Vacation rentals in Winnebago

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Top-rated vacation rentals in Winnebago

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

Guest favorite

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

Feb 12 – 19

G$36,287 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.

Nov 12 – 19

G$29,589 GYD per night
Guest favorite

Cabin in Oregon

4.97 out of 5 average rating, 130 reviews

The Corner Cabin

The cabin has a view of the peaceful Rock River. Very relaxing & cozy. Minutes from Castle Rock State Park. Enjoy canoeing, fishing, & hiking trails. Reconnect with nature, play a board game, barbecue, watch the birds & engage in outdoor activities. Enjoy exploring the quaint small towns, antiquing, & local restaurants. Go from city life to country life, just “90” minutes from Chicago. This is a great place to relax & unwind. Due to location & your carrier you must be patient with our WiFi.

Dec 11 – 18

G$23,423 GYD per night

Popular amenities for Winnebago vacation rentals

Other great vacation rentals in Winnebago

Guest favorite

Cabin in Oregon

4.97 out of 5 average rating, 164 reviews

Hidden Gem - Rock River

Oct 9 – 16

G$53,374 GYD per night
Guest favorite

Cottage in Franklin Grove

4.93 out of 5 average rating, 137 reviews

LHOTP (Lil House On The Prairie)

Aug 18 – 25

G$27,452 GYD per night
Guest favorite

Home in Cherry Valley

4.92 out of 5 average rating, 112 reviews

Charm in the heart of the Valley

Sep 20 – 27

G$30,712 GYD per night
Guest favorite

Loft in Rockford

4.93 out of 5 average rating, 318 reviews

510 Studios Loft East

Jun 5 – 12

G$25,998 GYD per night
Guest favorite

Home in Rockford

4.83 out of 5 average rating, 157 reviews

Relaxing Ranch in NE Rockford

Nov 1 – 8

G$27,971 GYD per night
Guest favorite

Home in Rockford

4.98 out of 5 average rating, 255 reviews

Hidden Gem Spanish Style Villa

Sep 30 – Oct 7

G$62,855 GYD per night
Guest favorite

Farm stay in Pecatonica

4.91 out of 5 average rating, 76 reviews

Old Stone 1830's Farm

Jun 21 – 28

G$32,311 GYD per night
Guest favorite

Home in Davis

4.86 out of 5 average rating, 42 reviews

A little bit rustic and retro fun 3 bedroom home

Dec 4 – 11

G$24,548 GYD per night
Guest favorite

Home in Cherry Valley

5.0 out of 5 average rating, 25 reviews

Cozy house in Cherry Valley

Feb 1 – 8

G$16,781 GYD per night
Guest favorite

Cottage in Machesney Park

4.95 out of 5 average rating, 21 reviews

Charming Cottage!

Nov 7 – 14

G$24,874 GYD per night
Guest favorite

Home in Rockford

4.93 out of 5 average rating, 41 reviews

Mr. Toad's Pinball Bungalow.

Jul 9 – 16

G$23,836 GYD per night
Guest favorite

Home in Rockford

4.99 out of 5 average rating, 80 reviews

Downtown Rockford Rock & Roll 2 BR 1.5 bath

Aug 22 – 29

G$23,399 GYD per night

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