Holiday rentals with a patio in Winnebago County

Passion Place, warm & modern 3-bedroom

Relax and enjoy this warm, modern, open concept 3-bedroom, 2-bath home, with a deck, parking for 2 cars. We are told it's comfy, clean, and happy. We are located on a quiet street in Oshkosh, close to Rte 41 and 45 (Algoma), 10 m from Lake Winnebago & 45 min from Lambeau Field. We are also ½ mile from the Fox River Inlet and Wiouwash State Trail. It’s perfect for a couple's retreat, an outing for the family, or those in town for any Oshkosh and surrounding area events! We are in a safe area.

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!

Cozy, Accessible Farmstay Cabin

The cabin rests on 180 acres of scenic farm and wildlife habitat. The property includes an 1800s-era barn & blacksmith shop, a host of wild & domestic animals, miles of private canal with access to the Wolf & Fox Rivers, a hiking trail, garden, and much more! The farm has been the pride of our family for 6 generations. The newest unit we offer, your cabin is fully wheelchair accessible. It includes a kitchenette, full bathroom, fast Wifi, smart TV, and a deck to watch sunrises over the marsh.

Reel in the Fun: @ Lakeside Getaways Lake Poygan

Make some memories at this unique and family-friendly place. This is a great lakeside home close to some of the best fishing spots on the lake. The lake has a sandy bottom where the kids can enjoy swimming or kayaking. Fish off the dock or bring your boat and enjoy the whole lake. It is only a 4 minute drive to the boat landing and bait shop. Launch your boat once and leave it on the boat lift. Boat to many waterfront restaurants or drive to many nearby restaurants and supper clubs.

Newly Renovated Upper Unit

This newly renovated upper unit features 2 bedrooms/1 full bathroom. The unit is across the street from the Paine Art Center, making it an ideal stay for weddings/events held there. It is centrally located with easy access to attractions, restaurants, and parks. Bottom unit is currently being rented as a long term rental. Units are completely separate. Paine Art Center - .1 mi ~ Nature of Lights (8/1-10/26) Oshkosh Public Museum - .4 mi Fox River Brewing - .4 mi UWO - .5 mi EAA - 6 mi

Sky & Stream Escape

Welcome to your cozy, newly renovated retreat in Oshkosh, WI! Ideally located, it provides easy access to leisure and essentials. For water enthusiasts, boat ramps for the Fox River and Lakes Winnebago and Butte des Morts are within 5 miles. For aviation fans, the EAA Museum is also 5 miles away. Aurora Medical and the University of Wisconsin Oshkosh are within 2.5 mi, and the Outlet Shoppes are 4.5 mi away. The vibrant downtown dining scene is also readily accessible.

Fall Retreat • Firepit • Gazebo • Near Lake & Zoo

🍂 Cozy 3BR across from Menominee Park & Lake Winnebago! Enjoy fall walks to the beach, zoo, and lakeside trail—all just steps from the house. A few minutes’ drive brings you to downtown Oshkosh with restaurants, shops, and nightlife. Sleeps 8 with a new upstairs king suite & Roku TV, plus an upstairs lounge & basement bar. 🔥 Unwind under the gazebo with a gas firepit—perfect for cooler evenings. Includes driveway parking and self check-in for a smooth stay.

Lank's Lookout on Lake Winnebago

Lank's Lookout, directly on Lake Winnebago, offers views that don't disappoint. This shallow glacial lake is a peaceful retreat. A short 15 minute drive to the EAA, and 45 minute drive from Lambeau Field. This lakeside home offers a wonderful space for swimming, fishing, birding. The quiet sounds of the waves bring a sense of peace and joy. The wood interior is rustic, yet refined. A perfect getaway for those who love water, nature, and relaxation.