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Discover Your Perfect Oakwood Hills Rentals by Owner

Oakwood Hills Rentals by Owner

10.0 (1 Review)
Apartment
Spacious 3 Bedroom
  • Air Conditioner
  • Parking
  • Balcony/Terrace
View Availability
|
10.0 (1 Review)
House
Riverfront Cottage
  • Air Conditioner
  • Parking
  • Balcony/Terrace
View Availability
More Top-Rated Rentals by Owner in Oakwood Hills Area

Why Choose Rent By Owner for your Oakwood Hills 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 Oakwood Hills

When should you plan your Rentals by Owner stay?

Timing your getaway here can enhance your experience, so consider the local climate and seasonal changes to choose the most suitable time for your vacation in Oakwood Hills, Illinois, USA.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, the area experiences warm weather that makes it ideal for outdoor activities and enjoying the natural surroundings. This is when you'll find the highest demand for vacation rentals by owner in this region.

Average Temperature Daytime: 84°F - Nighttime: 65°F
autumn
Fall (September to November)

Autumn brings cooler temperatures and vibrant foliage, making it a popular time for visitors seeking scenic views and outdoor exploration. Rental bookings tend to peak as travelers enjoy the crisp, refreshing air here.

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

Off-Season Highlights

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Winter (December to February)

In winter, colder weather and occasional snowfall can lead to a decrease in rental demand. It offers a tranquil retreat with fewer visitors, perfect for those looking for a quiet getaway.

Average Temperature Daytime: 34°F - Nighttime: 20°F
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Spring (March to May)

As the region transitions into spring, temperatures gradually rise, but demand remains lower compared to peak seasons. This period is ideal if you prefer a more peaceful stay with less competition for accommodations.

Average Temperature Daytime: 58°F - Nighttime: 38°F

Weekly Weather Forecast for Oakwood Hills

How to Book Your Oakwood Hills vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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 Oakwood Hills

More Top-Rated Rentals by Owner in Oakwood Hills Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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 outdoor spaces with a private yard or garden, perfect for relaxing or family activities.
  • Many rentals feature access to a spacious patio or deck, ideal for outdoor dining and gatherings.
  • Expect well-maintained outdoor furniture that allows you to unwind while taking in the natural scenery of the area.
  • Some properties offer a swimming pool or hot tub, providing a refreshing way to relax during your stay.
  • Look for outdoor grills or barbecues to enhance your culinary experience under the open sky.
  • Wireless internet access often extends to outdoor living areas, so you can stay connected while enjoying the fresh air.
  • You may find outdoor sports amenities like a volleyball or badminton net, giving you options for active fun here in this region.

Top Attractions Around Oakwood Hills

What attractions are nearby?

In this charming area, you can enjoy a variety of outdoor activities and recreational options that showcase the natural beauty of the region, making it an ideal destination for exploring local parks, lakes, and scenic trails during your stay.

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Family Activities

  • Oakwood Hills Community Park: Enjoy a family picnic or outdoor activities at this scenic park with playgrounds and open spaces perfect for bonding and relaxation.
  • Nearby Nature Trails: Explore the region's lush greenery on well-maintained trails suitable for hiking and biking, offering an excellent way to experience the area's natural beauty.
  • Local Fishing Spots: Spend a peaceful day fishing at designated spots in the area, providing a fun and calming activity for all ages.
  • Family-Friendly Events: Check out seasonal festivals and community events that often take place here, creating memorable experiences for the entire family.
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Adult Activities

  • Hiking and Nature Walks at the Local Trails: Explore scenic trails around the area to enjoy outdoor exercise and views of the region's natural beauty.
  • Fishing and Boating at Nearby Lakes: Spend relaxing afternoons by the water engaging in fishing or renting a boat for leisure on the lakes close to this destination.
  • Golfing at Regional Courses: Tee off at nearby golf courses, offering a perfect activity for enthusiasts seeking a day on the greens.
  • Visiting Local Parks and Picnic Areas: Take advantage of well-maintained parks and enjoy a peaceful picnic surrounded by nature in this part of Illinois.

Oakwood Hills Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Activities: Research the area’s outdoor and recreational options to enhance your stay and enjoy the natural beauty of Oakwood Hills.
  • Choose a Rental with Essential Amenities: Select accommodations that offer conveniences like a fully equipped kitchen or outdoor space to make your visit more comfortable and enjoyable.
  • Connect with the Neighborhood: Engage with local hosts or neighbors to gain insider tips about the region’s best spots and hidden gems in this quiet destination.
  • Respect Community Guidelines: Adhere to local rules and property policies to ensure a smooth and trouble-free stay in this welcoming area.

Transportation Options

  • Car Rental Services: You can easily access a variety of car rental options in the area, perfect for exploring Oakwood Hills and its surrounding attractions at your own pace.
  • Public Transit: The regional bus system offers convenient transportation within the region, making it simple to navigate here without needing a private vehicle.
  • Taxi and Rideshare: Reliable taxi services and popular rideshare apps provide quick, flexible transportation options throughout the local area for seamless travel experiences.
  • Local Shuttle Services: Shuttle services operate in the region, offering convenient transportation for short distances, ideal for reaching nearby destinations from your rental accommodation.

Local Customs Options

  • Respect for Local Nature: Visitors often observe a strong community value of preserving the area's natural beauty, making eco-friendly behavior during your stay important.
  • Community Gatherings: Local events and festivals are cherished here, offering you an authentic way to connect with residents and experience regional traditions.
  • Dining Etiquette: When enjoying meals at local eateries, it's customary to share conversations and appreciate regional specialties unique to this part of Illinois.
  • Respect for Quiet Hours: The region values tranquility, especially in residential areas, so keeping noise levels down during late hours is appreciated by locals.

Frequently Asked Questions About Oakwood Hills Rentals by Owner

1. What are the top vacation rentals in Oakwood Hills?

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

2. How many Rentbyowner vacation rentals are available in Oakwood Hills?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 43 in the Oakwood Hills 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 Oakwood Hills. 

3. What is the cancellation policy for a rental by owner in Oakwood Hills, Illinois?

Cancellation policies vary depending on the specific listing. To understand the terms, please review the cancellation details listed on the property page or contact the owner directly before booking.

4. How do I communicate with the owner of a vacation rental in this region?

You can reach out to the owner through the messaging system provided on the booking platform. For detailed inquiries, it's best to use the contact options available on the property listing.

5. Are there any additional fees I should be aware of when booking a rental by owner here?

Additional fees such as cleaning fees, service charges, or security deposits are typically outlined in the listing details. Be sure to review the full fee breakdown before completing your reservation.

6. What amenities are usually included in rentals by owner in the area?

Most rentals offer essential amenities like Wi-Fi, parking, and kitchen facilities. However, for specific features, always check the individual listing to ensure it meets your needs.

7. How far in advance should I book a vacation rental in this destination?

It’s recommended to book several weeks to months ahead, especially during peak travel times. For availability and optimal selection, check the listing calendar early and contact the owner if needed.

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The Adorable "Blue Breeze"!
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More Top-Rated Rentals by Owner in Oakwood Hills Area