Vacation rentals in Oshkosh

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Top-rated vacation rentals in Oshkosh

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

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Guest favorite
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, 139 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 favorite
A dining area with a dark wood table is set for a meal, featuring eight grey plates and matching cutlery. A soft area rug lies beneath the table, while a living space is visible in the background, adorned with light furnishings and decorative elements. Natural light enters through glass doors.
Home in Oshkosh
4.92 out of 5 average rating, 38 reviews

3 min Downtown Oshkosh Kitchen Washer Dryer Park

Nestled in a quiet, family-friendly neighborhood, this home boasts alot of amenities to make your stay comfortable & memorable. Filled with historic charm it's your ideal hub for exploring Oshkosh's delights! ā—Full Stocked Kitchen New Appliances ā—Coffee Bar ā—Desk ā—New Shower w/jets ā—Smart Tvs ā—Dim Lights ā—Washer Dryer ā—Firepit ā—Grill ā—Double Hammock Min drive to ~EAA 10 ~Airport 8 ~Downtown 3 ~Menominee Park/Zoo 3 ~UW Osh 5 ~Close to Park & Lake ā˜†"Cozy place that works in a lot of functionality"

Top guest favorite
An industrial living area features exposed brick walls and large windows, allowing natural light to fill the space. A cozy leather armchair sits beside a coffee table on a colorful area rug. Modern seating is arranged around a table in the background.
Apartment in Oshkosh
5 out of 5 average rating, 16 reviews

Downtown Loft Third Floor

Situated in a prime location, this stunning 2-bedroom industrial loft condo has an expansive rooftop deck that overlooks the beautiful Fox River. With it's specatacular views, luxury amenities and spacious living area it is perfect for a romantic getaway or special celebration. Within blocks of the Leach Amplitheater, farmers market and bike trail, it is the perfect destination. The private rooftop deck is the perfect setting to capture all the excitement of Oshkosh, including the EAA flyovers.

Guest favorite
A living room features a comfortable sectional sofa accompanied by a side chair, with a round coffee table at its center. Light enters through large windows dressed with curtains, and a decorative area rug is placed over polished hardwood flooring. Wall art reflects a historical theme.
Apartment in Oshkosh
4.89 out of 5 average rating, 18 reviews

Exceptional Apartment in Historic Downtown Oshkosh

This 2nd floor apartment (all guests must be able to climb stairs) is located in the heart of downtown Oshkosh. Guests are welcomed by natural light streaming through the skylights in nearly every room of this serene space. The interior is a thoughtful blend of modern furnishings & historic accents, paying homage to the history of the building and city. The Harmony Wellness Center operates on the 1st floor & the Farmer’s Market is right outside from June through Oct. Includes driveway parking.

Top guest favorite
A charming house with a gabled roof is surrounded by a lush green lawn and mature trees. A wide pathway leads to the front door, and an enclosed screened porch is visible at the front, creating a welcoming aspect. An American flag adds a touch of character.
Bungalow in Ripon
4.96 out of 5 average rating, 117 reviews

Scott Street Bungalow Ripon - Green Lake

This home is set in one of Ripons Historic Districts three blocks from a vibrant downtown full of retail shops and great places to eat and relax. Across the street from us is the Gothic mill pond water fall dam with Horner park abutting the property. We are only 6 miles from Green Lake which offers plenty of boating and golfing. Off street driveway parking is a plus with this property for boats on trailers. Our home offers two bedrooms on the main floor with 2 double size beds upstairs.

Top guest favorite
Home in Oshkosh
4.99 out of 5 average rating, 137 reviews

Cozy Relaxing Lake Home with spectacular sunsets!

On the shore of Lake Butte Des Morts Longer stays welcome!!! Awesome Lake view Beautiful Sunsets Gas fireplace 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 Kitchen space for cooking. Washer/dryer Larger 1 bedroom /Queen Sleep Number mattress Off street parking

Top guest favorite
The inviting living area features a plush sofa with a tropical print and a comfortable armchair. A wooden coffee table centers the space, with a view of the kitchen visible in the background. Natural light filters through large windows, illuminating the wooden ceiling and floor.
Home in Oshkosh
4.89 out of 5 average rating, 104 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!

Top guest favorite
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, 240 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 favorite
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
4.86 out of 5 average rating, 245 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.

Guest favorite
Home in Oshkosh
4.85 out of 5 average rating, 287 reviews

Cozy Retreat • Fireplace Loft •Walk to Park & Lake

šŸ Cozy 3BR family retreat across from Menominee Park & Lake Winnebago! Enjoy fall walks to the beach, zoo, and trails—all just steps away. Minutes from downtown Oshkosh, including dining and shops. Features a new upstairs lounge with large TV and fireplace, king suite, and basement bar—perfect for family time and Thanksgiving gatherings. Includes driveway parking and easy self check-in for a smooth stay.

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, 300 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!

Superhost
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, 137 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 Oshkosh vacation rentals

When is the best time to visit Oshkosh?

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Avg. price€ 159€ 160€ 148€ 233€ 174€ 178€ 421€ 217€ 174€ 164€ 160€ 155
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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Oshkosh?

    Four-legged friends are welcome in Oshkosh. Choose from more than 220 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Oshkosh?

    Yes! Work meets play with ease at over 330 vacation rentals in Oshkosh featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Oshkosh vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Oshkosh, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly apartment rentals in Oshkosh?

    Oshkosh has more than 40 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in cottage rentals in Oshkosh?

    Experience the best of Oshkosh with our cottage rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do townhouse rentals in Oshkosh have air conditioning?

    Absolutely! We offer over 10 townhouse rentals with air conditioning in Oshkosh. Enjoy a tailored experience with all the comforts you desire.

  • Do townhouse rentals in Oshkosh have wifi?

    Absolutely! We offer over 10 townhouse rentals with wifi in Oshkosh. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oshkosh have a bbq area?

    Absolutely! We offer over 200 house rentals with a bbq area in Oshkosh. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oshkosh have a gym?

    Absolutely! We offer over 110 house rentals with a gym in Oshkosh. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Condo Rentals in Oshkosh?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Oshkosh

  • Total vacation rentals

    Explore 830 vacation rentals in Oshkosh

  • Nightly prices starting at

    Oshkosh vacation rentals start at € 9 per night before taxes and fees

  • Verified guest reviews

    Over 8,680 verified reviews to help you choose

  • Family-friendly vacation rentals

    660 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 220 rentals that welcome pets

  • Vacation rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    330 properties have a dedicated workspace

  • Wi-Fi availability

    810 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!

Destinations to explore

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  3. Wisconsin
  4. Winnebago County
  5. Oshkosh