Holiday rentals with breakfast in Winnebago County

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Top-rated Holiday Accommodation with Breakfast in Winnebago County

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A living room area features a sectional couch adorned with cushions. A lamp stands beside the couch, while natural decor elements are arranged in a planter. A coffee table sits in front, accompanied by a stack of magazines and a small side table displaying photos.
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.

A spacious bedroom features a large bed with decorative pillows, accompanied by a cozy bench at the foot. A bedside table with a lamp and a framed photo are visible, while neutral-colored walls contribute to a calm atmosphere. A door leads to another room.
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
A modern kitchen features sleek white cabinetry and stainless steel appliances. An island with seating is highlighted by elegant pendant lighting. A decorated vase adds a natural touch to the countertop, and natural light enters through the window, illuminating the wooden floor.
Home in Neenah
4.98 out of 5 average rating, 43 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.

A charming Craftsman bungalow features a front porch surrounded by lush greenery. The entrance is approached by a stone walkway, framed by vibrant plants. Sunlight filters through the trees, casting shadows on the manicured lawn. The welcoming facade showcases original architectural details.
Bungalow in Menasha
4.78 out of 5 average rating, 63 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
A two-story house is visible, featuring a spacious front yard with manicured grass. A concrete driveway leads to a large garage with a brown door. A red chair is positioned in front of the house, surrounded by colorful landscaping under a cloudy sky.
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.

The open concept great room features warm wood floors and a vaulted ceiling. A leather sofa and a comfortable armchair are arranged around a coffee table, with a decorative lamp providing warm lighting. A large fireplace serves as a focal point, complemented by glass display cabinets.
Home in Omro
5 out of 5 average rating, 3 reviews

Huge 5 bedroom ranch home ~10 miles from EAA

About 10 miles to the EAA grounds, 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.

A two-story residential home is shown, featuring a symmetrical facade with a central entrance and a star decoration above the garage. A well-maintained lawn and mature trees frame the property, while a paved driveway leads up to the garage door.
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.

A vibrant pink flowering tree stands in the front yard, surrounded by well-maintained green grass. The home features light-colored siding with dark red shutters, creating a cheerful and welcoming facade. A decorative flamingo is positioned nearby, adding a playful touch to the landscape.
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
A cozy sleeping area contains two full-size beds adorned with warm-colored bedding. Nightstands with lamps are placed beside each bed. A comfortable chair sits in the corner, and two windows allow natural light to illuminate the room. Decorative rugs cover the laminate flooring.
Apartment in Oshkosh
4.92 out of 5 average rating, 290 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!

The exterior of a cozy home is situated beside a serene pond, surrounded by lush greenery. Reflections of nearby trees and clouds are visible on the water's surface, creating a tranquil scene. A playset is positioned in the background, adding to the outdoor charm.
Home in Oshkosh

Welcome to snug Harbor-on lake due E of runway 27!

This lovely, cozy home is situated on Lake Winnebago is west shore, due east of runway 27! It is 3.4 miles from Air ventures front gate! It is within very close proximity of Ardy and Ed’s Drive in, Chester V’s restaurant, Parnels restaurant, Kwik trip convenience store, and bus stops.

Guest favourite
A spacious living area features hardwood floors and warm, neutral walls. A gray sofa and black lounge chair provide comfortable seating, while a wooden coffee table is centrally located. Natural light filters through large windows, illuminating a collection of vintage records stored in a nearby cabinet.
Home in Neenah
4.95 out of 5 average rating, 154 reviews

The Remmel House - Cozy Doty Island

Cute little Cape Cod home in the heart of historic Doty Island. 1933 home was purchased from original owner and has been well preserved. Neighborhood is very quiet, friendly & safe. 20 min. to EAA, 40 to Lambeau Field, 10 to Mile of Music, 3 to Theda Care Hospital.

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