Discover Your Perfect Cherry Vacation Homes

Cherry Pet Friendly Vacation Rentals

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7.8 (382 Reviews)
Hotel
Best Western Oglesby Inn
  • Air Conditioner
  • Parking
  • Pet Friendly
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Cherry Large Vacation Homes

10.0 (14 Reviews)
House
3 min to Starved Rock and 1 block from downtown.
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
View Availability
See More Family Vacation Rentals in Cherry on FVR

Why Choose Rent By Owner for your Cherry Vacation Rental Homes?

What makes our Vacation Rentals 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

When should you plan your Vacation Rentals stay?

To make the most of your stay, consider visiting during the region's peak seasons when the weather enhances outdoor activities and local events, offering an authentic experience in this charming destination.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, you can enjoy the pleasant weather and vibrant natural scenery, making it an ideal time to explore the area comfortably.

Average Temperature Daytime: 75°F - Nighttime: 55°F
autumn
Early Fall (September to October)

This season offers cooler temperatures and colorful foliage, providing a picturesque backdrop for your stay in the region.

Average Temperature Daytime: 70°F - Nighttime: 50°F

Off-Season Highlights

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Mid Winter (December to February)

You might experience colder weather and fewer outdoor activities, but the peaceful ambiance makes it a quiet time to unwind in the area.

Average Temperature Daytime: 35°F - Nighttime: 20°F
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Late Summer (August)

Although summer is generally popular, late August tends to see fewer visitors, offering a more relaxed experience with still warm temperatures.

Average Temperature Daytime: 78°F - Nighttime: 58°F

Weekly Weather Forecast for Cherry

How to Book Your Cherry Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Cherry

More Top-Rated Vacation Rentals in Cherry Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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

  • You can enjoy a private outdoor space with a patio or deck to relax and unwind.
  • Many properties feature access to a scenic backyard or garden area ideal for outdoor gatherings.
  • Expect options for outdoor dining, including picnic tables or barbecue grills for alfresco meals.
  • Some vacation rentals offer a fire pit perfect for cozy evenings under the stars.
  • Look for properties with outdoor sports amenities such as basketball courts or volleyball nets.
  • You might find a swimming pool or hot tub to enjoy during your stay in this part of Illinois.
  • Many rentals provide direct access to nature trails or nearby parks for outdoor adventures.

Top Attractions Around Cherry

What attractions are nearby?

In this charming area, you can enjoy a variety of outdoor activities such as fishing, hiking, and exploring local parks, all just moments from your Cherry, Illinois, USA vacation rental.

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Family Activities

  • Cherry Creek Park: Discover a perfect outdoor escape where your family can enjoy picnicking, playground fun, and scenic nature walks amidst the natural beauty of the region.
  • Local Farmers Market: Experience a charming local market that offers fresh produce and handcrafted goods, providing a delightful shopping experience for families visiting this destination.
  • Community Events and Festivals: Participate in seasonal festivals and community gatherings that bring families together through entertainment, games, and cultural activities.
  • Nature Trails and Bird Watching: Explore family-friendly trails where you can observe local wildlife and bird species, making for an engaging outdoor adventure here.
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Adult Activities

  • Wine Tasting at Local Vineyards: Experience the region’s renowned wineries by indulging in wine tastings and vineyard tours that showcase this area's rich viticultural heritage.
  • Fly Fishing in Scenic Streams: Cast your line in the nearby streams and enjoy the tranquility of this destination's prime fishing spots, perfect for unwinding during your stay.
  • Golfing at Premier Courses: Play a round on well-maintained golf courses that offer stunning views and challenging holes within easy reach of your accommodations.
  • Exploring Historic Sites: Discover the area's fascinating history through visits to preserved landmarks and museums that provide insight into this region’s cultural background.

Cherry Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature Trails: Take advantage of the scenic outdoor paths nearby to enjoy peaceful walks and connect with the area's natural beauty.
  • Visit Community Events: Immerse yourself in local culture by attending seasonal festivals or farmers' markets held within the region.
  • Plan Day Trips to Nearby Attractions: Make the most of your stay by discovering other charming spots and hidden gems just a short drive away from your vacation rental.
  • Utilize Personalized Recommendations: Connect with your host or property manager for insider tips on the best dining, activities, and local hotspots here.

Transportation Options

  • Car Rentals: Renting a vehicle provides you with the flexibility to explore this destination and its surrounding areas at your own pace.
  • Public Transit: Buses and local transit services connect key parts of the region, making it easy to travel without a private vehicle.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber or Lyft offer convenient transportation around the area, ideal for quick trips or getting to specific destinations.
  • Bike Rentals: For those seeking an eco-friendly and active way to enjoy the scenery here, bike rentals are available and perfect for exploring nearby attractions.

Local Customs Options

  • Greeting Customs: Visitors often observe friendly, polite exchanges that emphasize community warmth and neighborliness in this small Illinois town.
  • Local Festivals: Participating in regional festivals allows you to experience the area's rich traditions and celebrate its unique cultural heritage.
  • Traditional Cuisine: Enjoying locally inspired dishes provides a taste of the region’s culinary history and the importance of community gatherings.
  • Community Events: Engaging in neighborhood activities reflects the close-knit spirit that defines here, making your stay more authentic and memorable.

Frequently Asked Questions About Cherry?

1. What are the top vacation rentals in Cherry?

There are a lot of options in Cherry. If you plan on staying in the Cherry area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cherry:

2. How many vacation rentals have private pools in Cherry?

There are 4 vacation rentals with private pools near Cherry. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Cherry are best for families?

If you are looking for a family-friendly vacation home in Cherry, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cherry:

4. How many Rentbyowner vacation rentals are available in Cherry?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 80 in the Cherry 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. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by listing, so you should review the specific property's cancellation terms on its listing page or contact the owner directly to understand the options available for your booking.

6. How do I know if my reservation is secure when booking a vacation rental here?

Booking through a reputable platform ensures your reservation is protected. You can check the listing’s reviews and host verification status to confirm reliability before finalizing your reservation.

7. Are there any house rules or restrictions I should be aware of in this region's vacation rentals?

Yes, each property has its own set of house rules, including policies on pets, smoking, or noise. Review these details on the listing page or reach out to the host for clarification before booking.

8. What amenities can I expect in vacation rentals around the region?

Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. Details are specified in each listing, so you can select accommodations that meet your needs.

9. How do I find the best vacation rentals in this destination for my travel dates?

Use the search filters on the booking website to narrow down options based on your preferences and travel dates. Reading guest reviews and viewing high-quality photos will help you choose the ideal accommodation.