Kid-friendly holiday rentals in Winnebago County

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Winnebago County

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Farm stay in Shirland

4.89 out of 5 average rating, 219 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

20–27 Jan

£209 per night

Guest favourite

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

15–22 Mar

£143 per night

Guest favourite

Barn in Rockford

4.98 out of 5 average rating, 174 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.

20–27 Jul

£122 per night

Guest favourite

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.

25 Sept – 2 Oct

£88 per night

Guest favourite

Home in Roscoe

4.99 out of 5 average rating, 274 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

16–23 Dec

£136 per night

Guest favourite

Flat 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.

27 Mar – 3 Apr

£90 per night

Guest favourite

Flat 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!

4–11 Mar

£136 per night

Guest favourite

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.

27 Aug – 3 Sept

£96 per night

Guest favourite

Home in Rockford

4.97 out of 5 average rating, 151 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.

6–13 Dec

£98 per night

Guest favourite

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.

22–29 Mar

£102 per night

Guest favourite

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

8–15 Nov

£117 per night

Guest favourite

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.

10–17 May

£117 per night