
House holiday rentals in Cherry Valley
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Top-rated house rentals in Cherry Valley
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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
4.98 out of 5 average rating, 105 reviews
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.
4.95 out of 5 average rating, 116 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.
4.9 out of 5 average rating, 282 reviews
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!
4.97 out of 5 average rating, 141 reviews
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
4.94 out of 5 average rating, 109 reviews
* Travelers Sanctuary 2bed 2bath unit-sf home
Two bedroom, two bath entire first-floor of a single family home. 1350 sq ft. Self check-in. Central Air. Parking in driveway. Host lives in lower unit, separate entrance. 1-acre, wooded backyard. 4 mi to I90/39-Exit Rockton Rd. 11 mi N of Rockford 7-8 minute drive to forest preserves, grocery. Ideal for biz class guests, couples. Safety issues for children under 8 years. Share a bit about yourself, why in the area, who you are traveling with & that you read & agree to "House Rules".
4.99 out of 5 average rating, 326 reviews
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!
4.96 out of 5 average rating, 155 reviews
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.
5.0 out of 5 average rating, 155 reviews
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
4.91 out of 5 average rating, 127 reviews
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.
4.97 out of 5 average rating, 117 reviews
Log Cabin Retreat 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.
4.83 out of 5 average rating, 109 reviews
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
4.95 out of 5 average rating, 115 reviewsPopular amenities for house rentals in Cherry Valley
House rentals with a pool

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD
4.95 out of 5 average rating, 122 reviews
Grand 1800s Victorian Gem: Updated/by Downtown
4.9 out of 5 average rating, 101 reviews
Home away from Home
4.93 out of 5 average rating, 174 reviews
Mulford Complex Private Estate • Spa & Pool
4.92 out of 5 average rating, 60 reviews
Skip & Reed's River Retreat
5.0 out of 5 average rating, 53 reviews
Cozy cabin getaway near Lake Como and Lake Geneva
4.98 out of 5 average rating, 49 reviews
Newly Updated Modern Lake Condo
5.0 out of 5 average rating, 66 reviews
Treetop Lakehouse at Abbey Springs
5.0 out of 5 average rating, 16 reviewsWeekly house rentals

Sanctuary Woodland Guest House!
4.95 out of 5 average rating, 219 reviews
Charming 1930s "Kinsey Farms" Cottage
4.92 out of 5 average rating, 112 reviews
Country charmer 1885 vintage farmhouse near NIU
4.91 out of 5 average rating, 274 reviews
Mid-Term Ready | 4BR Home, Fast WiFi, Pet-Friendly
4.96 out of 5 average rating, 114 reviews
The Main Event Game House on the Huntley Square!
4.96 out of 5 average rating, 183 reviews
Luxury & Comfort in a Large Home
4.8 out of 5 average rating, 15 reviews
Beautiful 3 Bedroom 2 bath home in Loves Park
4.95 out of 5 average rating, 38 reviews
Duplex with Dual Kitchen & Living Rooms 2K/3Q Beds
4.86 out of 5 average rating, 21 reviewsPrivate house rentals

Arden Garden Stay-Near Japanese Garden
4.94 out of 5 average rating, 18 reviews
Safe perfect location near everything, 3+ bedrooms
4.97 out of 5 average rating, 62 reviews
Designer Home - King Suite, Game Room, Hot Tub
5.0 out of 5 average rating, 23 reviews
Downtown Historic Haight Village Villa
4.98 out of 5 average rating, 63 reviews
Charming Pet-Friendly Rockford Escape
5.0 out of 5 average rating, 68 reviews
Phoenix House | Firepit & Big Backyard TV Room
4.84 out of 5 average rating, 67 reviews
1920s 6bd Cottage | Hot Tub | Game Room | Fire Pit
4.91 out of 5 average rating, 46 reviews
Spacious family home, Hot tub
5.0 out of 5 average rating, 18 reviewsDestinations to explore
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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





