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.

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Top guest favourite
A serene view of the water at dusk is framed by trees along the riverbank. The calm surface reflects soft colors of the sunset, enhancing the tranquil natural setting.
Home in Appleton
4.97 out of 5 average rating, 107 reviews

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

Guest favourite
A modern living room features a spacious seating area with a cozy sectional sofa and a stylish accent chair. A TV is mounted on the wall, surrounded by decorative elements. Natural light filters through large windows, highlighting the warm wooden accents and sleek furnishings.
Home in Green Bay
4.92 out of 5 average rating, 131 reviews

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!

Guest favourite
The exterior of the cottage showcases a stone facade, framed by blooming greenery and flowers. A front porch with steps leads to the entrance. Large windows provide natural light and a welcoming view of the surrounding landscape, which includes well-maintained lawns and trees.
Home in Appleton
4.9 out of 5 average rating, 144 reviews

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

Top guest favourite
A hot tub, illuminated with soft blue lights, features cascading water and inviting seating. Adjacent, a traditional sauna with wood paneling provides a relaxing retreat. Decorative cushions accent modern chairs nearby, enhancing the tranquil space.
Home in Sheboygan
4.98 out of 5 average rating, 231 reviews

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!

Guest favourite
A log home with a wooden exterior is surrounded by lush greenery. The front porch is adorned with a small blue umbrella and features a set of steps leading to the entrance. Gravel driveway and flower beds enhance the welcoming ambiance of the property.
Home in Oshkosh
4.86 out of 5 average rating, 199 reviews

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!

Top guest favourite
Home in Oshkosh
4.99 out of 5 average rating, 135 reviews

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

Top guest favourite
A spacious dining area is illuminated by natural light from large windows. A wooden table with six chairs is centered in the room. Decorative items, including wall art and a wreath, are displayed on the walls, contributing to the charming ambiance.
Home in Oshkosh
4.91 out of 5 average rating, 235 reviews

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.

Top guest favourite
The modern exterior of the home is framed by tall pine trees, with a carport extending to one side. Clean lines and dark siding give the structure a contemporary look. A gravel driveway leads up to the entrance, inviting guests into a serene wooded setting.
Home in Waupaca
4.99 out of 5 average rating, 106 reviews

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.

Top guest favourite
An open concept living area features a modern kitchen with stainless steel appliances and a marble countertop. A round dining table with upholstered chairs complements the sleek bar stools at the kitchen island. Light wood flooring enhances the spacious feel of the room.
Home in Appleton
4.96 out of 5 average rating, 202 reviews

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

Top guest favourite
The dining area features a long wooden table surrounded by metal stools. Natural light enters through multiple windows with classic blinds, highlighting the rich wood accents and flooring. A modern light fixture hangs above the table, enhancing the room's inviting character.
Home in Oshkosh
4.85 out of 5 average rating, 115 reviews

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!

Superhost
Home in Oshkosh
4.85 out of 5 average rating, 270 reviews

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.

Guest favourite
A contemporary two-story home is set against a vibrant green lawn. The exterior features dark siding complemented by large windows and a welcoming front entrance. Surrounding trees and open space enhance the peaceful atmosphere of the property.
Home in Oshkosh
4.92 out of 5 average rating, 112 reviews

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

When is the best time to visit Oshkosh?

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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
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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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