Darien Vacation Rentals, Chicago: homes, house rentals & more

Discover a selection of 7 homes and other vacation rentals in Darien that are 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, such as parking and air conditioning. No matter what you're looking for, you're sure to find a rental for everyone's needs, including accessible or non-smoking choices.

Find the best place to stay - Darien

Beverly Place - 4BR/4BA Luxury!

Sleeps 10 · 4 bedrooms · 4 bathrooms

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Top rated rentals - Darien

Westchester Home

Peace of mind
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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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The picturesque setting of Darien is ready to explore

The area's temples and monuments are just a few of the reasons to vacation in Darien. Renowned for its shopping, restaurants and basketball games, this city welcomes all visitors. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Darien

Do you want to discover things to do while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Darien has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

Cog Hill Golf & Country Club (5.4 mi / 8.7 km)
Oak Brook Golf Course (6.8 mi / 10.9 km)
Galloping Ghost (7.7 mi / 12.4 km)
Bolingbrook Golf Club (10.6 mi / 17.1 km)
Orland Park Sportsplex (11 mi / 17.7 km)
Cantigny Golf Club (11.6 mi / 18.6 km)

Exploring the natural landscape of Darien

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Darien is a great place to spend some time outside. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

Morton Arboretum (6.2 mi / 9.9 km)
Riverwalk Park (9.5 mi / 15.3 km)
Centennial Beach (9.6 mi / 15.4 km)
Centennial Park (11.2 mi / 18 km)
Cantigny Park (11.9 mi / 19.1 km)
Garfield Park (16.1 mi / 26 km)

Traveling to and around Darien

The nearest airport is in Chicago Midway Airport (MDW), located 12.3 mi (19.8 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Chicago O'Hare Intl. Airport (ORD), which is 16.2 mi (26.1 km) away.

Frequently asked questions

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

Length of stay, season and property type are some factors that can influence the price of a vacation home. Simply enter your travel dates to find your perfect escape. From cozy chalets to sprawling villas, all Vrbo vacation rentals offer amazing value.

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

When you travel and the size and style of the property will influence how much you'll pay for your beachside escape. Put in your Darien travel dates to view your options on Vrbo. Did someone just say "hot tub"? Use our filters to select the features and amenities you want in your beach house.

What are the top attractions for families in Darien?

There are loads of wonderful things to see and do with the family in Darien, including:

Brookfield Zoo
Galloping Ghost
DuPage Childrens Museum

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

We recommend you check with the Darien vacation property you'd like on Vrbo as age restrictions differ. However, it's generally 16, 18 or 21.

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

It all depends on the Darien property. To look at a list of options offering extended stays, simply enter your dates and number of guests into Vrbo's search page. Enjoy having the whole place to yourself, along with comforts such as a fully-equipped kitchen and a yard where the kids can run and play. Keep your eyes open for long-term stays that offer discounted weekly or monthly prices.