Discover Your Perfect Highland Hills Vacation Homes

Why Choose Rent By Owner for your Highland Hills 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 Highland Hills

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience, allowing you to enjoy the region's unique charm while making the most of your vacation rental booking in Highland Hills, Lombard, Illinois.

Peak Season Highlights

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Summer (June to August)

This is the busiest time to visit the area, as visitors flock here for warm weather and outdoor activities. Expect vibrant local events and bustling attractions during these months.

Average Temperature Daytime: around 85°F - Nighttime: around 65°F
autumn
Fall (September to November)

Autumn draws many travelers seeking the region's scenic foliage and pleasant weather. It's an ideal time to enjoy outdoor pursuits and local festivities.

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

Off-Season Highlights

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Winter (December to February)

During winter, fewer visitors come, offering a quieter experience with cooler temperatures. It’s perfect for those looking for a peaceful retreat without large crowds.

Average Temperature Daytime: around 35°F - Nighttime: around 20°F
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Spring (March to May)

Early spring sees a dip in visitors before the summer rush begins. The region starts to bloom, making it a serene time to explore the local surroundings.

Average Temperature Daytime: around 55°F - Nighttime: around 38°F

Weekly Weather Forecast for Highland Hills

How to Book Your Highland Hills 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 Highland Hills

More Top-Rated Vacation Rentals in Highland Hills 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

  • Enjoy a private outdoor patio or deck for relaxing and dining al fresco amidst the fresh air.
  • Take advantage of on-site grilling facilities to prepare delicious meals during your stay.
  • Make the most of a spacious backyard, perfect for outdoor activities or simply unwinding in nature.
  • Utilize outdoor furniture that encourages lounging and savoring the scenic surroundings.
  • Find well-maintained walking paths or gardens that allow for peaceful strolls in the area.
  • Benefit from access to community outdoor spaces such as parks or common areas available with some rentals.
  • Seek properties with a swimming pool or hot tub to enhance your outdoor relaxation experience here.

Top Attractions Around Highland Hills

What attractions are nearby?

In this charming area, you can enjoy a variety of outdoor activities and recreational options just minutes from your vacation rental, making it easy to explore the natural beauty and local attractions that define Highland Hills in Lombard, Illinois.

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Family Activities

  • Lombard Lagoon Splashpad & Water Park: This attractions offers a fun-filled way for your family to enjoy hot days with water play zones suitable for all ages.
  • Here, you can explore beautiful gardens and participate in family-friendly events that make the most of the region’s natural beauty.
  • Lombard Historical Museum: Engaging exhibits and interactive displays provide an educational experience for kids and adults alike while discovering local history.
  • Marquardt Park: Perfect for outdoor picnics, sports, and playground activities, this park offers ample space for family leisure moments in the area.
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Adult Activities

  • Golfing at the local courses: Enjoy a relaxing day on the fairways of nearby golf courses, offering scenic views and challenging play for enthusiasts of all skill levels.
  • Visiting the area parks and trails: Explore picturesque parks and walking or biking trails that allow you to unwind amidst nature’s tranquility in this region.
  • Savoring dining experiences: Indulge in a variety of restaurants and cafes that showcase regional flavors and provide a perfect setting for a leisurely meal.
  • Shopping at local retail centers: Discover unique shops and malls in the vicinity where you can browse and purchase souvenirs or everyday essentials.

Highland Hills Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Visit During Off-Peak Seasons: To enjoy a more relaxed experience, consider visiting when the area is less busy, allowing you to explore Highland Hills with greater tranquility and find the best vacation rentals with ease.
  • Explore Local Amenities and Services: Take advantage of nearby restaurants, shops, and recreational facilities to make your stay comfortable and convenient in this destination.
  • Communicate Your Needs Clearly with Hosts: When booking vacation rentals here, provide detailed requests to ensure your accommodation suits your preferences and enhances your overall experience.
  • Research Transportation Options in Advance: Planning how to get around will help you maximize your time exploring the region and accessing all that Highland Hills has to offer.

Transportation Options

  • Metra Commuter Rail: This regional rail service provides convenient transportation options connecting the area to downtown Chicago and nearby suburbs.
  • Local Bus Services: The local bus network offers affordable and accessible transit within Lombard and surrounding neighborhoods, making it easy to explore here without a car.
  • Car Rentals: Several car rental agencies in Lombard provide the flexibility to navigate the region at your own pace, ideal for travelers staying in Highland Hills.
  • Taxi and Ride-Sharing Services: Convenient taxi and ride-sharing options are available for quick trips around the area or to nearby attractions in Illinois.

Local Customs Options

  • Respect for Local Festivals and Events: Participating in community celebrations here demonstrates your appreciation for the area's rich local traditions and customs.
  • Greeting Etiquette: A warm handshake or friendly nod is customary when meeting new neighbors or local hosts in this region, reflecting its welcoming nature.
  • Dining Customs: When enjoying meals at local eateries or with hosts, polite gestures such as expressing gratitude and trying regional dishes are appreciated here.
  • Environmental Respect: The community values sustainability; engaging in eco-friendly practices during your stay aligns with local environmental concerns in the area.

Frequently Asked Questions About Highland Hills?

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

There are a lot of options in Highland Hills. If you plan on staying in the Highland 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 Highland Hills:

2. How many vacation rentals have private pools in Highland Hills?

There are 10 vacation rentals with private pools near Highland Hills. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Highland Hills are best for families?

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

4. How many Rentbyowner vacation rentals are available in Highland Hills?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 185 in the Highland 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 Highland Hills. 

5. What is the cancellation policy for vacation rentals in Highland Hills, Lombard?

Cancellation policies vary by property. To ensure you understand the specific terms, please review the listing details or contact the owner directly before booking.

6. How do I confirm my booking and what information is required?

Booking confirmation typically involves providing your details and payment information through the listing platform. Always double-check the reservation requirements on the listing page or communicate with the host for clarity.

7. Are there any additional fees I should be aware of when reserving a vacation rental here?

Additional fees such as cleaning fees, service charges, or taxes may apply. These will be outlined in the listing details, so review the fee section carefully before completing your reservation.

8. Can I modify or cancel my reservation if my plans change?

Modifications and cancellations are subject to the property's cancellation policy. For specific instructions or assistance, contact the owner directly via the platform's messaging system.

9. What amenities are typically included in Highland Hills vacation rentals?

Amenities vary by property, but most offer essential features needed for a comfortable stay. Check the listing description to see detailed amenities provided at each vacation rental in this area.