Discover Your Perfect Hillcrest Vacation Homes

Best Vacation Homes in Hillcrest

House
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like-icon10.0
Exceptional
(30 Reviews)
8 Bedrooms 5 Baths 16 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,271/Night 7 Nights - US $8,895
Hotel
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like-icon8.8
Fabulous
(79 Reviews)
9 Baths 243.98 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $150/Night 7 Nights - US $1,051
Hotel
Map-icon
like-icon8.6
Fabulous
(410 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $169/Night 7 Nights - US $1,181
House
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like-icon10.0
Exceptional
(5 Reviews)
3 Bedrooms 2 Baths 6 Guests 2000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $254/Night 7 Nights - US $1,781
star-icons-3
Hotel
like-icon8.1
Excellent
(81 Reviews)
7 Baths 301.39 ft²
  • Breakfast
    Breakfast
  • Pet Friendly
    Pet Friendly
More amenities
US $84/Night 7 Nights - US $587
House
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like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 2 Baths 7 Guests 1100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $180/Night 7 Nights - US $1,257
House
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like-icon9.8
Exceptional
(159 Reviews)
10 Bedrooms 7 Baths 40 Guests 5000 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $848/Night 7 Nights - US $5,935
House
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like-icon8.4
Excellent
(5 Reviews)
3 Bedrooms 1 Bath 4 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $195/Night 7 Nights - US $1,365

Hillcrest Luxury Rentals

House
Map-icon
like-icon9.6
Exceptional
(7 Reviews)
4 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $349/Night 7 Nights - US $2,443
Other
Map-icon
4 Bedrooms 2 Baths 1 Guest
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $279/Night 7 Nights - US $1,954
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Hotel
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like-icon7.2
Very Good
(17 Reviews)
4 Baths
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $93/Night 7 Nights - US $651
Hotel
Map-icon
like-icon7.8
Very Good
(162 Reviews)
7 Baths 269.1 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
US $91/Night 7 Nights - US $635
Hotel
Map-icon
like-icon8.0
Excellent
(486 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Kitchen
    Kitchen
More amenities
US $84/Night 7 Nights - US $588
Hotel
Map-icon
like-icon7.0
Very Good
(420 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
US $80/Night 7 Nights - US $562
Hotel
Map-icon
like-icon8.2
Excellent
(985 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Kitchen
    Kitchen
More amenities
US $70/Night 7 Nights - US $491
Other
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4 Bedrooms 2 Baths 7 Guests
  • Air Conditioner
    Air Conditioner
  • Child Friendly
    Child Friendly
More amenities
US $230/Night 7 Nights - US $1,610

Hillcrest Pet Friendly Vacation Rentals

Apartment
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1 Bedroom 1 Bath 2 Guests 500 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $90/Night 7 Nights - US $630
House
Map-icon
3 Bedrooms 2 Baths 6 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $150/Night 7 Nights - US $1,050

Hillcrest Large Vacation Homes

Other
Map-icon
like-icon4.8
Average
(21 Reviews)
4 Bedrooms 2 Baths 10 Guests 3000 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $225/Night 7 Nights - US $1,575

Discover & compare premier experiences around Hillcrest

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Hillcrest 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 Hillcrest

When should you plan your Vacation Rentals stay?

Timing your visit to this destination can significantly enhance your experience, as the area offers unique attractions and weather patterns throughout the year that are ideal for planning your perfect stay.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, the area experiences warm weather that is perfect for outdoor activities and exploring local events, making it an ideal time for your stay in Hillcrest's charming vacation rentals.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Early Fall (September to October)

This season offers pleasant temperatures and vibrant fall foliage, providing a picturesque backdrop for your visit while enjoying the region's seasonal festivities and outdoor pursuits.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Mid Winter (January to February)

The colder months bring fewer visitors, giving you a more tranquil experience and the chance to explore the region’s cozy vacation rentals without the crowds.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
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Early Spring (March to April)

As the region transitions out of winter, this period sees less tourist activity, offering a peaceful escape from peak times while still enjoying the early signs of spring.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Hillcrest

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 meals with a view of the region’s scenic landscapes.
  • Take advantage of private patios or decks to relax and unwind in the fresh air.
  • Make use of a well-maintained garden or yard space ideal for outdoor activities.
  • Relax by a personal outdoor fireplace or fire pit during cooler evenings.
  • Utilize a shared or private swimming pool to stay cool and enjoy leisure time outdoors.
  • Benefit from easy access to nearby parks or walking trails for outdoor recreation.
  • Spend time on outdoor recreational features like a barbecue grill area or sport courts, if available.
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Family Activities

