Apartment holiday rentals in Winnebago County

5 out of 5 average rating, 7 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.

1 BR Condo - Clean and updated! BEST EAA Location

Monthly Stays! This condo is located two blocks from hwy 41 off South Park Ave / hwy 44, so it is easy access to downtown, the west side, restaurants, grocery, Oshkosh Herd Arena, EAA Museum, Wittman Airport, and a short drive south to Fond du Lac and Milwaukee, and north to Appleton and Green Bay. For EAA Adventure, this is 2 blocks (10 minute walk) to the gate 41 entrance where the EAA shuttle bus picks you up and takes you to the 'North 40' entrance. NO PARKING FEES or traffic headaches!

4.92 out of 5 average rating, 13 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.

4.9 out of 5 average rating, 63 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.

4.86 out of 5 average rating, 157 reviews

Cozy and Simple Downtown Space

Enjoy this great space in a quiet safe neighborhood. One car allowed at the property! The space has comfortable beds, provided hygiene products, a smart TV and snacks + beverages. Wake up and enjoy coffee provided by us. Shops and restaurants within walking distance! Visit The Plaza downtown with ice skating, fire pits, a coffee shop and more. Great for a couples getaway. Luxury for a great price! A portion of the proceeds from bookings go to housing evacuees, refugees and veterans.

4.79 out of 5 average rating, 38 reviews

The Manor on Church

Welcome to The Manor on Church! This newly renovated first floor apartment has all amenities needed for a perfect escape in Oshkosh, WI. Located in central Oshkosh, you’ll be just minutes away from downtown Oshkosh, and steps away from University of Oshkosh - Wisconsin! The Manor is just 10 minutes away from highway 41 and multiple stores for easy access to everything you need. For some reason I can't add towels as an amenity but we do provide all of those as well!

Top Guest favourite

Apartment in Winneconne

4.98 out of 5 average rating, 51 reviews

Boathouse Bungalow

The Boathouse Bungalow is the uniquely perfect getaway located on the river in Winneconne, WI. This bright one bedroom apartment is located on the backside of a large and historical boathouse just a few blocks from the downtown area and features a permanent dock for use. Located in a no-wake zone, the dock is perfect for fishing or tying up a boat overnight. Also close to walking and snowmobile paths, the Boathouse Bungalow is the ultimate retreat for exploring!

Top Guest favourite

4.84 out of 5 average rating, 76 reviews

Comfortable 2 bedroom upper unit #1

Relax in this 2 bedroom upper unit. The whole group will enjoy easy access to everything from this centrally located place. Reconnect with loved ones in this family-friendly place. 4 miles from Wittman Regional Airport 4 blocks from the Oshkosh Arena 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.

5 out of 5 average rating, 9 reviews

Oshkosh View

Minutes from Downtown, EAA , University - 2 bedroom *Downtown: 6 minutes, Appleton: 20 minutes, Green Bay: 50 minutes, EAA Grounds: 2 minutes Outlet Stores: 3 Minutes This is a recently renovated 2 bedroom, 1 bathroom apartment designed for relaxation, family time, and fun. Up to 6 guests can be accommodated comfortably The living room features a beautiful electric 65” fireplace with a 75” Tv to entertain your family or guests.

4.86 out of 5 average rating, 214 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.

5 out of 5 average rating, 8 reviews

Spacious single story near many hospitals!

Very nicely furnished and spacious 2 bedroom duplex with 2 car attached garage located in convenient Fox Crossing location. You will appreciate the ceiling fans in bedrooms and open concept dining area. All flooring and paint recently updated. Located minutes from two Trauma III hospitals and a Trauma II hospital. Several other hospitals within a 30 minute drive including Winnebago Health, including Aurora and Ascension Mercy.

4.92 out of 5 average rating, 275 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!

