Holiday rentals with breakfast in Winnebago County

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Top-rated Holiday Accommodation with Breakfast in Winnebago County

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Home in Oshkosh

5 out of 5 average rating, 6 reviews

Great rental for EAA guests. OR 2025 NFL Draft.

Two bedroom one bath home great for EAA guests. Bedroom one has a queen size bed, bedroom two has a full size bed. Bathroom was just updated this last spring. Fully stocked kitchen for your use, light breakfast items will be provided for your stay. Washer and dryer available on site for your use as well. If needed use of the garage is also available. Home is only a five minute drive from EAA grounds. Perfect place for family as well as it a three minute walk from the community pool and park.

Home in Omro

4.84 out of 5 average rating, 31 reviews

Country home

Enjoy a cute ranch home set in the country. Oshkosh is a 15 minute drive. Come stay to get away, enjoy a music event, wedding, business trip or for any other reason! I have a TV doesn't have cable or local Close to: Outlet Mall and Shoppes Oshkosh Convention Center Waterfest Night life downtown Oshkosh (I offer safe rides home so you won't have to pay for an UBER) EAA(available July21, inquire for that date as it shows its booked) Rock USA Winnebago County Fair Grounds Green Lake

Guest favourite

Home in Neenah

4.98 out of 5 average rating, 42 reviews

Whole House on Reed Street

Enjoy being close to everything when you stay at this centrally located home. Located only a short 20 minutes away from both EAA Aviation Museum in Oshkosh and 20 minutes from Houdini Plaza in Appleton. Appleton and Oshkosh offer a variety of restaurants, shops, and entertainment. Only 40 minutes from Lambeau Field Green Bay. 1.5 miles from Lake Winnebago. Neenah has parks, a library, farmer's market, shops, and restaurants so you don't need to travel far to enjoy your stay.

Bungalow in Menasha

4.77 out of 5 average rating, 62 reviews

Historic Doty Island Bungalow

This 1910 Craftsman Bungalow boasts original woodwork, a large front porch for relaxing and a backyard with many birds. The house is situated on Historic Doty Island with 4,000 residents. A grill and 4 bicycles ( 2 mens/ 2 womens)are in the garage for you to tour the Island on. We have many bike trails nearby. Walking distance to restaurants and micro-brews are just a 5 minute walk over the bridge. I live here with my 2 dogs but I will be gone when you are here. Enjoy!

Guest favourite

Home in Oshkosh

5 out of 5 average rating, 12 reviews

Entire house available for EAA

Our entire house is available for the week. We are only 3 miles from the EAA grounds! We have a 4 bedroom, 2 bathroom house. We have 1 king size bed, and 3 twin beds. We also have a blow up mattress. Our house is a bi-level with an open concept living room/kitchen area. There is a deck off the kitchen which leads to a spacious backyard. WiFi, air, and use of the garage are included. We also have a treadmill, and a washer and dryer you are able to use.

Home in Oshkosh

5 out of 5 average rating, 5 reviews

Country Landscape Home Close to EAA

Beautiful 4 bedroom/3 bath house, minutes drive from EAA. On a quiet, cul de sac, tree-lined street, sitting on an acre of land that is gorgeous in the summer. Eat on the lovely deck and look out on a lush country setting. Amenities: WiFi, deck with two large tables, central air conditioning, washer/dryer, dishwasher, workout area with treadmill and bike, piano, guitar, drum set Allergy Alert: We have a cat but it will be elsewhere during your stay.

Home in Omro

5 out of 5 average rating, 3 reviews

Huge 5 bedroom ranch home ~10 miles from EAA

52 minutes to Lambeau, per Google. 4011 sq. foot ranch. Open concept floor plan features great room w/ wood floors, vaulted ceiling, 4 season room, large kitchen, and 5 bedrooms. Two full baths, two half baths. Central air, WiFi, and laundry access. Finished lower level with TV and dart board. 3 car garage. .51 acre lot with patio and grill. Coffee and light breakfast items will be provided. Public boat landing within 1/2 mile. 10 miles from EAA.

Home in Oshkosh

5 out of 5 average rating, 3 reviews

Elegant Waterfront Home on a Channel near EAA

Available for EAA and other events: Elegant waterfront home on a channel leading to Lake Winnebago. The house is only 2 1/2 miles from the EAA Seaplane Base. It is a 6 minute walk to TJ's Highland (the 'fancy' bar / restaurant at The Oshkosh Country Club which is, at the time of this writing, open to the public Tues-Sun nights) or 1 1/4 miles to Parnell's, a more casual restaurant / tavern up the road, currently open 6 days / week.

Home in Oshkosh

5 out of 5 average rating, 5 reviews

Swanson Acres, Bedroom 2. 10 mins from EAA grounds

Beautiful ranch home located in the rural Oshkosh, WI area. Not far from the I-41 Hwy. 10 minutes away from EAA grounds. Outside has trees and a pond. Inside has 3 bedrooms, 2.5 bathrooms, open concept kitchen/living area. This listing is for entire house. Patio area behind home with grill. Quiet and peaceful country setting. 2 steps into each entrance of the home. Driveway parking available. Booking $700/per night.

Top Guest favourite

Apartment in Oshkosh

4.92 out of 5 average rating, 285 reviews

Rosie's Place A

Hello and Welcome! Rosie's place A features a cozy newly renovated clean furnished upper apartment. Very close to everything in Oshkosh. Great for business travelers, vacationers and visiting University of Oshkosh and Hospital families. Breakfast items, fruit, coffee, tea, soda, water & snacks included. Private parking behind the house. Door code will be provided to enter. No minimum stay!

Guest suite in Oshkosh

Braywood Inn - Studio Suite

Located near Downtown Oshkosh, Braywood Inn seeks to provide guests with a warm, welcoming ambiance as soon as they step foot inside. Amenities include free wifi, free parking, a continental breakfast, free snacks in the rooms, a kitchenette, and plenty more. Whether staying for a town event, wedding, holiday gathering, or just a vacation Braywood is for you.