
Vacation rentals in Winnebago County
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Winnebago County
Guests agree: these stays are highly rated for location, cleanliness, and more.

Home in Rockford
4.89 out of 5 average rating, 220 reviewsCharming 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.

Home in Rockford
5 out of 5 average rating, 7 reviews5 Acres of Solitude and Fun!
Escape to our countryside oasis, where luxury meets fun for the whole family! Set on 5 acres, our 6-bedroom, 4-bath, with a fully functional kitchen, is a retreat that feels like home. Outside, an inground heated pool (open middle of May through middle/end of September), offering hours of splashing and soaking under the sun. Nearby, a tranquil koi pond provides a peaceful retreat for quiet moments amidst nature's beauty. If you are seeking relaxation and good times, this destination is perfect.

Home in Rockford
4.91 out of 5 average rating, 151 reviewsLocation+History+Art+Arcade = FUN
ARTISTIC GEM IN THE HEART OF DOWNTOWN RIVER DISTRICT! This unique home is former 1930s gas station designed for entertaining and imagining. It is not just a rental; it’s an experience. Dream kitchen w/concrete countertops & steel island. Exceptional walkability: 1 block to main St; riverfront, farmers market, restaurants, brewery, paths & more! Loads of charm w/skylit ceiling, exposed brick/ductwork, custom mosaic shower, fenced patios. 412 game arcade, painting easel & NEW fireman's pole/loft!

Home in Cherry Valley
4.95 out of 5 average rating, 58 reviewsVictorian*4 poster King*Walk to village*A+ Kitchen
✔︎ Family friendly ✔︎ Fenced yard ✔︎ Generously equipped kitchen ★ "Everything you need and then some is within easy walking distance." ★ "The beds were comfy and there were thoughtful amenities throughout.” ➢ 1 min walk to restaurants, parks, bars, coffee, ice cream, mini grocery store & more ➢ Quiet neighborhood ➢ Onsite washer & dryer ➢ Piano & acoustic guitar ➢ DVDs & games ➢ Grill & outdoor dining ➢ Family owned and managed by longtime village residents ➢ Attentive and friendly hosts

Home in Rockford
4.93 out of 5 average rating, 41 reviewsBeautifully home with 5 bedrooms
Experience the ultimate vacation in this newly renovated 5-bedroom and 2-bath rental, perfect for families or groups of friends. Enjoy 4 king & 2 twin beds, a LUX eat-in kitchen, private yard, and a screened porch. This rental also offers on-site laundry and a 2-car garage attached to the property. Plus, pets are allowed so you don't have to leave your furry friends behind! Book your stay today and experience the ultimate getaway at this luxurious and well-appointed short term rental.

Home in Rockford
4.98 out of 5 average rating, 284 reviewsHidden Gem Spanish Style Villa
Ask about our special, Mon-Thurs, book 2 nights, get a 3rd free! Unique to Northern Illinois, this Spanish style Villa sleeps 10+ , boasts five patios, a Cantina, 7 ARCADES, HOT TUB, and many surprises you will find as you look at every turn to something unexpected. This property is filled with beautiful furnishings, featuring a balcony off of the upper level that boasts a 12 foot ceiling. Everything from two walk in showers, a jet tub and a hot tub for any level of self-care desired.

Home in Cherry Valley
4.9 out of 5 average rating, 31 reviewsLog Cabin Escape|King B|Hot Tub|Sauna|River Views
Welcome to your perfect getaway! Our house is ideal for couples, families, or small groups looking to escape the hustle and bustle of daily life and reconnect with nature. ★ Relax in Hot Tub ★ Rest in Sauna ★ Sleep - 3 Bedrooms, 5 beds ★ Gather around fire pit with family and friends ★ Rest peacefully in a 3 king-size beds ★ Watch your favorite shows on 4 Roku TV’s around house ★ Stay connected with fast Wi-Fi. ★ Play foosball tournaments ★ Hiking, fishing, kayaking.

Cottage in Roscoe
4.99 out of 5 average rating, 71 reviewsCottage with Pond at Hidden Creek Estates
Our Cozy Cottage on 60 forested acres offers 3 miles of manicured trails and fishing in a .5 acre pond. Stocked with brand new kitchen appliances, perfect for cooking meals. With 3 bedrooms and 3 full baths, 10 people can stay comfortably. It's the perfect escape for business or pleasure. Nearby, our cozy wine bar is open Wed-Fri (3 pm - 9 pm) and Sun (11 am - 5 pm) to the public. Inquire for one-room stays or check our other two Airbnbs options on the Estate.

Apartment in Rockford
4.94 out of 5 average rating, 522 reviewsUpscale 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.

Home in Rockford
4.95 out of 5 average rating, 63 reviewsBright at Home
You will be close to everything when you stay at this centrally-located home. Walking distance to shopping plaza that features restaurants, fitness center, Dunkin donuts, and shops. Less than a mile to grocery store and gas station. Main bedroom with Queen Bed and 2 dressers. Second Bedroom with Queen and Twin beds. Livingroom features couch, chairs, and twin futon. BBQ available summer months only. Ranch home with Stairs for entry and stairs to laundry.

Home in Rockford
4.93 out of 5 average rating, 14 reviews3 Bedroom's River house with great views
This unique property offers three bedrooms, two and half bath is located on the Rock River with stunning views. All the amenities are upper end and you will feel right at home. Unwind in the whirlpool in the master suite, enjoy an open kitchen and relax on the large deck overlooking the river, sunsets and much more. Take walks around the neighborhood on national avenue and bring the whole family to this great place with lots of room for fun.

Home in Rockford
4.97 out of 5 average rating, 181 reviewsBusiness 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.
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Other great vacation rentals in Winnebago County

Home in Rockton
5 out of 5 average rating, 61 reviewsThe River House in Historic Rockton Illinois

Apartment in South Beloit
4.96 out of 5 average rating, 94 reviewsGreat private apt space with driveway parking

Farm stay in Rockton
4.91 out of 5 average rating, 64 reviewsFarmhouse in Rockton Sleeps 12-14

Home in Rockford
4.67 out of 5 average rating, 12 reviewsThe right house for you!

Condo in Rockford
4.74 out of 5 average rating, 86 reviewsCute and Cozy. Safe, clean and quiet. Sam.

Home in Loves Park
4.92 out of 5 average rating, 74 reviewsA Traveling Executive's Home Away From Home!

Home in Machesney Park
4.89 out of 5 average rating, 44 reviewsSpacious! Families or work travelers! Fast Wi-fi.

Apartment in Rockford
4.84 out of 5 average rating, 50 reviewsBreeze in the City
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