Apartment holiday rentals in Oshkosh

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Top-rated apartment rentals in Oshkosh

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

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Top guest favourite
The living room features hardwood floors, a plush gray couch, and an accent chair beside a window. A TV sits atop a wood console, complemented by decorative wall art and houseplants. Sunlight brightens the space, enhancing the colorful area rug.
Flat in Kaukauna
4.98 out of 5 average rating, 132 reviews

Charming 1BR Apartment - 25 Mins to Lambeau Field

The Artist’s Perch - a private 2nd floor walk-up on dead-end overlooking a wooded ravine features modern, updated decor in a beautiful old house. Hardwood floors, screened porch, entry/workspace, kitchen/dinette, living room, bathroom w/clawfoot tub/shower, and bedroom with a cozy loft. Close to downtown, library, nature center & recreational trail system. Situated 8.5 mi E of Appleton, 30 mi NE of Oshkosh, 30 mi SW of Green Bay (only 20 mi to Lambeau Field!), and 60 mi NW of Sheboygan/Kohler

Guest favourite
Flat in Appleton
4.88 out of 5 average rating, 133 reviews

Historical Haven Downtown Appleton

History meets style in this perfectly located downtown spacious 2 bdrm 2 story (2nd n 3rd story) apartment with a full kitchen. The 2nd floor bdrm has a queen bed with a BIFOLD BARN door, the 3rd floor bdrm is its own private oasis boasting a queen bed, a desk, closet and futon. Cozy, updated, historical and has beautiful surroundings. A few blocks to amazing restaurants, Mile of Music venues, Performing Arts Center, The Expo Center, Lawrence University, parks, river trails, and shopping.

Top guest favourite
A wooden table displays a variety of items: an open book, a lime, a glass filled with dark liquid, and a bottle of rum beside a vintage Coca-Cola. A bouquet of vibrant flowers sits neatly in the background, with light filtering through a window.
Flat in Kohler
4.97 out of 5 average rating, 145 reviews

The Hemingway on Church - It Tolls For Thee

"Kristine's property has all the charm of a modern day Mayberry" -Michael This 1906 historic home is nestled in the heart of the equally historic "Village of Kohler." Completely remodeled in 2019 adding Kohler spa amenities and modern touches to its original charm. Mixing modern & antique furniture finds like the Hemingway Sideboard (which inspired the literary theme) make this historic hideaway a true Kohler destination. "You cannot get a better location in Kohler than this house!" -Dennis

Top guest favourite
A cozy living space features two green sofas and a comfortable armchair, arranged around a wooden coffee table. A television is positioned against the wall, and family photos are displayed in frames. Soft carpet covers the floor, contributing to a warm atmosphere.
Flat in Appleton
4.98 out of 5 average rating, 162 reviews

Homey lower level apartment with private entrance

This living space is in the lower level of our ranch home, which is located in a lovely and safe neighborhood. The furnishings in this area are mostly antique pieces that came from special family members. You may also use the screen porch and patio for relaxing in the spring/summer. You will have a private entrance through the garage so you can come and go as you like. The kitchen is furnished so you may cook. There are also many restaurants close by. Ask us if you need anything!

Guest favourite
A well-lit hallway features smooth wooden flooring and white walls. Two framed botanical prints are displayed on the left. A small table with a plant is positioned near the doorway, which opens into a bathroom. Light filters in from the bathroom window.
Flat in Downtown Neenah
4.85 out of 5 average rating, 192 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.

Guest favourite
A comfortable living area features a sectional sofa in a soft grey hue, a rustic wooden coffee table, and natural light streaming through large windows. Unique décor includes a vintage style chair and a wall-mounted shelf with plants and books.
Flat in Ellis Historic
4.93 out of 5 average rating, 543 reviews

Cozy Sheboygan Upper

We began caring for this home and property in 2018, and this 1870's home needed some love. We have been steadily remodeling since we moved in and it's starting to feel pretty great. We're excited to share it and the neighborhood with you. We are two blocks west of North Beach/Deland Park, 4 blocks to the river front boardwalk, home to many restaurants, cafe's, and shops. We are also four quick blocks to downtown which hosts many more restaurants, shops, museums and parks.

