
House holiday rentals in Cherry Valley
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Top-rated house rentals in Cherry Valley
Guests agree: These houses are highly rated for location, cleanliness and more.

Golf Simulator • Hot Tub • Arcade • Massage Room
Welcome to the Golfer's Retreat & Arcade, where relaxation & excitement await! Indulge in a few rounds on our golf simulator, perfect for honing your skills or simply enjoying a friendly competition. Then, treat yourself to some well-deserved rest & rejuvenation in our massage chairs, melting away the stress of the day. Immerse yourself in the free-play arcade, where endless entertainment awaits. Get ready for an unforgettable experience for the whole family. Pet fee $50/night per dog-max 2 dogs

Charming 1930s "Kinsey Farms" Cottage
Your family will be close to everything when you stay at this centrally-located place. Easy highway access and less than 10 minutes from downtown - all the fun Rockford has to offer! Located on a quiet, dead end street. Walk to the playground at Ken-Rock park! Several stores/restaurants nearby. One hour drive to Chicago O'Hare airport, and only 3 miles from Rockford Intl Airport. Lots of recreation in the area including Rock Cut State Park, Anderson Japanese Gardens, and Klehm Arboretum. LGBTQ+!

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.

Historical Riverfront Mansion: Serenity+Location
This house was built in 1916 and has recently been beautifully renovated. This property was once considered one of Rockford's Mansions because of its large accommodating 3 story size. Come enter the tranquility that this property provides from its riverside views to its endless entertainment possibilities. The moment you drive through the gates and down the tree lined driveway; you know that you have been transferred to a private retreat where you can relax from the city. Inquire for 10+ guests.

BoutiqueVictorian*FamilyFriendly*VillageEats&Parks
✔︎ 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

Sanctuary Woodland Guest House!
Our guest house is located on a picturesque 5 acres, next to a woodland forest. We also run a bird sanctuary on the property, Georgia's Place Bird Sanctuary, which makes this a paradise for an animal lover! We are happy to give guests a tour of our sanctuary. There is a large deck and fire pit for an enjoyable evening, and a walking trail for wildlife enthusiasts! We kindly ask guests not to bring meat onto the property as we are running a sanctuary that promotes compassion for all animals.

Event Room & Pool available, Pets Free
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!

Adults-only Red Room retreat with hot tub
Adults-only private getaway on the Rock River with a hot tub, patio, and one-of-a-kind Red Room experience. Perfect for couples wanting privacy, comfort, and something more adventurous than a typical stay. Relax with a scenic river view, enjoy the hot tub, then explore a playful adult-themed space with a St. Andrews Cross, swing, Sybian, and more. Designed for birthdays, anniversaries, date nights, or a private weekend that feels secluded, romantic, unforgettable, and anything but ordinary.

HD Jameson House at River’s Edge
Nestled on the Rock River, the HD Jameson House, a National Historic Register gem, blends historic charm with modern amenities. Enjoy river views and with quaint shops and restaurants exploring the Village of Rockton is a perfect family-friendly retreat. This haven is surrounded by nature but close to numerous attritions, ideal for a romantic getaway or peaceful escape. The HD Jameson House offers a heavenly retreat, blending past beauty with present allure for everyone in the family.

Mid-Term Ready | 4BR Home, Fast WiFi, Pet-Friendly
Looking for a far away vacation? Or how about a home right next to home? Welcome to our Rockford AirBnB! Even Chicago is within reach when you stay- busses route between Rockford and Chicago every few hours. Shop at Cherry Valley Mall, explore and dream with the koi at Anderson’s Japanese Gardens, get water thrills at Hurricane Harbor Rockford, or even take a nature expedition at Rock Cut State Park! All within 10 miles or less! “Book instantly now and guarantee your stay!!

Your home away from home
Fully remodeled 1940's Cape Cod style house with entertainment, office and sun room. Conveniently located in the heart of Rockford this stylish home is close to shops, restaurants and downtown attractions. It has three bedrooms and two full bathrooms, with an desk in the bedroom of the first floor. The high speed wifi internet, roku ultra and xbox console can make your stay even more enjoyable. Be your own chef in the fully equipped kitchen with new appliances

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 house rentals
House rentals with a pool

Lake Geneva Home w/ Pool near the Lake!

Newly Updated Modern Lake Condo

Treetop Lakehouse at Abbey Springs

Grand 1800s Victorian Gem: Updated/by Downtown

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

Private Inground Pool Hot Tub

Geneva Grove | Pool, Dog Friendly, Sleeps 8

Abbey Springs Game Home with Golf Cart
Weekly house rentals

* Travelers Sanctuary 2bed 2bath unit-sf home

Luxury & Comfort in a Large Home

Your Home Away from Home in RKF pet friendly

Spacious & charming home. Centrally located.

Relaxing Rockton Residence

Spacious 3BR w/ Game Room, yard, central Rockford

The River House

Entire House-Cozy 1-bedroom w/parking (driveway)
Private house rentals

The Gurler House

Whispering Woods Estate-relax, recharge, connect

Phoenix House | Firepit & Big Backyard TV Room

Charming Pet-Friendly Rockford Escape

Ann's Place

Luxury Condo | King Bed | 2BR 2BA | Great Location

Safe perfect location near everything, 3+ bedrooms

Pool Table Fun and Fire Pit Relax
Destinations to explore
- Chicago Holiday rentals
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- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Lake Geneva Public Library
- Lake Geneva Ziplines & Adventures
- Lake Geneva Cruise Line
- Chicago Premium Outlets
- Rock Cut State Park
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Alpine Valley Music Theatre
- Nicholas Conservatory And Gardens
- Cantighy Park
- Big Foot Beach State Park
- Discovery Center Museum





