Holiday houses in Cherry Valley

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Top-rated holiday rentals in Cherry Valley

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

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Guest favourite
An inviting living area features a deep blue sofa and two gray armchairs arranged on a patterned rug. A low coffee table sits in front, while a large TV is mounted on the exposed brick wall. Natural light flows through the skylight above.
Loft in Rockford
4.94 out of 5 average rating, 149 reviews

Franklin's Urban Retreat in the heart of downtown

Live the urban city life in this centrally located loft designed with tons of local art and custom built furnishings. Our loft of is an open floor plan with tall exposed ceilings and brick. Have fun playing our full size retro Arcade and slot machine. And when ready to sleep, you are gonna LOVE the Saatva mattress. Located right in the middle of all the downtown action surrounded by the best restaurants and activities. Located above Abreo Restaurant, all guests receive 10% discount during stay

Top Guest favourite
The exterior of a charming two-story house is presented, featuring blue siding and a welcoming front porch. Lush green grass surrounds the home, with flower beds adding a touch of color. The neighboring trees and vintage street lamp create a peaceful, suburban atmosphere.
Home in Cherry Valley
4.95 out of 5 average rating, 85 reviews

Victorian*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

Top Guest favourite
The living area features two sofas adorned with colorful cushions, complemented by a wooden coffee table at the center. Soft lighting is provided by two wall sconces and a floor lamp. A patterned area rug adds warmth to the space, with sheer curtains framing the windows.
Home in Cherry Valley
5 out of 5 average rating, 54 reviews

Cozy house in Cherry Valley

This 2 bdrm house w queen beds has seasonal touches with a 1950s feel on the countryside. Its just blocks away from parks, town, & forests. The township sits next to SE side of Rockford. If you are coming to work or visit, this house is perfect becuz its near, but, quiet & private. Fast wifi business needs. Deck in back, basement gym & laundry rm. It is pin clean. No pets allowed. Safe bike paths, at Bauman Pk, boat & kayak launch, tennis, jogging, gazebos, benches, town w pubs & resturants.

Top Guest favourite
A cozy bed is adorned with a decorative pillow featuring the phrase 'Be Our Guest.' Fresh flowers in soft hues add a touch of elegance, while a bedside lamp provides warm illumination, creating a welcoming sleeping space.
Home in Rochelle
4.97 out of 5 average rating, 116 reviews

Julie's Home, Event Room & Free Pet Stay, Cozy

Super Clean, Quiet & Cozy! 🐕Pet friendly 🙂Event Room Available -Ask!! (Additional fee ) 90 mi to Chicago! 2 hrs to the Dells! 5 min west of Hwy 39/51 15 min to NIU 45 min to Rockford Walking and bike trail nearby! Beautiful home! Super clean! Monday-Sat check: 3 PM Sunday Check-In: 5 PM Our eight-jet power shower will relax those tired muscles after a full day of activity. A soak in our modern,free-standing tub will sooth and your worries away. A well stocked kitchen awaits you!

Top Guest favourite
A spacious outdoor area features a fire pit surrounded by seating. In the background, a large barn with a green and white exterior is visible, set against a serene landscape of lush grass and trees.
Farm stay in Cherry Valley
4.97 out of 5 average rating, 420 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.

Guest favourite
A single-family home features a covered entrance with a red door, framed by several windows. The façade is clad in neutral siding, while a grassy area surrounds the house, partially covered in snow. Leafless trees are visible in the foreground.
Home in Rockford
4.79 out of 5 average rating, 78 reviews

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.

Top Guest favourite
A welcoming living area features a blue sofa adorned with a white throw, paired with a glass coffee table. A patterned rug adds warmth to the hardwood floor. Natural light filters in through window blinds, illuminating the decorative artwork on the wall.
Apartment in Rockford
4.96 out of 5 average rating, 55 reviews

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.

Top Guest favourite
A charming brick building, enveloped by lush greenery, features a welcoming entrance with a secure door. Large windows framed by ivy provide warmth to the facade. Flower beds with colorful plants offer a touch of vibrancy along the pathway leading to the front door.
Apartment in Edgewater
4.95 out of 5 average rating, 168 reviews

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.

Guest favourite
The living room is characterized by polished hardwood floors and warm wood accents. A brick fireplace is centered against the wall, flanked by large windows covered with light drapes. Comfortable seating includes a dark leather armchair and a gray sofa, complemented by glass-top tables.
Apartment in Rockford
4.9 out of 5 average rating, 193 reviews

Perfect Comforts of Home away from Home.

Perfect for traveling professionals or guests who are in town for sport events or other family/social events. . The apartment is newly remodeled and upgraded with the charm and comfort of home on a quiet neighborhood street. The apartment has all the amenities of home. Conveniently located near Swedish American Hospital, University of Illinois School of Medicine, and UW Sports Factory. 15 minutes from MercyHealth Sports Core 2. 10 minutes Chicago/Rockford International Airport.

Top Guest favourite
The welcoming front porch features a cozy table and two chairs set on a wooden deck. A hanging flower basket adds a touch of color. The surrounding area is landscaped with green plants and flowers, creating a pleasant entryway to the home.
Cottage in Winnebago
4.95 out of 5 average rating, 56 reviews

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.

Guest favourite
A spacious master bedroom features a wooden bed with a white coverlet, accompanied by nightstands with lamps. Natural light enters through window blinds, illuminating the room's wooden flooring. A comfortable seating area is also visible, creating a relaxing space.
Home in Rockford
4.94 out of 5 average rating, 71 reviews

Clean & bright ranch home. 5 Min to downtown

Traveling with family or on business relax in this two bedroom ranch home in a quiet neighborhood centrally located in Rockford Illinois. Just minutes from several gardens, river path, restaurants, golfing, and downtown attractions. Fully equipped kitchen with new appliances. High speed internet and Roku TV ready for your streaming services. Both bedrooms have work desks. Many starter essentials. Check In Monday - Saturday 4pm. Check In Sundays is 6pm.

Top Guest favourite
The front of a cape cod style home is shown, featuring a welcoming porch with white railings and hanging flower baskets. The house is surrounded by well-maintained green grass and lush shrubs, with two gabled dormers on the roof adding character.
Home in Rockford
4.98 out of 5 average rating, 219 reviews

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.

Popular amenities for Cherry Valley holiday rentals