
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.

♥ Cozy historic 3BR w/ bridge view! Sleeps 7 ♥
✦This beautiful home is just minutes from the best restaurants and venues in Appleton. ✦ 30 min from Lambeau and EAA. 3 min walk to Lawrence University ✦ Enjoy the views inside and out with a stunning view of the College Ave Bridge over the Fox River. ✦This freshly remodeled, bright and cozy 100 year old home has so much to offer and everything to make you feel at home ✦WiFi, Roku TVs, brand new washer and dryer, new plush beds, well equipped kitchen and comfortable lounging and dining space.

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.

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!

State Park Getaway with Hot Tub & Arcade
This fully remodeled A-Frame is walking distance to hiking trails and has views of Lake Winnebago. The outdoor enthusiast will find endless opportunities for adventure (canoeing, hiking, fishing, snowshoeing, biking) at High Cliff State Park. Take in the forest views from your private backyard with a large hot tub, fire pit, or relax on the private deck with stunning views of Lake Winnebago. Create memories with the private hot tub, giant chess board, arcade, and huge selection of games.

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.

Modern, Freshly Renovated House Near Downtown
Escape to our stylish, art-themed home in a quiet Appleton neighborhood just minutes a few minutes walk to downtown! This newly remodeled house is perfect for families or remote workers. Enjoy a dedicated workspace, a fun playroom, and a private patio. You're just a 10-minute walk from downtown College Avenue, Lawrence University, Mile of Music and the Performing Arts Center. Fully remodeled Only 35 minutes to Lambeau Field. A serene and central retreat awaits!

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.

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

Newly Renovated -Oshkosh Home on Lake Winnebago

Amazing Six Bedroom Green Bay Vacation Home!!

Craftsman Retreat Near Road America-Hot Tub & Pool

Cool City, Warm Pool

Indoor Pool, 5 Bedrooms, 10 Min Walk to Lambeau

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

Lambeau View | Pool | Rooftop | Entertainment Room
Weekly house rentals

Two Bedroom Craftsman Home

Newly remodeled centrally located 2 bedroom home

3 min Downtown Oshkosh Kitchen Washer Dryer Park

Peaceful Home in Heart of Oshkosh!

Broad St Riverview Retreat, River Views, Hot tub

Home away from Home

King Bed, Quiet Area, Central Location

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

Great location in a fun city!

The Belmont Estate

Appleton's Oldest House Built in 1851

The Parkway Paddle: Walking distance to the lake

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 | $379 SGD | $379 SGD | $379 SGD | $450 SGD | $379 SGD | $337 SGD | $663 SGD | $379 SGD | $306 SGD | $289 SGD | $270 SGD | $294 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 680 holiday rentals in Oshkosh

Nightly prices starting at
Oshkosh holiday rentals start at $25 SGD per night before taxes and fees

Verified guest reviews
Over 5,670 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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- House rentals United States
- Lambeau Field
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Bay Beach Amusement Park
- Sunburst
- Blackwolf Run Golf Course
- Little Switzerland Ski Area
- Paine Art Center And Gardens
- Bay Beach Wildlife Sanctuary
- Eaa Aviation Museum
- Green Bay Packer Hall of Fame
- National Railroad Museum
- Green Bay Botanical Garden
- Kettle Moraine State Forest - Northern Unit
- Resch Center
- Green Bay Packers
- New Zoo & Adventure Park
- Fox Cities Performing Arts Center
- Road America




