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
A serene view from the second-story balcony overlooks the sandy beach and expansive lake. Soft waves lap at the shore under a cloudy sky, with a faint rainbow visible in the distance, creating a tranquil atmosphere for relaxation.
Apartment in South Pier
4.96 out of 5 average rating, 77 reviews

Amazing views beach condo for 12: 4 bdrm, 3 bath

Beach condo for 12 2,000+ s/f Safely located on the 2nd & 3rd floors of the building Walk out to the beach. Restaurants, shops, seasonal entertainment walkable on South Pier. 4 bedrooms. 2.75 baths. One bath with oversized jetted tub for 2. One bedroom great for kids: double bed + a bunk bed! Full kitchen. Breakfast bar seats 4. Dining table seats 6. Free in-unit washer/dryer 2 parking spots + free public overnight lot Guests do not have access to or use of Blue Harbor Resort water park

Top guest favourite
The main living and dining area features original cream city brick walls. A large dining table is accompanied by black chairs, while a comfortable seating arrangement includes a dark sofa and a light-colored armchair. Natural light fills the space through multiple windows.
Apartment in Manitowoc
5 out of 5 average rating, 48 reviews

Cream City Flat - Boutique Condo

Welcome to Cream City Flat @ Union Square, a renovation of enduring 19th century buildings. Situated in downtown Manitowoc within walking distance of Lake Michigan, the Marina, the Riverfront, the Badger car ferry and many restaurants. A spacious 2,000 square foot condo with a refined design aesthetic created by an interior architect and fine artist couple. >18 miles to Whistling Straits >39 miles to Lambeau Field >32 miles to Road America in Elkhart Lake >63 miles to EEA Airventure Oshkosh

Guest favourite
A textured gray sectional sofa is positioned against a light-colored wall, adorned with several patterned throw pillows. Above the sofa, a vintage sign proclaims 'Welcome Race Fans' and promotes local dining and lodging, featuring a weathered red background.
Apartment in Kiel
4.91 out of 5 average rating, 23 reviews

Historic&Modern Kiel 4B near Elkhart Lake & Kohler

Your family, friends or race team will stay in the heart of Kiel, WI. Fine dining, Yard 65 Brewery and restaurants all within walking distance in beautiful & safe downtown Kiel. 10 minutes to the main gate of historic Road America in Elkhart Lake & under 1 hour to Milwaukee and Green Bay. Within minutes of Wisconsin supper clubs like the Fork & Dagger or Schwartz's. Perfect fit for families or larger groups coming from all over and want to stay together or 2 couples wanting some privacy!

Top guest favourite
A cozy living room is highlighted by a comfortable couch and love seat, positioned around a glass coffee table. Neutral-colored walls host framed artwork. Natural light enters through a window covered with a light shade, illuminating the area rug beneath.
Apartment in Green Bay
5 out of 5 average rating, 88 reviews

Centrally Located, 3 Miles to Lambeau Field

Stylish, clean, and comfortable. Cozy two bedroom, one bathroom unit in a unique, 1915 historic building located in the desirable Astor Park neighborhood. Centrally located and close to everything. - 3 miles to Lambeau Field - 1.3 miles to KI Convention Center - 2.8 miles to Resch Center - 8.1 miles to Austin Straubel airport - .9 miles to Bellin Hospital - .8 miles to St. Vincent Hospital - 34 miles to Appleton Airport - in-unit washer & dryer - free parking - fully stocked kitchen

Guest favourite
A spacious studio condo is showcased with two queen beds, a cozy sitting area, and a fully equipped kitchenette. A flat-screen TV is mounted on the wall, while a high-top table for two is featured in the background, providing a functional living space.
Apartment in Elkhart Lake
5 out of 5 average rating, 19 reviews

The Lake Street Kickback in Elkhart Lake!

Welcome to The Lake Street Kickback! This privately owned studio condo is located at The Elkhart Lake Beach Resort (Formerly The Shore Club of Wisconsin) & has access to all resort amenities. During your stay enjoy the outdoor pool/hot tub, resort beach, Tiki bar & indoor pool. A unique blend of updates, convenience, comfort & relaxation. Just steps away from local favorites including village restaurants, bars, farmers market, shops & neighboring resorts like Osthoff and Siebkens Resorts.

Top guest favourite
A bridge is seen raised, allowing a sailboat to pass through the waterway. Clear blue skies provide a backdrop to the scene, while trees with autumn foliage line the riverbank. The calm water reflects the colors of the surroundings.
Apartment in South Pier
4.95 out of 5 average rating, 115 reviews

Janelle's Dockside Condo

GREAT LOCATION!! Built in late 2020. Come visit our luxury, "Nautical Themed" 2 bedroom condo in Sheboygan, WI located on the confluence of Lake Michigan and the Sheboygan River in the charming South Pier District. Relax on the deck with a beverage and watch the sailboats pass by. Stroll the boardwalk for fine dining, charter fishing, quaint boutiques or an afternoon ice cream. World class golfing at Black Wolf Run or Whistling Straights. Equipped with everything you need and more!

