Holiday rentals with breakfast in Winnebago County

Find and book unique Holiday Accommodation with Breakfast on Airbnb

Top-rated Holiday Accommodation with Breakfast in Winnebago County

Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1

Apartment in Rockford

4.68 out of 5 average rating, 31 reviews

1 BR Modern, Luxury Apartment | In Rockford, IL

SUMMERTIME SALES!!☀️🏖️ DISCOUNTS FOR STAYS ≥ 1 WEEK For singles or families! 1.5 BR, 1 Bath apartment (half BR w/ pair of bunk beds). Comes with expansive couch space with two 55’ Roku TVs in the living room and master bedroom w/ FAST wifi, both equipped with Netflix. Fully stocked with ALL necessary cooking utensils, kitchenware, coffee maker, and an Amazon Alexa for the kitchen! Memory foam King-sized master bed w/ two Twin-sized bunk beds. Bathroom has ALL essentials, including a hair dryer!

ValueLocationTV

A modern dining area is presented with a round glass table surrounded by four white chairs. A neutral-colored rug covers the floor, and a decorative sign with the word 'grateful' adorns the wall. A glimpse of the living room and a doorway leading to another space are visible.

Home in Rockford

4.73 out of 5 average rating, 148 reviews

The Fancy Nancy

The Fancy Nancy home (literally named by a 7 year old) is a cute little home with everything you and your guest need for a relaxing convenient stay. Enjoy complimentary breakfast items. Spacious living room/dining area, cleaning supplies and a fully stocked linen closet and kitchen. Parties are strictly prohibited. 2 hours notice for same day booking. 5 minutes to Bmo Harris Center and Coronado theater. Restaurants and stores nearby. Garage and Basement area are not included in the rental

FamilyValueBackyard

The spacious open concept great room features vaulted ceilings with wooden elements. Comfortable seating arrangements are placed around a coffee table, with a patterned area rug anchoring the space. Light fixtures create subtle illumination, and a kitchen area is visible in the background.

Home in Loves Park

4.87 out of 5 average rating, 91 reviews

A Traveling Executive's Home Away From Home!

Rock River Executive Inn is centrally locate along the beautiful Rock River in Loves Park. It features a spacious open concept great room with vaulted ceilings, a remote controlled fire place, full eat in kitchen, double master suites, huge patio over looking the River, covered parking and more!! In walking distance you’ll find great restaurants, Martin Park which has a public boat launch and miles of walking path along the River. It’s a 10 minute drive to Sports Core and Hard Rock Casino.

ValueLocationComfort

Top Guest favourite

A spacious outdoor area features a fire pit surrounded by seating. In the background, a large barn with a green and white exterior is visible, set against a serene landscape of lush grass and trees.

Apartment in Cherry Valley

4.97 out of 5 average rating, 468 reviews

Bed and Breakfast with Horse Hotel at VRR

Victory Reigns Ranch Horse Hotel and Bed and Breakfast boasts a beautiful ranch setting close to Deer Run Forest Preserve, Oak Ridge Forest Preserve and other equestrian trails. *Come with or without your horse. We also have an RV hookup if needed along with spacious trailer and RV parking. *If interested in horse boarding during your stay a 12 x 12 barn stall is $35 per night. Private pasture turn out available for $25 per horse per night. Trailer hook up is $35 per night per trailer.

LocationValueBackyard

A warm wooden wall surrounds a cozy sleeping area featuring a spacious bed with a colorful paisley comforter. Two decorative pillows add a touch of comfort. A bedside table stands alongside the bed, complemented by a small lamp.

Private room in Rockford

4.92 out of 5 average rating, 25 reviews

Cozy, Friendly Stay Awhile! Weekly/Monthly Gem!

You’re so welcome to share our home if you are in the area for a longer stay. We are really close to all the area hospitals, our local colleges, sports centers and downtown activities We know sometimes longer stays are needed for schooling, or caring for family members in the area; So we’ve opened this special room for that purpose. This listing is primarily for one person to enjoy! If you’re looking for something larger, ask about our other listing.

FamilyLocationRiver

Top Guest favourite

The exterior of the bungalow features a welcoming, brick facade with a sloped roof and a prominent front porch. Large windows allow natural light inside, while colorful flowers in the front garden add charm to the entrance.

Bungalow in Rockford

4.96 out of 5 average rating, 471 reviews

Arts and Crafts Bungalow with Outdoor Space

We welcome you to a centrally located two-bedroom Arts & Crafts Bungalow. Ideally situated near sports venues, shopping, museums, and restaurants, the house is a perfect place for families, professionals, and couples. We have free on street parking in front of the home, We are 10 minutes away from the UW Sports Factory, Anderson Japanese Gardens, and Nicholas Conservatory. We are 20 minutes away from Anna Page Park and Rock Cut State Park.

LocationFamilyQuiet

Guest favourite

A serene pond is surrounded by lush greenery, reflecting the overcast sky. A small white rowboat rests at the water's edge, partially obscured by tall grasses. The landscape features various trees and shrubs, contributing to the peaceful atmosphere of the estate.

Cottage in Roscoe

4.99 out of 5 average rating, 82 reviews

Hidden Creek Estate Cottage | Restaurant & Trails

Stay at The Cozy Cottage on our 77-acre estate featuring 3BR/2BA, a full kitchen, trails, fishing pond, and friendly farm animals. Enjoy access to our on-site restaurant and wine bar, live music, in-room add-ons, and curated experiences like goat encounters, egg collecting, and breakfast baskets. Perfect for families, couples, or retreats, just 2 miles off I-90. A luxurious, nature-filled getaway rooted in true hospitality.

LocationFamilyTV

Guest favourite

Apartment in Durand

4.81 out of 5 average rating, 16 reviews

Cozy Durand Retreat | Walk to Shops & Dining

Enjoy this charming main-level apartment just steps from downtown Durand. Perfect for a relaxing small-town stay, the space sleeps up to 4 with a queen bedroom and pullout sofa. Features include wifi, a spacious living room, stocked kitchen with dining table, Keurig with K-cups, and laundry. Walk to local shops and dining while enjoying a cozy, comfortable home base for your visit. 1 dog up to 35 lbs allowed with pet fee.

FamilyLocationParks

Top Guest favourite

The exterior of a two-story home, built in 1865, features green siding and a welcoming entrance with a blue door. The front yard is landscaped with bushes and seasonal decorations. A stone path leads to the entry, surrounded by a well-maintained lawn.

Private room in Cherry Valley

4.99 out of 5 average rating, 78 reviews

Charming & Serene 1865 Home

I have a beautiful home built in 1865 in a quiet village of Cherry Valley, IL. (approx. 70 mi W of Chicago O'Hare airport). There's 2 bedrms upstairs & a modern private bathrm. Main floor is shared living, dining, family rm & kitchen.

FamilyLocationComfort