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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Top Guest favourite
A well-lit dining area displays a long white table surrounded by wooden chairs with green cushions. A large abstract art piece is centered on the wall, complemented by light streaming through the windows. Hardwood floors are accented by a soft area rug beneath the table.
Apartment in Rockford
4.94 out of 5 average rating, 139 reviews

Hip-N-Colorful Prospect Smoke Free

Excited to offer this space to travelers! We have fun with some color. Queen bed in the first bedroom, XL twin beds in the back bedroom. Great location! Close to stylish, revitalized downtown Rockford with terrific restaurants, night life, shops, and galleries. Upper unit in vintage 4 family with long term tenants below and I live in the other upper. Absolutely no parties. Only registered guests. No smoking inside or outside on the property. Violation results in $500 cleaning fee/poor review

Guest favourite
Two decorative stone lion statues are positioned at the entrance of the brick home. The lion on the left is seated, facing forward, while the one on the right is slightly turned. The front porch features a textured concrete step and a surrounding garden with greenery.
Home in Rockford
4.89 out of 5 average rating, 251 reviews

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.

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, 80 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

Guest favourite
A dining area features a wooden table surrounded by six light-toned chairs. Natural light enters through sliding glass doors, which lead to a patio. A small side table holds a decorative item, and a painting hangs on the wall, adding visual interest.
Apartment in Rockford
4.84 out of 5 average rating, 126 reviews

Splash of Swedish in an Exposed Basement Apartment

Nestled in a family friendly neighborhood, this lower unit with private entrance, offers a quiet stay with friendly neighbors. Fast Wi-Fi and Television with a Peacock subscription are provided. Located near highway 20 offers easy access to the airport and highways 39 and 90. The home is 4 min away from Atwood Park, providing miles of scenic hiking and a rescued bird aviary. A 13 min drive gets you to downtown Rockford with numerous shops, museums, restaurants and views of the Rock River.

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
4.98 out of 5 average rating, 408 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.

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
4.96 out of 5 average rating, 104 reviews

Look at the reviews! Julie's House on Main

Super Clean, Quiet and Cozy! Pet friendly... 🐾 🐕 ❤ 🐶 (Applicant + Fee required) 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!

Guest favourite
A welcoming living area features a green sofa and a striped armchair, accompanied by a modern white chair. A coffee table stands on a patterned area rug with swirling designs. Natural light enters through a window, while wall art and a framed movie poster enhance the decor.
Apartment in Rockford
4.89 out of 5 average rating, 128 reviews

Fun Retro Apartment in Downtown Rockford

Close to all the action, you are steps away from top restaurants, night life, theaters, sports and the river. Freshly updated space with an extra touch of all things we love 80's, you will find an Atari 5200 with favorites like Pac Man along with your favorite VHS tapes like Breakfast Club and Sixteen Candles. We have a dedicated work area in second bedroom. Great for a quick trip or long work stay. Located steps from Abreo Restaurant, all guests receive 10% discount during stay

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
4.96 out of 5 average rating, 151 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.

Top Guest favourite
A cozy living area features two armchairs and a sofa, complemented by a rustic coffee table. Simple artwork adorns the walls, while light filters through the blinds. A small dining table sits nearby, and a plant adds a touch of greenery to the space.
Apartment in Rockford
4.97 out of 5 average rating, 160 reviews

Stylish 1854 Artist’s Qtrs: Walk to Sports Factory

Creativity - - that elusive, mysterious talent we all admire. Years ago, the Artist’s Quarters was the creative think tank of just such a genius. For decades the rooms were filled with the artist’s works, thoughts and borderline crazy energy. Now, the New Artist’s Quarters has become a re-imagining of the creative genius’s studio. It’s an environment designed for you, filled with art and objects that will inspire your creative soul. Recharge yourself in our Artist’s Quarters.

Superhost
A cozy living area features wooden paneling and large windows letting in natural light. A sectional sofa is positioned comfortably, with decorative pillows adding a personal touch. A television is mounted on the wall opposite the seating, enhancing the inviting space.
Guesthouse in Cherry Valley
4.6 out of 5 average rating, 5 reviews

Cherry Valley Catch & Cozy

Take it easy at this unique and tranquil getaway. Enjoy cooking on a 1900’s six-burner stove. 5 minutes away from The Hard Rock Casino, The Cherry Valley Mall, and Six Flags Hurricane Harbor. Enjoy the Anderson Japanese Gardens or take a hike at the Rock Cut State Park or enjoy a 3 minute walk to Bowman Park. Enjoy taking a stroll through the Espenscheid Forest Preserves. If you don’t feel like going out, stay in and fish all day, grill on the patio. Welcome to Cherry Valley!

Top Guest favourite
A spacious family room is illuminated by natural light from large windows. Comfortable seating includes a sectional couch and armchair, while a coffee table sits atop a decorative area rug. A large flat-screen TV is mounted on the wall, and access to the private deck is visible.
Apartment in Rockford
4.98 out of 5 average rating, 66 reviews

Charming Ranch-Style Apartment. Modern Amenities

Welcome to your perfect home away from home, the Gem of Sandra Lane. Whether you're here for a family vacation or a business trip, this apartment has everything you need to feel at ease. Relax in the large family room or private deck and sleep tight on the king-sized bed in the master bedroom. This apartment also features a beautiful kitchen with brand new Kitchen-Aid appliances. It also offers easy access to all of Rockford's top attractions, dining, and shopping.

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, 206 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