
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.

Appleton Wooded Oasis - Hot Tub-6 Star Hospitality
Relax and enjoy in a beautiful scenic home conveniently located in a quiet wooded neighborhood in Appleton. It has all the elements of being your get away from home. Nearly 3,000 sq. ft. Guests have access to all living areas, modern kitchen, full mason fireplace, vaulted ceilings, large deck and hot tub. Enjoy the backyard with a spacious deck, 7 person hot tub and outdoor fire pit. Five min. from Airport, Downtown, 25 min. to Lambeau and 20 min. to EAA. Includes coffee and breakfast.

{Jacuzzi Tub} KING Bed•3.7 Miles to Stadium•Garage
•1 Bedroom[Comfy KING BED & Roku Smart TV] •1 Bathroom with JACUZZI Tub|Shower Conveniently located approximately 1.3 miles from access to Hwy 43 & 3.7 miles to Lambeau Field! Smaller house[576 SqFt]that has an open concept that makes it feel larger. Enjoy a fully equipped kitchen with Coffee Maker & Keurig Machine, full size washer & dryer, 2 Roku Smart T.V.'s. WiFi and a large fully fenced in yard with a Charcoal Grill & Patio Set. Stocked with plenty of amenities for a AMAZING stay!

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!

Convenient 2br location with 3-plus beds
Sure to please with $0 cleaning fees! This quaint charmer is your Fox Valley home away from home for Lawrence U, Mile of Music, EAA, business travel, PAC shows, sporting events at USA Fields and more. All the amenities for your stay and situated near coffee shops, grocery, local fare, fast food, convenience/Rx and many other venues. Convenient access to highways 41 and 441. Dogs only at this time. Pet rules and one-time pet fee apply. Attached garage access available (full details below)!

Oshkosh Escape with Lake Access and Private Dock
We are a year round retreat on beautiful Lake Winnebago. Bring your boat, kayaks, water toys, snow mobile, UTVs and fishing/hunting gear to your own private 18' dock on a channel with complete access to Asylum Bay. We are located in Oshkosh and close to the Fox Valley and GB. Just minutes away are: Outlet Mall, EAA, Lifefest, Sunnyview Expo, fishing tournaments, Sturgeon Spearing, microbreweries, Saturday Farmers Markets, The Herd basketball, Titans/UW-O events, and GB Packers(48min)!

Leonard Point Birdhouse
Welcome to the Leonards Point Bird House! This newly renovated lake home has all amenities needed for a perfect escape in Oshkosh, WI. You will experience lake views from the south side of Lake Butte Des Morts. For a quieter experience (or louder for the kids) there is a detached bunk house with its own bathroom! The Birdhouse is 10 minutes away from highway 41 and multiple stores for easy access to everything you need. Please feel free to reach out with any questions!

Charming 1870s Downtown Loft
Like your favorite cup of coffee, this sunlit haven energizes and comforts. Just steps from downtown's vibrant pulse, this thoughtfully restored 1870s duplex is crafted for connection, creativity, and relaxation. Work under high ceilings bathed in natural light, or gather with friends in the spacious, open kitchen and dining area. Modern amenities ensure a home-like experience in a space that seamlessly combines the warmth of history with the ease of modern living.

Cozy Relaxing Lake Home with spectacular sunsets!
On the shore of Lake Butte Des Morts Longer stays welcome!!! Awesome Lake view Beautiful Sunsets Gas fireplace Shopping/restaurants/etc… Approx. 40 miles from Lambeau Field pier/summer,sorry nothing can be tied up to pier at any time solo fire pit grill Lake view Bedroom,Living Room,Dining area Near by Wiouwash trail for hiking, biking, etc.. Near EAA 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 Tree House. Whole house. Enjoy Appleton!!!!
Cozy downtown Appleton home close to everything Appleton has to offer!! Within walking distance to Farmers Market, Fox Performing Arts Center, restaurants and within 30 minute drive to world famous Lambeau Field home of the Green Bay Packers!! Enjoy the tranquil backyard with one of the biggest maple trees in the city, enjoy vintage artwork and spin classic vinyl in the music room. Fall 2025 just around the corner. The house is yours! No other guests.

Freshly Renovated, Modern 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

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.
Popular amenities for house rentals in Oshkosh
House rentals with a pool

Sunny Days Await | Seasonal Pool & Hot Tub Retreat

Next Level~100K Game Room~ Sleeps 20~ Pool~Spa

Hickory on the LakeWaterfront Luxury on Winnebago

Amazing Six Bedroom Green Bay Vacation Home!!

3bed lake house, private pool near WI Dells

Winter Getaway-Private Home for 6ppl w/ Hot Tub

Indoor Pool, 5 Bedrooms, 10 Min Walk to Lambeau

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

Two Bedroom Craftsman Home

Newly remodeled centrally located 2 bedroom home

Peaceful Home in Heart of Oshkosh!

Great location in a fun city!

Country Guest House - Beautiful Gardens!

Home away from Home

#3 Fox River Retreat #3

Fenced Yard; Waterfront; Dock, Cozy & Refreshing
Private house rentals

3+ bd 3 bath in Oshkosh on River near EAA

Waterfront Retreat*Kayaks*Firepit*Dog Friendly

Winnebago Lake View Retreat

Three bedroom home near harbor and downtown

Appleton's Oldest House Built in 1851

Passion Place, warm & modern 3-bedroom

Bay Wind House: Farmhouse Unit | Lambeau 2.8 mi

Casual Comfort 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 | £224 | £224 | £224 | £266 | £224 | £199 | £392 | £224 | £181 | £186 | £189 | £186 |
| 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 £15 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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- Lambeau Field
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Bay Beach Amusement Park
- West Bend Country Club
- The Bull at Pinehurst Farms Golf Course
- Trout Springs Winery
- Sunburst
- Pine Hills Country Club
- Oneida Golf Club
- Pollock Community Water Park
- Little Switzerland Ski Area
- Vines & Rushes Winery
- Kerrigan Brothers Winery
- Blackwolf Run Golf Course
- New Zoo & Adventure Park




