Apartment holiday rentals in Winnebago County

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.

4.96 out of 5 average rating, 99 reviews

Cozy Duplex in Oshkosh

Enjoy this cozy space close to Main St with breweries, restaurants and activities nearby. Within walking distance to the River, Lake Winnebago, Downtown Oshkosh, the Arena and only a 5 minute drive to the EAA Grounds/ Wittman Regional Airport! Less than 2 miles away! In addition to the fantastic location, this single story duplex offers a queen bed and a pull out couch for additional guests. Washer and dryer included in-unit. Street parking available, door code will be provided for self check in

ValueFamilyDecor

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.

5.0 out of 5 average rating, 21 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.

LocationIndoor spacesRiver

Superhost

Doty Landings North

Your family will be close to the big events in Oshkosh when you stay at Doty Landings North . Our duplex has a park across the street & beautiful Lake Winnebago, about a mile away from Wittman Regional Airport/EAA grounds, only 5 miles from the XRoads41, 52 min. from Lambeau Field and we don't want to forget about all of the restaurants and shopping that Oshkosh has to offer. This is my husbands family home with beautiful hardwood floors. Take it easy at this unique and tranquil getaway.

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.

4.94 out of 5 average rating, 95 reviews

Charming Oshkosh - 2 Bedroom, Walk to Downtown

Enjoy a stylish experience at this centrally-located apartment. 2nd Floor with balcony, fully stocked oasis! Walk score A+ to Downtown Oshkosh, UW-Oshkosh Campus, bus routes, library, YMCA, restaurants, Farmers Market, Time Community Theater, Leach Amphitheater, River Walk and shopping! 4 Miles from EAA Grounds, Outlet Shopping and 6 miles to Ford Festival Park. Our cozy 2 Bedroom apartment is the perfect place to rest easy after a busy day out and about! Clean and quiet building.

LocationValueSleep quality

4.89 out of 5 average rating, 36 reviews

Newly remodeled lower unit #2

Clean and spacious home. 3 bedroom, 1 bath centrally located duplex. Guest will have complete access to the lower unit of this bright, charming and quaint duplex. Please note the third bedroom does not have a private entrance, you enter through another bedroom. . 5 blocks from the Oshkosh Convention Center. Walking distance to restaurants and local bars. Live music Thursdays in summer at Fox on the river, you can hear the music outside the unit on the porch.

LocationFamilySleep quality

A living area is highlighted by exposed wood paneling and a decorative ceiling with intricate details. A spacious sofa is positioned across from a television, while sunlight filters through two windows with wooden blinds. A small dining table and chairs occupy one corner, creating a functional space.

4.79 out of 5 average rating, 19 reviews

Historic Downtown Apt, Algoma Suites #3 - Sleeps 5

Experience Oshkosh like a local by staying in this charming downtown apartment turned Airbnb. With its exposed brick walls and modern amenities, it's a cozy urban retreat. Immerse yourself in the city's vibrant culture, explore nearby shops and eateries, and relax in comfort at this unique Oshkosh getaway. We have no parking at this location. There is a link provided in the check-in instructions. Use the link to better understand City of Oshkosh parking.

LocationNearbyCleanliness

4.99 out of 5 average rating, 76 reviews

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.

Flat in Winneconne

Boathouse Bungalow

Enjoy a unique getaway in our historic “Boathouse Bungalow” on the Wolf River. The location could not be more perfect when visiting the scenic Fox River Valley; close to walking paths, snowmobile trails and within walking distance to downtown Winneconne. The permanent dock is in a no-wake zone, great for fishing, tying up boats or just relaxing. Located 12 miles to Oshkosh, 23 to Appleton and 48 to Lambeau. A wonderful retreat for making lasting memories.

LocationFamilyAccuracy

4.89 out of 5 average rating, 9 reviews

Flat in Omro

2 Bedroom Retreat

Enjoy a newly remodeled 2-bedroom, 1-bath apartment on the Fox River in the heart of Omro! This 2nd-floor retreat sleeps 4 with a queen bed in the master & a twin bunk bed in the second bedroom. The full kitchen and river views make it a perfect getaway. Walk to restaurants, a bowling alley, parks, and boat launches. With easy access to Oshkosh and local events you'll have everything you need for a relaxing stay or weekend retreat. Book now!

LocationDecorHospitality

4.88 out of 5 average rating, 8 reviews

Distillery Stay • Free Tasting Flight + EV • 1BR

Distillers call the whiskey that evaporates from the barrel "the angel's share." This is ours — the upstairs of a 1920s Oshkosh home, restored and hosted by the distiller next door. Original woodwork, hardwood floors, a clawfoot tub, and a complimentary tasting flight for two at Sturgeon Spirits, steps from your door. Queen bed, full kitchen, fast wifi, free parking and EV charging. Sleeps 2.

LocationIndoor spacesAccess

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.

4.91 out of 5 average rating, 322 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!

ValueFamilyCheckout

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.

4.88 out of 5 average rating, 26 reviews

Professionally Maintained Oshkosh Apartment

Welcome to Oshkosh! Alexander & Bishop Executive Suites are 2 bedroom apartment homes finely furnished with all the comfort, privacy and amenities of home, tailored to the needs of business travelers, relocating employees or families, or anyone else in need of an extended or short stay in the Fox Valley. *Now featuring private underground heated parking!*

ValueLocationBathroom