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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Guest favourite
A bright sunroom features large windows offering views of the lake. Two chairs and a small table are arranged on a patterned rug, inviting relaxation. Natural light fills the space, highlighting the serene atmosphere and the vibrant colors of the surrounding nature.
Home in Oshkosh
4.84 out of 5 average rating, 133 reviews

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.

Top guest favourite
A living area features a grey sectional sofa and two patterned armchairs arranged around a dark coffee table. A large TV is positioned on a stand, while natural light enters through a window dressed with light curtains. The walls are painted in a neutral tone.
Home in Appleton
4.98 out of 5 average rating, 119 reviews

Convenient 2br location with 3-plus beds

Sure to please with $0 cleaning fees! This quaint charmer is your home away from home for Packer games, Lawrence U, EAA, business travel, shows at the PAC, sporting events at USA Fields and more. All the home 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)!

Guest favourite
A spacious living area features a cozy gas fireplace at its center, surrounded by decorative shelving. Two wicker chairs are placed at a wooden table on a blue area rug. Natural light brightens the room, enhancing the warm tones of the hardwood flooring.
Home in Appleton
4.93 out of 5 average rating, 120 reviews

3 Queens, Walk to Eat, Tons of Character, Spacious

Relax at Union Utopia, our home in a walkable neighborhood near downtown Appleton and Lawrence University. Perfect for a family or several couples, this home has 3 bedrooms, each with a Queen size memory foam mattress. The living area on the first floor is large and has a gas fireplace and cozy seating area. The kitchen is fully stocked and includes a gas stove and dishwasher. The second floor contains all 3 bedrooms, a beautiful 3-season porch, and recently remodeled bathroom.

Top guest favourite
A spacious living area features a dark leather sectional and a wooden coffee table. A sleek electric fireplace is mounted on a rustic wooden wall, complemented by a large flat-screen TV. Natural light filters through the windows, illuminating the open kitchen and dining area beyond.
Home in Oshkosh
4.94 out of 5 average rating, 101 reviews

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!

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 Longer stays welcome!!! Beautiful Sunsets 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 Gas fireplace Living / dining area Kitchen space for cooking. Washer/dryer Larger 1 bedroom /Queen Sleep Number mattress Off street parking

Superhost
A charming dining area features a large round table surrounded by wooden chairs, set against a backdrop of eclectic mirrors and wall decor. Natural light streams through the windows, illuminating the rustic elements and adjoining open kitchen area.
Home in Green Bay
4.9 out of 5 average rating, 107 reviews

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.

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, 236 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, 107 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.

Guest favourite
The living room features a dark leather sofa and armchair, paired with a wooden coffee table. Large windows allow natural light, enhanced by orange curtains. A 50" smart TV is positioned on a black stand beside casual musical instruments, creating a relaxed and inviting environment.
Home in Appleton
4.88 out of 5 average rating, 158 reviews

Classic Character Home, Near Downtown & Lawrence

✦A few blocks from Lawrence University campus, the Performing Arts Center, Mile of Music and more - great location but still VERY quiet area ✦Pleasant 10 minute walk to downtown ✦Dogs allowed with pre-approval & pet fee ✦Fully equipped remodeled kitchen for you to cook in ✦Tons of character in this charming home ✦1 full bathroom ✦Green Bay: 35 minutes. Oshkosh: 20 minutes. Mall: 8 minutes (Garage available upon request)

Top guest favourite
The exterior of a modern architectural home is illuminated against a twilight sky. Surrounding trees are visible, and outdoor seating is arranged along a spacious porch, inviting relaxation in a serene setting.
Home in Two Rivers
4.94 out of 5 average rating, 373 reviews

Still Bend/Frank Lloyd Wright's Schwartz House

Featured on Netflix's THE WORLDS MOST AMAZING VACATION RENTALS Season 2, ep. 1. Still Bend/Bernard Schwartz House is Frank Lloyd Wright's built version of his Life Magazine "Dream House" design from 1938. The house is located on the East Twin River about a mile from Lake Michigan. Beds: The three bedrooms upstairs have double beds and the Master bedroom has a queen size bed.

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.

Guest favourite
The home exterior is characterized by a gray siding, complemented by a steep roof and multiple windows. A welcoming front porch is accessed by a set of stairs. Colorful flower beds and planters are positioned around the entrance, adding natural beauty to the landscape.
Home in Oshkosh
4.87 out of 5 average rating, 130 reviews

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 house rentals in Oshkosh

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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 € 17 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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