Owner Direct Vacation
Rentals in Chicago Heights
The Best Owner Direct Vacation Rentals in Chicago Heights. Explore thousands of vacation home rentals, large cabins, and villas near Chicago Heights
GUESTS
Explore the Best Chicago Heights Vacation Homes
Looking for the perfect place to stay in Chicago Heights? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Chicago Heights character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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Why Travelers Love Using
Owner Direct to
Find Chicago Heights Vacation Rentals
What makes our vacation homes stand out?
Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Chicago Heights
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Popular Neighborhoods for Chicago Heights Vacation Rentals
What are the best areas to stay in Chicago Heights
Discover the top neighborhoods in Chicago Heights and choose a place that suits your stay.
Friday Jan 30
Chicago Heights, Illinois
Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Chicago Heights vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Chicago Heights
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How to Reserve Your Chicago Heights Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Chicago Heights Vacation Rental FAQs
1. What are the top vacation rentals in Chicago Heights?
There are a lot of options in Chicago Heights. If you plan on staying in the Chicago Heights area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Chicago Heights:
- Remodeled Charming Home,Backyard w/Pergola,Pool/Ping Pong Game Room, Homewood IL
- Superb 3-bedroom house with fitness room in Chicago Heights
- Charming 3-bedroom house in Park Forest with WiFi, Large Flat Panel TVs & Google
- Modern One Bedroom Apartment 35 miles to Chicago
- Spacious Family Glenwood Estates Home w/Hot Tub!
- Spacious Family Glenwood Estates Home with Hot Tub!
- 834 Happy Home -Peaceful Private RMs with Laundry
- Full entire cozy home + Free Wi-Fi + Free parking + Central area
- Entire Luxurious Home. Free parking+Fast Wi-Fi Central Location. Private Getaway
- Extended Stay Homewood FHS Rental
2. Which vacation homes in Chicago Heights are best for families?
If you are looking for a family-friendly vacation home in Chicago Heights, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Chicago Heights:
3. How many vacation rentals are available in Chicago Heights?
Currently, the total number of properties listed in 2026 is over 36 in the Chicago Heights area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chicago Heights.