  • Brookfield Zoo: Spend a day exploring the diverse animal exhibits and interactive attractions at this renowned zoo, perfect for family outings in the region.
  • Morton Arboretum: Discover the beauty of nature through scenic walking trails, educational programs, and outdoor activities suitable for all ages here.
  • Cosley Zoo: Enjoy close encounters with native animals and participate in family-friendly events at this charming zoo nestled within the area's parks.
  • Carol Stream Park District Recreation Centers: Engage in sports, arts, and recreational programs designed to keep children active and entertained during your stay.
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Adult Activities

  • Exploring Local Art Galleries: Discover the vibrant art scene here by visiting galleries that showcase regional artists, offering a cultural experience you can enjoy during your stay.
  • Dining at Area Restaurants: Savor a variety of cuisine at local eateries renowned for their regional flavors and hospitality, perfect for relaxing after a day of sightseeing.
  • Wandering Through Community Parks: Spend some time outdoors in lush parks where you can walk, relax, or engage in outdoor activities amidst the scenic surroundings.
  • Visiting Historic Landmarks: Learn about the area's rich history by exploring well-preserved landmarks, providing a meaningful glimpse into the region's past.

Hillcrest Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining: Take advantage of the area's diverse culinary scene by visiting local restaurants to enjoy authentic regional flavors during your stay.
  • Plan Outdoor Activities: Make the most of this destination’s outdoor spaces by scheduling activities like walking or biking to experience the natural beauty firsthand.
  • Utilize Local Transportation: Use available public transit options or walk when possible to conveniently access nearby attractions without unnecessary hassle.
  • Connect with Community Events: Check out community calendars for events or markets that offer a deeper insight into local culture and traditions here.

Transportation Options

  • Metra Commuter Rail: This regional train service provides convenient access to downtown Chicago and surrounding suburbs, making it easy for you to explore the area's attractions from your vacation rental.
  • Local Bus Services: The area is served by reliable bus routes that connect you to key destinations within Hillcrest and nearby communities, offering an affordable transportation option.
  • Taxi and Rideshare Services: Taxis and popular rideshare companies operate here, providing flexible transportation options to reach local shops, restaurants, or the airport with ease.
  • Private Car Rentals: Booking a private car rental allows you the freedom to explore the region at your own pace, ideal for visitors staying in vacation rentals seeking convenience and comfort.

Local Customs Options

  • Celebration of Illinois Barbecue: You’ll find that grilling and outdoor barbecues are a cherished tradition here, reflecting the region’s rich culinary culture.
  • Local Church Festivals: Participating in community church festivals provides an authentic way to experience the area's warm hospitality and cultural heritage.
  • Seasonal Farmers' Markets: Visiting the seasonal farmers' markets offers a glimpse into the local agriculture and fresh produce that define this destination.
  • Historical Preservation Customs: Respecting and engaging with the area's historic landmarks and preservation efforts showcase the community’s pride in its history.

Hillcrest Vacation Rental Frequently Asked Questions

1. What are the top vacation rentals in Hillcrest?

2. How many Rentbyowner vacation rentals are available in Hillcrest?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 19 in the Hillcrest 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 Hillcrest. 

3. What is the cancellation policy for vacation rentals in Hillcrest, Illinois?

The cancellation policies vary depending on the specific property listing. To ensure you understand the terms, please review the cancellation details provided on the listing or contact the property owner directly before booking.

4. Are there any additional fees I should be aware of when booking a vacation rental in this area?

Additional fees such as cleaning fees, service charges, or taxes are often included or itemized in the listing details. It's recommended to read the full description or reach out to the host for clarification prior to confirming your reservation.

5. How do I check the availability of vacation rentals here?

Availability can be checked by entering your desired travel dates on the listing page. If you need assistance, contacting the property owner directly can help confirm current availability and answer any questions.

6. What amenities are typically included in vacation rentals in this region?

Most listings feature amenities such as Wi-Fi, parking, kitchen facilities, and laundry services. For specific amenities, please review the property description or contact the owner to ensure it meets your needs.

7. Is there a minimum stay requirement for booking vacation accommodations in this destination?

Minimum stay requirements vary by property; some listings may require stays of several nights. Check the individual listing details or contact the host for precise information about stay durations.