Holiday rentals for every style

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Quaint homes, peaceful surroundings

Houses

A space that's all yours, with room for everyone

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Stylish accommodation and amenities

Popular amenities for Winnebago County apartment rentals

Kitchen

Wi-Fi

Free parking on premises

Air conditioning

Weekly apartment rentals

AlistairRating, 5 stars10 months ago

Walking distance from EAA

Brooke is a wonderful host and we had an amazing stay.

JosephRating, 5 stars10 months ago

2 Bedroom Apartment 17 min from EAA!

Ted was super awesome as a host. Every single need was met for us to have a great time at the EAA AirVenture event in Oshkosh. Location was perfect!

5 out of 5 average rating, 5 reviews

Furnished 2 bedroom with attached garage

ElizabethRating, 5 stars1 month ago

Quick off the interstate access yet in a quiet neighborhood. The house was clean and had what we needed. It has a fenced backyard for the pups. There is a beautiful park a couple blocks away. Also very close to restaurants and grocery. Toni was very responsive when I had a question about the WiFi and checkout. We give her a two thumbs up !

TomRating, 5 stars10 months ago

Cozy, Spacious 2 Bedroom on Main

The apt was clean and in a great location to enjoy the downtown or head to the air show. The beds were comfortable and the main living area was a nice place to hang out. I had a lot of questions for the hosts leading up to my stay and they were readily available with a friendly response. I’m embarrassed to admit that during my stay, I locked myself out of the apartment. I’m proud to say the host responded rapidly and without dismay. This apt has the coolest water bottle collection I’ve ever seen and I would recommend a stay here to anyone.

5 out of 5 average rating, 3 reviews

Modern Studio near Downtown Oshkosh

MichelleRating, 5 stars2 months ago

Great place. Just like the pictures. I would definitely stay here again.

5 out of 5 average rating, 3 reviews

Spacious 1-Bedroom in Downtown Oshkosh

TimothyRating, 5 stars9 months ago

Great location, nice building and the apartment was white glove clean.

Fox Cities Penthouse

NFL Draft 2025 1 Bedroom Apartment - Sleeps 4

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Private apartment rentals

4.72 out of 5 average rating, 29 reviews

Charming Apartment in the Heart of Oshkosh

JessRating, 5 stars8 months ago

Enjoyed staying at this unit. Kyla was easy to communicate with and was able to set us up with this unit on a short notice. Place is exactly as described and I loved the fully stocked kitchen. Kyla even left us some welcoming treats- Thank you Kyla. place is also waking distance from Main St bars and restaurants-a plus! Would be happy to stay here again in the future!

4.91 out of 5 average rating, 22 reviews

Appleton quiet apartment.

BrianRating, 5 stars8 months ago

Exceeded my expectations in every way. Very homey and perfectly equipped. Will stay again when in the area!

4.96 out of 5 average rating, 23 reviews

Appleton Furnished Corporate Apartment

RichardRating, 5 stars2 weeks ago

The host and her team were very helpful in addition to providing good written instructions. Rooms were as represented and the kitchen had everything we needed or wanted. Clean and calm environment over all

4.62 out of 5 average rating, 21 reviews

Appleton Furnished Apartment

BryamRating, 5 stars2 months ago

peaceful nice neighbor clean

4.96 out of 5 average rating, 26 reviews

Corporate Apartment

BethRating, 5 stars1 month ago

The apartment is very spacious and the kitchen was well-equipped. We appreciated being able to adjust the temperature so we were able to be very comfortable. We loved the chocolate treats!

5 out of 5 average rating, 5 reviews

Modern 1 bed 1 bath in Oshkosh

NancyRating, 5 stars7 months ago

This was a great place to stay while I was in town. The location was great and the co-op downstairs was so convenient!

Top Guest favourite

4.95 out of 5 average rating, 19 reviews

Appleton FURNISHED Apartment

KevinRating, 5 stars7 months ago

We had to cut our visit short but this was our second Aibnb experience and it did not disappoint. Despite having neighbors over us and beside us it was very quiet during our entire stay.