
House holiday rentals in Oshkosh
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Top-rated house rentals in Oshkosh
Guests agree: These houses are highly rated for location, cleanliness and more.

Linger Longer On The Water
Cozy lake cottage on the west shore of Lake Winnebago featuring 3 bedrooms and 1 bath. Beautiful sunrises over the lake and just minutes from everything in Oshkosh Wisconsin. Large kitchen for preparing meals or just hanging out. 5 minute walk to Menominee Park. 6.5 miles to EAA Grounds. Less than 10 minutes to downtown and the University of Wisconsin, Oshkosh campus, shopping, restaurants and Main Street. Great location for walking, bike riding and just seeing the local sites. Park on site.

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!

Woltring Waters Waterfront Home
Wake up to a beautiful view of Lake Winnebago, and enjoy you cup of coffee with the sound of crashing waves off the back porch. You will have breathtaking sunsets with the historical light house backdrop that is in viewing distance from the property. From dining to convenient stores everything you need is in walking distance. Take a peaceful stroll around the marina or take the kids to Lakeside Park, offering a petting zoo, carousel, train, jungle gym & splash pad. Everyone will enjoy!

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!

Designer Lakefront Home with Views, Firepit, Dock
Relax at Sunset Oasis, where stunning lake views and sunsets set the tone for your stay. Sip coffee in the chef’s kitchen, paddle out in kayaks, grill lunch, and dine lakeside. In the evening, cozy up by the fireplace or gather around the firepit under the stars. Stream your favorite shows on the smart TV or explore nearby downtowns just minutes away. This stylish, updated luxury lake house is the perfect escape to unwind, reconnect, and create unforgettable memories.

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.

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.

Cozy getaway 1 mile from downtown and UWO campus!
2 bedroom home with a living room and dining room, kitchen with appliances, laundry room and Big backyard. (Kid friendly) Grocery store, gas station, and restaurants are less than a mile away. (Within walking distance) Great, clean neighborhood. Only a mile from Menominee park, arena, and other destinations you may want to explore.
Popular amenities for Oshkosh house rentals
House rentals with a pool

Sunny Days Await | Seasonal Pool & Hot Tub Retreat

**NEW** Waterfront Vacation DREAM HOUSE

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

Hickory on the LakeWaterfront Luxury on Winnebago

Holiday Home for 8ppl w/ Hot Tub in Plymouth, WI

Spacious Green Bay Packer Home

Cool City, Warm Pool

Grand on Longtail | Lazy River · Lake · Luxe Stay
Weekly house rentals

Two Bedroom Craftsman Home

Menominee House Lake View

3+ bd 3 bath in Oshkosh on River near EAA

Winnebago Lake View Retreat

Newly remodeled centrally located 2 bedroom home

Peaceful Home in Heart of Oshkosh!

Destination Downtown

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

The Lakehouse at Winnebago

Relaxing Lake Winnebago Waterfront Retreat

Cozy Boho Home in Neenah

Rickers Bay Lake house

Three bedroom home near harbor and downtown

The Dreamliner-0.6 mi to airport

Home away from Home

Hot tub - 4 Bedroom 3.5 Bath
When is the best time to visit Oshkosh?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $448 AUD | $448 AUD | $448 AUD | $532 AUD | $448 AUD | $399 AUD | $784 AUD | $448 AUD | $362 AUD | $374 AUD | $378 AUD | $374 AUD |
| 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 $30 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
670 of Oshkosh holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Rentals with a hot tub Oshkosh
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- Rentals with a fireplace Oshkosh
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- House rentals Winnebago County
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- House rentals United States
- Lambeau Field
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Bay Beach Amusement Park
- West Bend Country Club
- Trout Springs Winery
- The Bull at Pinehurst Farms Golf Course
- 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




