Cherry Valley holiday lettings

We found 107 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Cherry Valley to find one that's perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll have the amenities that you expect and more, including air conditioning and Wi-Fi. No matter what you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

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The natural setting of Cherry Valley is ready to explore

The area's festivals and entertainment are just some of the reasons to come on holiday to Cherry Valley. This city's golfing, ice skating and parks draw many visitors. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Cherry Valley

Are you looking for attractions to see while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Cherry Valley a fun place to get away to. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Hurricane Harbor Rockford (1.2 mi / 1.9 km)
  • Earl F. Elliott Park & Golf Course - 18 Hole (2 mi / 3.2 km)
  • Newburg Village Golf Course - 9 Hole (1.4 mi / 2.3 km)
  • McEachran Homestead Winery (11.6 mi / 18.6 km)
  • Pepper Creek Gift & Flower Shop (1.5 mi / 2.4 km)
  • Quilter's General Store (1.8 mi / 2.9 km)

Exploring the natural features in Cherry Valley

Whether you're an outdoor enthusiast or just want to take in the scenery, Cherry Valley is a great place to spend some time outside. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Earl F. Elliott Park & Golf Course - 18 Hole (2 mi / 3.2 km)
  • Kishwaukee River Forest Preserve (3.9 mi / 6.3 km)
  • Blackhawk Island (7.9 mi / 12.7 km)
  • Klehm Arboretum & Botanic Gardens (8.5 mi / 13.8 km)
  • Pearl Lake (17.5 mi / 28.1 km)
  • Baumann Park & Lake (0.4 mi / 0.6 km)

Transport options to and around Cherry Valley

The nearest airport is in Rockford, IL (RFD-Greater Rockford), located 8 mi (12.9 km) from the city centre.

Frequently asked questions

What is the best area to stay in Cherry Valley when booking a holiday rental?
When considering a holiday rental in Cherry Valley, Illinois, a popular area to stay is near the charming downtown region. This area offers a selection of properties that cater to a variety of preferences, from cosy cottages to spacious family homes. Staying here provides easy access to local amenities and eateries, ensuring that guests can enjoy a taste of the local culture.

Additionally, the nearby CherryVale Mall is a popular attraction, superb for shopping enthusiasts looking to indulge in some retail therapy. For those who appreciate the outdoors, the lovely parks in the vicinity, such as the scenic Johnson Park, offer opportunities for leisurely strolls and picnics.
How much does it cost to rent a holiday home in Cherry Valley?
Prices for holiday rentals in Cherry Valley vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Cherry Valley to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Cherry Valley holiday house rentals?
You can find great discounts on house rentals in Cherry Valley on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay holiday rentals in Cherry Valley?
A long-stay holiday rental in Cherry Valley is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Cherry Valley holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Cherry Valley with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
When is the best time to visit Cherry Valley for a holiday rental?
The best time to visit Cherry Valley for a holiday rental is during the summer months, particularly in July, when the area is bustling with activity. This peak season, running from June to August, invites travellers to enjoy a range of outdoor activities, from hiking in the nearby parks to exploring local festivals that celebrate the vibrant community spirit.

In July, you can expect warm temperatures, typically between 20 to 30 degrees Celsius, creating ideal conditions for outdoor exploration and relaxation. Whether you're picnicking in the parks or enjoying leisurely strolls around the charming town, the summer atmosphere is both lively and inviting.

For those considering a more budget-friendly option, November presents a wonderful opportunity to experience Cherry Valley's serene beauty. During this low season, the crowds thin out, allowing you to enjoy the peaceful surroundings and perhaps catch the stunning autumn foliage without the hustle and bustle of summer tourists.
How early should I book a Cherry Valley holiday rental?
Book your Cherry Valley holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Cherry Valley?
In Cherry Valley, visitors can enjoy a range of attractions that highlight the area's natural beauty and community spirit. The Cherry Valley Park District offers several parks, including the impressive Cherry Valley Township Park, where families can enjoy walking trails, picnic areas, and playgrounds.

For those interested in shopping and dining, the nearby Cherryvale Mall provides a variety of retail options and eateries, suiting diverse tastes.

Additionally, the area is close to the scenic landscapes of the Kishwaukee River, which is great for outdoor activities such as fishing and kayaking. Nature enthusiasts can also explore the surrounding forests and trails, ideal for hiking and appreciating the local flora and fauna.
Can I change or cancel my Cherry Valley home rental booking on Vrbo?
To find Cherry Valley holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Cherry Valley holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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