Vacation rentals in Winnebago County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Winnebago County

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Cottage in Rockton

4.95 out of 5 average rating, 188 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

Sep 4 – 11

G$33,918 GYD per night

Guest favorite

Barn in Rockford

4.98 out of 5 average rating, 173 reviews

Charming converted barn north of Rockford, Ill

We'll be delighted to welcome you to our converted barn. Most describe it as "charming." We are grateful for those comments, and we have tried to provide our guests with a safe, restful, and inviting environment. There are two bedrooms upstairs, and a TV room with 2 twin beds/daybeds downstairs. The galley kitchen has brand new appliances. The beds are outfitted with the most healthful, hygienic mattress pads and bedding we could find. The water is certified free of lead, nitrates, or bacteria.

Jul 7 – 14

G$28,637 GYD per night

Guest favorite

Farm stay in Cherry Valley

4.97 out of 5 average rating, 277 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.

Aug 6 – 13

G$20,489 GYD per night

Guest favorite

Home in Rockford

4.98 out of 5 average rating, 258 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.

Nov 20 – 27

G$61,738 GYD per night

Guest favorite

Home in Roscoe

4.99 out of 5 average rating, 273 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

Nov 17 – 24

G$30,615 GYD per night

Guest favorite

Apartment in Rockford

4.98 out of 5 average rating, 128 reviews

Stylish 1854 Artist’s Qtrs: Walk to Sports Factory

Creativity - - that elusive, mysterious talent we all admire. Years ago, the Artist’s Quarters was the creative think tank of just such a genius. For decades the rooms were filled with the artist’s works, thoughts and borderline crazy energy. Now, the New Artist’s Quarters has become a re-imagining of the creative genius’s studio. It’s an environment designed for you, filled with art and objects that will inspire your creative soul. Recharge yourself in our Artist’s Quarters.

Jun 13 – 20

G$25,676 GYD per night

Guest favorite

Apartment in Rockford

4.94 out of 5 average rating, 454 reviews

Upscale Urban Retreat 1 bedroom, ground Floor

Charming and beautiful ground floor; wood floors and original woodwork. Secure keypad entry. Owner on adjoining premises. Minutes to Indoor Sports Factory, downtown nightlife, restaurants, shops, Japanese Gardens, Rockford Art Museum, Nicholas Conservatory and Sinnissippi Gardens.. 5 blocks to river and rec path. Centrally located quiet Edgewater Neighborhood District. Ideal for business travelers, couples, solo adventurers and more. High speed internet.

Mar 23 – 30

G$21,198 GYD per night

Guest favorite

Bungalow in Rockford

4.95 out of 5 average rating, 381 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.

Oct 1 – 8

G$21,367 GYD per night

Guest favorite

Home in Rockford

4.97 out of 5 average rating, 150 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.

Nov 17 – 24

G$21,694 GYD per night

Guest favorite

Guest suite in Rockford

4.9 out of 5 average rating, 185 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.

Mar 19 – 26

G$23,739 GYD per night

Guest favorite

Loft in Rockford

4.93 out of 5 average rating, 406 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

Apr 5 – 12

G$25,305 GYD per night

Guest favorite

Home in Rockford

4.91 out of 5 average rating, 303 reviews

Brick Italianate in downtown Rockford

I’m sharing this super cute, historical gem of a home with you. My home is located in Rockford's quaint Haight Village. Blocks from downtown Rockford, you’ll have many dining and entertainment options. If you are looking for an option close to Rockford’s Sports Factory for your sports event, it is only 2 blocks away.

May 7 – 14

G$25,905 GYD per night