
AU$3,246
AU$464 per night
includes taxes & fees
Image gallery for Breathtaking beach front, quiet area, close to amenities and attractions.
9.89.8 out of 10 rating
Exceptional
(103 reviews)
Breathtaking beach front, quiet area, close to amenities and attractions.
Menasha, WI
8% off
Price is AU$5,052
AU$5,052
AU$722 per night
includes taxes & fees
Image gallery for WolfDen Getaway-Winnebago Channel
1010 out of 10 rating
Exceptional
(79 reviews)
WolfDen Getaway-Winnebago Channel
Oshkosh, WI
8% off
Price is AU$5,012
AU$5,012
AU$716 per night
includes taxes & fees
Image gallery for Beautiful spacious property 4 sleeping areas and 3 full baths can sleep up to 10
1010 out of 10 rating
Exceptional
(9 reviews)
Beautiful spacious property 4 sleeping areas and 3 full baths can sleep up to 10
Appleton, WI
7% off
Price is AU$3,426
AU$3,426
AU$489 per night
includes taxes & fees
Image gallery for Retreat on Lake Winnebago
9.89.8 out of 10 rating
Exceptional
(119 reviews)
Retreat on Lake Winnebago
Oshkosh, WI
7% off
Price is AU$2,740
AU$2,740
AU$391 per night
includes taxes & fees
Image gallery for Newly Updated: Lake Views, Firepit, Kayaks, Boat Dock, 2 Dogs OK
9.49.4 out of 10 rating
Exceptional
(26 reviews)
Newly Updated: Lake Views, Firepit, Kayaks, Boat Dock, 2 Dogs OK
Menasha, WI
7% off
Price is AU$3,596
AU$3,596
AU$514 per night
includes taxes & fees
Image gallery for EAA-Perfect! 3BR Retreat by Lake & Park + Firepit & Parking
9.49.4 out of 10 rating
Exceptional
(9 reviews)
EAA-Perfect! 3BR Retreat by Lake & Park + Firepit & Parking
Oshkosh, WI
16% off
Price is AU$3,021
AU$3,021
AU$432 per night
includes taxes & fees
Image gallery for Luxury In A Quaint Little Package
8.48.4 out of 10 rating
Very good
(5 reviews)
Luxury In A Quaint Little Package
Oshkosh, WI
12% off
Price is AU$1,102
AU$1,102
AU$157 per night
includes taxes & fees
Image gallery for Overlooking Lake Winnebago on EAA flight path
1010 out of 10 rating
Exceptional
(6 reviews)
Overlooking Lake Winnebago on EAA flight path
Oshkosh, WI
7% off
Price is AU$3,816
AU$3,816
AU$545 per night
includes taxes & fees
Image gallery for Quiet home on a channel in Winneconne. Bring your boat!
1010 out of 10 rating
Exceptional
(23 reviews)
Quiet home on a channel in Winneconne. Bring your boat!
Winneconne, WI
8% off
Price is AU$4,433
AU$4,433
AU$633 per night
includes taxes & fees
Image gallery for Experience Oshkosh charm near EAA Aviation Museum
1010 out of 10 rating
Exceptional
(23 reviews)
Experience Oshkosh charm near EAA Aviation Museum
Oshkosh, WI
8% off
Price is AU$3,070
AU$3,070
AU$439 per night
includes taxes & fees
Image gallery for River Front Cottage/Private Dock-Walk to Bar/Restaurants
9.49.4 out of 10 rating
Exceptional
(28 reviews)
River Front Cottage/Private Dock-Walk to Bar/Restaurants
Fremont, WI
7% off
Price is AU$2,299
AU$2,299
AU$328 per night
includes taxes & fees
Image gallery for Lake, River and Lighthouse View Suite<br>
1010 out of 10 rating
Exceptional
(11 reviews)
Lake, River and Lighthouse View Suite<br>
Neenah, WI
7% off
Price is AU$3,442
AU$3,442
AU$492 per night
includes taxes & fees
Image gallery for Lovely Lake Winnebago beachfront home, EAA, Packers, water activities, skiing
1010 out of 10 rating
Exceptional
(89 reviews)
Lovely Lake Winnebago beachfront home, EAA, Packers, water activities, skiing
Neenah, WI
8% off
Price is AU$6,231
AU$6,231
AU$890 per night
includes taxes & fees
Image gallery for Downtown Tiny Home - Oshkosh
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Downtown Tiny Home - Oshkosh
Oshkosh, WI
7% off
Price is AU$1,267
AU$1,267
AU$181 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Oshkosh
Showing deals for: 15 Oct - 18 Oct
4-bedroom house in charming Oshkosh with AC, WiFi, and main floor laundry.
Sleeps 6 · 4 bedrooms · 1 bathroom
The current price is AU$1,606
AU$1,606
for 3 nights, 1 home
AU$535 per night
includes taxes & fees
House for EAA Week 2 minutes from Airport!
Sleeps 8 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
The current price is AU$6,094
AU$6,094
for 3 nights, 1 home
AU$2,031 per night
includes taxes & fees
Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater
Sleeps 30 · 7 bedrooms · 6+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is AU$14,752
AU$14,752
for 3 nights, 1 home
AU$4,917 per night
includes taxes & fees
Scenic Lake Winnebago, Hot Tub, Tiki Bar, camp fire, fishing, and more!
Sleeps 8 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
The current price is AU$10,679
AU$10,679
for 3 nights, 1 home
AU$3,560 per night
includes taxes & fees
The Farm RV and Camper Parking
Sleeps 3 · 1 bathroom
The current price is AU$307
AU$307
for 3 nights, 1 unit
AU$102 per night
includes taxes & fees
4 Bedroom Apartment above Wilzke's Pub - Neighborhood Bar.
Sleeps 6 · 4 bedrooms · 1 bathroom
The current price is AU$1,373
AU$1,373
for 3 nights, 1 apartment
AU$458 per night
includes taxes & fees
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value