
House holiday rentals in Oshkosh
Find and book unique houses on Airbnb
Top-rated house rentals in Oshkosh
Guests agree: these houses are highly rated for location, cleanliness and more.

Riverfront log cabin in the heart of the valley
◖30 minutes to Oshkosh(EAA) & Green Bay(Lambeau), 10 minutes to Downtown Appleton ◖10 minutes to Kimberly boat launch; travel the Fox River Locks system You will LOVE this property: ◖Outstanding views from the amazing sunsets to the relaxing water & wildlife ◖Newly renovated with many amenities ◖Enjoy the Northwoods setting in the heart of the valley ◖Relax at end of the day sitting around a campfire or by indoor fireplace ◖Tie your boat to dock in front of property ◖Full kitchen/outdoor grill

Centrally Located, Updated Home
Step in to your cozy, sun-drenched haven, reminiscent of your favorite corner café. Thoughtfully crafted to blend functionality, comfort, and style, this space is sure to become your cherished home away from home. Situated just minutes from Downtown Green Bay, major highways, and family-friendly attractions, this modern retreat caters to both casual and business travelers. Experience a genuine sense of belonging with a stay designed to foster connection, creativity, consciousness, and community!

Apple Core Cottage (29 min Lambeau) (29 min EAA)
Apple Core Cottage is centrally located in Appleton. The neighborhood is welcoming. The cottage has a private backyard and deck. **NO PETS** Fifteen minutes from the Appleton airport, 29 minutes to Lambeau field and 29 minutes to EAA. We have stays in 3 north eastern Wisconsin locations: Apple Core Cottage in Appleton airbnb.com/h/applecorecottage Heart of the Door Homestead in Door County, Peninsula Center airbnb.com/h/heartofthedoor Up Top Downtown in Green Bay airbnb.com/h/uptopdowntown

Boutique Wellness Retreat - Hot Tub and Fireplace
Enjoy the Holidays at this beautiful boutique home. New patio and deck! Hot tub/Dry Sauna! Comfort and charm throughout. Cooks kitchen with all amenities. Primary bedroom with King size bed. Secondary bedroom has 2 twin beds. The beautiful fireplace in the living room is perfect for a relaxing couples evening. Enjoy a glass of wine or local brew on the patio while you grill out. EV Charger and E-Bikes to explore the area. Sonos audio throughout. This beautiful boutique home is sure to impress!

Go and Go
Cozy 2 bedroom Log home. Can sleep 4-6. Across the street from Lake Winnebago. Short walk to park, zoo and boat landing. 6.5 miles to EAA grounds. Off street parking. Close to shopping, restaurants and downtown Oshkosh. Great rental for Air Show, Book now and bring your boat, jet ski, trailer, and fishing gear or just go sightseeing, dining and relaxing. Full kitchen, New Bath. Very comfortable with a great location. Perfect place to stay for family with students at UWO. Book now!

Cozy Relaxing Lake Home with spectacular sunsets!
On the shore of Lake Butte Des Morts Approximately 40 miles from Lambeau Field Yard,pier in summer(we do not allow anything to be tied up to pier)solo fire pit, grill,seating SUNSETS Lake view Bedroom,Living Room,Dining area Close to Wiouwash trail for snow mobiling, hiking, biking Near EAA Restaurants Shopping Gas fireplace Living / dining area Kitchen space for cooking. Washer/dryer Larger 1 bedroom /Queen Sleep Number mattress Off street parking

Charming Spacious 2BDR by Downtown/Menominee/Lake
This historic and charming home is located just one block away from Menominee Park and Lake Winnebago. Menominee parks offers amusement rides, the Zoo, asphalt trails, boat tie ups, casting dock, historical interest, fishing, ice rink, picnic areas, large playgrounds, baseball fields, soccer fields, tennis/ pickle ball courts, and volley ball courts. The home boasts a lot of character and has all the amenities to make your stay comfortable and memorable.

