Condo vacation rentals in Oshkosh

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!

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

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!

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.

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.

East Side Reside - Sleeps Five!

20 minutes to EAA, and 30 minutes to Elkhart, this spacious townhome offers TWO Queen-Sized bedrooms and a full-sized sofa to sleep (5) comfortably, a desk to work at, two bathrooms, and a fully stocked kitchen to prepare anything you need! Enjoy 500 Mbps fiber internet as well to work from home! *TOP ATTRACTIONS NEAR US* - Elkhart Lake (17 mi) - EAA (20 mi) - Road America (16 mi) - Whistling Straits (26 mi) - Lake Winnebago (2.1 mi) - Lake Michigan (37 mi)

Lambeau Loungin' in Green Bay (Lower Home)

Sure to please with $0 cleaning fees! LOCATION! LOCATION! LOCATION! Lower unit of a licensed duplex property (**pricing is for lower 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).

Lighthouse Lookout - 3BR | Steps to Lake Michigan

Lighthouse Lookout by Great Lakes Getaways! Take advantage of FLEXIBLE MONTHLY RENTALS—available now through April 30, 2026. Discover the ultimate retreat at Sheboygan's Riverfront condo with stunning river and Lake Michigan views. This top-floor 3BR/2BA unit features a master jacuzzi tub and over 1,600 sq ft of space. Enjoy riverside dining, fishing charters, nearby shops, restaurants, and championship golf at Kohler properties.

Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home

Escape to this spacious downtown riverfront retreat with easy access to nearby beaches, restaurants, and local shopping boutiques. Unbeatable location in the heart of Sheboygan right on the riverfront boardwalk and easy walking distance to Lake Michigan's sandy beach. Fantastic amenities include world-class golf at Kohler and charter fishing expeditions available right out the back door.