1. USA
  2. Illinois
  3. Rockford
  4. Cherry Valley
  5. Rentals by Owner

Cherry Valley Rentals by Owner

7.5 (500 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly

Why Choose Rent By Owner for your Cherry Valley vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Cherry Valley

When should you plan your Rentals by Owner stay?

Timing your visit to this charming area can enhance your experience, so consider planning your vacation during the local shoulder seasons when rental options are plentiful and guest rates are often more affordable.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination experiences higher demand as travelers enjoy warm weather and outdoor activities. Booking your rental by owner in this period ensures a vibrant experience amid the region's lively atmosphere.

Average Temperature Daytime: Low 80s°F - Nighttime: Mid 60s°F
autumn
Fall (September to November)

Autumn is another peak season when visitors flock to enjoy the scenic views and milder temperatures. Securing your rental early guarantees a comfortable stay during this colorful time of year.

Average Temperature Daytime: Upper 60s to 70s°F - Nighttime: Lower 50s to 60s°F

Off-Season Highlights

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Winter (December to February)

The winter months see fewer visitors, providing a quieter retreat for those seeking tranquility. It’s an ideal time to find affordable rentals by owner and enjoy the region at a slower pace.

Average Temperature Daytime: High 20s to 30s°F - Nighttime: Below 20°F
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Early Spring (March to May)

Before the peak spring rush, early spring offers a peaceful setting perfect for relaxed getaways. Booking in advance allows you to enjoy the emerging beauty of the area without the crowds.

Average Temperature Daytime: Mid 40s to 50s°F - Nighttime: Low 30s to 40s°F

Weekly Weather Forecast for Cherry Valley

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining areas perfect for alfresco meals in the region’s pleasant weather.
  • Take advantage of spacious yards or gardens that offer privacy and relaxation amidst natural surroundings.
  • Make use of outdoor grilling stations to host cookouts during your stay.
  • Relax in a private patio or porch area to unwind after your day’s adventures.
  • Access outdoor recreational facilities such as fire pits or seating areas to enhance your experience.
  • Explore nearby walking paths or trails directly accessible from your rental, ideal for outdoor enthusiasts.
  • Utilize available water features like ponds or small lakes, creating a peaceful setting for your visit here.
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Family Activities

  • Discovery Center Museum: Kids and families can explore hands-on science exhibits that make learning fun in this family-friendly attraction close to the region.
  • Rockford Park District: Enjoy outdoor activities such as picnicking, playground visits, and nature walks in scenic parks throughout the area.
  • Casper Bluff Landing: Take a relaxing stroll along the scenic trails with views of the river, perfect for family outings and appreciating nature’s beauty.
  • Anderson Japanese Gardens: Discover tranquility and cultural elegance at this beautiful garden, offering a peaceful retreat for families seeking outdoor relaxation nearby.
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Adult Activities

  • Golfing at the Cherry Valley Country Club: Enjoy a relaxing day on the golf course, perfect for honing your skills or just unwinding amidst scenic surroundings.
  • Exploring the Midway Village Museum: Discover local history and culture through engaging exhibits and preserved historic buildings right here in the region.
  • Fishing and boating on the nearby lakes: Experience outdoor recreation by casting a line or paddling through serene waters in the area’s well-maintained lakes and waterways.
  • Walking tours of Rockford's parks and nature preserves: Take a leisurely stroll through lush green spaces and immerse yourself in the natural beauty that defines this destination.

Other Places to Stay in Cherry Valley, IL

The Cherry Bowl
Competition Grand Prix
CherryVale Mall
Quilter's General Store
Pepper Creek Gift & Flower Shop
Elliot Park Skate Park
Earl F. Elliott Park & Golf Course - 18 Hole
Butler Park
Newburg Village Golf Course - 9 Hole
Fisher Park
Baumann Park & Lake

Cherry Valley Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local attractions and outdoor activities: Take advantage of the area's natural beauty by visiting parks and trails, making your stay more memorable and active.
  • Connect with your rental host: Engage with your owner to get personalized recommendations and insider tips for discovering hidden gems nearby.
  • Plan ahead for amenities: Ensure your accommodation has all the essentials you need for a comfortable stay, simplifying your visit here.
  • Utilize nearby dining options: Sample local cuisine at nearby eateries or prepare meals in your rental’s kitchen to enjoy authentic flavors during your trip.

Transportation Options

  • Rockford Transit System: This local bus service offers convenient routes around the region, making it easy for you to explore the area without a car.
  • Rental Car Services: Major providers are available nearby, providing flexible transportation options to comfortably visit Cherry Valley and its attractions.
  • Taxi and Ride-Sharing Services: Reliable taxi companies and ride-sharing apps offer quick, on-demand rides throughout the destination for effortless travel.
  • Local Shuttle Services: Some accommodations and nearby airports provide shuttle services, offering seamless transfers within the region to suit your schedule.

Local Customs Options

  • Community Gatherings: Local events in the area often center around seasonal festivals and fairs that celebrate the region’s rich heritage and foster community spirit.
  • Respect for Nature: Residents here value outdoor preservation, with customs emphasizing environmental stewardship during activities like park visits and local outings.
  • Historical Appreciation: The region takes pride in its history, reflected in traditions that honor historic sites and local landmarks through celebrations and educational programs.
  • Guests are welcomed warmly, with a strong emphasis on politeness and friendliness that reflect the area's close-knit community values.

Frequently Asked Questions About Cherry Valley Rentals by Owner

1. What are the top vacation rentals in Cherry Valley?

2. How many Rentbyowner vacation rentals are available in Cherry Valley?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 11 in the Cherry Valley area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Cherry Valley. 

3. What is the cancellation policy for rental by owner accommodations in this region?

Cancellation policies vary depending on the individual listing. You should check the specific rental's cancellation terms before booking, as they are detailed in the listing and may include conditions for refunds or rescheduling.

4. How do I inquire about additional amenities or special requests for a rental property?

You can contact the property owner directly through the Rent By Owner platform to ask about amenities, special requests, or any other questions to ensure the accommodation meets your needs.

5. Are there any house rules I should be aware of when staying at a rental by owner here?

House rules are set by each owner and are typically listed in the property details. It's recommended to review these rules prior to booking and contact the owner if you have any specific concerns or questions.

6. What should I do if I encounter issues during my stay?

If you experience any problems during your stay, contact the property owner through the platform promptly. They are responsible for addressing concerns related to the rental to ensure a comfortable experience.

7. How can I verify the credibility of a rental listing in this area?

All verified rentals on Rent By Owner are reviewed for authenticity. Be sure to read reviews from previous guests and communicate directly with the owner to confirm details before finalizing your reservation.