Vacation Homes in Chatham, Chicago: House Rentals & More

Scroll through and select from vacation rentals in Chatham to find one that's perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation homes have the amenities you need and want for your stay, which might include hot tub and a washer and dryer. You'll be sure to find a rental for everyone's needs, including places that are non-smoking or accessible.

Find the best place to stay - Chatham

51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi

Sleeps 4 · 1 bedroom · 1 bathroom

Luxurious Duplex Penthouse in the Heart of Chicago ~ Outstanding Location!

Sleeps 20 · 5 bedrooms · 2+ bathrooms

Find spaces that suit your style

Top rated rentals - Chatham

Chicago visit

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.
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Frequently asked questions

How much does it cost to rent a vacation rental in Chatham?

The average price for a vacation home in Chatham can vary based on factors including length of stay, season and property type. Whether you're looking for a villa with space for extended family or a cozy cabin that's perfect for two, just add your dates of travel to see stays with great value.

How much does it cost to rent a beach house in Chatham?

Prices for beach houses in Chatham vary depending on the style and size of the property and when you're traveling. Simply enter your travel dates into Vrbo and how many guests to view vacation rental options and prices. From there you can use our filter tool to tailor your search results by amenities, ratings, nearby activities and more.

What are the top attractions for families in Chatham?

Keeping the kids happy during your stay in Chatham is easy with these awesome family-friendly attractions:

Shedd Aquarium
Field Museum of Natural History
Chicago Museum of Science and Industry

How old do you have to be to rent a vacation rental in Chatham?

The minimum age can differ across properties on Vrbo, so check the rules of the vacation home in Chatham you're interested in. But normally, it's 16, 18 or 21.

How long can I rent a vacation rental in Chatham for?

How long you can rent a vacation rental in Chatham varies according to the property. Simply enter your preferred dates to view a list of options offering extended stays. With tons of amenities like laundries and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to get the perfect place to call your home away from home in Chatham.