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Holiday rentals 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 €9 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    810 of Oshkosh holiday rentals include wifi 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 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
4.85 out of 5 average rating, 148 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.

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, 46 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, 73 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.

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

The Goldfinch | Centrally Located Oshkosh Gem

Welcome to The Goldfinch — a warm, thoughtfully designed home blending classic character with modern comfort in a quiet Oshkosh neighborhood walking distance from restaurants and recreational trails including the river walk and Wiouwash Trail. Our home features comfortable bedrooms, a fully equipped kitchen, fast Wi-Fi, a private hot tub, and even a movie theatre. Whether you're visiting for family, work, or a weekend away, you'll find a comfortable place to relax, recharge, and feel at home.

Superhost
A cozy living area features two light-colored sofas adorned with patterned cushions. A black coffee table holds a tray with a small vase and a candle, while a soft area rug complements the space. Sheer curtains frame a window, allowing natural light to brighten the room.
Townhouse in Oshkosh
4.8 out of 5 average rating, 98 reviews

Cozy Escape • Fireplace • Near Downtown & Lake

Unwind at this cozy modern farmhouse-style duplex just minutes from Main Street & Downtown Oshkosh! Enjoy crisp fall evenings relaxing indoors by the fireplace 🔥 and make yourself at home in a warm, inviting space designed for comfort and style. Stroll to the nearby zoo, trails, and lake views at Menominee Park - or take a short drive to Lake Winnebago, the beach, and Sunnyview Expo. Whether you’re here for a weekend escape or local events, enjoy comfort, charm, and easy access to it all.

Top guest favourite
A dining area features a wooden table surrounded by white chairs, with a framed artwork displayed on the wall. Double glass doors lead to a screened porch overlooking the backyard, which is illuminated by soft string lights.
Home in Oshkosh
4.93 out of 5 average rating, 44 reviews

Ranch Duplex on Golf Course - Location! 2BR 1BA

MONTHLY & WEEKLY rates available. Perfect for traveling professionals! This is one side of a side by side ranch duplex with a quite backyard on the golf course! Fabulous Oshkosh location blocks from Hwy 41 and 9th Avenue for easy access to Appleton, Green Bay, Milwaukee - and immediately near all the restaurants, shopping, and supplies that Oshkosh has to offer. The EAA grounds are 2 miles away and easy access! The hospitals are within a mile. Winnebago Mental Health is 10 miles.

Top guest favourite
Home in Oshkosh
4.99 out of 5 average rating, 145 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, 31 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
Guest house in Oshkosh
4.95 out of 5 average rating, 199 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, 115 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, 249 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.
Flat in Oshkosh
4.86 out of 5 average rating, 264 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.

Popular amenities for Oshkosh holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Oshkosh

Top guest favourite
A single-story house with a white exterior is set against a clear blue sky. A large tree provides shade in the yard, with a shaded patio area visible. The property features a dock along the river, making it accessible for boat parking.
Home in Oshkosh
4.98 out of 5 average rating, 41 reviews

3+ bd 3 bath in Oshkosh on River near EAA

Top guest favourite
The tranquil shoreline of Lake Winnebago is depicted at sunset, with calm waters reflecting soft pastel colors. A sandy beach area is visible, complemented by a cluster of rocks and lush greenery. A wooden bench is positioned nearby, inviting moments of relaxation.
Cottage in Neenah
4.93 out of 5 average rating, 511 reviews

Lake Life, year round hot tub!

Top guest favourite
The exterior showcases a contemporary two-story structure with a dark facade and large windows. A welcoming entrance is highlighted by a distinctive overhang. The well-maintained yard features a combination of concrete pathways and lush greenery, surrounded by mature trees and neighboring homes.
Home in Oshkosh
4.97 out of 5 average rating, 90 reviews

Newly Renovated -Oshkosh Home on Lake Winnebago

Guest favourite
A modern kitchen features sleek white cabinetry, stainless steel appliances, and a large island with bar seating for four. Pendant lights hang above, illuminating the countertop. A furnished dining area is visible in the background, complementing the open-concept design.
Home in Oshkosh
5 out of 5 average rating, 25 reviews

Winnebago Lake View Retreat

Top guest favourite
A wooden dock extends into a calm lake, surrounded by gentle water reflections and a soft, cloudy sky. Tree foliage frames the top of the image, creating a serene natural environment.
Home in Neenah
5 out of 5 average rating, 46 reviews

Rickers Bay Lake house

Superhost
A spacious dining area features a large wooden table surrounded by six chairs, accommodating family meals or games. Two green armchairs are positioned in the corner near a wall clock and framed world map, while natural light fills the room through multiple windows.
Home in Oshkosh
4.9 out of 5 average rating, 102 reviews

Peaceful Home in Heart of Oshkosh!

Guest favourite
A cozy living area features a comfortable dark brown sofa and armchair, complemented by a glass coffee table. The exposed brick wall adds character, while large windows allow natural light to fill the space. Artwork adorns the walls, enhancing the inviting atmosphere.
Flat in Neenah
4.92 out of 5 average rating, 38 reviews

Stylish Downtown Neenah Flat - Walk to Everything!

Guest favourite
A modern single-story home is depicted, featuring a gray exterior with neatly trimmed shrubs flanking the front windows. A two-car garage is visible, along with a well-maintained lawn. Clear blue skies and a few wispy clouds create a pleasant backdrop.
Home in Oshkosh
4.84 out of 5 average rating, 37 reviews

Passion Place, warm & modern 3-bedroom

When is the best time to visit Oshkosh?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price€167€170€167€235€176€179€424€218€175€165€161€156
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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  4. Winnebago County
  5. Oshkosh