Holiday houses in Oshkosh

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Quick stats about holiday rentals in Oshkosh

  • Total holiday rentals

    Explore 830 holiday rentals in Oshkosh

  • Nightly prices starting at

    Oshkosh holiday rentals start at $15 AUD per night before taxes and fees

  • Verified guest reviews

    Over 8,920 verified reviews to help you choose

  • Family-friendly holiday rentals

    660 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 220 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    350 properties have a dedicated workspace

  • Wi-Fi availability

    810 of Oshkosh holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Oshkosh rentals

  • 4.9 Average rating

    Oshkosh stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated holiday rentals in Oshkosh

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A cozy living area is presented, featuring a navy sofa adorned with patterned throw pillows. A wooden coffee table rests atop a patterned area rug. Two barstools are positioned at a sleek counter, while framed artwork and a potted plant are displayed on the walls.
Apartment in Oshkosh
4.96 out of 5 average rating, 81 reviews

Cozy Duplex in Oshkosh

Enjoy this cozy space close to Main St with breweries, restaurants and activities nearby. Within walking distance to the River, Lake Winnebago, Downtown Oshkosh, the Arena and only a 5 minute drive to the EAA Grounds/ Wittman Regional Airport! Less than 2 miles away! In addition to the fantastic location, this single story duplex offers a queen bed and a pull out couch for additional guests. Washer and dryer included in-unit. Street parking available, door code will be provided for self check in

Guest favourite
An aerial view of the home reveals a contemporary design with a combination of gray siding and a light wood accent. Lush greenery surrounds the property, complementing the landscaped yard. A spacious upper deck can be seen, along with outdoor seating on the patio.
Home in Oshkosh
4.93 out of 5 average rating, 45 reviews

Menominee House Lake View

This home features sweeping views of Lake Winnebago, huge open rooms, outdoor hot tub with a lake view and convenient lake access. Bedrooms have king or queen beds, two with additional bunk beds plus an open bonus room with a sleeper sofa brings the sleeping total to 12 adults. Bathrooms, kitchen and bedrooms are brand new! High-end appliances, tiled bathrooms, large jetted tub, and even a Laundry room that was used for a Speed Queen washer/dryer shoot. 4 miles to EAA, close to downtown.

Top Guest favourite
A wooden deck overlooks Sawyer Creek, featuring two metal chairs with floral cushions positioned around a small fire table. Lush greenery surrounds the area, and a dock extends into the water, providing a serene view of the natural setting.
Home in Oshkosh
5 out of 5 average rating, 70 reviews

Fenced Yard; Waterfront; Dock, Cozy & Refreshing

Take it easy at this unique and tranquil getaway. Located on Sawyer Creek; enjoy peaceful views in a quiet neighborhood. Privacy is yours with a fenced in yard & attached 2 car garage. Comfortable 2 bedrooms with Queen beds & a fully stocked kitchen, outdoor grill, 55 in Smart TV and dedicated desk area. Propane firepit, patio table & 2 kayaks, washer & dryer. Close to Wiowash Trail, resturants, UW-Oshkosh and Oshkosh Corp headquarters. EAA grounds is a short 12 minute drive. Dog friendly.

Top Guest favourite
A two-story upper unit residence features a green exterior with white trim. Stairs lead up to a welcoming front door, while a small porch offers outdoor seating. The landscaped yard includes rocks and low-maintenance plants, providing a neat and tidy appearance.
Apartment in Oshkosh
5 out of 5 average rating, 35 reviews

Centrally Located Private Upper Unit

This newly renovated upper unit features 2 bedrooms/1 full bathroom. The unit is across the street from the Paine Art Center, making it an ideal stay for weddings/events held there. It is centrally located with easy access to attractions, restaurants, and parks. Bottom unit is currently being rented as a long term rental. Units are completely separate. Paine Art Center - .1 mi Oshkosh Public Museum - .4 mi Fox River Brewing - .4 mi UWO - .5 mi EAA - 6 mi Lambeau Field - 50 mi

Top Guest favourite
Home in Oshkosh
4.99 out of 5 average rating, 144 reviews

Relaxing Lakefront Getaway on Lake Butte des Morts

Relax at our spacious lakefront retreat on Lake Butte des Morts in a small and friendly neighborhood! Enjoy stunning sunsets, beautiful lake views from the bedroom, living room, and dining area, plus a private pier for fishing and relaxing. Features include a queen Sleep Number bed, gas fireplace, full kitchen, washer/dryer, fire pit, grill, and off-street parking. Near EAA, restaurants, shopping, the Wiouwash Trail, and just 40 miles from Lambeau Field. Longer stays welcome!

