Photo by Vin Lane-Kieltyka
Oshkosh holiday rentals
We found 737 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:5 Sept - 12 Sept
Image gallery for Quiet home on a channel in Winneconne. Bring your boat!
1010 out of 10 rating
Exceptional
(22 reviews)
Quiet home on a channel in Winneconne. Bring your boat!
Winneconne, WI
9% off
Price is AU$4,431
AU$4,431
AU$633 per night
includes taxes & fees
Image gallery for Ｄｅｓｔｉｎａｔｉｏｎ Ｄｏｗｎｔｏｗｎ
1010 out of 10 rating
Exceptional
(6 reviews)
Ｄｅｓｔｉｎａｔｉｏｎ Ｄｏｗｎｔｏｗｎ
Oshkosh, Wisconsin
6% off
Price is AU$1,989
AU$1,989
AU$284 per night
includes taxes & fees
Image gallery for Stay right on the lake!
1010 out of 10 rating
Exceptional
(69 reviews)
Stay right on the lake!
Winneconne, WI
8% off
Price is AU$4,155
AU$4,155
AU$594 per night
includes taxes & fees
Image gallery for Perfect Waterfront Retreat Destination on Lake Winnebago
1010 out of 10 rating
Exceptional
(17 reviews)
Perfect Waterfront Retreat Destination on Lake Winnebago
Oshkosh, WI
8% off
Price is AU$3,245
AU$3,245
AU$464 per night
includes taxes & fees
Image gallery for Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location
1010 out of 10 rating
Exceptional
(20 reviews)
Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location
Oshkosh, WI
8% off
Price is AU$5,572
AU$5,572
AU$796 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$3,815
AU$3,815
AU$545 per night
includes taxes & fees
Image gallery for 4 Bedroom Waterfront Home Available
1010 out of 10 rating
Exceptional
(9 reviews)
4 Bedroom Waterfront Home Available
Winneconne, WI
13% off
Price is AU$9,197
AU$9,197
AU$1,314 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$2,362
AU$2,362
AU$337 per night
includes taxes & fees
Image gallery for 4 bedroom Water Front Home!! NFL DRAFT!! EAA, FISHING, BOATING!!
1010 out of 10 rating
Exceptional
(5 reviews)
4 bedroom Water Front Home!! NFL DRAFT!! EAA, FISHING, BOATING!!
Oshkosh, WI
8% off
Price is AU$6,565
AU$6,565
AU$938 per night
includes taxes & fees
Image gallery for Come Enjoy the Our Lakeside Getaway!
1010 out of 10 rating
Exceptional
(11 reviews)
Come Enjoy the Our Lakeside Getaway!
Winneconne, WI
8% off
Price is AU$3,270
AU$3,270
AU$467 per night
includes taxes & fees
Image gallery for Experience Oshkosh charm near EAA Aviation Museum
1010 out of 10 rating
Exceptional
(22 reviews)
Experience Oshkosh charm near EAA Aviation Museum
Oshkosh, WI
7% off
Price is AU$2,623
AU$2,623
AU$375 per night
includes taxes & fees
Image gallery for Peaceful Home in Heart of Oshkosh!
1010 out of 10 rating
Exceptional
(14 reviews)
Peaceful Home in Heart of Oshkosh!
Oshkosh, WI
6% off
Price is AU$1,957
AU$1,957
AU$280 per night
includes taxes & fees
Image gallery for Lovely Lake Winnebago beachfront home, EAA, Packers, water activities, skiing
1010 out of 10 rating
Exceptional
(86 reviews)
Lovely Lake Winnebago beachfront home, EAA, Packers, water activities, skiing
Neenah, WI
8% off
Price is AU$6,181
AU$6,181
AU$883 per night
includes taxes & fees
Image gallery for Lake house with easy access to Fox Valley cities
1010 out of 10 rating
Exceptional
(35 reviews)
Lake house with easy access to Fox Valley cities
Larsen, WI
8% off
Price is AU$4,439
AU$4,439
AU$634 per night
includes taxes & fees
Image gallery for Spacious home: Lake Winnebago, fishing, kayaking
1010 out of 10 rating
Exceptional
(6 reviews)
Spacious home: Lake Winnebago, fishing, kayaking
Fond du Lac, WI
8% off
Price is AU$3,404
AU$3,404
AU$486 per night
includes taxes & fees
Image gallery for Retreat on Lake Winnebago
9.89.8 out of 10 rating
Exceptional
(118 reviews)
Retreat on Lake Winnebago
Oshkosh, WI
8% off
Price is AU$3,526
AU$3,526
AU$504 per night
includes taxes & fees
Image gallery for Lake Winnebago Water Front! Fishing! Boating! Quiet Bay! EAA!
9.89.8 out of 10 rating
Exceptional
(44 reviews)
Lake Winnebago Water Front! Fishing! Boating! Quiet Bay! EAA!
Oshkosh, WI
8% off
Price is AU$3,683
AU$3,683
AU$526 per night
includes taxes & fees
Image gallery for 3BR by Menominee Park • Firepit • Gazebo • Walk to Lake & Zoo
9.49.4 out of 10 rating
Exceptional
(9 reviews)
3BR by Menominee Park • Firepit • Gazebo • Walk to Lake & Zoo
Oshkosh, WI
19% off
Price is AU$3,269
AU$3,269
AU$467 per night
includes taxes & fees
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$5,099
AU$5,099
AU$728 per night
includes taxes & fees
Image gallery for Lola's Lakeside Estate on Lake Winnebago
1010 out of 10 rating
Exceptional
(13 reviews)
Lola's Lakeside Estate on Lake Winnebago
Hilbert, WI
9% off
Price is AU$8,596
AU$8,596
AU$1,228 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$3,527
AU$3,527
AU$504 per night
includes taxes & fees
Image gallery for New Renovation! Gorgeous Lake Views! Outdoor Hot Tub, Huge open concept rooms!
1010 out of 10 rating
Exceptional
(6 reviews)
New Renovation! Gorgeous Lake Views! Outdoor Hot Tub, Huge open concept rooms!
Oshkosh, WI
8% off
Price is AU$6,166
AU$6,166
AU$881 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
(41 reviews)
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
Oshkosh, WI
8% off
Price is AU$6,565
AU$6,565
AU$938 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$991
AU$991
AU$142 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: 30 Aug - 2 Sept
Secluded Lake House Retreat – Book Now!
Sleeps 6 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
46 reviews(46 reviews)
The current price is AU$2,122
AU$2,122
for 3 nights, 1 home
AU$707 per night
includes taxes & fees
Lola's Lakeside Estate on Lake Winnebago
Sleeps 7 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
The current price is AU$4,139
AU$4,139
for 3 nights, 1 home
AU$1,380 per night
includes taxes & fees
Spacious Escape Near Supper Clubs, Trails, Lake Winnebago,& Family Fun parks!
Sleeps 9 · 6 bedrooms · 4+ bathrooms
The current price is AU$3,376
AU$3,376
for 3 nights, 1 home
AU$1,125 per night
includes taxes & fees
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
Sleeps 12 · 5 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
41 reviews(41 reviews)
The current price is AU$2,595
AU$2,595
for 3 nights, 1 home
AU$865 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$10,575
AU$10,575
for 3 nights, 1 home
AU$3,525 per night
includes taxes & fees
3BR by Menominee Park • Firepit • Gazebo • Walk to Lake & Zoo
Sleeps 8 · 3 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
The current price is AU$1,890
AU$1,890
for 3 nights, 1 home
AU$630 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