Holiday rentals in Winnebago County

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Top-rated holiday rentals in Winnebago County

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

Guest favourite

Cottage in Rockton

4.96 out of 5 average rating, 183 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

21–28 Jul

£149 per night
Guest favourite

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.

13–20 Nov

£124 per night
Guest favourite

Farm stay in Cherry Valley

4.97 out of 5 average rating, 266 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.

22–29 Aug

£87 per night

Popular amenities for Winnebago County holiday rentals

Other great holiday rentals in Winnebago County

Guest favourite

Home in Rockford

4.98 out of 5 average rating, 255 reviews

Hidden Gem Spanish Style Villa

18–25 Dec

£275 per night
Guest favourite

Farm stay in Shirland

4.89 out of 5 average rating, 217 reviews

Historic limestone farmhouse, nature preserve.

29 Nov – 6 Dec

£205 per night
Guest favourite

Home in Rockford

4.92 out of 5 average rating, 180 reviews

Charming Boulevard Home Near Downtown & Hospitals

3–10 Aug

£98 per night
Guest favourite

Home in Cherry Valley

5.0 out of 5 average rating, 25 reviews

Cozy house in Cherry Valley

29 Dec – 5 Jan

£82 per night
Guest favourite

Cottage in Machesney Park

4.95 out of 5 average rating, 21 reviews

Charming Cottage!

7–14 Nov

£114 per night
Guest favourite

Farm stay in Pecatonica

4.91 out of 5 average rating, 76 reviews

Old Stone 1830's Farm

21–28 Jun

£135 per night
Guest favourite

Flat in South Beloit

4.95 out of 5 average rating, 60 reviews

Great private apt space with driveway parking

15–22 Sept

£61 per night
Guest favourite

Apartment in Rockford

4.91 out of 5 average rating, 23 reviews

Large and beautiful Townhouse

2–9 Feb

£108 per night
Guest favourite

Home in Rockford

4.99 out of 5 average rating, 80 reviews

Downtown Rockford Rock & Roll 2 BR 1.5 bath

26 Jun – 3 Jul

£107 per night
Guest favourite

Home in Rockford

4.93 out of 5 average rating, 41 reviews

Mr. Toad's Pinball Bungalow.

9–16 Jul

£106 per night
Guest favourite

Cottage in Loves Park

5.0 out of 5 average rating, 20 reviews

Storybook Cottage: A Charming Home Away From Home

8–15 Nov

£126 per night
Guest favourite

Home in Rockford

4.97 out of 5 average rating, 35 reviews

Bright at Home

12–19 Nov

£124 per night

Destinations to explore