Heart of Chicago vacation rentals

We found 42 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 15 apartments and other vacation rentals in Heart of Chicago that are perfect for your trip. Vacation rentals offer the amenities you expect for your stay with friends, family, or just your pet, like WiFi and cable TV. You'll be sure to find a rental for everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

Frequently asked questions

What is the most popular type of vacation rental accommodation in Heart of Chicago?

According to our data, apartments are the most popular vacation property type in Heart of Chicago. But as you'd expect, everyone's idea of an epic trip can vary. Vrbo has vacation rentals in a variety of sizes and shapes, so you're bound to find your ideal fit.

How much does it cost to rent a vacation rental in Heart of Chicago?

Different factors determine how much you'll pay for a vacation rental in Heart of Chicago, including the time of year, property type and length of stay. However, all Vrbo homes have something in common — incredible value. Just add your travel dates to find your ideal match.

How much does it cost to rent a beach house in Heart of Chicago?

Prices for beach houses in Heart of Chicago vary depending on the type and size of the property and time of year you're traveling. Simply enter your travel dates into Vrbo and the number of guests to see available options and prices. From there you can use our filters to narrow down your search by ratings, nearby activities and more.

Are there pet-friendly vacation rentals in Heart of Chicago?

You're in luck! There are. You can pick from nine vacation rentals that cater to pets in Heart of Chicago. Many of our pet-friendly vacation rentals even come with an outdoor area for your furry pal to have fun in, special dog beds, complimentary treats and proximity to parks and green space. Apply the "Pets allowed" filter to find a pad that'll set tails wagging on Vrbo.

What are popular rental amenities in Heart of Chicago?

When it comes to rental amenities that guests are on the lookout for in Heart of Chicago, a firepit, nearby museums and a garden are the most popular. With Vrbo vacation rentals, you'll find options to fit your style and taste, whether you're going away with family members, friends or even pets.

Are there large group vacation rentals in Heart of Chicago?

Yes, you can choose one of two vacation rentals in Heart of Chicago that can host a group of five or more guests. From family get-togethers to events like a friend's birthday, these stays have enough space to hang out with the people that matter the most.

Are there vacation rentals in Heart of Chicago that welcome kids?

Heart of Chicago has nine family-friendly vacation homes to pick from. And booking a stay that welcomes youngsters is easy with our "Properties good for families" filter. As well as having the whole place to yourselves, you'll have access to amenities and perks like extra bedrooms, private pools and yards.

What are the top attractions for families in Heart of Chicago?

Keep the kids occupied at these popular family-friendly attractions in Heart of Chicago:

  • Navy Pier
  • Chicago Riverwalk
  • Shedd Aquarium

Can I find two-bedroom vacation rentals in Heart of Chicago?

Gather your loved ones and enjoy a relaxing escape in one of the eight two-bedroom vacation properties Heart of Chicago has to offer.

Are there vacation rentals with WiFi in Heart of Chicago?

You'll have a choice of eight vacation rentals with WiFi in Heart of Chicago. If you'd like to disconnect from daily life during your trip, but still need to be connected to the internet, these getaways have just what you need. Narrow your search by applying the WiFi filter on Vrbo.

How can I find vacation rentals with air conditioning in Heart of Chicago?

You can choose from nine Vrbo vacation rentals with air conditioning in Heart of Chicago providing that gentle, cool breeze and extra element of comfort. Simply enter your preferred travel dates and then use our handy filters to look for stays with air conditioning.

How old do you have to be to rent a vacation rental in Heart of Chicago?

The minimum required age is typically 16, 18 or 21. It can vary from property to property on Vrbo, so look at the rules of your chosen Heart of Chicago vacation home before booking your stay.

More Vacation Rentals ideas

People also search for