Guest favourite
Apartment in Sheboygan
5 out of 5 average rating, 5 reviews

A Glorious Getaway Sheboygan - LUX Lake Condo

Unwind in this spacious 4-bedroom, 3-bath beachfront condo perfect for families or groups. Enjoy 7 beds, a luxurious master suite with a 2-person jacuzzi tub, cozy gas fireplace, and private balcony overlooking the courtyard and Lake Michigan. Stylish living spaces, a fully stocked kitchen with coffee bar, in-unit washer/dryer, fresh linens, towels, toiletries, and essentials included. Family-friendly, professionally cleaned, and offering over 2,500 sq ft of relaxing lakeside comfort.

Guest favourite
A view from the open door showcases a spacious deck leading to a grassy area with trees. Beyond the greenery, the blue waters of Lake Michigan are visible, capturing a serene outdoor scene.
Apartment in Sheboygan
4.88 out of 5 average rating, 213 reviews

Beachside Lake View - 2br - First Floor - Garage

Located just one lot in from the beautiful shores or Lake Michigan. Amazing location provides year round stunning views . This is a lower 2 bedroom 1 bath condo in a 4unit building were all the units have the same basic layout. You can listen to the waves or walk just a few feet and have the sand on your feet. This condo features front and rear balconies. Makes for a great place to enjoy a weekend get away or a place to relax at night while on a business trip.

Guest favourite
The spacious living area features a comfortable light-colored sofa adorned with decorative pillows. A cozy rug covers the wooden floor, while a small coffee table sits in front. Soft lighting is provided by a lamp, and a coastal artwork is displayed on the wall.
Apartment in Ellis Historic
4.9 out of 5 average rating, 21 reviews

Sheboygan Sunrise Beach Stay

*** STEPS AWAY FROM LAKE MICHIGAN*** Experience the vibrant energy from our stylish apartment with great views. Enjoy easy access to the beach, restaurants, bars and a cozy stylish getaway for unforgettable relaxation and adventure. The apartment features fully equipped kitchen, cozy living area, and comfortable bedrooms. You are in the center of it all, walking distance to Lake Michigan and the Beach, Bars, Restaurants, River Boardwalk, and Historical Downtown.

Top guest favourite
Apartment in South Pier
5 out of 5 average rating, 42 reviews

Riverwalk Retreat | 3BR Walk to Lake & Downtown

Riverwalk Retreat by Great lakes Getaways! Take advantage of FLEXIBLE MONTHLY RENTALS—available now through April 30, 2026. Discover the ultimate retreat in this top-floor Riverfront condo with stunning Sheboygan River and Lake Michigan views. This 1,600 sq ft, 3BR/2BA unit features a master jacuzzi tub and easy access to River Walk dining. Dubbed "The Malibu of the Midwest," savor Lake Michigan sunrises, sandy beaches, and watch surfers ride the waves.

Top guest favourite
The kitchen features dark cabinetry and a rustic brick backsplash, accented by industrial-style pendant lights. A large wooden island provides seating with several red stools. Modern appliances, including a refrigerator and stove, are visible, enhancing the functional space.
Apartment in Elkhart Lake
5 out of 5 average rating, 36 reviews

Car Condo Rental in Elkhart Lake

New construction luxury condo in Elkhart Lake. Located in the Wolf Luxury Motor Courts complex. Spacious 2 bedroom 2 full bath condo with balcony. Open concept kitchen and living area with large island/eating space. Located 20 minutes from Whistling Straits golf course. Enjoy legendary Elkhart Lake, home to award winning restaurants, historic downtown, and gorgeous lake views from local night spots. Condo is 1/2 mile north of Road America race track.

Superhost
Apartment in Elkhart Lake
5 out of 5 average rating, 9 reviews

Lakefront condo w/ pool access & patio

Welcome to your peaceful Elkhart Lake escape - a cozy waterfront condo with historic character and serene views, perfect for a relaxing stay by the water. - Sleeps 2 | 1 bedroom | 1 bed | 1 bath - Waterfront w/ lake view, beach view & lake access - Seasonal pool (Memorial Day-Labor Day) - Covered patio & private entrance - Full kitchen, Wifi, TV, heating & air conditioning - Free parking on premises & long term stays allowed

Popular amenities for Oshkosh apartment rentals

Quick stats about apartment rentals in Oshkosh

  • Total holiday rentals

    Explore 10 holiday rentals in Oshkosh

  • Nightly prices starting at

    Oshkosh holiday rentals start at € 68 per night before taxes and fees

  • Verified guest reviews

    Over 50 verified reviews to help you choose

  • Wifi availability

    10 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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