
Holiday rentals with breakfast in Oshkosh
Find and book unique Holiday Accommodation with Breakfast on Airbnb
Quick stats about holiday rentals with breakfast included in Oshkosh

Total holiday rentals
Explore 60 holiday rentals in Oshkosh

Nightly prices starting at
Oshkosh holiday rentals start at $100 AUD per night before taxes and fees

Verified guest reviews
Over 610 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 of Oshkosh holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oshkosh rentals

4.9 Average rating
Oshkosh stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated Holiday Accommodation with Breakfast in Oshkosh
Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

Spacious/stylish, 2br loft
Beautiful, spacious loft in active downtown. Washer/dryer, full kitchen, 1.5 baths, 2 Qu, 2 Tw, space for family/friends. Stocked w/home essentials. 3 Smart TVs, free WIFI. Pay-as-you-go parking in rear but free nights/weekends. Bakery & fitness studio on 1st floor. Wonderful walkable neighborhood near shops, restaurants, art & children’s museum, river walk & lake front near-by. Short drive to Kohler, Whistling Straits golf course, Shops at Woodlake & Kohler Design Center. Marcus cinema near by.

Relaxing Sheboygan/Kohler Getaway
Newly remodeled townhouse with all the comforts to make you feel at home in quiet neighborhood, boasting a spacious backyard w/patio, fire pit & free parking. Amenities include well-equipped kitchen, 2 BR & 2 BA, washer/dryer, wi-fi, & smart TV. Conveniently located within minutes to Village of Kohler, Downtown Sheboygan & Lakefront, Black Wolf Run, Whistling Straits (14 min), Road America (18 min), Kohler-Andrae State Park (16 min), grocery stores, restaurants, shopping & local entertainment.

Palms Room-Private Studio, Walkable to Restaurants
The Palms Room is one of two rental units available at The Mink Building in Iola, WI. The Palms Room is designed to provide a restful retreat with little luxuries like cotton linens and live organic plants. The room includes a kitchenette with a microwave, refrigerator and coffee bar. The building amenities available to guests include: a full-size kitchen, racquetball court/yoga studio, sound bath, laundry, and lounge. Walk to restaurants, coffee shops and a wellness studio across the street.

Quaint Cottage in Titletown,
Cozy home near Lambeau Field. 1 Bedroom with living room, kitchen, laundry room, living room is common area which has a twin sized daybed and a twin trundle bed. .9 mile from Packers stadium. Close to downtown. 50 minutes to EAA. Great stay for Packers games and training camp. Near winerys. Peaceful area with a park 1 door away. Great backyard with a fire pit with wood on hand and comfy outdoor couch under a roof. Garage supplies a cozy Cheers/Packer Bar area with access to the backyard.

Cozy West DePere Home
Relax in this charming 3 bed, 1 bath home featuring a fully equipped kitchen, dining room, and comfortable living space. The main floor offers a master bedroom and full bath, while upstairs you’ll find two additional bedrooms plus a loft with a desk—perfect for work or study. A washer and dryer are located in the spacious unfinished basement for your convenience. This home is only 4.2 miles from Lambeau or a 10 minute drive! Please note: Airbnb travelers only. No local residents accepted.

The Chouse - Entire church home!
Enjoy your stay in a uniquely converted, well-loved 124 year old church home, a.k.a. “The Chouse.” Enjoy nearly 7,000 sq feet! Multiple staircases throughout the building (especially to restrooms). Not handicap friendly. Enjoy the spacious gathering and seating areas. Huge commercial kitchen in the Lower Level. The Chouse is complete with 5 currently available bedrooms, two full bathrooms & two half baths. Continued updates happening to this special place! Message me for questions!

Green Bay/Door County Waterfront 3BR Hot Tub
Welcome to our remodeled house and hot tub cottage on the bay of Green Bay. It is conveniently 23 minutes from Lambeau Field and 29 minutes to Door County. We are blessed to be the fourth generation owners of this property. It is located directly on the water and has a walk down boat ramp (no trucks) for your canoes and kayaks. There are multiple boat launches within a few miles. Ample parking with a 12 ft wide and 40 foot long concrete pad for an RV with electrical hookup.

Lovely modern two bedroom home with fire pit
Newly renovated two bedroom home just a mile from the beach and five star restaurants. Enjoy a game of golf at world class Whistling Straight. Car enthusiasts will love Elkhart Lake Road America. Salmon fishing the Great Lake Michigan or just have a relaxing time around the fire pit. There is a laundry with washer/dryer, steamer and folding table. Dogs under 30 pounds. No cats sorry. No smoking in the house. Ample street parking at the front door. Fire pit in back yard.

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.

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!

Unmatched Location, Views, & Style. Welcome Home!
Be in the heart of the all the action, The lake, river, marina, boardwalk, and downtown are mere steps from this newly constructed gem. The blue house on the hill is perched where the mouth of the Sheboygan River meets Lake Michigan. Take in the view mornings, evenings, and in between from the stunning kitchen, living room or sailboat shaped front porch. Entertain openly and relax at this one of a kind property. No stairs required. Ramp for easy age friendly access.

The Blue Cobb House
My place is close to 20 minutes south of Elkhart Lake and Road America. You’ll love my place because of the outdoors space, the comfy bed, and the kitchen. My place is good for couples, solo adventurers, and business travelers. The Blue Cobb House is about 15 minutes from Kohler-Andrae State Park and 30 minutes from Harrington Beach State Park. The Kettle Moraine area is just to our west and it is filled with hiking trails.
Popular amenities for Oshkosh Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Great rental for EAA guests.

Entire house available for EAA

4 bedroom,2.5 bath home with great location

The vacation paradise

Wayne Manor

Swanson Retreat

Elegant Waterfront Home on a Channel near EAA

House for 12 with firepit, sauna
Apartment rentals with breakfast

Helene's room

Modern Downtown Retreat | Near Lambeau & Fox River

Birch Room-Private Studio, Ideal for travel worker

Oak Room-Private Studio & Walkable to Restaurants
Bed and breakfast rentals with breakfast

Comfy Appleton home - Queen bed, private bath

The Rochester Inn - Garden Suite

Aunt T's - Meadow Room

Toll House Bed & Breakfast

Ledgeview Grotto

Kettle Moraine Suite

Floyd & Dorothy - En Suite Bath - The Rectory Bed & Breakfast

Braywood Inn - Braywood Suite
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- Lambeau Field
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Bay Beach Amusement Park
- Eaa Aviation Museum
- Blackwolf Run Golf Course
- Bay Beach Wildlife Sanctuary
- Paine Art Center And Gardens
- New Zoo & Adventure Park
- Green Bay Packers
- Green Bay Botanical Garden
- Fox Cities Performing Arts Center
- National Railroad Museum
- Road America
- Little Switzerland Ski Area
- Resch Center
- Green Bay Packer Hall of Fame
- The Bull at Pinehurst Farms Golf Course
- Deland Park
- Hartman Creek State Park
- Neshotah Park
- Vines & Rushes Winery
- Wisconsin Maritime Museum
- Oneida Casino





