Apartment holiday rentals in Oshkosh

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Top-rated apartment rentals in Oshkosh

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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
4.95 out of 5 average rating, 62 reviews

Beach condo for 12: 4 bdrms, 2+ baths, treadmill

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 nearby 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! Free in-unit washer/dryer Full kitchen. Breakfast bar seats 4. Dining table seats 6. Treadmill 2 parking spots and public lots Guests do not have access to or use of Blue Harbor Resort water park

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, 22 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, 80 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

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, 111 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!

Top guest favourite
The exterior of a charming two-story building is shown, featuring white siding and red roofs. Stone pillars flank the entrance, and a spacious porch is visible on the lower level. Well-manicured grass and landscaped areas surround the structure.
Apartment in South Pier
4.98 out of 5 average rating, 48 reviews

A Glorious Getaway Sheboygan - LUX Lake Condo

Located in "Sheboygan" Wisconsin's premier "Blue Harbor Resort" 20 Minutes from Whistling Straits, Black Wolf Run & The Bull at Pinehurst and much more... 4 Bedrooms with one King, four Qns and Bunk beds 3 Full Bathrooms Fully equiped kitchen with Coffee Bar Washer & Dryer On-sight Parking Over 2500 sq ft of living space Private west deck with Lake Michigan view Family Friendly with Pack & Play Fresh linens, towels, toiletries, & essentials provided Professionally cleaned every time

Guest favourite
An aerial view captures the expansive waters of Elkhart Lake, with shimmering reflections of sunlight. The shoreline is lined with lush greenery and a sandy beach, complemented by a few boats gently floating on the surface. Nearby, various residential structures can be seen nestled among the trees.
Apartment in Elkhart Lake
5 out of 5 average rating, 21 reviews

Lakefront Condo, Private Beach/Pools, Walk to Town

Elkhart Lake’s beauty awaits year-round! This 3BR/3BA condo boasts a 600 ft private beach, pools (indoor & outdoor), hot tub, water sports rentals, Tiki Bar, and easy access to hiking, golfing, and town. Fall brings vibrant foliage, trail hiking, and golf on scenic courses. Winter offers cross-country skiing, snowshoeing, ice skating, sledding and trail hiking, while spring delights with blooming wildflowers, birdwatching, and farmers markets. Experience nature’s magic any season!

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, 18 reviews

The Lake Street Kickback in Elkhart Lake!

Welcome to The Lake Street Kickback! This privately owned studio condo is located at The Shore Club of Wisconsin & has access to all resort amenities. During your stay enjoy the outdoor pool/hot tub, resort beach, Tiki bar, on site restaurant, indoor pool & game room. 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.

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, 211 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
An open concept kitchen and living area features a large island with seating for four, complemented by modern bar stools. Dark cabinetry contrasts against a brick wall, and stainless-steel appliances are visible, enhancing the functional design of the 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.

Top guest favourite
A cozy living area features a grey sofa, complemented by two brown chairs and a decorative rug. Large windows allow natural light to fill the space. A coffee table sits in the center, surrounded by various cushions and decorative accents, creating an inviting atmosphere.
Apartment in Green Bay
5 out of 5 average rating, 23 reviews

Lambeau Loungin' in Green Bay (Upper Home)

Sure to please with $0 cleaning fees! LOCATION! LOCATION! LOCATION! Upper unit of a licensed duplex property (**pricing is for upper unit only**) 1 mile from Lambeau Field, Resch Center/Expo and surrounding venues. All the amenities to complete your stay for occasions like Packer games, concerts and all Green Bay has to offer. Footsteps from one-of-a-kind local food and convenience options. Dogs welcome (pet rules and one-time pet fee apply).

Guest favourite
The exterior of the Crystal Cove condo features a charming white façade with detailed trim and a welcoming front porch adorned with elegant railings. Lush flowering bushes and manicured landscaping enhance the entrance, inviting guests to enjoy the lakeside community.
Apartment in South Pier
4.96 out of 5 average rating, 27 reviews

Crystal Cove - 2BR| Lake Views & Massage Chair

Crystal Cove by Great Lakes Getaways! Take advantage of FLEXIBLE MONTHLY RENTALS—available now through April 30, 2026. This lakeside condo boasts 2 bedrooms, 2 bathrooms, and a breathtaking view of Lake Michigan. Indulge in sunrise coffee overlooking the tranquil waters or sink your toes into the sandy shores mere steps away. Our pièce de résistance is a state-of-the-art full-body massage chair for ultimate relaxation.

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 ₹6,176 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!