
House holiday rentals in Cherry Valley
Find and book unique houses on Airbnb
Top-rated house rentals in Cherry Valley
Guests agree: these houses are highly rated for location, cleanliness and more.

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.

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.

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+!

Beautiful Craftsman Style Home w/ Fenced Yard
Enjoy your stay in this beautifully remodeled Craftsman Style Home. Rich with the character of an abundance of wood trim and paneled ceilings, this home is the perfect place for a relaxed, stress free, memorable stay. Complimentary coffee, tea, and bottled water are included. Other amenities include a bike path, private parking, a fenced yard, use of a grill and laundry. Less than a mile away from the revitalized city of Beloit WI, you will have many options for places to eat and things to do!

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

Pets-Sleeps 7- Event Room Rochelle
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 HotTub
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.

beautifully restored bungalow | 2 queen beds
Our meticulously restored bungalow blends historic charm with modern comfort. If you love the character of older urban neighborhoods, you'll feel right at home here. If you prefer a newer suburban setting, our home may not be the best fit. Enjoy a cup of pour-over coffee, then curl up with a good book from our curated library. This gem features: • Fenced yard • Modern kitchen • Tranquil bedrooms • Pour-over coffee supplies • Luxurious bathroom • Cozy, thoughtfully designed interiors

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.

Riverside Cabin With Hot Tub & Sauna
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.

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 house rentals in Cherry Valley
House rentals with a pool

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

Grand 1800s Victorian Gem: Updated/by Downtown

Home away from Home

Mulford Complex Private Estate • Spa & Pool

Andy's House *hot tub* *arcade* *theatre*

Skip & Reed's River Retreat

Cozy cabin getaway near Lake Como and Lake Geneva

Treetop Lakehouse at Abbey Springs
Weekly house rentals

Mid-Term Ready | 4BR Home, Fast WiFi, Pet-Friendly

* Travelers Sanctuary 2bed 2bath unit-sf home

Country charmer 1885 vintage farmhouse near NIU

The Main Event Game House on the Huntley Square!

Luxury & Comfort in a Large Home

Beautiful 3 Bedroom 2 bath home in Loves Park

Game Room with a 4 Bedroom House

Duplex with Dual Kitchen & Living Rooms 2K/3Q Beds
Private house rentals

Spacious & charming home. Centrally located.

Safe perfect location near everything, 3+ bedrooms

TheCreekHouse: 5BR Sanctuary w/ Sunroom & Games

1920s 6bd Cottage | Hot Tub | Game Room | Fire Pit

Designer Home - King Suite, Game Room, Hot Tub

Charming Pet-Friendly Rockford Escape

Downtown Historic Haight Village Villa

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





