Are there vacation rentals with a dedicated workspace in Oshkosh?

Yes! Work meets play with ease at over 340 vacation rentals in Oshkosh featuring dedicated workspaces. Stay connected and productive in your home away from home.

Are there pet-friendly vacation rentals in Oshkosh?

Four-legged friends are welcome in Oshkosh. Choose from more than 230 vacation rentals for guests traveling with pets.

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 townhouse rentals in Oshkosh?

Oshkosh has more than 10 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

How much does it cost to stay in bed and breakfast rentals in Oshkosh?

Experience the best of Oshkosh with our bed and breakfast rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Do bed and breakfast rentals in Oshkosh have wifi?

Absolutely! We offer over 10 bed and breakfast 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 220 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.

Do house rentals in Oshkosh have air conditioning?

Absolutely! We offer over 700 house rentals with air conditioning in Oshkosh. Enjoy a tailored experience with all the comforts you desire.

What are the most popular amenities for Bed And Breakfast Rentals in Oshkosh?

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

Vacation rentals in Oshkosh

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Oshkosh

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

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Superhost

An open-concept living area showcases wooden beams and a warm oak floor. A well-equipped kitchen is visible with bar seating. Comfortable seating is arranged near the staircase, adorned with rustic decor and framed art pieces. Natural light streams through multiple windows.

Guest suite in Winneconne

4.81 out of 5 average rating, 228 reviews

Lake Winneconne Area Cottage "CabinSong" tradition

Northwoods-ish rustic cabin: 750 sq.ft., open-concept, lotsa windows, repurposed oak floor, 3/4 bth, equipped kitchen, dining/fun bar, two decks, E &W. 1 Qn, 1 dbl bed, qn. hide-a-bed, 1 twin. Optional: qn or twin air-bed. Desk, dresser, views , cable TV, wifi, stereo, heat/AC. Access to Lake Winneconne public boat ramp, 200 yrds! On-site & off-st. parking trailers. Quiet neighborhood; 3 mi. from Winneconne; easy access to Oshkosh, Green Bay, Fox Cities. Fun, not fussy seasonal decor.

Top guest favorite

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, 38 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.

Guest favorite

A large tree with autumn leaves stands prominently beside a gravel driveway. The house is partially visible in the background, and wildflowers with white blooms line the foreground. The sky features a mix of clouds and sunlight, adding to the natural setting.

Home in Oshkosh

4.83 out of 5 average rating, 102 reviews

Jackson Farmhouse

PERFECT FOR ANY FAMILY, CONFERENCE / EVENT ATTENDEE AND YOUR GROUP! Our beautifully restored 100 YEARD OLD farm house is located on Jackson St in Oshkosh giving you quick and easy access to highway 41! **Please note this home is old and has sloping floors and a few drafts** The easy in and out driveway can hold at lease 8 cars if needed during your stay at our comfortable property. After a long day of whatever you may be in town for you'll be able to relax in your own piece of country!

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, 188 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!

Guest favorite

A serene bedroom features a spacious bed adorned with a soft, floral-patterned coverlet. Light filters through a window adorned with sheer curtains, while a small nightstand and a chair complete the cozy space. A hanging plant adds a touch of greenery.

Apartment in Oshkosh

4.86 out of 5 average rating, 207 reviews

Quaint 2 bedroom upper apartment in duplex.

This home is located in a safe neighborhood, close to the main highway . Close to UWO, shopping, dining, and a few short blocks from a park, fishing and boating. You have a 2 bedroom, 1 bathroom upper apartment for your use. Queen size beds in bedrooms, futon in the living room. Queen size air bed also available . Full kitchen use and parking for 2 cars, free internet, great backyard, use of grill and fire pit. Owner lives downstairs. Pets may be allowed. Children are always welcome.

Top guest favorite

Two wooden Adirondack chairs face the lake, positioned on a grassy area near the water's edge. A small fire pit is located between the chairs, surrounded by decorative items. The expansive lake and clear sky create a serene atmosphere.

Home in Oshkosh

4.99 out of 5 average rating, 125 reviews

Cozy Relaxing Lake Home with spectacular sunsets!

Located on the shore of Lake Butte Des Morts Yard,pier, (sorry we do not allow anything to be tied up to our pier)solo fire pit, grill,seating SUNSETS Lake view Bedroom,Living Room,Dining area Close to Wiouwash trail for hiking, biking,snowmobiling Approx. 40 miles to Lambeau Field Close to EAA Restaurants Shopping Gas fireplace in Living / dining room with a desk Kitchen with space for cooking. Washer/dryer Larger 1 bedroom /Queen Sleep Number mattress Off street parking

Guest favorite

The cottage features a long, metal-roofed exterior with gray siding and contrasting purple shutters. Lush greenery surrounds the home, including decorative flower beds. A paved pathway leads to the entrance, highlighting the spacious yard. Sunlight enhances the bright and welcoming appearance.