Top guest favourite
The exterior of a two-story home is shown, featuring a gray facade with black shutters. A set of stairs leads to a front porch decorated with potted plants. Colorful flags add a welcoming touch, while a driveway and well-maintained landscaping are positioned in front.
Flat in Manitowoc
4.93 out of 5 average rating, 161 reviews

Lakeshore Bungalow Boutique

Newly remodeled upstairs 2 bedroom, very spacious apartment. Shaby sheek style downtown very cute home away from home. Just minutes from beautiful biking and walking trails and beaches along the beautiful shores of Lake Michigan. Walking distance to restaurants, pubs, wine bar, museums, beaches, shopping, grocery store, bakerie, zoo, car ferry, gym's, coffee shops, library. Beautiful lake Michigan Marina and Light House, Manitowoc is a very cute and quaint small town.

Guest favourite
A bright sleeping area showcases a spacious bed dressed in white linens, complemented by a decorative pillow with blue and yellow stripes. A large arched window allows natural light to flood in, while a blue ottoman and a small side table add functional decor.
Flat in Ripon
4.96 out of 5 average rating, 254 reviews

The Hideaway Ripon WI -just 12 min to Green Lake

APARTMENT: This welcoming walk up flat is located on historic downtown Watson Street where you will find boutique shopping, and your choice of restaurants steps away! It’s walking distance to Knuth Brewery. a short 10 minute drive to Vines and Rushes winery. 12 minute drive to Green Lake. 30 minute drive to Oshkosh and Fond Du Lac. 50 minute drive to Lambeau Field in Green Bay. This renovated space will have you wanting to stay again and again.

Guest favourite
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.
Flat in Oshkosh
4.86 out of 5 average rating, 239 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.

Top guest favourite
A quaint living space features an antique-style fireplace made of dark wood, with a circular mirror above it. A flat-screen television is mounted on the wall opposite a small table and a suitcase rests on the hardwood floor, accompanied by a decorative flower arrangement.
Flat in Waldo
4.98 out of 5 average rating, 288 reviews

The Blue Cobb House

My place is close to 20 minutes south of Elkhart Lake and Road America. You’ll love my place because of the outdoors space, the comfy bed, and the kitchen. My place is good for couples, solo adventurers, and business travelers. The Blue Cobb House is about 15 minutes from Kohler-Andrae State Park and 30 minutes from Harrington Beach State Park. The Kettle Moraine area is just to our west and it is filled with hiking trails.

Top guest favourite
A dining area is showcased, featuring a wooden table set with two plates. A vase with flowers sits at the center. Large windows frame the view of verdant trees, allowing natural light to fill the space.
Flat in Campbellsport
4.97 out of 5 average rating, 104 reviews

GGG Spacious Log Cabin apartment on the IAT

With 10-11’ ceilings and 1000 sf, this sunny apartment is the second floor of an 1860’s log cabin. Completely updated with new floors, paint, fixtures and more, it’s a perfect retreat from the city. Explore the adjoining 500 acres of state forest, with public lake and boat launch across the street for fishing and paddling. The adjacent trail leads right the Parnell Segment of the Ice Age trail and Mauthe Lake State Park.

Superhost
A small dining table is set on a patterned rug, accompanied by two contemporary white chairs. A decorative item is placed in the center of the table. Natural light filters in, highlighting a large black-and-white photograph depicting a pier with surfers in the background.
Flat in Downtown Sheboygan
4.81 out of 5 average rating, 322 reviews

Sheboygan Surf House - The Elbow

Located just 24 steps above Wisconsin's first Surf Shop, EOS Surf. Our Urban living oasis is a studio and a half that is conveniently located in the heart of downtown, just steps from renown bars and restaurants and only blocks to Lake Michigan, The Sheboygan River, South Pier and Blue Harbor. Whether you are here for adventure sports like Surfing on the Great Lake or leisure time SSH is perfect for you.

Popular amenities for Oshkosh apartment rentals

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Avg. price$116 SGD$136 SGD$120 SGD$129 SGD$136 SGD$135 SGD$289 SGD$143 SGD$136 SGD$141 SGD$140 SGD$127 SGD
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Quick stats about flat rentals in Oshkosh

  • Total holiday rentals

    Explore 70 holiday rentals in Oshkosh

  • Nightly prices starting at

    Oshkosh holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,860 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 of Oshkosh holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oshkosh rentals

  • 4.8 Average rating

    Oshkosh stays are highly rated by guests – averaging 4.8 out of 5!

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