Guest favourite
A modern kitchen features sleek stainless steel appliances and a large countertop. Open shelving displays white dishware, while the dark walls contrast with the bright light fixtures. An archway leads into a dining area, visible in the background, enhancing the inviting layout.
Home in Oshkosh
4.9 out of 5 average rating, 29 reviews

Sky & Stream Escape

Welcome to your cozy, newly renovated retreat in Oshkosh, WI! Ideally located, it provides easy access to leisure and essentials. For water enthusiasts, boat ramps for the Fox River and Lakes Winnebago and Butte des Morts are within 5 miles. For aviation fans, the EAA Museum is also 5 miles away. Aurora Medical and the University of Wisconsin Oshkosh are within 2.5 mi, and the Outlet Shoppes are 4.5 mi away. The vibrant downtown dining scene is also readily accessible.

Top Guest favourite
Guesthouse in Oshkosh
4.95 out of 5 average rating, 197 reviews

Cottage on Lake Winnebago

Furnished Cottage on Lake Winnebago with beautiful sunrises. 1 bedroom with queen bed. There is plenty of space for air mattresses in common areas. 1 queen air mattress available. One bath, full kitchen fully stocked with dining area, bring your own food to prepare. Bring your water toys or boat, launch nearby and dock access in warmer months with great fishing. Winter months, bring your snowmobile, trails nearby. Great ice fishing when lake is frozen and ice is safe.

Top Guest favourite
A two-story home is presented with dark green siding, framed by manicured lawns and established trees. A paved walkway leads to the front door, which is flanked by windowed entries. Clear skies above add to the home's inviting exterior appearance.
Home in Oshkosh
4.9 out of 5 average rating, 114 reviews

Shorehaven Lakehouse

Welcome to the Shorehaven Lake House! Perfect for a couples retreat, an outing for the entire family, or those in town for any of Oshkosh and the surrounding cities many events! Have the ultimate Wisconsin getaway by escaping to this beautifully renovated Lake Butte des Morts home that comfortably sleeps 6. This home provides beautiful sunsets and sunrises over the lake and a quiet neighborhood for your escape! Please let us know if you have any questions!

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, 248 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.

Guest favourite
The exterior of a two-story house is shown, featuring a porch and a well-maintained lawn. Large windows are visible, offering natural light to the interior. Surrounding trees provide shade, and a pathway leads to the entrance, enhancing accessibility.
Apartment in Oshkosh
4.85 out of 5 average rating, 261 reviews

No Cleaning Fees! 2 Bedroom Apartment By The Lake

We’re transparent with our pricing, that’s why we don’t have cleaning fees! The price you see is the price you pay (local taxes still apply). Come stay near the heart of Oshkosh - you’ll be on the second floor with views of Lake Winnebago. If you need anything during your stay we live on-site and are only a message away. Don’t worry though, the units are completely separated so you’ll have all the privacy you desire during your stay.

Top Guest favourite
A charming two-story white house is presented, set against a clear blue sky. Five windows are visible on the front, surrounded by green shrubs. Steps lead up to a porch area, indicating a welcoming entrance.
Apartment in Oshkosh
4.86 out of 5 average rating, 90 reviews

Comfortable 2 bedroom upper unit #1

Cozy upper unit feels like home. The whole group will enjoy easy access to everything from this centrally located place. 2 blocks from the new Thedacare hospital 4 miles from Wittman Regional Airport 4 blocks from the Oshkosh Arena 5 blocks from the Oshkosh Convention Center. Walking distance to restaurants and local bars. Live music Thursdays in summer at Fox on the river, you can hear the music outside the unit.

Top Guest favourite
A cozy sleeping area contains two full-size beds adorned with warm-colored bedding. Nightstands with lamps are placed beside each bed. A comfortable chair sits in the corner, and two windows allow natural light to illuminate the room. Decorative rugs cover the laminate flooring.
Apartment in Oshkosh
4.92 out of 5 average rating, 310 reviews

Rosie's Place A

Hello and Welcome! Rosie's place A features a cozy newly renovated clean furnished upper apartment. Very close to everything in Oshkosh. Great for business travelers, vacationers and visiting University of Oshkosh and Hospital families. Breakfast items, fruit, coffee, tea, soda, water & snacks included. Private parking behind the house. Door code will be provided to enter. No minimum stay!

Popular amenities for Oshkosh holiday rentals

When is the best time to visit Oshkosh?

