
Vacation rentals in Winnebago County
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Top-rated vacation rentals in Winnebago County
Guests agree: these stays are highly rated for location, cleanliness, and more.

Charming Boulevard Home Near Downtown & Hospitals
Three Bedroom Brick home with fireplace and outdoor space located in neighborhood along a favorite route for runners/cyclists. 3-6 minutes from Anderson Gardens, UW Sports Factory, Coronado Theater and downtown events. Close to all hospitals and a quick and easy drive to both Sportscores. Second floor bedrooms with dressers and closets. Two have view of river. Kitchen is well stocked for easy meal preparation. Cozy backyard is fenced with brick patio, grill and table. Discounts for Week/Month.

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

* Travelers Sanctuary 2bed 2bath unit-sf home
Two bedroom, two bath entire first-floor of a single family home. 1350 sq ft. Self check-in. Central Air. Parking in driveway. Host lives in lower unit, separate entrance. 1-acre, wooded backyard. 4 mi to I90/39-Exit Rockton Rd. 11 mi N of Rockford 7-8 minute drive to forest preserves, grocery. Ideal for biz class guests, couples. Safety issues for children under 8 years. Share a bit about yourself, why in the area, who you are traveling with & that you read & agree to "House Rules".

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.

Adults Only "Red Room" Home with Hot Tub
Unique adult themed home with a BDSM / "Red Room" experience. It's a great way for couples to turn their fantasies into reality and explore with each other. Includes St Andrews Cross, Swing, and Sybian! Relax on the patio or in the hot tub with a scenic view of the Rock River. Once you arrive you will not want to leave so we try to provide you with everything you may need for your stay! Frozen pizzas, Bottled Water, Coffee, Robes, Firewood and a special gift with each reservation.

Entire House-Cozy 1-bedroom w/parking (driveway)
This 1-bedroom single family home is in a quiet and safe neighborhood. The home is very cozy and located off of E State Street, the main street in Rockford. Guests can expect a clean house with just about all the amenities that you will need. The living room has two oversized twin pullout beds. This option makes the space ideal for a family vacation. The kitchen is equipped with the essential items needed to prepare meals. The bedroom is equipped with a TV and an ultra comfortable bed.

Fresh-N-Colorful Prospect Smoke Free
Centrally Located. Just debuting this fun and colorful lower apartment for your stay near downtown Rockford. 1000 sq feet. This is my second BnB in this vintage 4 unit apartment building I have owned since 1987. New queen beds in both bedrooms with a shared bathroom between them. Absolutely no parties. I live directly above. You may hear some muffled sounds as there was no great soundproofing in 1928 Washer and dryer in basement for guests staying a week or more or by request.

Upscale Urban Retreat 1 Bedroom Apt. 2nd floor
Charm Art Style. Hardwood floors, original woodwork. Secure keypad entry. Spacious cozy apartment with full kitchen and dining room. Owner on adjoining premises. Street parking. Minutes to Sports Factory, downtown nightlife, Japanese Gardens, Rockford Art Museum, Nicholas Conservatory & Sinnissippi Gardens. 5 blocks to river and rec path. Quiet Edgewater Neighborhood District. Ideal for business travelers, couples, solo adventurers and more. Not suitable for children under 6.

Renovated 3BR Home | Work-Friendly & Comfortable
The Gilded Cottage is a beautifully updated three bedroom mid century home in Winnebago Illinois, designed for comfort, quiet stays, and longer visits. With refined finishes, premium linens, cozy gathering spaces, and a dedicated kids play area, it works equally well for families, couples, and working guests. Located near Rockford attractions, wedding venues, and scenic nature preserves, it offers a clean, calm home base for relaxing getaways or local work assignments.

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, downtown Rockford, & 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.

Shelby’s garden cottage.
Shelby’s cottage has been part of Bluffs on the bend farm for over 65 years. It has undergone a complete overhaul and update with all the modern conveniences while retaining a country cottage charm. It is the perfect getaway for a couple. The location is next to the historic ( originated in 1924 ) Kilbuck Bluffs Forest Preserve. While being nestled in the country it is centrally located to restaurants , bars and shopping.

510 Studios Loft East
Beautiful, newly updated one bedroom loft apartment in busy downtown area. Just steps to restaurants, shopping and entertainment. Gorgeous decor, new furnishings with couch, love seat, dining table and extra comfy king size bed. Bathroom is completely remodeled. Very fun and artsy style, full size kitchen, large outdoor deck, cable TV, Neflix and more! Great place to stay for business and for pleasure in the heart of Rockford.
Popular amenities for Winnebago County vacation rentals
Other great vacation rentals in Winnebago County

1 BR Modern, Luxury Apartment | In Rockford, IL

Private Entrance 1br whole unit

2 My cozy sweet home

sweet home away :]

Central Rockford Stay: Hosts 4 Guests

The Fancy Nancy

The quiet retreat!

One bedroom studio well located
Destinations to explore
- Rentals with a firepit Winnebago County
- Pet-friendly rentals Winnebago County
- Rentals with pools Winnebago County
- Apartment rentals Winnebago County
- Family-friendly rentals Winnebago County
- Rentals with a fireplace Winnebago County
- Rentals with a patio Winnebago County
- Rentals with breakfast Winnebago County
- Fitness-friendly rentals Winnebago County
- House rentals Winnebago County
- Rentals with outdoor seating Winnebago County
- Rentals with a hot tub Winnebago County
- Rentals with a washer and dryer Winnebago County




