Holiday rentals in Oshkosh

5 out of 5 average rating, 7 reviews

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.

5 out of 5 average rating, 38 reviews

Fenced Yard; Waterfront; Dock, Cozy & Refreshing

Take it easy at this unique and tranquil getaway. Located on Sawyer Creek; enjoy peaceful views in a quiet neighborhood. Privacy is yours with a fenced in yard & attached 2 car garage. Comfortable 2 bedrooms with Queen beds & a fully stocked kitchen, outdoor grill, 55 in Smart TV and dedicated desk area. Propane firepit, patio table & 2 kayaks, washer & dryer. Close to Wiowash Trail, resturants, UW-Oshkosh and Oshkosh Corp headquarters. EAA grounds is a short 12 minute drive. Dog friendly.

4.88 out of 5 average rating, 188 reviews

Go and Go

Cozy 2 bedroom Log home. Can sleep 4-6. Across the street from Lake Winnebago. Short walk to park, zoo and boat landing. 6.5 miles to EAA grounds. Off street parking. Close to shopping, restaurants and downtown Oshkosh. Great rental for Air Show, Book now and bring your boat, jet ski, trailer, and fishing gear or just go sightseeing, dining and relaxing. Full kitchen, New Bath. Very comfortable with a great location. Perfect place to stay for family with students at UWO. Book now!

4.86 out of 5 average rating, 158 reviews

Flat in Neenah

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.

5 out of 5 average rating, 16 reviews

Cozy 2 Bedroom Home in Oshkosh

We are located about 10 minute drive from EAA AirVenture. We are only 1 mile from the Downtown Oshkosh, which hosts a great farmers' market on Saturdays and many small businesses. There are various grocery stores and restaurants within walking distance of our house. Prepare delicious meals in our fully equipped kitchen. Bedrooms are furnished with comfortable beds, and soft linens. The bathrooms are clean and stocked with fresh towels and toiletries. Family and pet friendly.

Superhost

4.79 out of 5 average rating, 38 reviews

The Manor on Church

Welcome to The Manor on Church! This newly renovated first floor apartment has all amenities needed for a perfect escape in Oshkosh, WI. Located in central Oshkosh, you’ll be just minutes away from downtown Oshkosh, and steps away from University of Oshkosh - Wisconsin! The Manor is just 10 minutes away from highway 41 and multiple stores for easy access to everything you need. For some reason I can't add towels as an amenity but we do provide all of those as well!

4.95 out of 5 average rating, 189 reviews

Guest house in Oshkosh

Cottage on Lake Winnebago

Furnished Cottage on Lake Winnebago with beautiful sunrises. 1 bedroom with queen bed. There is plenty of space for air mattresses in common areas. 1 queen air mattress available. One bath, full kitchen fully stocked with dining area, bring your own food to prepare. Bring your water toys or boat, launch nearby and dock access in warmer months with great fishing. Winter months, bring your snowmobile, trails nearby. Great ice fishing when lake is frozen and ice is safe.

4.92 out of 5 average rating, 216 reviews

Charming Spacious 2BDR by Downtown/Menominee/Lake

This historic and charming home is located just one block away from Menominee Park and Lake Winnebago. Menominee parks offers amusement rides, the Zoo, asphalt trails, boat tie ups, casting dock, historical interest, fishing, ice rink, picnic areas, large playgrounds, baseball fields, soccer fields, tennis/ pickle ball courts, and volley ball courts. The home boasts a lot of character and has all the amenities to make your stay comfortable and memorable.

4.9 out of 5 average rating, 79 reviews

Farm stay in Omro

Comfy Cabin on 170 Beautiful Acres - Come Explore!

The cabin rests on 180 acres of scenic farm 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, orchard, and much more! The farm has been the pride of our family for 6 generations. A converted grainary, the cabin features a queen bed, full kitchen, full bathroom, high-speed satellite Wifi and smart-TV.

4.87 out of 5 average rating, 239 reviews

3BR Across from Park • Watch Fireworks from Porch!

Unbeatable Fourth of July Location! 🎆 Watch Menominee Park’s spectacular fireworks burst directly overhead from the front yard or porch — one of the best views in Oshkosh, just steps from the park! This cozy, modern getaway is perfect for families, groups, or peaceful retreats. Enjoy a stylish interior, gazebo with firepit table, and unbeatable access to the lake, zoo, walking trails, and downtown Oshkosh — all just a short stroll away.

4.84 out of 5 average rating, 76 reviews

Comfortable 2 bedroom upper unit #1

Relax in this 2 bedroom upper unit. The whole group will enjoy easy access to everything from this centrally located place. Reconnect with loved ones in this family-friendly place. 4 miles from Wittman Regional Airport 4 blocks from the Oshkosh Arena 5 blocks from the Oshkosh Convention Center. Walking distance to restaurants and local bars. Live music Thursdays in summer at Fox on the river, you can hear the music outside the unit.