The Raven
Nestled in a quiet, wooded neighborhood, The Raven boasts all the comforts and conveniences of home while offering the peace that only comes when you get away from it all. We're just ten minutes from charming restaurants, local shops, the chain of lakes, and only five minutes from Hartman Creek State Park and the Ice Age National Scenic Trail. Whether to relax, to recharge, or to explore, welcome to your modern escape to the woods. Welcome to The Raven.

Modern, Freshly Renovated House - Great Location
-Historic residential district near downtown, Lawrence University, the Performing Arts Center, Mile of Music and more - great location but still VERY quiet area. -30 minutes to Green Bay and Oshkosh -3 season porch -New deck overlooking wooded backyard -Safe, well established neighborhood with tree-lined streets and beautiful parks -Need more space or traveling with friends? Click Visit our profile to see our additional 5★ Appleton properties

Jackson Farmhouse
Perfect for a big group! Our beautifully restored 100 YEARD OLD farm house is located on Jackson St in Oshkosh giving you quick and easy access to highway 41! ** this home is old and has sloping floors ** The easy in and out driveway can hold at lease 6 cars if needed during your stay at our comfortable property. After a long day of whatever you may be in town for you'll be able to relax in your own piece of country!

Cozy Retreat • Fireplace Loft •Walk to Park & Lake
🍁 Cozy 3BR family retreat across from Menominee Park & Lake Winnebago! Enjoy fall walks to the beach, zoo, and trails—all just steps away. Minutes from downtown Oshkosh, including dining and shops. Features a new upstairs lounge with large TV and fireplace, king suite, and basement bar—perfect for family time and Thanksgiving gatherings. Includes driveway parking and easy self check-in for a smooth stay.

The Harbor Hideaway
Escape to your dream vacation in this 4-bed, 4-bath haven surrounded by tranquility. The chef's kitchen, equipped with modern appliances, caters to culinary delights. Each bedroom, featuring plush bedding and thoughtful furnishings, offers a retreat with a mix of king and queen-sized beds. Four bathrooms ensure convenience and privacy.
Popular amenities for house rentals in Oshkosh
House rentals with a pool

Sunny Days Await | Seasonal Pool & Hot Tub Retreat

3bed lake house, private pool near WI Dells

Private Home 4 BR+2Ba, Heated Pool by Road America

Spacious Green Bay Packer Home

Indoor Pool, 5 Bedrooms, 10 Min Walk to Lambeau

Grand on Longtail | Lazy River · Lake · Luxe Stay

4 BR home w/pool (lg groups) kid friendly

NewPool|HotTub|TheaterRoom|Sleeps 15|HeatedGarage!
Weekly house rentals

Two Bedroom Craftsman Home

3+ bd 3 bath in Oshkosh on River near EAA

Menominee House Lake View

Winnebago Lake View Retreat

Peaceful Home in Heart of Oshkosh!

3 min Downtown Oshkosh Kitchen Washer Dryer Park

Woltring Waters Waterfront Home

Gorgeous Cabin Vibes Home w/ Pond! Close To Lake!
Private house rentals

Newly Built Brillion Townhouse

The Lakehouse at Winnebago

Rickers Bay Lake house

The Dreamliner-0.6 mi to airport

Home away from Home

Our Little Lake House

Appleton's Oldest House Built in 1851

Lank's Lookout on Lake Winnebago
When is the best time to visit Oshkosh?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $391 SGD | $391 SGD | $391 SGD | $464 SGD | $391 SGD | $348 SGD | $684 SGD | $391 SGD | $315 SGD | $326 SGD | $330 SGD | $326 SGD |
| Avg. temp | -8°C | -6°C | 0°C | 7°C | 14°C | 19°C | 21°C | 20°C | 16°C | 9°C | 2°C | -4°C |
Quick stats about house rentals in Oshkosh

Total holiday rentals
Explore 690 holiday rentals in Oshkosh

Nightly prices starting at
Oshkosh holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 5,440 verified reviews to help you choose

Family-friendly holiday rentals
580 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 170 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wifi availability
670 of Oshkosh holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oshkosh rentals

4.9 Average rating
Oshkosh stays are highly rated by guests – averaging 4.9 out of 5!
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- Kohler-Andrae State Park
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- Little Switzerland Ski Area
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