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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

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.

FamilyValueHeating

5.0 out of 5 average rating, 185 reviews
Top guest favorite
Home in Oshkosh

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 .. 40 miles from Lambeau Field:) Longer Stays Welcome ! Enjoy stunning sunsets summer/winter Beautiful lake views from the bedroom, living room, and dining area, private pier (seasonal)for fishing /relaxing. Features include queen bed, gas fireplace, kitchen( filled with cooking supplies)washer/dryer, fire pit, grill, and off-street parking. Near EAA restaurants, shopping, Wiouwash Trail

ValueLocationLong stay

4.99 out of 5 average rating, 152 reviews
Top guest favorite
Home in Oshkosh

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.

ValueFamilyDecor

5.0 out of 5 average rating, 86 reviews
Top guest favorite
Home in Oshkosh

Birdhouse | Lakefront • Private Dock • Bunkhouse

Welcome to the Birdhouse, a private lakefront getaway on Lake Butte des Morts in Oshkosh! Enjoy your own dock, waterfront yard, lake views, and a separate one-bedroom/one-bath bunkhouse just steps from the main home. With 3 bedrooms and 3 bathrooms across the property, the Birdhouse is great for families, multiple couples or groups who want to vacation together while still having their own space! Come home to a beautifully renovated house that's just minutes from Oshkosh and Hwy 41 :)

FamilyLocationGrill

4.95 out of 5 average rating, 128 reviews
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

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!

FamilyValueNearby

4.88 out of 5 average rating, 223 reviews
Guest favorite
A historic lighthouse stands at the water's edge, illuminated by the vibrant colors of sunset. Smooth stones line the shoreline, reflecting the serene lake. Lush greenery is visible in the background, creating a peaceful coastal setting.
Home in Fond du Lac

Woltring Waters Waterfront Home + Hot Tub

Wake up to a beautiful view of Lake Winnebago, and enjoy you cup of coffee with the sound of crashing waves off the back porch. You will have breathtaking sunsets with the historical light house backdrop that is in viewing distance from the property. From dining to convenient stores everything you need is in walking distance. Take a peaceful stroll around the marina or take the kids to Lakeside Park, offering a petting zoo, carousel, train, jungle gym & splash pad. Everyone will enjoy!

ValueFamilyGrill

4.9 out of 5 average rating, 136 reviews
Top guest favorite
A relaxing living area features a stone fireplace as its focal point. Comfortable seating options, including a leather chair and a spacious sofa, are arranged around a rustic coffee table. Large windows allow natural light to fill the space, with glimpses of the surrounding scenery.
Cottage in Fond du Lac

Beautiful Lake Home.

Our Beautiful two bedroom cottage is located on the shores of Lake Winnebago . Centrally located to many of Wisconsin's best attractions. Less than 1 hour from Milwaukee, Madison, Green Bay, Close to Oshkosh (EAA) and Elkhart Lake. Includes 2 bedrooms, with plush queen beds, 1 full bathroom, Laundry room with washer and dryer. The perfect home for a laid back group of friends, couples or a family to stay with all the comforts of being at home.

LocationFamilyHospitality

4.97 out of 5 average rating, 327 reviews
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

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! NO CLEANING FEE!

ValueFamilyCondition

4.91 out of 5 average rating, 323 reviews
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

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

FamilyValueOutdoor spaces

4.94 out of 5 average rating, 156 reviews
Guest favorite
A dining area features a large wooden table surrounded by six wooden chairs, situated on polished hardwood flooring. Natural light enters through two windows adorned with sheer curtains. A wooden accent wall adds texture, while a simple chandelier provides overhead lighting.
Home in Oshkosh

The Parkway Paddle: Walking distance to the lake

Stay within walking distance of Lake Winnebago in the heart of Oshkosh at the ‘Parkway Paddle’. The property is next to Menominee Park, which is surrounded by water and the perfect place to watch the sunset. The park also has a zoo with free admission. The historic home has been upgraded with granite countertops and luxurious lakeside and paddle-boat touches throughout the home.

FamilyValueCondition

4.77 out of 5 average rating, 144 reviews
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

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.

FamilyLocationCheckout

4.88 out of 5 average rating, 156 reviews
Guest favorite
The exterior of a blue, story-and-a-half home is displayed, featuring a welcoming front porch with multiple large windows. Lush greenery and flowering plants enhance the garden area. A walkway leads to the front steps, framed by well-maintained landscaping.
Home in Neenah

Three bedroom home near harbor and downtown

Your family will be close to everything when you stay at this centrally-located place https://www.airbnb.com/rooms/717884903028366955?unique_share_id=99374b7a-ba0d-4726-af9a-f7cfc59d389f&viralityEntryPoint=1&s=76

ValueFamilyNearby

4.77 out of 5 average rating, 111 reviews

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
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

Studio

FamilyLocationHospitality

4.9 out of 5 average rating, 96 reviews
Guest favorite
Home in Oshkosh

The Goldfinch | Centrally Located Oshkosh Gem

LocationFamilyPets

5.0 out of 5 average rating, 16 reviews
Guest favorite
A spacious living area features a ceiling fan and natural wood accents. A comfortable gray sofa and decorative chairs surround a wooden coffee table. An entertainment system is mounted on the wall, and a staircase is visible in the background, leading to other rooms.
Home in Oshkosh

Charming Downtown Family Home with 3 Season Porch

FamilyValueGrill

4.93 out of 5 average rating, 57 reviews
Guest favorite
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

Cozy Duplex in Oshkosh

ValueFamilyAir conditioning

4.96 out of 5 average rating, 99 reviews
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

Hot tub - 4 Bedroom 3.5 Bath

LocationFamilyCleanliness

4.98 out of 5 average rating, 57 reviews
Guest favorite
Home in Oshkosh

Villa Montserrat

FamilyLocationGrill

4.92 out of 5 average rating, 26 reviews
Guest favorite
A bright bedroom features a spacious bed with a white and blue patterned duvet and coordinated pillows. Nightstands with lamps are positioned on either side. Two framed artworks are displayed above the bed, and a window allows natural light to enter the room.
Apartment in Oshkosh

Professionally Maintained Oshkosh Apartment

LocationValueBathroom

4.88 out of 5 average rating, 26 reviews
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

Sky & Stream Escape

FamilyLocationAccuracy

4.92 out of 5 average rating, 38 reviews

When is the best time to visit Oshkosh?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 3,102 ZARR 3,167 ZARR 3,102 ZARR 3,167 ZARR 3,249 ZARR 3,947 ZARR 7,878 ZARR 4,061 ZARR 3,249 ZARR 3,070 ZARR 2,989 ZARR 2,908 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