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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Darien holiday rentals

Indoor pool

Aparthotel in Downtown Chicago

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (1,096 reviews)
"Best full kitchen multi-room family lodging"
United States
Lee
The price is ฿3,404
฿4,907 total
includes taxes & fees
2 Mar - 3 Mar
Sentral Michigan Avenue
Lounge

Aparthotel in Downtown Chicago

Kasa River North Chicago
4.0 star property
9.4 out of 10, Exceptional, (184 reviews)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Design Apartment, Private Bathroom (The Oak Park Loft) | 2 bedrooms

Apartment in Oak Park

The Oak Park Loft
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is ฿3,911
฿7,925 total
includes taxes & fees
2 Mar - 3 Mar
The Oak Park Loft
Front of property

Holiday Home in Shorewood

Modern 4 Bedroom Private Vacation Home
2.5 star property
The price is ฿15,367
฿19,375 total
includes taxes & fees
2 Mar - 3 Mar
Modern 4 Bedroom Private Vacation Home
Exclusive Apartment, Private Bathroom, Garden View (1st Floor) | Lounge

Apartment in Oak Park

Historic Oak Park Home
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
United States
Janette
The price is ฿4,708
฿8,837 total
includes taxes & fees
2 Mar - 3 Mar
Historic Oak Park Home
Interior

Aparthotel in West Town

River West, Third Floor Chicago by 747 Lofts
2.0 star property
9.0 out of 10, Wonderful, (17 reviews)
"Loved the space and location "
United States
Caroline
The price is ฿7,014
฿14,798 total
includes taxes & fees
13 Mar - 14 Mar
River West, Third Floor Chicago by 747 Lofts
Exclusive Room, Private Bathroom, Garden View (2nd Floor) | Exterior

Apartment in Oak Park

Historic Oak Park Residence
2.0 star property
9.6 out of 10, Exceptional, (12 reviews)
"Absolutely awesome "
United States
Erik
The price is ฿5,173
฿9,369 total
includes taxes & fees
3 Mar - 4 Mar
Historic Oak Park Residence
Apartment, Private Bathroom | Lounge

Apartment in Oak Park

At Home in Oak Park
3.5 star property
9.4 out of 10, Exceptional, (9 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
The price is ฿4,527
฿8,630 total
includes taxes & fees
2 Mar - 3 Mar
At Home in Oak Park
Interior

Aparthotel in West Town

River West, Second Floor Chicago by 747 Lofts
2.0 star property
9.6 out of 10, Exceptional, (4 reviews)
"I need to somewhere to stay for a night in Chicago and found this place. It had a varying level of reviews but found the property more the suitable for what I paid. Easy to follow instructions to get in, clean, and convienent. They even provide ear plugs to drown out the sounds of the city."
United States
Anonymous traveller
The price is ฿2,525
฿11,215 total
includes taxes & fees
8 Mar - 9 Mar
River West, Second Floor Chicago by 747 Lofts
Interior

Aparthotel in West Town

Chicago Third Floor Studio by 747 Lofts
2.0 star property
9.8 out of 10, Exceptional, (7 reviews)
"Clean, easy to check in, all the household items you’d expect"
United States
Jason
The price is ฿3,304
฿12,560 total
includes taxes & fees
7 Mar - 8 Mar
Chicago Third Floor Studio by 747 Lofts
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Darien Hotel Reviews

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Great stay. We enjoyed it so much! Clean room, the filtered water, spacious room and the amenities inside the room were all a plus. Also great location. "
Tachana 3-night trip
Posted 18 hours ago
L7 Chicago by LOTTE

Find out more about Darien

Search for holiday rentals in Darien on Expedia! You can easily find your home rentals, villas, holiday apartments in Darien using one of the methods below:

  • View our selection of featured holiday rentals in Darien
  • Use the map to find apartments and other holiday homes in the Darien neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Darien while they last

Look no further and take a look at our great range of rental properties in Darien!

Frequently asked questions

Can I find a holiday rental in Darien?

Yes, there are holiday rentals close to the most popular sights in Darien, or you can select a more secluded option if you're looking for a relaxing stay. Darien is known for its temples and shopping. Make sure you have time to check out the restaurants and basketball games during your trip.

How many holiday rentals are there in Darien?

Choose from 7 Expedia holiday rentals in Darien for a memorable holiday.

What can I see and do in Darien?

While exploring the area, visit family-friendly sights like Galloping Ghost, or get outside and enjoy nature at Morton Arboretum. In the wider area, you’ll find National Shrine of St. Therese and Burr Ridge Village Center.

What are holiday rentals like in Darien?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Darien. Holiday rentals provide amenities such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family trips or small group gatherings.