Looking for the ideal vacation rental in CHI? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.
Apartments, Accommodations, Pet-friendly, Lodgings, Places to stay, Condos
AC, Kitchen, Microwave, No Smoking, Outdoor Space, Toys, TV
Apartments, Accommodations, Lodgings, Places to stay
Review score
3 reviews
AC, Balcony, Kitchen, No Smoking, Pool
Apartments, Accommodations, Pools, Spa, Pet-friendly, Lodgings, Beach, Places to stay, Family
Good
4 reviews
AC, Elevator, Frontdesk 24 Hour, Grocery, Internet, Kitchen, Microwave, Outdoor Space, Pool
Review score
2 reviews
B&bs, Accommodations, Parking, Guest houses, Homestays, Lodgings, Places to stay
AC, Balcony, Bar, Internet, Kitchen, Living Area, Microwave, Outdoor Space, Pool
Review score
2 reviews
Apartments, Accommodations, Lodgings, Places to stay, Condos
Review score
1 reviews
AC, Balcony, Bar, Elevator, Frontdesk 24 Hour, Internet, Kids Pool, Kitchen, Living Area
Apartments, Accommodations, Parking, Serviced apartments, Pet-friendly, Lodgings, Places to stay, Self-catering, Condos
Good
7 reviews
AC, Balcony, Elevator, Fitness Equipment, Free Parking, Internet, Kitchen, Living Area, Outdoor Space
Apartments, Accommodations, Lodgings, Places to stay
AC, Balcony, Frontdesk 24 Hour, Grocery, Internet, Kitchen, Laundry, Living Area, Microwave
Good
2 reviews
Apartments, Accommodations, Pools, Serviced apartments, Lodgings, Places to stay
Bar, Barbecue, Elevator, Frontdesk 24 Hour, Internet, Kids Pool, Kitchen, Laundry, Living Area
Good
5 reviews
Apartments, Accommodations, Parking, Lodgings, Places to stay
Review score
1 reviews
Barbecue, Fitness Equipment, Frontdesk 24 Hour, Internet, Kids Pool, Kitchen, Laundry, Microwave, Outdoor Grill
Review score
6 reviews
AC, Elevator, Fitness Equipment, Free Parking, Frontdesk 24 Hour, Internet, No Smoking, Pool
AC, Dryer, Fitness Equipment, Heater, Internet, Laundry, No Smoking, Washer
AC, Elevator, Fitness Equipment, Free Parking, Frontdesk 24 Hour, Internet, No Smoking, Pool, Spa
Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in CHI.
What makes our vacation rentals stand out?
Every vacation rentals shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Compare a range of properties and find fair, transparent pricing—no hidden fees.
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Some of the best vacation rentals in CHI are:
There are a lot of options in CHI. If you plan on staying in the CHI area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in CHI
You can explore 1051 verified vacation rentals in CHI. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.
Vacation rental prices in CHI vary depending on the season, property size, and location. Rates typically start from around $45 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.
Most vacation rentals in CHI include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.
Yes, many vacation rentals in CHI welcome pets. Currently, 24 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.
For popular travel periods such as holidays or peak seasons, it's recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.
Vacation rentals in CHI often include amenities such as Pool, Balcony/Terrace, and Security/Safety. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.
You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.