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Avg. price$277 AUD$283 AUD$277 AUD$390 AUD$292 AUD$297 AUD$703 AUD$363 AUD$290 AUD$274 AUD$267 AUD$260 AUD
Avg. temp-8°C-6°C0°C7°C14°C19°C21°C20°C16°C9°C2°C-4°C

Frequently Asked Questions

  • What are the best places to stay in Oshkosh?

    Many guests prefer staying near the lakefront or in the historic downtown for easy access to shops, dining, and cultural sites. Residential neighborhoods also have peaceful options with local character.

  • What are the best things to do in Oshkosh with kids?

    Families often explore the hands-on exhibits at local discovery centers, visit the zoo, or enjoy playgrounds in city parks. Waterfront paths are also popular for kid-friendly walks and picnics.

  • What are some of the best things to do in Oshkosh?

    Oshkosh has art galleries, family-friendly museums, and boating or kayak outings on its waterways. Visitors often explore downtown shops and take part in community events throughout the year.

  • How is the weather in Oshkosh?

    Oshkosh has cold, snowy winters around 10–30°F (-12–-1°C), and warm summers with highs near 80°F (27°C). Spring and autumn bring milder temperatures and scenic changes, so layered clothing is useful year-round.

  • When is the best time to visit Oshkosh?

    Late spring through early autumn is often recommended, with comfortable temperatures around 60–80°F (16–27°C) and several recurring festivals. This season brings opportunities for outdoor exploration and lakeside events.

  • What are the best places to visit in Oshkosh?

    Explore Oshkosh Public Museum, Paine Art Center and Gardens, and Menominee Park for natural beauty and activities. The downtown area has historic buildings, galleries, and locally owned shops.

  • What are some hiking trails in Oshkosh?

    Oshkosh has trails in public parks, nature preserves, and along its lakefront, providing options for leisurely strolls or birdwatching. Boardwalks and woodland paths suit a variety of interests and abilities.

  • What are some family activities we can do in Oshkosh?

    Oshkosh has hands-on museums, local parks for outdoor adventures, and a zoo where children can explore animal exhibits. The area frequently suggests waterfront activities and family-friendly discovery centers.

  • What are some of the best day trip ideas from Oshkosh?

    Popular day trip ideas include exploring local state parks, nearby botanical gardens, and communities with historic downtowns known for antiques and artisan shops. Scenic trails and waterfront nature preserves are often suggested for those seeking outdoor experiences.

  • Are there any pet friendly accommodations available in Oshkosh?

    Oshkosh has pet-friendly stays, especially around the downtown and lakefront neighborhoods. Many hosts welcome pets, and nearby parks make it easy to explore the outdoors with your companion.

  • What are some local tips for visiting Oshkosh?

    Locals often suggest packing layers, as weather can shift from cool mornings to warmer afternoons. Exploring the waterfront is a favorite, and enjoying seasonal produce at farmers markets helps visitors experience the regional flavors.

  • What is Oshkosh known for?

    Oshkosh is known for its aviation heritage, vibrant lakeside culture, and historic downtown. The city frequently hosts renowned air shows and fosters a tradition of community arts and local festivals.

  • What are the best hidden gems to explore in Oshkosh?

    Discover locally curated art spaces, tucked-away coffee shops, and peaceful nature preserves around Oshkosh. Community gardens and lesser-known trails offer quieter moments away from busier waterfront spots.

  • What are the best foods to try in Oshkosh?

    Classic Wisconsin flavors are frequently suggested, such as cheese curds, locally prepared fish dishes, and Friday night fish fries. Artisan bakeries and seasonal produce can also be found at farmers markets around the city.

  • What should I bring for a trip to Oshkosh?

    Pack layers to stay comfortable through fluctuating temperatures, a waterproof jacket for potential rain, and comfortable walking shoes for exploring city parks or lakefront paths. In summer, sunglasses and sun protection are often helpful.

  • What is the nightlife in Oshkosh like?

    Oshkosh has a casual nightlife scene, with locally-owned pubs, live music venues, and spots for late-night bites around the downtown area. Many evenings focus on music, conversation, and welcoming atmospheres.

  • What are the most popular events or festivals in Oshkosh?

    EAA AirVenture Oshkosh is a world-renowned aviation event drawing enthusiasts annually, while summer concerts and local art fairs animate the city during festival season. Winter brings holiday markets and themed celebrations.

  • Are there family friendly vacation rentals in Oshkosh?

    Oshkosh has family-friendly vacation rentals in residential neighborhoods, near the lakefront, and close to parks. Many homes have amenities suited for group stays and easy access to kid-friendly attractions.

Destinations to explore

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  2. United States
  3. Wisconsin
  4. Winnebago County
  5. Oshkosh