
Holiday rentals with breakfast in Oshkosh
Find and book unique rentals with breakfast on Airbnb
Top-rated rentals with breakfast in Oshkosh
Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

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-Walkable to Restaurants, Spa & Coffee
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.

Silvers Four-Six-Six *A home away from home*
A lower flat in walking distance from downtown Port Washington's restaurants, pubs and summertime live music events. Walk and enjoy Lake Michigan's beaches, pier, and parks. A half block off of the interurban bike and running trail. Spacious apartment boasting a light, fresh, clean and airy feel. Plenty of room to help you feel at home. There is off road parking and a fenced in yard to park bikes or motorcycles. A garage is also available upon request. A perfect place to find comfort.

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.

Green Bay/Door County Waterfront 3BR Hot Tub
Welcome to our remodeled house and 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.

Spacious/stylish, 2br loft
Lots of space in active downtown Sheboygan. Full kitchen w/essentials, washer/dryer, 1.5 baths, 2 queen, 2 twin ready for family/friends. Stocked w/home essentials. 3 Smart TVs, free WIFI. Pay-as-you-go parking lot in rear but free nights/weekends. Wonderful walkable neighborhood near shops, restaurants, art & children’s museum, river walk & lake front (a bit further). Short drive to Kohler, Whistling Straits golf course, Shops at Woodlake & Kohler Design Center. Marcus cinema near by.

Cozy Carriage House Loft – Walk to Lake & Downtown
Relax in this cozy Carriage House Loft, tucked in the heart of historic Port Washington. Just a mile from Lake Michigan, sandy beaches, the iconic lighthouse, marina, and the charming downtown with local dining, coffee shops, and boutique shopping. This private retreat has its own entrance and is set in a quiet neighborhood, giving you the ideal mix of seclusion and accessibility. You’re only a 30-minute drive to downtown Milwaukee, and a scenic 30 miles south of Sheboygan and Kohler.

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.

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.

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!
Popular amenities for rentals with breakfast in Oshkosh
House rentals with breakfast

“I Think this might be the one!”

Swanson Acres, Bedroom 2. 10 mins from EAA grounds

Wayne Manor

Elegant Waterfront Home on a Channel near EAA

Huge 5 bedroom ranch home ~10 miles from EAA

The vacation paradise

4 bedroom,2.5 bath home with great location

Cute, comfy and cozy 3 bedroom and 2 baths
Apartment rentals with breakfast

Helene's room

Modern and stylish upstairs one bedroom apartment.

Oak Room-New! Beautiful & Walkable to Restaurants

Birch Room-Private & Quiet,Ideal for travel worker
Bed and breakfast rentals with breakfast

Braywood Inn - Blue Room Suite

Cozy Bed & Breakfast

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

Birds Eye View Licensed & Inspected

Toll House Bed & Breakfast

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The Rochester Inn - Signature Two-Story Suite

Comfy Appleton home - Queen bed, private bath
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 ₹1,760 per night before taxes and fees
Verified guest reviews
Over 620 verified reviews to help you choose
Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 10 rentals that welcome pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
50 of Oshkosh holiday rentals include wifi 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!
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- Kohler-Andrae State Park
- Whistling Straits Golf Course
- The Golf Courses of Lawsonia
- Bay Beach Amusement Park
- West Bend Country Club
- Trout Springs Winery
- The Bull at Pinehurst Farms Golf Course
- Pine Hills Country Club
- Oneida Golf Club
- Pollock Community Water Park
- Sunburst
- Vines & Rushes Winery
- Kerrigan Brothers Winery
- Little Switzerland Ski Area
- Blackwolf Run Golf Course