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Vacation rentals in Oshkosh

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Quick stats about vacation rentals in Oshkosh

  • Total vacation rentals

    Explore 890 vacation rentals in Oshkosh

  • Nightly prices starting at

    Oshkosh vacation rentals start at R 162 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 9,420 verified reviews to help you choose

  • Family-friendly vacation rentals

    710 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 240 rentals that welcome pets

  • Vacation rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    380 properties have a dedicated workspace

  • Wi-Fi availability

    870 of Oshkosh vacation 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 vacation rentals in Oshkosh

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

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Top guest favorite
Home in Appleton
5.0 out of 5 average rating, 182 reviews

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, wood fireplace, vaulted ceilings, spacious sunroom, large deck and therapeutic hot tub. Enjoy the scenic backyard with a large deck, 7 person hot tub and fire pit. Five minutes from airport, vibrant downtown, 25 min. to Lambeau. Includes breakfast.

LocationFamilyCleanliness

Top guest favorite
Home in Oshkosh
5.0 out of 5 average rating, 83 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.

ValueFamilyKitchen

Top guest favorite
Home in Oshkosh
5.0 out of 5 average rating, 12 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.

FamilyLocationCheck-in

Top guest favorite
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
4.88 out of 5 average rating, 223 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!

FamilyLocationRiver

Top guest favorite
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
4.91 out of 5 average rating, 121 reviews

Shorehaven Lakehouse | Lakefront • 3BR • 3BA

Welcome to the Shorehaven Lakehouse! Wake up right on the water in a beautifully renovated 3-bedroom, 3-bath retreat on Lake Butte des Morts. Enjoy morning coffee overlooking the lake, spectacular sunrises/sunsets from the lake-facing living room, and a peaceful waterfront setting just minutes from everything Oshkosh has to offer. Home comfortably sleeps 6, no room for blow up mattresses. Non service animals are not permitted on premises. Please let us know if you have any questions!

LocationValueOutdoor spaces

Top guest favorite
Home in Oshkosh
4.99 out of 5 average rating, 151 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 (seasonal)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!

ValueLocationCheckout

Guest favorite
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
4.92 out of 5 average rating, 36 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.

FamilyLocationBathroom

Top guest favorite
A serene lakeside view showcases the vibrant hues of a sunset over Lake Winnebago. Silhouetted trees line the shore, with the water reflecting the warm colors of the evening sky. The grassy foreground adds a natural element to the picturesque scene.
Cottage in Fond du Lac
4.94 out of 5 average rating, 155 reviews

The Beach House

Cute year round home with fantastic evening sunsets on the East shore of Lake Winnebago. Enjoy the lake life with this 3 bedroom, 1.5 bath, private beach and pier, located on a private beach road and a close drive to restaurants in the surrounding area. Ideal for Walleye Weekend, EAA Convention, Road America, Green Bay Packer games, Wisconsin Badger games, Milwaukee Brewer games, Ryder Cup and more

LocationValueCondition

Top guest favorite
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
4.91 out of 5 average rating, 320 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!

FamilyLocationIndoor spaces

Guest favorite
Place to stay in Oshkosh
4.8 out of 5 average rating, 15 reviews

Unique Downtown Oshkosh Loft & Event Space

Guests are invited to step inside The Dancing Moon, the most unique stay in the Fox Valley. This one of a kind residence is situated in the heart of downtown Oshkosh, a city bursting with culture, history, and activities for all ages. Whether you’re here to explore beautiful parks, attend renowned events, or enjoy lakeside dining, Oshkosh offers an endless list of fun things to do!

FamilyLocationAir conditioning

Guest favorite
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
4.88 out of 5 average rating, 152 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.

LocationFamilyTV

Guest favorite
A welcoming living area is highlighted by a brown sofa and an armchair. Light floods in through two windows, casting shadows on the hardwood floor. Notable art pieces are displayed on the wall, and a small side table with a lamp adds to the cozy ambiance.
Home in Oshkosh
4.9 out of 5 average rating, 165 reviews

Waterfront Retreat @ Oshkosh’s Sawyer Creek

Relax with the whole family at this peaceful 3 bedroom waterfront home. This home is adjacent to “West Algoma Park” one of Oshkosh’s many parks. Within walking distance to UWO campus, Paine Art Center, Fox River Brewery and Oshkosh Corp Headquarters. For business or pleasure this home will fulfill all your needs.

ValueLocationPets

Popular amenities for Oshkosh vacation rentals

GymBBQ grillLaptop-friendly workspaceWifiAir conditioning

Stay near Oshkosh's top sights

Eaa Aviation Museum

161 locals recommend

Paine Art Center And Gardens

79 locals recommend

Menominee Park

36 locals recommend

Chalice

26 locals recommend

Grand Opera House

21 locals recommend

Bare Bones Brewery

18 locals recommend

Other great vacation rentals in Oshkosh

Guest favorite
Home in Oshkosh
4.91 out of 5 average rating, 22 reviews

Villa Montserrat

LocationFamilyAmenities

Guest favorite
A cozy sleeping area features a spacious bed dressed in dark bedding. Light from two windowed walls enhances the room, while a piece of wall art adds visual interest. A bathroom is accessible through an adjoining door, providing convenient access.
Apartment in Oshkosh
4.89 out of 5 average rating, 91 reviews

Studio

ValueFamilyParking

Top guest favorite
An outdoor deck area is presented with a hot tub surrounded by greenery. A red umbrella shades a table set for dining, with black chairs arranged around it. The deck features a pergola and string lights, creating a space suitable for relaxation and entertainment.
Home in Oshkosh
4.98 out of 5 average rating, 56 reviews

Hot tub - 4 Bedroom 3.5 Bath

FamilyLocationAmenities

Top guest favorite
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
4.94 out of 5 average rating, 53 reviews

Menominee House Lake View

LocationValueHiking

Top guest favorite
A serene lakeside view features a setting sun casting warm hues over the water. A grassy area with neatly arranged seating faces the lake, while two trees provide a natural frame. Smooth stones and a pathway lead towards the water's edge.
Home in Fond du Lac
5.0 out of 5 average rating, 63 reviews

Spacious Lakefront 3Br 3Ba Home

FamilyLocationCondition

Top guest favorite
Home in Oshkosh
4.94 out of 5 average rating, 18 reviews

Luxury Solar Envelope Home w/ indoor Sauna

FamilyValueLayout

Top guest favorite
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
5.0 out of 5 average rating, 56 reviews

Rickers Bay Lake house

LocationFamilyLaundry

Top guest favorite
A cozy living area is depicted with a soft grey sofa positioned near a small wooden table. A wall-mounted television is visible, and art adorns the walls. A greenery accent adds a touch of nature, creating a relaxed ambiance within the space.
Apartment in Oshkosh
4.94 out of 5 average rating, 94 reviews

Charming Oshkosh - 2 Bedroom, Walk to Downtown

ValueLocationKitchen

When is the best time to visit Oshkosh?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 3,089 ZARR 3,153 ZARR 3,089 ZARR 3,153 ZARR 3,234 ZARR 3,930 ZARR 7,843 ZARR 4,043 ZARR 3,234 ZARR 3,056 ZARR 2,976 ZARR 2,895 ZAR
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