Holiday accommodation with outdoor seating in Winnebago County

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Winnebago County

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Guest favourite

Farm stay in Shirland

4.9 out of 5 average rating, 220 reviews

Historic limestone farmhouse, nature preserve.

Historic 1840's limestone home ,once owned by Sidney Smith, first nationally syndicated cartoonist of The Gumps. Located on 19 acres adjacent to 500 acre wetland conservation area with miles of hiking/skiing trails along the pristine sandy Sugar River for canoeing, birdwatching, or fishing. Ideal for star-gazing, with minimal lighting from neighbors. Enjoy the outdoors from stone patio, including tables, BBQ, and seating for 15, with fireplaces indoors and outside. Sand pile and toys nearby

Guest favourite

Cottage in Rockton

4.95 out of 5 average rating, 193 reviews

Country Farm Cottage

Cozy farmhouse Country Cottage on a historic private farm setting. Safe, quiet, peaceful space to relax. Minutes to golfing, hiking, antiques, canoeing, camping, parks, or use as writers retreat. Rockton has great shopping & dining, 20 min to trendy eateries in Beloit WI. Close to local wedding venues Wineries 25 min away May- Nov: orchards cider & donuts Child friendly Visit our Goats Wifi & Roku TVs No Smoking inside No Pets Farm animals and pets on the farm Host lives on same farmstead

Guest favourite

Home in Rockford

4.98 out of 5 average rating, 261 reviews

Hidden Gem Spanish Style Villa

Ask about our special, Mon-Thurs, book 2 nights, get a 3rd free! Unique to Northern Illinois, this Spanish style Villa sleeps 10+ , boasts five patios, a Cantina, 7 ARCADES, HOT TUB, and many surprises you will find as you look at every turn to something unexpected. This property is filled with beautiful furnishings, featuring a balcony off of the upper level that boasts a 12 foot ceiling. Everything from two walk in showers, a jet tub and a hot tub for any level of self-care desired.

Guest favourite

Home in Roscoe

4.99 out of 5 average rating, 276 reviews

* Travelers Sanctuary 2/2, deck, native garden.

Two bedroom, two bath home, residential street. 1400 sq ft. Self check-in. Central Air. Parking in driveway. 1-acre, wooded backyard. 4 mi to I90/39-Exit Rockton Rd. 11 mi N of Rockford 5 min to forest preserves, grocery. Ideal for biz class guests, couples, families with children over 8 yr . Share a bit about yourself, why in the area, who you are traveling with & that you read & agree to "House Rules". NOTE: The host lives in lower unit, uses separate, private entrance

Guest favourite

Apartment in Rockford

4.93 out of 5 average rating, 75 reviews

Upscale Urban Retreat 1 Bedroom Apt. 2nd floor

Charm Art Style. Hardwood floors, original woodwork. Secure keypad entry. Spacious cozy apartment with full kitchen and dining room. Owner on adjoining premises. Street parking. Minutes to Sports Factory, downtown nightlife, Japanese Gardens, Rockford Art Museum, Nicholas Conservatory & Sinnissippi Gardens. 5 blocks to river and rec path. Quiet Edgewater Neighborhood District. Ideal for business travelers, couples, solo adventurers and more. Not suitable for children under 6.

Guest favourite

Apartment in Rockford

4.98 out of 5 average rating, 124 reviews

Historic 1854 Maid’s Qtrs.- A peaceful retreat

If you love old houses like we do, come stay here and feel the history, the wisdom, the unique character oozing out of every 170 year-old brick or creaking floorboard. We have painstakingly renovated these quarters for your comfort, without losing the sense of ages past. So come and enjoy all the creature comforts as well as the twisting stairway and cozy rooms that will promise to transport you to another century! You won’t soon forget the Peck House!

Guest favourite

Bungalow in Rockford

4.95 out of 5 average rating, 387 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.

Guest favourite

Home in Rockford

4.97 out of 5 average rating, 156 reviews

Business access in residential comfort

Clean, convenient, cozy cape cod style home in quiet neighborhood with fenced back yard. Just minutes drive to highways 20, 39, I90, & SportsCore. I'm willing to adjust check-in/out times if I can, just ask. Message me if you have any questions, or would like to request a long term stay. It is a really pleasant home! Per Airbnb rules, please do not book for someone else. Garage space is available for a fee, please inquire at booking.

Guest favourite

Cottage in Machesney Park

4.96 out of 5 average rating, 27 reviews

Charming Cottage!

Completely updated & modern. Why stay in a hotel? The perfect retreat for Rockford Sportscore's events. Comfortable for short term "between homes” nesting. EZ access to I-90 for the getaways to Chicago, Madison or Milwaukee. Convenient to Shopping, Dining & Medical. Close to the 173 Corridor or 15 minutes to the State Street Corridor. Minutes from Beloit WI & Beloit College. 2 Bedrooms: Comfy Queen Bed, Single Bed, Full Sleeper Sofa.

Guest favourite

Home in Cherry Valley

4.93 out of 5 average rating, 126 reviews

Charm in the heart of the Valley

Charming 4 bedroom 2 bath home in the heart of Cherry Valley. Walking distance to local restaurants, bars, gaming facilities, and peaceful park. Large shopping mall and water park within minutes. Home has Ring security cameras at each entrance. Two smart televisions with Netflix. Available wifi at 1 gigabyte per second. Touch pad lock for easy check in/out. Sleeps 8 with 2 queen beds, 2 twin beds, and 1 queen pullout bed.

Guest favourite

Guest suite in Rockford

4.9 out of 5 average rating, 187 reviews

Historic Downtown Riverfront Suite

Unique downtown location on the banks the Rock River. The River Suite is in the lower exposed level of a historic craftsman bungalow. Adjacent to Beattie Park you are steps from the Historic Coranado Theater and Riverfront Museums Park. Directly across the river is the popular Prairie Street Brewhouse/docks. The summer is very active with boating and live music that you can enjoy from the patio or private lower shore deck.

Guest favourite

Loft in Rockford

4.92 out of 5 average rating, 413 reviews

Jackson’s Urban Retreat + Patio

Cool, modern downtown city loft located walking distance from 20+ restaurants, shops and entertainment venues. Private outdoor patio and private parking spots. If you are looking to enjoy sports, dining, arts and theater without getting in a car, this is the space for you. Located above Abreo Restaurant, all guests receive 10% discount during stay