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.
Cottage in Rockton
4.96 out of 5 average rating, 183 reviewsCountry 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
Barn in Rockford
4.98 out of 5 average rating, 173 reviewsCharming 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
Farm stay in Cherry Valley
4.97 out of 5 average rating, 266 reviewsBed 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
Holiday rentals for every style
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Popular amenities for Winnebago County holiday rentals
Other great holiday rentals in Winnebago County
Home in Rockford
4.98 out of 5 average rating, 255 reviewsHidden Gem Spanish Style Villa
18–25 Dec
Farm stay in Shirland
4.89 out of 5 average rating, 217 reviewsHistoric limestone farmhouse, nature preserve.
29 Nov – 6 Dec
Home in Rockford
4.92 out of 5 average rating, 180 reviewsCharming Boulevard Home Near Downtown & Hospitals
3–10 Aug
Home in Cherry Valley
5.0 out of 5 average rating, 25 reviewsCozy house in Cherry Valley
29 Dec – 5 Jan
Cottage in Machesney Park
4.95 out of 5 average rating, 21 reviewsCharming Cottage!
7–14 Nov
Farm stay in Pecatonica
4.91 out of 5 average rating, 76 reviewsOld Stone 1830's Farm
21–28 Jun
Flat in South Beloit
4.95 out of 5 average rating, 60 reviewsGreat private apt space with driveway parking
15–22 Sept
Apartment in Rockford
4.91 out of 5 average rating, 23 reviewsLarge and beautiful Townhouse
2–9 Feb
Home in Rockford
4.99 out of 5 average rating, 80 reviewsDowntown Rockford Rock & Roll 2 BR 1.5 bath
26 Jun – 3 Jul
Home in Rockford
4.93 out of 5 average rating, 41 reviewsMr. Toad's Pinball Bungalow.
9–16 Jul
Cottage in Loves Park
5.0 out of 5 average rating, 20 reviewsStorybook Cottage: A Charming Home Away From Home
8–15 Nov
Home in Rockford
4.97 out of 5 average rating, 35 reviewsBright at Home
12–19 Nov
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