Guesthouse in Oshkosh

4.95 out of 5 average rating, 191 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 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, 218 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.

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

4.99 out of 5 average rating, 287 reviews

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.

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

4.87 out of 5 average rating, 215 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

A comfortable living area features a gray sectional sofa and a wooden coffee table. A television is mounted on the wall, and a side cabinet adds storage. Natural light enters through a nearby window, illuminating the space with a warm and inviting feel.

Home in Oshkosh

4.87 out of 5 average rating, 242 reviews

EAA-Perfect! 3BR by Lake + Firepit & Parking

☀️ Cozy 3BR across from Menominee Park & Lake Winnebago! Just 10–15 min from EAA with easy shuttle access via nearby UWO. Walk to the beach, zoo, and trail. Sleeps 8 with WiFi, smart TVs, upstairs lounge & basement bar. 🔥 Enjoy summer nights under the gazebo with a gas firepit. Perfect for relaxing after the airshows with driveway parking & self check-in. Now booking EAA week & peak summer!

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

4.92 out of 5 average rating, 277 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!

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Popular amenities for Oshkosh vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Oshkosh

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

5 out of 5 average rating, 29 reviews

Menominee House Lake View

Top guest favorite

A cozy bedroom features a spacious bed adorned with neutral bedding and decorative pillows. Natural light enters through two windows, complemented by green curtains. A bedside lamp and a small desk with a chair are present, adding functionality to the rustic log cabin ambiance.

Cabin in Ripon

4.98 out of 5 average rating, 66 reviews

Log Cabin at Cliff Lake: Family Friendly Getaway

Top guest favorite

A modern living room features a comfortable gray sofa adorned with patterned cushions. A large area rug with a chevron design anchors the space. A wall clock and artwork complement the decor, with a glimpse of the kitchen area visible in the background.

Apartment in Winneconne

4.98 out of 5 average rating, 53 reviews

Boathouse Bungalow

Guest favorite

A round glass dining table is surrounded by four black metal chairs with light beige upholstery. A small potted orchid adds a touch of elegance to the table's center. Soft light brightens the room from the adjacent area.

Home in Oshkosh

4.96 out of 5 average rating, 84 reviews

Newly remodeled centrally located 2 bedroom home

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

4.91 out of 5 average rating, 81 reviews

Woltring Waters Waterfront Home

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

4.91 out of 5 average rating, 66 reviews

Charming Oshkosh - 2 Bedroom, Walk to Downtown

Guest favorite

A living area features two cozy gray sofas positioned around a textured area rug. Two circular coffee tables sit in the center, complemented by decorative cushions on the sofas. Natural light enters through a window, which is framed by light curtains, while a floor lamp provides additional illumination.

Home in Oshkosh

4.87 out of 5 average rating, 62 reviews

Cozy fully furnished home

Guest favorite

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

4.91 out of 5 average rating, 32 reviews

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

Show all

Quick stats about vacation rentals in Oshkosh

Total rentals
870 properties
Nightly prices starting at
ﺩ.ﺇ37 before taxes and fees
Total number of reviews
8.2K reviews
Family-friendly rentals
680 properties are a good fit for families
Pet-friendly rentals
230 properties allow pets
Rentals with a pool
40 properties have a pool

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Oshkosh?
Yes! Work meets play with ease at over 340 vacation rentals in Oshkosh featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Oshkosh?
Four-legged friends are welcome in Oshkosh. Choose from more than 230 vacation rentals for guests traveling with pets.
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 townhouse rentals in Oshkosh?
Oshkosh has more than 10 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in bed and breakfast rentals in Oshkosh?
Experience the best of Oshkosh with our bed and breakfast rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do bed and breakfast rentals in Oshkosh have wifi?
Absolutely! We offer over 10 bed and breakfast 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 220 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.
Do house rentals in Oshkosh have air conditioning?
Absolutely! We offer over 700 house rentals with air conditioning in Oshkosh. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Bed And Breakfast Rentals in Oshkosh?
Enhance your stay in our Bed And Breakfast Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Oshkosh

Top-rated vacation rentals in Oshkosh

Vacation rentals for every style

Popular amenities for Oshkosh vacation rentals

Other great vacation rentals in Oshkosh

Quick stats about vacation rentals in Oshkosh

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with a pool

Frequently Asked Questions

Destinations to explore